chore: Fix merge conflicts

177 files changed, 8294 insertions, 3796 deletions

diff --git a/.coveragerc b/.coveragerc
deleted file mode 100644
index d572bd705..000000000
--- a/.coveragerc
+++ /dev/null
@@ -1,5 +0,0 @@
-[run]
-branch = true
-source =
-    bot
-    tests
diff --git a/.github/CODEOWNERS b/.github/CODEOWNERS
index 6dfe7e859..ea69f7677 100644
--- a/.github/CODEOWNERS
+++ b/.github/CODEOWNERS
@@ -4,10 +4,10 @@
 **/bot/exts/moderation/*silence.py      @MarkKoz
 bot/exts/info/codeblock/**              @MarkKoz
 bot/exts/utils/extensions.py            @MarkKoz
-bot/exts/utils/snekbox.py               @MarkKoz @Akarys42 @jb3
-bot/exts/help_channels/**               @MarkKoz @Akarys42
-bot/exts/moderation/**                  @Akarys42 @mbaruh @Den4200 @ks129 @jb3
-bot/exts/info/**                        @Akarys42 @Den4200 @jb3
+bot/exts/utils/snekbox.py               @MarkKoz @jb3
+bot/exts/help_channels/**               @MarkKoz
+bot/exts/moderation/**                  @mbaruh @Den4200 @ks129 @jb3
+bot/exts/info/**                        @Den4200 @jb3
 bot/exts/info/information.py            @mbaruh @jb3
 bot/exts/filters/**                     @mbaruh @jb3
 bot/exts/fun/**                         @ks129
@@ -21,22 +21,16 @@ bot/rules/**                            @mbaruh
 bot/utils/extensions.py                 @MarkKoz
 bot/utils/function.py                   @MarkKoz
 bot/utils/lock.py                       @MarkKoz
-bot/utils/regex.py                      @Akarys42
 bot/utils/scheduling.py                 @MarkKoz
 
 # Tests
 tests/_autospec.py                      @MarkKoz
 tests/bot/exts/test_cogs.py             @MarkKoz
-tests/**                                @Akarys42
 
 # CI & Docker
-.github/workflows/**                    @MarkKoz @Akarys42 @SebastiaanZ @Den4200 @jb3
-Dockerfile                              @MarkKoz @Akarys42 @Den4200 @jb3
-docker-compose.yml                      @MarkKoz @Akarys42 @Den4200 @jb3
-
-# Tools
-poetry.lock                             @Akarys42
-pyproject.toml                          @Akarys42
+.github/workflows/**                    @MarkKoz @SebastiaanZ @Den4200 @jb3
+Dockerfile                              @MarkKoz @Den4200 @jb3
+docker-compose.yml                      @MarkKoz @Den4200 @jb3
 
 # Statistics
 bot/async_stats.py                      @jb3
diff --git a/.github/workflows/build.yml b/.github/workflows/build.yml
index 84a671917..f8f2c8888 100644
--- a/.github/workflows/build.yml
+++ b/.github/workflows/build.yml
@@ -8,6 +8,10 @@ on:
     types:
       - completed
 
+concurrency:
+  group: ${{ github.workflow }}-${{ github.ref }}
+  cancel-in-progress: true
+
 jobs:
   build:
     if: github.event.workflow_run.conclusion == 'success' && github.event.workflow_run.event == 'push'
diff --git a/.github/workflows/deploy.yml b/.github/workflows/deploy.yml
index 8b809b777..88abe6fb6 100644
--- a/.github/workflows/deploy.yml
+++ b/.github/workflows/deploy.yml
@@ -8,6 +8,10 @@ on:
     types:
       - completed
 
+concurrency:
+  group: ${{ github.workflow }}-${{ github.ref }}
+  cancel-in-progress: true
+
 jobs:
   build:
     environment: production
@@ -38,6 +42,6 @@ jobs:
         uses: Azure/k8s-deploy@v1
         with:
           manifests: |
-              bot/deployment.yaml
+              namespaces/default/bot/deployment.yaml
           images: 'ghcr.io/python-discord/bot:${{ steps.sha_tag.outputs.tag }}'
           kubectl-version: 'latest'
diff --git a/.github/workflows/lint-test.yml b/.github/workflows/lint-test.yml
index d96f324ec..f2c9dfb6c 100644
--- a/.github/workflows/lint-test.yml
+++ b/.github/workflows/lint-test.yml
@@ -6,11 +6,25 @@ on:
       - main
   pull_request:
 
+concurrency:
+  group: ${{ github.workflow }}-${{ github.ref }}
+  cancel-in-progress: true
 
 jobs:
   lint-test:
     runs-on: ubuntu-latest
     env:
+      # List of licenses that are compatible with the MIT License and
+      # can be used in our project
+      ALLOWED_LICENSE: Apache Software License;
+        BSD License;
+        GNU Library or Lesser General Public License (LGPL);
+        ISC License (ISCL);
+        MIT License;
+        Mozilla Public License 2.0 (MPL 2.0);
+        Public Domain;
+        Python Software Foundation License
+
       # Dummy values for required bot environment variables
       BOT_API_KEY: foo
       BOT_SENTRY_DSN: blah
@@ -67,6 +81,15 @@ jobs:
           pip install poetry
           poetry install
 
+      # Check all of our non-dev dependencies are compatible with the MIT license.
+      # If you added a new dependencies that is being rejected,
+      # please make sure it is compatible with the license for this project,
+      # and add it to the ALLOWED_LICENSE variable
+      - name: Check Dependencies License
+        run: |
+          pip-licenses --allow-only="$ALLOWED_LICENSE" \
+            --package $(poetry export -f requirements.txt --without-hashes | sed "s/==.*//g" | tr "\n" " ")
+
       # This step caches our pre-commit environment. To make sure we
       # do create a new environment when our pre-commit setup changes,
       # we create a cache key based on relevant factors.
@@ -97,19 +120,8 @@ jobs:
         --format='::error file=%(path)s,line=%(row)d,col=%(col)d::\
         [flake8] %(code)s: %(text)s'"
 
-      # We run `coverage` using the `python` command so we can suppress
-      # irrelevant warnings in our CI output.
       - name: Run tests and generate coverage report
-        run: |
-            python -Wignore -m coverage run -m unittest
-            coverage report -m
-
-      # This step will publish the coverage reports coveralls.io and
-      # print a "job" link in the output of the GitHub Action
-      - name: Publish coverage report to coveralls.io
-        env:
-            GITHUB_TOKEN: ${{ secrets.GITHUB_TOKEN }}
-        run: coveralls
+        run: pytest -n auto --cov --disable-warnings -q
 
       # Prepare the Pull Request Payload artifact. If this fails, we
       # we fail silently using the `continue-on-error` option. It's
diff --git a/.github/workflows/sentry_release.yml b/.github/workflows/sentry_release.yml
index f6a1e1f0e..48f5e50f4 100644
--- a/.github/workflows/sentry_release.yml
+++ b/.github/workflows/sentry_release.yml
@@ -5,6 +5,10 @@ on:
     branches:
       - main
 
+concurrency:
+  group: ${{ github.workflow }}-${{ github.ref }}
+  cancel-in-progress: true
+
 jobs:
   create_sentry_release:
     runs-on: ubuntu-latest
diff --git a/.github/workflows/status_embed.yaml b/.github/workflows/status_embed.yaml
index b6a71b887..4178c366d 100644
--- a/.github/workflows/status_embed.yaml
+++ b/.github/workflows/status_embed.yaml
@@ -9,6 +9,10 @@ on:
     types:
       - completed
 
+concurrency:
+  group: ${{ github.workflow }}-${{ github.ref }}
+  cancel-in-progress: true
+
 jobs:
   status_embed:
     # We need to send a status embed whenever the workflow
diff --git a/.gitignore b/.gitignore
index f74a142f3..177345908 100644
--- a/.gitignore
+++ b/.gitignore
@@ -116,6 +116,7 @@ log.*
 # Custom user configuration
 config.yml
 docker-compose.override.yml
+metricity-config.toml
 
 # xmlrunner unittest XML reports
 TEST-**.xml
diff --git a/.pre-commit-config.yaml b/.pre-commit-config.yaml
index a9412f07d..d8a90ac00 100644
--- a/.pre-commit-config.yaml
+++ b/.pre-commit-config.yaml
@@ -13,6 +13,11 @@ repos:
     rev: v1.5.1
     hooks:
       - id: python-check-blanket-noqa
+  - repo: https://github.com/pycqa/isort
+    rev: 5.8.0
+    hooks:
+      - id: isort
+        name: isort (python)
   - repo: local
     hooks:
       - id: flake8
diff --git a/Dockerfile b/Dockerfile
index c285898dc..30bf8a361 100644
--- a/Dockerfile
+++ b/Dockerfile
@@ -1,4 +1,4 @@
-FROM python:3.9.5-slim
+FROM --platform=linux/amd64 python:3.9-slim
 
 # Set pip to have no saved cache
 ENV PIP_NO_CACHE_DIR=false \
diff --git a/bot/__init__.py b/bot/__init__.py
index 8f880b8e6..17d99105a 100644
--- a/bot/__init__.py
+++ b/bot/__init__.py
@@ -5,8 +5,7 @@ from typing import TYPE_CHECKING
 
 from discord.ext import commands
 
-from bot import log
-from bot.command import Command
+from bot import log, monkey_patches
 
 if TYPE_CHECKING:
     from bot.bot import Bot
@@ -17,9 +16,16 @@ log.setup()
 if os.name == "nt":
     asyncio.set_event_loop_policy(asyncio.WindowsSelectorEventLoopPolicy())
 
+monkey_patches.patch_typing()
+
+# This patches any convertors that use PartialMessage, but not the PartialMessageConverter itself
+# as library objects are made by this mapping.
+# https://github.com/Rapptz/discord.py/blob/1a4e73d59932cdbe7bf2c281f25e32529fc7ae1f/discord/ext/commands/converter.py#L984-L1004
+commands.converter.PartialMessageConverter = monkey_patches.FixedPartialMessageConverter
+
 # Monkey-patch discord.py decorators to use the Command subclass which supports root aliases.
 # Must be patched before any cogs are added.
-commands.command = partial(commands.command, cls=Command)
-commands.GroupMixin.command = partialmethod(commands.GroupMixin.command, cls=Command)
+commands.command = partial(commands.command, cls=monkey_patches.Command)
+commands.GroupMixin.command = partialmethod(commands.GroupMixin.command, cls=monkey_patches.Command)
 
 instance: "Bot" = None  # Global Bot instance.
diff --git a/bot/__main__.py b/bot/__main__.py
index 9317563c8..0d3fce180 100644
--- a/bot/__main__.py
+++ b/bot/__main__.py
@@ -1,11 +1,9 @@
-import logging
-
 import aiohttp
 
 import bot
 from bot import constants
 from bot.bot import Bot, StartupError
-from bot.log import setup_sentry
+from bot.log import get_logger, setup_sentry
 
 setup_sentry()
 
@@ -21,7 +19,7 @@ except StartupError as e:
         message = "Could not connect to Redis. Is it running?"
 
     # The exception is logged with an empty message so the actual message is visible at the bottom
-    log = logging.getLogger("bot")
+    log = get_logger("bot")
     log.fatal("", exc_info=e.exception)
     log.fatal(message)
 
diff --git a/bot/api.py b/bot/api.py
index 6ce9481f4..856f7c865 100644
--- a/bot/api.py
+++ b/bot/api.py
@@ -1,13 +1,14 @@
 import asyncio
-import logging
 from typing import Optional
 from urllib.parse import quote as quote_url
 
 import aiohttp
 
+from bot.log import get_logger
+
 from .constants import Keys, URLs
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 
 class ResponseCodeError(ValueError):
diff --git a/bot/async_stats.py b/bot/async_stats.py
index 58a80f528..2af832e5b 100644
--- a/bot/async_stats.py
+++ b/bot/async_stats.py
@@ -3,6 +3,8 @@ import socket
 
 from statsd.client.base import StatsClientBase
 
+from bot.utils import scheduling
+
 
 class AsyncStatsClient(StatsClientBase):
     """An async transport method for statsd communication."""
@@ -32,7 +34,7 @@ class AsyncStatsClient(StatsClientBase):
 
     def _send(self, data: str) -> None:
         """Start an async task to send data to statsd."""
-        self._loop.create_task(self._async_send(data))
+        scheduling.create_task(self._async_send(data), event_loop=self._loop)
 
     async def _async_send(self, data: str) -> None:
         """Send data to the statsd server using the async transport."""
diff --git a/bot/bot.py b/bot/bot.py
index 914da9c98..94783a466 100644
--- a/bot/bot.py
+++ b/bot/bot.py
@@ -1,5 +1,4 @@
 import asyncio
-import logging
 import socket
 import warnings
 from collections import defaultdict
@@ -14,8 +13,9 @@ from sentry_sdk import push_scope
 
 from bot import api, constants
 from bot.async_stats import AsyncStatsClient
+from bot.log import get_logger
 
-log = logging.getLogger('bot')
+log = get_logger('bot')
 LOCALHOST = "127.0.0.1"
 
 
@@ -109,7 +109,7 @@ class Bot(commands.Bot):
     def create(cls) -> "Bot":
         """Create and return an instance of a Bot."""
         loop = asyncio.get_event_loop()
-        allowed_roles = [discord.Object(id_) for id_ in constants.MODERATION_ROLES]
+        allowed_roles = list({discord.Object(id_) for id_ in constants.MODERATION_ROLES})
 
         intents = discord.Intents.all()
         intents.presences = False
diff --git a/bot/command.py b/bot/command.py
deleted file mode 100644
index 0fb900f7b..000000000
--- a/bot/command.py
+++ /dev/null
@@ -1,18 +0,0 @@
-from discord.ext import commands
-
-
-class Command(commands.Command):
-    """
-    A `discord.ext.commands.Command` subclass which supports root aliases.
-
-    A `root_aliases` keyword argument is added, which is a sequence of alias names that will act as
-    top-level commands rather than being aliases of the command's group. It's stored as an attribute
-    also named `root_aliases`.
-    """
-
-    def __init__(self, *args, **kwargs):
-        super().__init__(*args, **kwargs)
-        self.root_aliases = kwargs.get("root_aliases", [])
-
-        if not isinstance(self.root_aliases, (list, tuple)):
-            raise TypeError("Root aliases of a command must be a list or a tuple of strings.")
diff --git a/bot/constants.py b/bot/constants.py
index 885b5c822..1b713a7e3 100644
--- a/bot/constants.py
+++ b/bot/constants.py
@@ -9,8 +9,6 @@ the custom configuration. Any settings left
 out in the custom user configuration will stay
 their default values from `config-default.yml`.
 """
-
-import logging
 import os
 from collections.abc import Mapping
 from enum import Enum
@@ -25,8 +23,6 @@ try:
 except ModuleNotFoundError:
     pass
 
-log = logging.getLogger(__name__)
-
 
 def _env_var_constructor(loader, node):
     """
@@ -104,7 +100,7 @@ def _recursive_update(original, new):
 
 
 if Path("config.yml").exists():
-    log.info("Found `config.yml` file, loading constants from it.")
+    print("Found `config.yml` file, loading constants from it.")
     with open("config.yml", encoding="UTF-8") as f:
         user_config = yaml.safe_load(f)
     _recursive_update(_CONFIG_YAML, user_config)
@@ -123,11 +119,10 @@ def check_required_keys(keys):
                 if lookup is None:
                     raise KeyError(key)
         except KeyError:
-            log.critical(
+            raise KeyError(
                 f"A configuration for `{key_path}` is required, but was not found. "
                 "Please set it in `config.yml` or setup an environment variable and try again."
             )
-            raise
 
 
 try:
@@ -186,8 +181,7 @@ class YAMLGetter(type):
                 (cls.section, cls.subsection, name)
                 if cls.subsection is not None else (cls.section, name)
             )
-            # Only an INFO log since this can be caught through `hasattr` or `getattr`.
-            log.info(f"Tried accessing configuration variable at `{dotted_path}`, but it could not be found.")
+            print(f"Tried accessing configuration variable at `{dotted_path}`, but it could not be found.")
             raise AttributeError(repr(name)) from e
 
     def __getitem__(cls, name):
@@ -400,6 +394,8 @@ class Categories(metaclass=YAMLGetter):
     modmail: int
     voice: int
 
+    # 2021 Summer Code Jam
+    summer_code_jam: int
 
 class Channels(metaclass=YAMLGetter):
     section = "guild"
@@ -433,10 +429,13 @@ class Channels(metaclass=YAMLGetter):
     off_topic_1: int
     off_topic_2: int
 
+    black_formatter: int
+
     bot_commands: int
-    discord_py: int
+    discord_bots: int
     esoteric: int
     voice_gate: int
+    code_jam_planning: int
 
     admins: int
     admin_spam: int
@@ -445,6 +444,7 @@ class Channels(metaclass=YAMLGetter):
     incidents: int
     incidents_archive: int
     mod_alerts: int
+    mod_meta: int
     nominations: int
     nomination_voting: int
     organisation: int
@@ -454,18 +454,19 @@ class Channels(metaclass=YAMLGetter):
     staff_announcements: int
 
     admins_voice: int
+    code_help_voice_0: int
     code_help_voice_1: int
-    code_help_voice_2: int
-    general_voice: int
+    general_voice_0: int
+    general_voice_1: int
     staff_voice: int
 
+    code_help_chat_0: int
     code_help_chat_1: int
-    code_help_chat_2: int
     staff_voice_chat: int
-    voice_chat: int
+    voice_chat_0: int
+    voice_chat_1: int
 
     big_brother_logs: int
-    talent_pool: int
 
 
 class Webhooks(metaclass=YAMLGetter):
@@ -475,15 +476,20 @@ class Webhooks(metaclass=YAMLGetter):
     big_brother: int
     dev_log: int
     duck_pond: int
+    incidents: int
     incidents_archive: int
-    talent_pool: int
 
 
 class Roles(metaclass=YAMLGetter):
     section = "guild"
     subsection = "roles"
 
+    # Self-assignable roles, see the Subscribe cog
+    advent_of_code: int
     announcements: int
+    lovefest: int
+    pyweek_announcements: int
+
     contributors: int
     help_cooldown: int
     muted: int
@@ -495,8 +501,10 @@ class Roles(metaclass=YAMLGetter):
 
     admins: int
     core_developers: int
+    code_jam_event_team: int
     devops: int
     domain_leads: int
+    events_lead: int
     helpers: int
     moderators: int
     mod_team: int
@@ -504,7 +512,6 @@ class Roles(metaclass=YAMLGetter):
     project_leads: int
 
     jammers: int
-    team_leaders: int
 
 
 class Guild(metaclass=YAMLGetter):
@@ -560,13 +567,16 @@ class Metabase(metaclass=YAMLGetter):
 
     username: Optional[str]
     password: Optional[str]
-    url: str
+    base_url: str
+    public_url: str
     max_session_age: int
 
 
 class AntiSpam(metaclass=YAMLGetter):
     section = 'anti_spam'
 
+    cache_size: int
+
     clean_offending: bool
     ping_everyone: bool
 
@@ -602,7 +612,6 @@ class HelpChannels(metaclass=YAMLGetter):
     section = 'help_channels'
 
     enable: bool
-    claim_minutes: int
     cmd_whitelist: List[int]
     idle_minutes_claimant: int
     idle_minutes_others: int
@@ -679,8 +688,16 @@ class VideoPermission(metaclass=YAMLGetter):
     default_permission_duration: int
 
 
+class ThreadArchiveTimes(Enum):
+    HOUR = 60
+    DAY = 1440
+    THREE_DAY = 4320
+    WEEK = 10080
+
+
 # Debug mode
-DEBUG_MODE = 'local' in os.environ.get("SITE_URL", "local")
+DEBUG_MODE: bool = _CONFIG_YAML["debug"] == "true"
+FILE_LOGS: bool = _CONFIG_YAML["file_logs"].lower() == "true"
 
 # Paths
 BOT_DIR = os.path.dirname(__file__)
@@ -689,6 +706,7 @@ PROJECT_ROOT = os.path.abspath(os.path.join(BOT_DIR, os.pardir))
 # Default role combinations
 MODERATION_ROLES = Guild.moderation_roles
 STAFF_ROLES = Guild.staff_roles
+STAFF_PARTNERS_COMMUNITY_ROLES = STAFF_ROLES + [Roles.partners, Roles.python_community]
 
 # Channel combinations
 MODERATION_CHANNELS = Guild.moderation_channels
diff --git a/bot/converters.py b/bot/converters.py
index 2a3943831..559e759e1 100644
--- a/bot/converters.py
+++ b/bot/converters.py
@@ -1,8 +1,8 @@
-import logging
+from __future__ import annotations
+
 import re
 import typing as t
-from datetime import datetime
-from functools import partial
+from datetime import datetime, timezone
 from ssl import CertificateError
 
 import dateutil.parser
@@ -10,18 +10,26 @@ import dateutil.tz
 import discord
 from aiohttp import ClientConnectorError
 from dateutil.relativedelta import relativedelta
-from discord.ext.commands import BadArgument, Bot, Context, Converter, IDConverter, UserConverter
-from discord.utils import DISCORD_EPOCH, snowflake_time
+from discord.ext.commands import BadArgument, Bot, Context, Converter, IDConverter, MemberConverter, UserConverter
+from discord.utils import escape_markdown, snowflake_time
 
+from bot import exts
 from bot.api import ResponseCodeError
 from bot.constants import URLs
+from bot.errors import InvalidInfraction
 from bot.exts.info.doc import _inventory_parser
+from bot.exts.info.tags import TagIdentifier
+from bot.log import get_logger
+from bot.utils.extensions import EXTENSIONS, unqualify
 from bot.utils.regex import INVITE_RE
 from bot.utils.time import parse_duration_string
 
-log = logging.getLogger(__name__)
+if t.TYPE_CHECKING:
+    from bot.exts.info.source import SourceType
+
+log = get_logger(__name__)
 
-DISCORD_EPOCH_DT = datetime.utcfromtimestamp(DISCORD_EPOCH / 1000)
+DISCORD_EPOCH_DT = snowflake_time(0)
 RE_USER_MENTION = re.compile(r"<@!?([0-9]+)>$")
 
 
@@ -64,10 +72,10 @@ class ValidDiscordServerInvite(Converter):
 
     async def convert(self, ctx: Context, server_invite: str) -> dict:
         """Check whether the string is a valid Discord server invite."""
-        invite_code = INVITE_RE.search(server_invite)
+        invite_code = INVITE_RE.match(server_invite)
         if invite_code:
             response = await ctx.bot.http_session.get(
-                f"{URLs.discord_invite_api}/{invite_code[1]}"
+                f"{URLs.discord_invite_api}/{invite_code.group('invite')}"
             )
             if response.status != 404:
                 invite_data = await response.json()
@@ -128,6 +136,44 @@ class ValidFilterListType(Converter):
         return list_type
 
 
+class Extension(Converter):
+    """
+    Fully qualify the name of an extension and ensure it exists.
+
+    The * and ** values bypass this when used with the reload command.
+    """
+
+    async def convert(self, ctx: Context, argument: str) -> str:
+        """Fully qualify the name of an extension and ensure it exists."""
+        # Special values to reload all extensions
+        if argument == "*" or argument == "**":
+            return argument
+
+        argument = argument.lower()
+
+        if argument in EXTENSIONS:
+            return argument
+        elif (qualified_arg := f"{exts.__name__}.{argument}") in EXTENSIONS:
+            return qualified_arg
+
+        matches = []
+        for ext in EXTENSIONS:
+            if argument == unqualify(ext):
+                matches.append(ext)
+
+        if len(matches) > 1:
+            matches.sort()
+            names = "\n".join(matches)
+            raise BadArgument(
+                f":x: `{argument}` is an ambiguous extension name. "
+                f"Please use one of the following fully-qualified names.```\n{names}```"
+            )
+        elif matches:
+            return matches[0]
+        else:
+            raise BadArgument(f":x: Could not find the extension `{argument}`.")
+
+
 class PackageName(Converter):
     """
     A converter that checks whether the given string is a valid package name.
@@ -191,11 +237,16 @@ class Inventory(Converter):
     async def convert(ctx: Context, url: str) -> t.Tuple[str, _inventory_parser.InventoryDict]:
         """Convert url to Intersphinx inventory URL."""
         await ctx.trigger_typing()
-        if (inventory := await _inventory_parser.fetch_inventory(url)) is None:
-            raise BadArgument(
-                f"Failed to fetch inventory file after {_inventory_parser.FAILED_REQUEST_ATTEMPTS} attempts."
-            )
-        return url, inventory
+        try:
+            inventory = await _inventory_parser.fetch_inventory(url)
+        except _inventory_parser.InvalidHeaderError:
+            raise BadArgument("Unable to parse inventory because of invalid header, check if URL is correct.")
+        else:
+            if inventory is None:
+                raise BadArgument(
+                    f"Failed to fetch inventory file after {_inventory_parser.FAILED_REQUEST_ATTEMPTS} attempts."
+                )
+            return url, inventory
 
 
 class Snowflake(IDConverter):
@@ -230,64 +281,43 @@ class Snowflake(IDConverter):
 
         if time < DISCORD_EPOCH_DT:
             raise BadArgument(f"{error}: timestamp is before the Discord epoch.")
-        elif (datetime.utcnow() - time).days < -1:
+        elif (datetime.now(timezone.utc) - time).days < -1:
             raise BadArgument(f"{error}: timestamp is too far into the future.")
 
         return snowflake
 
 
-class TagNameConverter(Converter):
-    """
-    Ensure that a proposed tag name is valid.
-
-    Valid tag names meet the following conditions:
-        * All ASCII characters
-        * Has at least one non-whitespace character
-        * Not solely numeric
-        * Shorter than 127 characters
-    """
+class SourceConverter(Converter):
+    """Convert an argument into a help command, tag, command, or cog."""
 
     @staticmethod
-    async def convert(ctx: Context, tag_name: str) -> str:
-        """Lowercase & strip whitespace from proposed tag_name & ensure it's valid."""
-        tag_name = tag_name.lower().strip()
-
-        # The tag name has at least one invalid character.
-        if ascii(tag_name)[1:-1] != tag_name:
-            raise BadArgument("Don't be ridiculous, you can't use that character!")
-
-        # The tag name is either empty, or consists of nothing but whitespace.
-        elif not tag_name:
-            raise BadArgument("Tag names should not be empty, or filled with whitespace.")
-
-        # The tag name is longer than 127 characters.
-        elif len(tag_name) > 127:
-            raise BadArgument("Are you insane? That's way too long!")
-
-        # The tag name is ascii but does not contain any letters.
-        elif not any(character.isalpha() for character in tag_name):
-            raise BadArgument("Tag names must contain at least one letter.")
+    async def convert(ctx: Context, argument: str) -> SourceType:
+        """Convert argument into source object."""
+        if argument.lower() == "help":
+            return ctx.bot.help_command
 
-        return tag_name
+        cog = ctx.bot.get_cog(argument)
+        if cog:
+            return cog
 
+        cmd = ctx.bot.get_command(argument)
+        if cmd:
+            return cmd
 
-class TagContentConverter(Converter):
-    """Ensure proposed tag content is not empty and contains at least one non-whitespace character."""
+        tags_cog = ctx.bot.get_cog("Tags")
+        show_tag = True
 
-    @staticmethod
-    async def convert(ctx: Context, tag_content: str) -> str:
-        """
-        Ensure tag_content is non-empty and contains at least one non-whitespace character.
-
-        If tag_content is valid, return the stripped version.
-        """
-        tag_content = tag_content.strip()
-
-        # The tag contents should not be empty, or filled with whitespace.
-        if not tag_content:
-            raise BadArgument("Tag contents should not be empty, or filled with whitespace.")
+        if not tags_cog:
+            show_tag = False
+        else:
+            identifier = TagIdentifier.from_string(argument.lower())
+            if identifier in tags_cog.tags:
+                return identifier
+        escaped_arg = escape_markdown(argument)
 
-        return tag_content
+        raise BadArgument(
+            f"Unable to convert '{escaped_arg}' to valid command{', tag,' if show_tag else ''} or Cog."
+        )
 
 
 class DurationDelta(Converter):
@@ -324,7 +354,7 @@ class Duration(DurationDelta):
         The converter supports the same symbols for each unit of time as its parent class.
         """
         delta = await super().convert(ctx, duration)
-        now = datetime.utcnow()
+        now = datetime.now(timezone.utc)
 
         try:
             return now + delta
@@ -332,10 +362,29 @@ class Duration(DurationDelta):
             raise BadArgument(f"`{duration}` results in a datetime outside the supported range.")
 
 
+class Age(DurationDelta):
+    """Convert duration strings into UTC datetime.datetime objects."""
+
+    async def convert(self, ctx: Context, duration: str) -> datetime:
+        """
+        Converts a `duration` string to a datetime object that's `duration` in the past.
+
+        The converter supports the same symbols for each unit of time as its parent class.
+        """
+        delta = await super().convert(ctx, duration)
+        now = datetime.now(timezone.utc)
+
+        try:
+            return now - delta
+        except (ValueError, OverflowError):
+            raise BadArgument(f"`{duration}` results in a datetime outside the supported range.")
+
+
 class OffTopicName(Converter):
     """A converter that ensures an added off-topic name is valid."""
 
-    ALLOWED_CHARACTERS = "ABCDEFGHIJKLMNOPQRSTUVWXYZ!?'`-"
+    ALLOWED_CHARACTERS = "ABCDEFGHIJKLMNOPQRSTUVWXYZ!?'`-<>"
+    TRANSLATED_CHARACTERS = "𝖠𝖡𝖢𝖣𝖤𝖥𝖦𝖧𝖨𝖩𝖪𝖫𝖬𝖭𝖮𝖯𝖰𝖱𝖲𝖳𝖴𝖵𝖶𝖷𝖸𝖹ǃ？’’-＜＞"
 
     @classmethod
     def translate_name(cls, name: str, *, from_unicode: bool = True) -> str:
@@ -345,9 +394,9 @@ class OffTopicName(Converter):
         If `from_unicode` is True, the name is translated from a discord-safe format, back to normalized text.
         """
         if from_unicode:
-            table = str.maketrans(cls.ALLOWED_CHARACTERS, '𝖠𝖡𝖢𝖣𝖤𝖥𝖦𝖧𝖨𝖩𝖪𝖫𝖬𝖭𝖮𝖯𝖰𝖱𝖲𝖳𝖴𝖵𝖶𝖷𝖸𝖹ǃ？’’-')
+            table = str.maketrans(cls.ALLOWED_CHARACTERS, cls.TRANSLATED_CHARACTERS)
         else:
-            table = str.maketrans('𝖠𝖡𝖢𝖣𝖤𝖥𝖦𝖧𝖨𝖩𝖪𝖫𝖬𝖭𝖮𝖯𝖰𝖱𝖲𝖳𝖴𝖵𝖶𝖷𝖸𝖹ǃ？’’-', cls.ALLOWED_CHARACTERS)
+            table = str.maketrans(cls.TRANSLATED_CHARACTERS, cls.ALLOWED_CHARACTERS)
 
         return name.translate(table)
 
@@ -379,8 +428,8 @@ class ISODateTime(Converter):
         The converter is flexible in the formats it accepts, as it uses the `isoparse` method of
         `dateutil.parser`. In general, it accepts datetime strings that start with a date,
         optionally followed by a time. Specifying a timezone offset in the datetime string is
-        supported, but the `datetime` object will be converted to UTC and will be returned without
-        `tzinfo` as a timezone-unaware `datetime` object.
+        supported, but the `datetime` object will be converted to UTC. If no timezone is specified, the datetime will
+        be assumed to be in UTC already. In all cases, the returned object will have the UTC timezone.
 
         See: https://dateutil.readthedocs.io/en/stable/parser.html#dateutil.parser.isoparse
 
@@ -406,7 +455,8 @@ class ISODateTime(Converter):
 
         if dt.tzinfo:
             dt = dt.astimezone(dateutil.tz.UTC)
-            dt = dt.replace(tzinfo=None)
+        else:  # Without a timezone, assume it represents UTC.
+            dt = dt.replace(tzinfo=dateutil.tz.UTC)
 
         return dt
 
@@ -416,11 +466,11 @@ class HushDurationConverter(Converter):
 
     MINUTES_RE = re.compile(r"(\d+)(?:M|m|$)")
 
-    async def convert(self, ctx: Context, argument: str) -> t.Optional[int]:
+    async def convert(self, ctx: Context, argument: str) -> int:
         """
         Convert `argument` to a duration that's max 15 minutes or None.
 
-        If `"forever"` is passed, None is returned; otherwise an int of the extracted time.
+        If `"forever"` is passed, -1 is returned; otherwise an int of the extracted time.
         Accepted formats are:
         * <duration>,
         * <duration>m,
@@ -428,7 +478,7 @@ class HushDurationConverter(Converter):
         * forever.
         """
         if argument == "forever":
-            return None
+            return -1
         match = self.MINUTES_RE.match(argument)
         if not match:
             raise BadArgument(f"{argument} is not a valid minutes duration.")
@@ -439,103 +489,51 @@ class HushDurationConverter(Converter):
         return duration
 
 
-def proxy_user(user_id: str) -> discord.Object:
-    """
-    Create a proxy user object from the given id.
+def _is_an_unambiguous_user_argument(argument: str) -> bool:
+    """Check if the provided argument is a user mention, user id, or username (name#discrim)."""
+    has_id_or_mention = bool(IDConverter()._get_id_match(argument) or RE_USER_MENTION.match(argument))
 
-    Used when a Member or User object cannot be resolved.
-    """
-    log.trace(f"Attempting to create a proxy user for the user id {user_id}.")
+    # Check to see if the author passed a username (a discriminator exists)
+    argument = argument.removeprefix('@')
+    has_username = len(argument) > 5 and argument[-5] == '#'
 
-    try:
-        user_id = int(user_id)
-    except ValueError:
-        log.debug(f"Failed to create proxy user {user_id}: could not convert to int.")
-        raise BadArgument(f"User ID `{user_id}` is invalid - could not convert to an integer.")
+    return has_id_or_mention or has_username
 
-    user = discord.Object(user_id)
-    user.mention = user.id
-    user.display_name = f"<@{user.id}>"
-    user.avatar_url_as = lambda static_format: None
-    user.bot = False
 
-    return user
+AMBIGUOUS_ARGUMENT_MSG = ("`{argument}` is not a User mention, a User ID or a Username in the format"
+                          " `name#discriminator`.")
 
 
-class UserMentionOrID(UserConverter):
+class UnambiguousUser(UserConverter):
     """
-    Converts to a `discord.User`, but only if a mention or userID is provided.
+    Converts to a `discord.User`, but only if a mention, userID or a username (name#discrim) is provided.
 
-    Unlike the default `UserConverter`, it doesn't allow conversion from a name or name#descrim.
-    This is useful in cases where that lookup strategy would lead to ambiguity.
+    Unlike the default `UserConverter`, it doesn't allow conversion from a name.
+    This is useful in cases where that lookup strategy would lead to too much ambiguity.
     """
 
     async def convert(self, ctx: Context, argument: str) -> discord.User:
-        """Convert the `arg` to a `discord.User`."""
-        match = self._get_id_match(argument) or RE_USER_MENTION.match(argument)
-
-        if match is not None:
+        """Convert the `argument` to a `discord.User`."""
+        if _is_an_unambiguous_user_argument(argument):
             return await super().convert(ctx, argument)
         else:
-            raise BadArgument(f"`{argument}` is not a User mention or a User ID.")
+            raise BadArgument(AMBIGUOUS_ARGUMENT_MSG.format(argument=argument))
 
 
-class FetchedUser(UserConverter):
+class UnambiguousMember(MemberConverter):
     """
-    Converts to a `discord.User` or, if it fails, a `discord.Object`.
-
-    Unlike the default `UserConverter`, which only does lookups via the global user cache, this
-    converter attempts to fetch the user via an API call to Discord when the using the cache is
-    unsuccessful.
-
-    If the fetch also fails and the error doesn't imply the user doesn't exist, then a
-    `discord.Object` is returned via the `user_proxy` converter.
+    Converts to a `discord.Member`, but only if a mention, userID or a username (name#discrim) is provided.
 
-    The lookup strategy is as follows (in order):
-
-    1. Lookup by ID.
-    2. Lookup by mention.
-    3. Lookup by name#discrim
-    4. Lookup by name
-    5. Lookup via API
-    6. Create a proxy user with discord.Object
-    """
-
-    async def convert(self, ctx: Context, arg: str) -> t.Union[discord.User, discord.Object]:
-        """Convert the `arg` to a `discord.User` or `discord.Object`."""
-        try:
-            return await super().convert(ctx, arg)
-        except BadArgument:
-            pass
-
-        try:
-            user_id = int(arg)
-            log.trace(f"Fetching user {user_id}...")
-            return await ctx.bot.fetch_user(user_id)
-        except ValueError:
-            log.debug(f"Failed to fetch user {arg}: could not convert to int.")
-            raise BadArgument(f"The provided argument can't be turned into integer: `{arg}`")
-        except discord.HTTPException as e:
-            # If the Discord error isn't `Unknown user`, return a proxy instead
-            if e.code != 10013:
-                log.info(f"Failed to fetch user, returning a proxy instead: status {e.status}")
-                return proxy_user(arg)
-
-            log.debug(f"Failed to fetch user {arg}: user does not exist.")
-            raise BadArgument(f"User `{arg}` does not exist")
-
-
-def _snowflake_from_regex(pattern: t.Pattern, arg: str) -> int:
-    """
-    Extract the snowflake from `arg` using a regex `pattern` and return it as an int.
-
-    The snowflake is expected to be within the first capture group in `pattern`.
+    Unlike the default `MemberConverter`, it doesn't allow conversion from a name or nickname.
+    This is useful in cases where that lookup strategy would lead to too much ambiguity.
     """
-    match = pattern.match(arg)
-    if not match:
-        raise BadArgument(f"Mention {str!r} is invalid.")
 
-    return int(match.group(1))
+    async def convert(self, ctx: Context, argument: str) -> discord.Member:
+        """Convert the `argument` to a `discord.Member`."""
+        if _is_an_unambiguous_user_argument(argument):
+            return await super().convert(ctx, argument)
+        else:
+            raise BadArgument(AMBIGUOUS_ARGUMENT_MSG.format(argument=argument))
 
 
 class Infraction(Converter):
@@ -554,7 +552,7 @@ class Infraction(Converter):
                 "ordering": "-inserted_at"
             }
 
-            infractions = await ctx.bot.api_client.get("bot/infractions", params=params)
+            infractions = await ctx.bot.api_client.get("bot/infractions/expanded", params=params)
 
             if not infractions:
                 raise BadArgument(
@@ -564,9 +562,37 @@ class Infraction(Converter):
                 return infractions[0]
 
         else:
-            return await ctx.bot.api_client.get(f"bot/infractions/{arg}")
-
+            try:
+                return await ctx.bot.api_client.get(f"bot/infractions/{arg}/expanded")
+            except ResponseCodeError as e:
+                if e.status == 404:
+                    raise InvalidInfraction(
+                        converter=Infraction,
+                        original=e,
+                        infraction_arg=arg
+                    )
+                raise e
+
+
+if t.TYPE_CHECKING:
+    ValidDiscordServerInvite = dict  # noqa: F811
+    ValidFilterListType = str  # noqa: F811
+    Extension = str  # noqa: F811
+    PackageName = str  # noqa: F811
+    ValidURL = str  # noqa: F811
+    Inventory = t.Tuple[str, _inventory_parser.InventoryDict]  # noqa: F811
+    Snowflake = int  # noqa: F811
+    SourceConverter = SourceType  # noqa: F811
+    DurationDelta = relativedelta  # noqa: F811
+    Duration = datetime  # noqa: F811
+    Age = datetime  # noqa: F811
+    OffTopicName = str  # noqa: F811
+    ISODateTime = datetime  # noqa: F811
+    HushDurationConverter = int  # noqa: F811
+    UnambiguousUser = discord.User  # noqa: F811
+    UnambiguousMember = discord.Member  # noqa: F811
+    Infraction = t.Optional[dict]  # noqa: F811
 
 Expiry = t.Union[Duration, ISODateTime]
-FetchedMember = t.Union[discord.Member, FetchedUser]
-UserMention = partial(_snowflake_from_regex, RE_USER_MENTION)
+MemberOrUser = t.Union[discord.Member, discord.User]
+UnambiguousMemberOrUser = t.Union[UnambiguousMember, UnambiguousUser]
diff --git a/bot/decorators.py b/bot/decorators.py
index f65ec4103..048a2a09a 100644
--- a/bot/decorators.py
+++ b/bot/decorators.py
@@ -1,6 +1,5 @@
 import asyncio
 import functools
-import logging
 import types
 import typing as t
 from contextlib import suppress
@@ -10,11 +9,12 @@ from discord.ext import commands
 from discord.ext.commands import Cog, Context
 
 from bot.constants import Channels, DEBUG_MODE, RedirectOutput
-from bot.utils import function
+from bot.log import get_logger
+from bot.utils import function, scheduling
 from bot.utils.checks import ContextCheckFailure, in_whitelist_check
 from bot.utils.function import command_wraps
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 
 def in_whitelist(
@@ -154,7 +154,7 @@ def redirect_output(
 
             if ping_user:
                 await ctx.send(f"Here's the output of your command, {ctx.author.mention}")
-            asyncio.create_task(func(self, ctx, *args, **kwargs))
+            scheduling.create_task(func(self, ctx, *args, **kwargs))
 
             message = await old_channel.send(
                 f"Hey, {ctx.author.mention}, you can find the output of your command here: "
diff --git a/bot/errors.py b/bot/errors.py
index 3544c6320..078b645f1 100644
--- a/bot/errors.py
+++ b/bot/errors.py
@@ -1,6 +1,11 @@
-from typing import Hashable, Union
+from __future__ import annotations
 
-from discord import Member, User
+from typing import Hashable, TYPE_CHECKING, Union
+
+from discord.ext.commands import ConversionError, Converter
+
+if TYPE_CHECKING:
+    from bot.converters import MemberOrUser
 
 
 class LockedResourceError(RuntimeError):
@@ -22,7 +27,7 @@ class LockedResourceError(RuntimeError):
         )
 
 
-class InvalidInfractedUser(Exception):
+class InvalidInfractedUserError(Exception):
     """
     Exception raised upon attempt of infracting an invalid user.
 
@@ -30,14 +35,43 @@ class InvalidInfractedUser(Exception):
         `user` -- User or Member which is invalid
     """
 
-    def __init__(self, user: Union[Member, User], reason: str = "User infracted is a bot."):
+    def __init__(self, user: MemberOrUser, reason: str = "User infracted is a bot."):
+
         self.user = user
         self.reason = reason
 
         super().__init__(reason)
 
 
+class InvalidInfraction(ConversionError):
+    """
+    Raised by the Infraction converter when trying to fetch an invalid infraction id.
+
+    Attributes:
+        `infraction_arg` -- the value that we attempted to convert into an Infraction
+    """
+
+    def __init__(self, converter: Converter, original: Exception, infraction_arg: Union[int, str]):
+
+        self.infraction_arg = infraction_arg
+        super().__init__(converter, original)
+
+
 class BrandingMisconfiguration(RuntimeError):
     """Raised by the Branding cog when a misconfigured event is encountered."""
 
     pass
+
+
+class NonExistentRoleError(ValueError):
+    """
+    Raised by the Information Cog when encountering a Role that does not exist.
+
+    Attributes:
+        `role_id` -- the ID of the role that does not exist
+    """
+
+    def __init__(self, role_id: int):
+        super().__init__(f"Could not fetch data for role {role_id}")
+
+        self.role_id = role_id
diff --git a/bot/exts/backend/branding/_cog.py b/bot/exts/backend/branding/_cog.py
index 47c379a34..0c5839a7a 100644
--- a/bot/exts/backend/branding/_cog.py
+++ b/bot/exts/backend/branding/_cog.py
@@ -1,6 +1,5 @@
 import asyncio
 import contextlib
-import logging
 import random
 import typing as t
 from datetime import timedelta
@@ -17,8 +16,10 @@ from bot.bot import Bot
 from bot.constants import Branding as BrandingConfig, Channels, Colours, Guild, MODERATION_ROLES
 from bot.decorators import mock_in_debug
 from bot.exts.backend.branding._repository import BrandingRepository, Event, RemoteObject
+from bot.log import get_logger
+from bot.utils import scheduling
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 
 class AssetType(Enum):
@@ -50,7 +51,7 @@ def make_embed(title: str, description: str, *, success: bool) -> discord.Embed:
     For both `title` and `description`, empty string are valid values ~ fields will be empty.
     """
     colour = Colours.soft_green if success else Colours.soft_red
-    return discord.Embed(title=title[:256], description=description[:2048], colour=colour)
+    return discord.Embed(title=title[:256], description=description[:4096], colour=colour)
 
 
 def extract_event_duration(event: Event) -> str:
@@ -126,7 +127,7 @@ class Branding(commands.Cog):
         self.bot = bot
         self.repository = BrandingRepository(bot)
 
-        self.bot.loop.create_task(self.maybe_start_daemon())  # Start depending on cache.
+        scheduling.create_task(self.maybe_start_daemon(), event_loop=self.bot.loop)  # Start depending on cache.
 
     # region: Internal logic & state management
 
@@ -293,8 +294,8 @@ class Branding(commands.Cog):
 
         else:
             content = "Python Discord is entering a new event!" if is_notification else None
-            embed = discord.Embed(description=description[:2048], colour=discord.Colour.blurple())
-            embed.set_footer(text=duration[:2048])
+            embed = discord.Embed(description=description[:4096], colour=discord.Colour.og_blurple())
+            embed.set_footer(text=duration[:4096])
 
         await channel.send(content=content, embed=embed)
 
@@ -572,7 +573,7 @@ class Branding(commands.Cog):
             await ctx.send(embed=resp)
             return
 
-        embed = discord.Embed(title="Current event calendar", colour=discord.Colour.blurple())
+        embed = discord.Embed(title="Current event calendar", colour=discord.Colour.og_blurple())
 
         # Because Discord embeds can only contain up to 25 fields, we only show the first 25.
         first_25 = list(available_events.items())[:25]
diff --git a/bot/exts/backend/branding/_repository.py b/bot/exts/backend/branding/_repository.py
index 7b09d4641..d88ea67f3 100644
--- a/bot/exts/backend/branding/_repository.py
+++ b/bot/exts/backend/branding/_repository.py
@@ -1,4 +1,3 @@
-import logging
 import typing as t
 from datetime import date, datetime
 
@@ -7,6 +6,7 @@ import frontmatter
 from bot.bot import Bot
 from bot.constants import Keys
 from bot.errors import BrandingMisconfiguration
+from bot.log import get_logger
 
 # Base URL for requests into the branding repository.
 BRANDING_URL = "https://api.github.com/repos/python-discord/branding/contents"
@@ -25,7 +25,7 @@ ARBITRARY_YEAR = 2020
 # Format used to parse date strings after we inject `ARBITRARY_YEAR` at the end.
 DATE_FMT = "%B %d %Y"  # Ex: July 10 2020
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 
 class RemoteObject:
diff --git a/bot/exts/backend/config_verifier.py b/bot/exts/backend/config_verifier.py
index d72c6c22e..dc85a65a2 100644
--- a/bot/exts/backend/config_verifier.py
+++ b/bot/exts/backend/config_verifier.py
@@ -1,12 +1,11 @@
-import logging
-
 from discord.ext.commands import Cog
 
 from bot import constants
 from bot.bot import Bot
+from bot.log import get_logger
+from bot.utils import scheduling
 
-
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 
 class ConfigVerifier(Cog):
@@ -14,7 +13,7 @@ class ConfigVerifier(Cog):
 
     def __init__(self, bot: Bot):
         self.bot = bot
-        self.channel_verify_task = self.bot.loop.create_task(self.verify_channels())
+        self.channel_verify_task = scheduling.create_task(self.verify_channels(), event_loop=self.bot.loop)
 
     async def verify_channels(self) -> None:
         """
diff --git a/bot/exts/backend/error_handler.py b/bot/exts/backend/error_handler.py
index d8de177f5..c79c7b2a7 100644
--- a/bot/exts/backend/error_handler.py
+++ b/bot/exts/backend/error_handler.py
@@ -1,19 +1,17 @@
 import difflib
-import logging
-import typing as t
 
 from discord import Embed
-from discord.ext.commands import Cog, Context, errors
+from discord.ext.commands import ChannelNotFound, Cog, Context, TextChannelConverter, VoiceChannelConverter, errors
 from sentry_sdk import push_scope
 
 from bot.api import ResponseCodeError
 from bot.bot import Bot
 from bot.constants import Colours, Icons, MODERATION_ROLES
-from bot.converters import TagNameConverter
-from bot.errors import InvalidInfractedUser, LockedResourceError
+from bot.errors import InvalidInfractedUserError, LockedResourceError
+from bot.log import get_logger
 from bot.utils.checks import ContextCheckFailure
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 
 class ErrorHandler(Cog):
@@ -59,51 +57,52 @@ class ErrorHandler(Cog):
             log.trace(f"Command {command} had its error already handled locally; ignoring.")
             return
 
+        debug_message = (
+            f"Command {command} invoked by {ctx.message.author} with error "
+            f"{e.__class__.__name__}: {e}"
+        )
+
         if isinstance(e, errors.CommandNotFound) and not getattr(ctx, "invoked_from_error_handler", False):
             if await self.try_silence(ctx):
                 return
-            # Try to look for a tag with the command's name
-            await self.try_get_tag(ctx)
-            return  # Exit early to avoid logging.
+            await self.try_get_tag(ctx)  # Try to look for a tag with the command's name
         elif isinstance(e, errors.UserInputError):
+            log.debug(debug_message)
             await self.handle_user_input_error(ctx, e)
         elif isinstance(e, errors.CheckFailure):
+            log.debug(debug_message)
             await self.handle_check_failure(ctx, e)
         elif isinstance(e, errors.CommandOnCooldown):
+            log.debug(debug_message)
             await ctx.send(e)
         elif isinstance(e, errors.CommandInvokeError):
             if isinstance(e.original, ResponseCodeError):
                 await self.handle_api_error(ctx, e.original)
             elif isinstance(e.original, LockedResourceError):
                 await ctx.send(f"{e.original} Please wait for it to finish and try again later.")
-            elif isinstance(e.original, InvalidInfractedUser):
+            elif isinstance(e.original, InvalidInfractedUserError):
                 await ctx.send(f"Cannot infract that user. {e.original.reason}")
             else:
                 await self.handle_unexpected_error(ctx, e.original)
-            return  # Exit early to avoid logging.
         elif isinstance(e, errors.ConversionError):
             if isinstance(e.original, ResponseCodeError):
                 await self.handle_api_error(ctx, e.original)
             else:
                 await self.handle_unexpected_error(ctx, e.original)
-            return  # Exit early to avoid logging.
-        elif not isinstance(e, errors.DisabledCommand):
+        elif isinstance(e, errors.DisabledCommand):
+            log.debug(debug_message)
+        else:
             # MaxConcurrencyReached, ExtensionError
             await self.handle_unexpected_error(ctx, e)
-            return  # Exit early to avoid logging.
-
-        log.debug(
-            f"Command {command} invoked by {ctx.message.author} with error "
-            f"{e.__class__.__name__}: {e}"
-        )
 
-    @staticmethod
-    def get_help_command(ctx: Context) -> t.Coroutine:
+    async def send_command_help(self, ctx: Context) -> None:
         """Return a prepared `help` command invocation coroutine."""
         if ctx.command:
-            return ctx.send_help(ctx.command)
+            self.bot.help_command.context = ctx
+            await ctx.send_help(ctx.command)
+            return
 
-        return ctx.send_help()
+        await ctx.send_help()
 
     async def try_silence(self, ctx: Context) -> bool:
         """
@@ -115,8 +114,10 @@ class ErrorHandler(Cog):
         Return bool depending on success of command.
         """
         command = ctx.invoked_with.lower()
+        args = ctx.message.content.lower().split(" ")
         silence_command = self.bot.get_command("silence")
         ctx.invoked_from_error_handler = True
+
         try:
             if not await silence_command.can_run(ctx):
                 log.debug("Cancelling attempt to invoke silence/unsilence due to failed checks.")
@@ -124,11 +125,30 @@ class ErrorHandler(Cog):
         except errors.CommandError:
             log.debug("Cancelling attempt to invoke silence/unsilence due to failed checks.")
             return False
+
+        # Parse optional args
+        channel = None
+        duration = min(command.count("h") * 2, 15)
+        kick = False
+
+        if len(args) > 1:
+            # Parse channel
+            for converter in (TextChannelConverter(), VoiceChannelConverter()):
+                try:
+                    channel = await converter.convert(ctx, args[1])
+                    break
+                except ChannelNotFound:
+                    continue
+
+        if len(args) > 2 and channel is not None:
+            # Parse kick
+            kick = args[2].lower() == "true"
+
         if command.startswith("shh"):
-            await ctx.invoke(silence_command, duration=min(command.count("h")*2, 15))
+            await ctx.invoke(silence_command, duration_or_channel=channel, duration=duration, kick=kick)
             return True
         elif command.startswith("unshh"):
-            await ctx.invoke(self.bot.get_command("unsilence"))
+            await ctx.invoke(self.bot.get_command("unsilence"), channel=channel)
             return True
         return False
 
@@ -153,23 +173,12 @@ class ErrorHandler(Cog):
             await self.on_command_error(ctx, tag_error)
             return
 
-        try:
-            tag_name = await TagNameConverter.convert(ctx, ctx.invoked_with)
-        except errors.BadArgument:
-            log.debug(
-                f"{ctx.author} tried to use an invalid command "
-                f"and the fallback tag failed validation in TagNameConverter."
-            )
-        else:
-            if await ctx.invoke(tags_get_command, tag_name=tag_name):
-                return
+        if await ctx.invoke(tags_get_command, argument_string=ctx.message.content):
+            return
 
         if not any(role.id in MODERATION_ROLES for role in ctx.author.roles):
             await self.send_command_suggestion(ctx, ctx.invoked_with)
 
-        # Return to not raise the exception
-        return
-
     async def send_command_suggestion(self, ctx: Context, command_name: str) -> None:
         """Sends user similar commands if any can be found."""
         # No similar tag found, or tag on cooldown -
@@ -214,38 +223,31 @@ class ErrorHandler(Cog):
         """
         if isinstance(e, errors.MissingRequiredArgument):
             embed = self._get_error_embed("Missing required argument", e.param.name)
-            await ctx.send(embed=embed)
-            await self.get_help_command(ctx)
             self.bot.stats.incr("errors.missing_required_argument")
         elif isinstance(e, errors.TooManyArguments):
             embed = self._get_error_embed("Too many arguments", str(e))
-            await ctx.send(embed=embed)
-            await self.get_help_command(ctx)
             self.bot.stats.incr("errors.too_many_arguments")
         elif isinstance(e, errors.BadArgument):
             embed = self._get_error_embed("Bad argument", str(e))
-            await ctx.send(embed=embed)
-            await self.get_help_command(ctx)
             self.bot.stats.incr("errors.bad_argument")
         elif isinstance(e, errors.BadUnionArgument):
             embed = self._get_error_embed("Bad argument", f"{e}\n{e.errors[-1]}")
-            await ctx.send(embed=embed)
-            await self.get_help_command(ctx)
             self.bot.stats.incr("errors.bad_union_argument")
         elif isinstance(e, errors.ArgumentParsingError):
             embed = self._get_error_embed("Argument parsing error", str(e))
             await ctx.send(embed=embed)
-            self.get_help_command(ctx).close()
             self.bot.stats.incr("errors.argument_parsing_error")
+            return
         else:
             embed = self._get_error_embed(
                 "Input error",
                 "Something about your input seems off. Check the arguments and try again."
             )
-            await ctx.send(embed=embed)
-            await self.get_help_command(ctx)
             self.bot.stats.incr("errors.other_user_input_error")
 
+        await ctx.send(embed=embed)
+        await self.send_command_help(ctx)
+
     @staticmethod
     async def handle_check_failure(ctx: Context, e: errors.CheckFailure) -> None:
         """
@@ -278,8 +280,8 @@ class ErrorHandler(Cog):
     async def handle_api_error(ctx: Context, e: ResponseCodeError) -> None:
         """Send an error message in `ctx` for ResponseCodeError and log it."""
         if e.status == 404:
-            await ctx.send("There does not seem to be anything matching your query.")
             log.debug(f"API responded with 404 for command {ctx.command}")
+            await ctx.send("There does not seem to be anything matching your query.")
             ctx.bot.stats.incr("errors.api_error_404")
         elif e.status == 400:
             content = await e.response.json()
@@ -287,12 +289,12 @@ class ErrorHandler(Cog):
             await ctx.send("According to the API, your request is malformed.")
             ctx.bot.stats.incr("errors.api_error_400")
         elif 500 <= e.status < 600:
-            await ctx.send("Sorry, there seems to be an internal issue with the API.")
             log.warning(f"API responded with {e.status} for command {ctx.command}")
+            await ctx.send("Sorry, there seems to be an internal issue with the API.")
             ctx.bot.stats.incr("errors.api_internal_server_error")
         else:
-            await ctx.send(f"Got an unexpected status code from the API (`{e.status}`).")
             log.warning(f"Unexpected API response for command {ctx.command}: {e.status}")
+            await ctx.send(f"Got an unexpected status code from the API (`{e.status}`).")
             ctx.bot.stats.incr(f"errors.api_error_{e.status}")
 
     @staticmethod
diff --git a/bot/exts/backend/logging.py b/bot/exts/backend/logging.py
index 823f14ea4..2d03cd580 100644
--- a/bot/exts/backend/logging.py
+++ b/bot/exts/backend/logging.py
@@ -1,13 +1,12 @@
-import logging
-
 from discord import Embed
 from discord.ext.commands import Cog
 
 from bot.bot import Bot
 from bot.constants import Channels, DEBUG_MODE
+from bot.log import get_logger
+from bot.utils import scheduling
 
-
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 
 class Logging(Cog):
@@ -16,7 +15,7 @@ class Logging(Cog):
     def __init__(self, bot: Bot):
         self.bot = bot
 
-        self.bot.loop.create_task(self.startup_greeting())
+        scheduling.create_task(self.startup_greeting(), event_loop=self.bot.loop)
 
     async def startup_greeting(self) -> None:
         """Announce our presence to the configured devlog channel."""
diff --git a/bot/exts/backend/sync/_cog.py b/bot/exts/backend/sync/_cog.py
index 48d2b6f02..80f5750bc 100644
--- a/bot/exts/backend/sync/_cog.py
+++ b/bot/exts/backend/sync/_cog.py
@@ -1,4 +1,3 @@
-import logging
 from typing import Any, Dict
 
 from discord import Member, Role, User
@@ -9,8 +8,10 @@ from bot import constants
 from bot.api import ResponseCodeError
 from bot.bot import Bot
 from bot.exts.backend.sync import _syncers
+from bot.log import get_logger
+from bot.utils import scheduling
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 
 class Sync(Cog):
@@ -18,7 +19,7 @@ class Sync(Cog):
 
     def __init__(self, bot: Bot) -> None:
         self.bot = bot
-        self.bot.loop.create_task(self.sync_guild())
+        scheduling.create_task(self.sync_guild(), event_loop=self.bot.loop)
 
     async def sync_guild(self) -> None:
         """Syncs the roles/users of the guild with the database."""
diff --git a/bot/exts/backend/sync/_syncers.py b/bot/exts/backend/sync/_syncers.py
index c9f2d2da8..45301b098 100644
--- a/bot/exts/backend/sync/_syncers.py
+++ b/bot/exts/backend/sync/_syncers.py
@@ -1,5 +1,4 @@
 import abc
-import logging
 import typing as t
 from collections import namedtuple
 
@@ -9,8 +8,10 @@ from more_itertools import chunked
 
 import bot
 from bot.api import ResponseCodeError
+from bot.log import get_logger
+from bot.utils.members import get_or_fetch_member
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 CHUNK_SIZE = 1000
 
@@ -156,7 +157,7 @@ class UserSyncer(Syncer):
                 if db_user[db_field] != guild_value:
                     updated_fields[db_field] = guild_value
 
-            if guild_user := guild.get_member(db_user["id"]):
+            if guild_user := await get_or_fetch_member(guild, db_user["id"]):
                 seen_guild_users.add(guild_user.id)
 
                 maybe_update("name", guild_user.name)
diff --git a/bot/exts/events/__init__.py b/bot/exts/events/__init__.py
new file mode 100644
index 000000000..e69de29bb
--- /dev/null
+++ b/bot/exts/events/__init__.py
diff --git a/bot/exts/events/code_jams/__init__.py b/bot/exts/events/code_jams/__init__.py
new file mode 100644
index 000000000..16e81e365
--- /dev/null
+++ b/bot/exts/events/code_jams/__init__.py
@@ -0,0 +1,8 @@
+from bot.bot import Bot
+
+
+def setup(bot: Bot) -> None:
+    """Load the CodeJams cog."""
+    from bot.exts.events.code_jams._cog import CodeJams
+
+    bot.add_cog(CodeJams(bot))
diff --git a/bot/exts/events/code_jams/_channels.py b/bot/exts/events/code_jams/_channels.py
new file mode 100644
index 000000000..e8cf5f7bf
--- /dev/null
+++ b/bot/exts/events/code_jams/_channels.py
@@ -0,0 +1,113 @@
+import typing as t
+
+import discord
+
+from bot.constants import Categories, Channels, Roles
+from bot.log import get_logger
+
+log = get_logger(__name__)
+
+MAX_CHANNELS = 50
+CATEGORY_NAME = "Code Jam"
+
+
+async def _get_category(guild: discord.Guild) -> discord.CategoryChannel:
+    """
+    Return a code jam category.
+
+    If all categories are full or none exist, create a new category.
+    """
+    for category in guild.categories:
+        if category.name == CATEGORY_NAME and len(category.channels) < MAX_CHANNELS:
+            return category
+
+    return await _create_category(guild)
+
+
+async def _create_category(guild: discord.Guild) -> discord.CategoryChannel:
+    """Create a new code jam category and return it."""
+    log.info("Creating a new code jam category.")
+
+    category_overwrites = {
+        guild.default_role: discord.PermissionOverwrite(read_messages=False),
+        guild.me: discord.PermissionOverwrite(read_messages=True)
+    }
+
+    category = await guild.create_category_channel(
+        CATEGORY_NAME,
+        overwrites=category_overwrites,
+        reason="It's code jam time!"
+    )
+
+    await _send_status_update(
+        guild, f"Created a new category with the ID {category.id} for this Code Jam's team channels."
+    )
+
+    return category
+
+
+def _get_overwrites(
+        members: list[tuple[discord.Member, bool]],
+        guild: discord.Guild,
+) -> dict[t.Union[discord.Member, discord.Role], discord.PermissionOverwrite]:
+    """Get code jam team channels permission overwrites."""
+    team_channel_overwrites = {
+        guild.default_role: discord.PermissionOverwrite(read_messages=False),
+        guild.get_role(Roles.code_jam_event_team): discord.PermissionOverwrite(read_messages=True)
+    }
+
+    for member, _ in members:
+        team_channel_overwrites[member] = discord.PermissionOverwrite(
+            read_messages=True
+        )
+
+    return team_channel_overwrites
+
+
+async def create_team_channel(
+        guild: discord.Guild,
+        team_name: str,
+        members: list[tuple[discord.Member, bool]],
+        team_leaders: discord.Role
+) -> None:
+    """Create the team's text channel."""
+    await _add_team_leader_roles(members, team_leaders)
+
+    # Get permission overwrites and category
+    team_channel_overwrites = _get_overwrites(members, guild)
+    code_jam_category = await _get_category(guild)
+
+    # Create a text channel for the team
+    await code_jam_category.create_text_channel(
+        team_name,
+        overwrites=team_channel_overwrites,
+    )
+
+
+async def create_team_leader_channel(guild: discord.Guild, team_leaders: discord.Role) -> None:
+    """Create the Team Leader Chat channel for the Code Jam team leaders."""
+    category: discord.CategoryChannel = guild.get_channel(Categories.summer_code_jam)
+
+    team_leaders_chat = await category.create_text_channel(
+        name="team-leaders-chat",
+        overwrites={
+            guild.default_role: discord.PermissionOverwrite(read_messages=False),
+            team_leaders: discord.PermissionOverwrite(read_messages=True)
+        }
+    )
+
+    await _send_status_update(guild, f"Created {team_leaders_chat.mention} in the {category} category.")
+
+
+async def _send_status_update(guild: discord.Guild, message: str) -> None:
+    """Inform the events lead with a status update when the command is ran."""
+    channel: discord.TextChannel = guild.get_channel(Channels.code_jam_planning)
+
+    await channel.send(f"<@&{Roles.events_lead}>\n\n{message}")
+
+
+async def _add_team_leader_roles(members: list[tuple[discord.Member, bool]], team_leaders: discord.Role) -> None:
+    """Assign the team leader role to the team leaders."""
+    for member, is_leader in members:
+        if is_leader:
+            await member.add_roles(team_leaders)
diff --git a/bot/exts/events/code_jams/_cog.py b/bot/exts/events/code_jams/_cog.py
new file mode 100644
index 000000000..452199f5f
--- /dev/null
+++ b/bot/exts/events/code_jams/_cog.py
@@ -0,0 +1,236 @@
+import asyncio
+import csv
+import typing as t
+from collections import defaultdict
+
+import discord
+from discord import Colour, Embed, Guild, Member
+from discord.ext import commands
+
+from bot.bot import Bot
+from bot.constants import Emojis, Roles
+from bot.exts.events.code_jams import _channels
+from bot.log import get_logger
+from bot.utils.members import get_or_fetch_member
+from bot.utils.services import send_to_paste_service
+
+log = get_logger(__name__)
+
+TEAM_LEADERS_COLOUR = 0x11806a
+DELETION_REACTION = "\U0001f4a5"
+
+
+class CodeJams(commands.Cog):
+    """Manages the code-jam related parts of our server."""
+
+    def __init__(self, bot: Bot):
+        self.bot = bot
+
+    @commands.group(aliases=("cj", "jam"))
+    @commands.has_any_role(Roles.admins)
+    async def codejam(self, ctx: commands.Context) -> None:
+        """A Group of commands for managing Code Jams."""
+        if ctx.invoked_subcommand is None:
+            await ctx.send_help(ctx.command)
+
+    @codejam.command()
+    async def create(self, ctx: commands.Context, csv_file: t.Optional[str] = None) -> None:
+        """
+        Create code-jam teams from a CSV file or a link to one, specifying the team names, leaders and members.
+
+        The CSV file must have 3 columns: 'Team Name', 'Team Member Discord ID', and 'Team Leader'.
+
+        This will create the text channels for the teams, and give the team leaders their roles.
+        """
+        async with ctx.typing():
+            if csv_file:
+                async with self.bot.http_session.get(csv_file) as response:
+                    if response.status != 200:
+                        await ctx.send(f"Got a bad response from the URL: {response.status}")
+                        return
+
+                    csv_file = await response.text()
+
+            elif ctx.message.attachments:
+                csv_file = (await ctx.message.attachments[0].read()).decode("utf8")
+            else:
+                raise commands.BadArgument("You must include either a CSV file or a link to one.")
+
+            teams = defaultdict(list)
+            reader = csv.DictReader(csv_file.splitlines())
+
+            for row in reader:
+                member = await get_or_fetch_member(ctx.guild, int(row["Team Member Discord ID"]))
+
+                if member is None:
+                    log.trace(f"Got an invalid member ID: {row['Team Member Discord ID']}")
+                    continue
+
+                teams[row["Team Name"]].append((member, row["Team Leader"].upper() == "Y"))
+
+            team_leaders = await ctx.guild.create_role(name="Code Jam Team Leaders", colour=TEAM_LEADERS_COLOUR)
+
+            for team_name, team_members in teams.items():
+                await _channels.create_team_channel(ctx.guild, team_name, team_members, team_leaders)
+
+            await _channels.create_team_leader_channel(ctx.guild, team_leaders)
+            await ctx.send(f"{Emojis.check_mark} Created Code Jam with {len(teams)} teams.")
+
+    @codejam.command()
+    @commands.has_any_role(Roles.admins)
+    async def end(self, ctx: commands.Context) -> None:
+        """
+        Delete all code jam channels.
+
+        A confirmation message is displayed with the categories and channels to be deleted.. Pressing the added reaction
+        deletes those channels.
+        """
+        def predicate_deletion_emoji_reaction(reaction: discord.Reaction, user: discord.User) -> bool:
+            """Return True if the reaction :boom: was added by the context message author on this message."""
+            return (
+                reaction.message.id == message.id
+                and user.id == ctx.author.id
+                and str(reaction) == DELETION_REACTION
+            )
+
+        # A copy of the list of channels is stored. This is to make sure that we delete precisely the channels displayed
+        # in the confirmation message.
+        categories = self.jam_categories(ctx.guild)
+        category_channels = {category: category.channels.copy() for category in categories}
+
+        confirmation_message = await self._build_confirmation_message(category_channels)
+        message = await ctx.send(confirmation_message)
+        await message.add_reaction(DELETION_REACTION)
+        try:
+            await self.bot.wait_for(
+                'reaction_add',
+                check=predicate_deletion_emoji_reaction,
+                timeout=10
+            )
+
+        except asyncio.TimeoutError:
+            await message.clear_reaction(DELETION_REACTION)
+            await ctx.send("Command timed out.", reference=message)
+            return
+
+        else:
+            await message.clear_reaction(DELETION_REACTION)
+            for category, channels in category_channels.items():
+                for channel in channels:
+                    await channel.delete(reason="Code jam ended.")
+                await category.delete(reason="Code jam ended.")
+
+            await message.add_reaction(Emojis.check_mark)
+
+    @staticmethod
+    async def _build_confirmation_message(
+        categories: dict[discord.CategoryChannel, list[discord.abc.GuildChannel]]
+    ) -> str:
+        """Sends details of the channels to be deleted to the pasting service, and formats the confirmation message."""
+        def channel_repr(channel: discord.abc.GuildChannel) -> str:
+            """Formats the channel name and ID and a readable format."""
+            return f"{channel.name} ({channel.id})"
+
+        def format_category_info(category: discord.CategoryChannel, channels: list[discord.abc.GuildChannel]) -> str:
+            """Displays the category and the channels within it in a readable format."""
+            return f"{channel_repr(category)}:\n" + "\n".join("  - " + channel_repr(channel) for channel in channels)
+
+        deletion_details = "\n\n".join(
+            format_category_info(category, channels) for category, channels in categories.items()
+        )
+
+        url = await send_to_paste_service(deletion_details)
+        if url is None:
+            url = "**Unable to send deletion details to the pasting service.**"
+
+        return f"Are you sure you want to delete all code jam channels?\n\nThe channels to be deleted: {url}"
+
+    @codejam.command()
+    @commands.has_any_role(Roles.admins, Roles.code_jam_event_team)
+    async def info(self, ctx: commands.Context, member: Member) -> None:
+        """
+        Send an info embed about the member with the team they're in.
+
+        The team is found by searching the permissions of the team channels.
+        """
+        channel = self.team_channel(ctx.guild, member)
+        if not channel:
+            await ctx.send(":x: I can't find the team channel for this member.")
+            return
+
+        embed = Embed(
+            title=str(member),
+            colour=Colour.og_blurple()
+        )
+        embed.add_field(name="Team", value=self.team_name(channel), inline=True)
+
+        await ctx.send(embed=embed)
+
+    @codejam.command()
+    @commands.has_any_role(Roles.admins)
+    async def move(self, ctx: commands.Context, member: Member, new_team_name: str) -> None:
+        """Move participant from one team to another by changing the user's permissions for the relevant channels."""
+        old_team_channel = self.team_channel(ctx.guild, member)
+        if not old_team_channel:
+            await ctx.send(":x: I can't find the team channel for this member.")
+            return
+
+        if old_team_channel.name == new_team_name or self.team_name(old_team_channel) == new_team_name:
+            await ctx.send(f"`{member}` is already in `{new_team_name}`.")
+            return
+
+        new_team_channel = self.team_channel(ctx.guild, new_team_name)
+        if not new_team_channel:
+            await ctx.send(f":x: I can't find a team channel named `{new_team_name}`.")
+            return
+
+        await old_team_channel.set_permissions(member, overwrite=None, reason=f"Participant moved to {new_team_name}")
+        await new_team_channel.set_permissions(
+            member,
+            overwrite=discord.PermissionOverwrite(read_messages=True),
+            reason=f"Participant moved from {old_team_channel.name}"
+        )
+
+        await ctx.send(
+            f"Participant moved from `{self.team_name(old_team_channel)}` to `{self.team_name(new_team_channel)}`."
+        )
+
+    @codejam.command()
+    @commands.has_any_role(Roles.admins)
+    async def remove(self, ctx: commands.Context, member: Member) -> None:
+        """Remove the participant from their team. Does not remove the participants or leader roles."""
+        channel = self.team_channel(ctx.guild, member)
+        if not channel:
+            await ctx.send(":x: I can't find the team channel for this member.")
+            return
+
+        await channel.set_permissions(
+            member,
+            overwrite=None,
+            reason=f"Participant removed from the team  {self.team_name(channel)}."
+        )
+        await ctx.send(f"Removed the participant from `{self.team_name(channel)}`.")
+
+    @staticmethod
+    def jam_categories(guild: Guild) -> list[discord.CategoryChannel]:
+        """Get all the code jam team categories."""
+        return [category for category in guild.categories if category.name == _channels.CATEGORY_NAME]
+
+    @staticmethod
+    def team_channel(guild: Guild, criterion: t.Union[str, Member]) -> t.Optional[discord.TextChannel]:
+        """Get a team channel through either a participant or the team name."""
+        for category in CodeJams.jam_categories(guild):
+            for channel in category.channels:
+                if isinstance(channel, discord.TextChannel):
+                    if (
+                        # If it's a string.
+                        criterion == channel.name or criterion == CodeJams.team_name(channel)
+                        # If it's a member.
+                        or criterion in channel.overwrites
+                    ):
+                        return channel
+
+    @staticmethod
+    def team_name(channel: discord.TextChannel) -> str:
+        """Retrieves the team name from the given channel."""
+        return channel.name.replace("-", " ").title()
diff --git a/bot/exts/filters/antimalware.py b/bot/exts/filters/antimalware.py
index 26f00e91f..d727f7940 100644
--- a/bot/exts/filters/antimalware.py
+++ b/bot/exts/filters/antimalware.py
@@ -1,4 +1,3 @@
-import logging
 import typing as t
 from os.path import splitext
 
@@ -7,17 +6,21 @@ from discord.ext.commands import Cog
 
 from bot.bot import Bot
 from bot.constants import Channels, Filter, URLs
+from bot.exts.events.code_jams._channels import CATEGORY_NAME as JAM_CATEGORY_NAME
+from bot.log import get_logger
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 PY_EMBED_DESCRIPTION = (
     "It looks like you tried to attach a Python file - "
     f"please use a code-pasting service such as {URLs.site_schema}{URLs.site_paste}"
 )
 
+TXT_LIKE_FILES = {".txt", ".csv", ".json"}
 TXT_EMBED_DESCRIPTION = (
     "**Uh-oh!** It looks like your message got zapped by our spam filter. "
-    "We currently don't allow `.txt` attachments, so here are some tips to help you travel safely: \n\n"
+    "We currently don't allow `{blocked_extension}` attachments, "
+    "so here are some tips to help you travel safely: \n\n"
     "• If you attempted to send a message longer than 2000 characters, try shortening your message "
     "to fit within the character limit or use a pasting service (see below) \n\n"
     "• If you tried to show someone your code, you can use codeblocks \n(run `!code-blocks` in "
@@ -59,6 +62,10 @@ class AntiMalware(Cog):
         if message.webhook_id or message.author.bot:
             return
 
+        # Ignore code jam channels
+        if getattr(message.channel, "category", None) and message.channel.category.name == JAM_CATEGORY_NAME:
+            return
+
         # Check if user is staff, if is, return
         # Since we only care that roles exist to iterate over, check for the attr rather than a User/Member instance
         if hasattr(message.author, "roles") and any(role.id in Filter.role_whitelist for role in message.author.roles):
@@ -70,10 +77,13 @@ class AntiMalware(Cog):
         if ".py" in extensions_blocked:
             # Short-circuit on *.py files to provide a pastebin link
             embed.description = PY_EMBED_DESCRIPTION
-        elif ".txt" in extensions_blocked:
+        elif extensions := TXT_LIKE_FILES.intersection(extensions_blocked):
             # Work around Discord AutoConversion of messages longer than 2000 chars to .txt
             cmd_channel = self.bot.get_channel(Channels.bot_commands)
-            embed.description = TXT_EMBED_DESCRIPTION.format(cmd_channel_mention=cmd_channel.mention)
+            embed.description = TXT_EMBED_DESCRIPTION.format(
+                blocked_extension=extensions.pop(),
+                cmd_channel_mention=cmd_channel.mention
+            )
         elif extensions_blocked:
             meta_channel = self.bot.get_channel(Channels.meta)
             embed.description = DISALLOWED_EMBED_DESCRIPTION.format(
diff --git a/bot/exts/filters/antispam.py b/bot/exts/filters/antispam.py
index 7555e25a2..ddfd11231 100644
--- a/bot/exts/filters/antispam.py
+++ b/bot/exts/filters/antispam.py
@@ -1,28 +1,30 @@
 import asyncio
-import logging
+from collections import defaultdict
 from collections.abc import Mapping
 from dataclasses import dataclass, field
-from datetime import datetime, timedelta
+from datetime import timedelta
+from itertools import takewhile
 from operator import attrgetter, itemgetter
 from typing import Dict, Iterable, List, Set
 
+import arrow
 from discord import Colour, Member, Message, NotFound, Object, TextChannel
 from discord.ext.commands import Cog
 
 from bot import rules
 from bot.bot import Bot
 from bot.constants import (
-    AntiSpam as AntiSpamConfig, Channels,
-    Colours, DEBUG_MODE, Event, Filter,
-    Guild as GuildConfig, Icons,
+    AntiSpam as AntiSpamConfig, Channels, Colours, DEBUG_MODE, Event, Filter, Guild as GuildConfig, Icons
 )
 from bot.converters import Duration
+from bot.exts.events.code_jams._channels import CATEGORY_NAME as JAM_CATEGORY_NAME
 from bot.exts.moderation.modlog import ModLog
+from bot.log import get_logger
 from bot.utils import lock, scheduling
+from bot.utils.message_cache import MessageCache
 from bot.utils.messages import format_user, send_attachments
 
-
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 RULE_FUNCTION_MAPPING = {
     'attachments': rules.apply_attachments,
@@ -43,19 +45,18 @@ RULE_FUNCTION_MAPPING = {
 class DeletionContext:
     """Represents a Deletion Context for a single spam event."""
 
-    channel: TextChannel
-    members: Dict[int, Member] = field(default_factory=dict)
+    members: frozenset[Member]
+    triggered_in: TextChannel
+    channels: set[TextChannel] = field(default_factory=set)
     rules: Set[str] = field(default_factory=set)
     messages: Dict[int, Message] = field(default_factory=dict)
     attachments: List[List[str]] = field(default_factory=list)
 
-    async def add(self, rule_name: str, members: Iterable[Member], messages: Iterable[Message]) -> None:
+    async def add(self, rule_name: str, channels: Iterable[TextChannel], messages: Iterable[Message]) -> None:
         """Adds new rule violation events to the deletion context."""
         self.rules.add(rule_name)
 
-        for member in members:
-            if member.id not in self.members:
-                self.members[member.id] = member
+        self.channels.update(channels)
 
         for message in messages:
             if message.id not in self.messages:
@@ -68,36 +69,45 @@ class DeletionContext:
 
     async def upload_messages(self, actor_id: int, modlog: ModLog) -> None:
         """Method that takes care of uploading the queue and posting modlog alert."""
-        triggered_by_users = ", ".join(format_user(m) for m in self.members.values())
+        triggered_by_users = ", ".join(format_user(m) for m in self.members)
+        triggered_in_channel = f"**Triggered in:** {self.triggered_in.mention}\n" if len(self.channels) > 1 else ""
+        channels_description = ", ".join(channel.mention for channel in self.channels)
 
         mod_alert_message = (
             f"**Triggered by:** {triggered_by_users}\n"
-            f"**Channel:** {self.channel.mention}\n"
+            f"{triggered_in_channel}"
+            f"**Channels:** {channels_description}\n"
             f"**Rules:** {', '.join(rule for rule in self.rules)}\n"
         )
 
-        # For multiple messages or those with excessive newlines, use the logs API
-        if len(self.messages) > 1 or 'newlines' in self.rules:
+        messages_as_list = list(self.messages.values())
+        first_message = messages_as_list[0]
+        # For multiple messages and those with attachments or excessive newlines, use the logs API
+        if any((
+            len(messages_as_list) > 1,
+            len(first_message.attachments) > 0,
+            first_message.content.count('\n') > 15
+        )):
             url = await modlog.upload_log(self.messages.values(), actor_id, self.attachments)
             mod_alert_message += f"A complete log of the offending messages can be found [here]({url})"
         else:
             mod_alert_message += "Message:\n"
-            [message] = self.messages.values()
-            content = message.clean_content
-            remaining_chars = 2040 - len(mod_alert_message)
+            content = first_message.clean_content
+            remaining_chars = 4080 - len(mod_alert_message)
 
             if len(content) > remaining_chars:
-                content = content[:remaining_chars] + "..."
+                url = await modlog.upload_log([first_message], actor_id, self.attachments)
+                log_site_msg = f"The full message can be found [here]({url})"
+                content = content[:remaining_chars - (3 + len(log_site_msg))] + "..."
 
-            mod_alert_message += f"{content}"
+            mod_alert_message += content
 
-        *_, last_message = self.messages.values()
         await modlog.send_log_message(
             icon_url=Icons.filtering,
             colour=Colour(Colours.soft_red),
             title="Spam detected!",
             text=mod_alert_message,
-            thumbnail=last_message.author.avatar_url_as(static_format="png"),
+            thumbnail=first_message.author.display_avatar.url,
             channel_id=Channels.mod_alerts,
             ping_everyone=AntiSpamConfig.ping_everyone
         )
@@ -115,7 +125,19 @@ class AntiSpam(Cog):
 
         self.message_deletion_queue = dict()
 
-        self.bot.loop.create_task(self.alert_on_validation_error(), name="AntiSpam.alert_on_validation_error")
+        # Fetch the rule configuration with the highest rule interval.
+        max_interval_config = max(
+            AntiSpamConfig.rules.values(),
+            key=itemgetter('interval')
+        )
+        self.max_interval = max_interval_config['interval']
+        self.cache = MessageCache(AntiSpamConfig.cache_size, newest_first=True)
+
+        scheduling.create_task(
+            self.alert_on_validation_error(),
+            name="AntiSpam.alert_on_validation_error",
+            event_loop=self.bot.loop,
+        )
 
     @property
     def mod_log(self) -> ModLog:
@@ -148,34 +170,27 @@ class AntiSpam(Cog):
             not message.guild
             or message.guild.id != GuildConfig.id
             or message.author.bot
+            or (getattr(message.channel, "category", None) and message.channel.category.name == JAM_CATEGORY_NAME)
             or (message.channel.id in Filter.channel_whitelist and not DEBUG_MODE)
             or (any(role.id in Filter.role_whitelist for role in message.author.roles) and not DEBUG_MODE)
         ):
             return
 
-        # Fetch the rule configuration with the highest rule interval.
-        max_interval_config = max(
-            AntiSpamConfig.rules.values(),
-            key=itemgetter('interval')
-        )
-        max_interval = max_interval_config['interval']
+        self.cache.append(message)
 
-        # Store history messages since `interval` seconds ago in a list to prevent unnecessary API calls.
-        earliest_relevant_at = datetime.utcnow() - timedelta(seconds=max_interval)
-        relevant_messages = [
-            msg async for msg in message.channel.history(after=earliest_relevant_at, oldest_first=False)
-            if not msg.author.bot
-        ]
+        earliest_relevant_at = arrow.utcnow() - timedelta(seconds=self.max_interval)
+        relevant_messages = list(takewhile(lambda msg: msg.created_at > earliest_relevant_at, self.cache))
 
         for rule_name in AntiSpamConfig.rules:
             rule_config = AntiSpamConfig.rules[rule_name]
             rule_function = RULE_FUNCTION_MAPPING[rule_name]
 
             # Create a list of messages that were sent in the interval that the rule cares about.
-            latest_interesting_stamp = datetime.utcnow() - timedelta(seconds=rule_config['interval'])
-            messages_for_rule = [
-                msg for msg in relevant_messages if msg.created_at > latest_interesting_stamp
-            ]
+            latest_interesting_stamp = arrow.utcnow() - timedelta(seconds=rule_config['interval'])
+            messages_for_rule = list(
+                takewhile(lambda msg: msg.created_at > latest_interesting_stamp, relevant_messages)
+            )
+
             result = await rule_function(message, messages_for_rule, rule_config)
 
             # If the rule returns `None`, that means the message didn't violate it.
@@ -188,19 +203,19 @@ class AntiSpam(Cog):
                 full_reason = f"`{rule_name}` rule: {reason}"
 
                 # If there's no spam event going on for this channel, start a new Message Deletion Context
-                channel = message.channel
-                if channel.id not in self.message_deletion_queue:
-                    log.trace(f"Creating queue for channel `{channel.id}`")
-                    self.message_deletion_queue[message.channel.id] = DeletionContext(channel)
+                authors_set = frozenset(members)
+                if authors_set not in self.message_deletion_queue:
+                    log.trace(f"Creating queue for members `{authors_set}`")
+                    self.message_deletion_queue[authors_set] = DeletionContext(authors_set, message.channel)
                     scheduling.create_task(
-                        self._process_deletion_context(message.channel.id),
-                        name=f"AntiSpam._process_deletion_context({message.channel.id})"
+                        self._process_deletion_context(authors_set),
+                        name=f"AntiSpam._process_deletion_context({authors_set})"
                     )
 
                 # Add the relevant of this trigger to the Deletion Context
-                await self.message_deletion_queue[message.channel.id].add(
+                await self.message_deletion_queue[authors_set].add(
                     rule_name=rule_name,
-                    members=members,
+                    channels=set(message.channel for message in relevant_messages),
                     messages=relevant_messages
                 )
 
@@ -210,7 +225,7 @@ class AntiSpam(Cog):
                         name=f"AntiSpam.punish(message={message.id}, member={member.id}, rule={rule_name})"
                     )
 
-                await self.maybe_delete_messages(channel, relevant_messages)
+                await self.maybe_delete_messages(relevant_messages)
                 break
 
     @lock.lock_arg("antispam.punish", "member", attrgetter("id"))
@@ -232,14 +247,31 @@ class AntiSpam(Cog):
                 reason=reason
             )
 
-    async def maybe_delete_messages(self, channel: TextChannel, messages: List[Message]) -> None:
+    async def maybe_delete_messages(self, messages: List[Message]) -> None:
         """Cleans the messages if cleaning is configured."""
         if AntiSpamConfig.clean_offending:
             # If we have more than one message, we can use bulk delete.
             if len(messages) > 1:
                 message_ids = [message.id for message in messages]
                 self.mod_log.ignore(Event.message_delete, *message_ids)
-                await channel.delete_messages(messages)
+                channel_messages = defaultdict(list)
+                for message in messages:
+                    channel_messages[message.channel].append(message)
+                for channel, messages in channel_messages.items():
+                    try:
+                        await channel.delete_messages(messages)
+                    except NotFound:
+                        # In the rare case where we found messages matching the
+                        # spam filter across multiple channels, it is possible
+                        # that a single channel will only contain a single message
+                        # to delete. If that should be the case, discord.py will
+                        # use the "delete single message" endpoint instead of the
+                        # bulk delete endpoint, and the single message deletion
+                        # endpoint will complain if you give it that does not exist.
+                        # As this means that we have no other message to delete in
+                        # this channel (and message deletes work per-channel),
+                        # we can just log an exception and carry on with business.
+                        log.info(f"Tried to delete message `{messages[0].id}`, but message could not be found.")
 
             # Otherwise, the bulk delete endpoint will throw up.
             # Delete the message directly instead.
@@ -250,7 +282,7 @@ class AntiSpam(Cog):
                 except NotFound:
                     log.info(f"Tried to delete message `{messages[0].id}`, but message could not be found.")
 
-    async def _process_deletion_context(self, context_id: int) -> None:
+    async def _process_deletion_context(self, context_id: frozenset) -> None:
         """Processes the Deletion Context queue."""
         log.trace("Sleeping before processing message deletion queue.")
         await asyncio.sleep(10)
@@ -262,6 +294,11 @@ class AntiSpam(Cog):
         deletion_context = self.message_deletion_queue.pop(context_id)
         await deletion_context.upload_messages(self.bot.user.id, self.mod_log)
 
+    @Cog.listener()
+    async def on_message_edit(self, before: Message, after: Message) -> None:
+        """Updates the message in the cache, if it's cached."""
+        self.cache.update(after)
+
 
 def validate_config(rules_: Mapping = AntiSpamConfig.rules) -> Dict[str, str]:
     """Validates the antispam configs."""
diff --git a/bot/exts/filters/filter_lists.py b/bot/exts/filters/filter_lists.py
index 232c1e48b..ee5bd89f3 100644
--- a/bot/exts/filters/filter_lists.py
+++ b/bot/exts/filters/filter_lists.py
@@ -1,4 +1,3 @@
-import logging
 from typing import Optional
 
 from discord import Colour, Embed
@@ -7,10 +6,13 @@ from discord.ext.commands import BadArgument, Cog, Context, IDConverter, group,
 from bot import constants
 from bot.api import ResponseCodeError
 from bot.bot import Bot
+from bot.constants import Channels
 from bot.converters import ValidDiscordServerInvite, ValidFilterListType
+from bot.log import get_logger
 from bot.pagination import LinePaginator
+from bot.utils import scheduling
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 
 class FilterLists(Cog):
@@ -27,7 +29,7 @@ class FilterLists(Cog):
 
     def __init__(self, bot: Bot) -> None:
         self.bot = bot
-        self.bot.loop.create_task(self._amend_docstrings())
+        scheduling.create_task(self._amend_docstrings(), event_loop=self.bot.loop)
 
     async def _amend_docstrings(self) -> None:
         """Add the valid FilterList types to the docstrings, so they'll appear in !help invocations."""
@@ -99,6 +101,12 @@ class FilterLists(Cog):
                 )
             raise
 
+        # If it is an autoban trigger we send a warning in #mod-meta
+        if comment and "[autoban]" in comment:
+            await self.bot.get_channel(Channels.mod_meta).send(
+                f":warning: Heads-up! The new filter `{content}` (`{comment}`) will automatically ban users."
+            )
+
         # Insert the item into the cache
         self.bot.insert_item_into_filter_list_cache(item)
         await ctx.message.add_reaction("✅")
diff --git a/bot/exts/filters/filtering.py b/bot/exts/filters/filtering.py
index 464732453..ad904d147 100644
--- a/bot/exts/filters/filtering.py
+++ b/bot/exts/filters/filtering.py
@@ -1,12 +1,14 @@
 import asyncio
-import logging
 import re
-from datetime import datetime, timedelta
+import unicodedata
+from datetime import timedelta
 from typing import Any, Dict, List, Mapping, NamedTuple, Optional, Tuple, Union
 
-import dateutil
+import arrow
+import dateutil.parser
 import discord.errors
 import regex
+import tldextract
 from async_rediscache import RedisCache
 from dateutil.relativedelta import relativedelta
 from discord import Colour, HTTPException, Member, Message, NotFound, TextChannel
@@ -15,16 +17,15 @@ from discord.utils import escape_markdown
 
 from bot.api import ResponseCodeError
 from bot.bot import Bot
-from bot.constants import (
-    Channels, Colours, Filter,
-    Guild, Icons, URLs
-)
+from bot.constants import Channels, Colours, Filter, Guild, Icons, URLs
+from bot.exts.events.code_jams._channels import CATEGORY_NAME as JAM_CATEGORY_NAME
 from bot.exts.moderation.modlog import ModLog
+from bot.log import get_logger
+from bot.utils import scheduling
 from bot.utils.messages import format_user
 from bot.utils.regex import INVITE_RE
-from bot.utils.scheduling import Scheduler
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 # Regular expressions
 CODE_BLOCK_RE = re.compile(
@@ -45,6 +46,23 @@ ZALGO_RE = regex.compile(rf"[\p{{NONSPACING MARK}}\p{{ENCLOSING MARK}}--[{VARIAT
 DAYS_BETWEEN_ALERTS = 3
 OFFENSIVE_MSG_DELETE_TIME = timedelta(days=Filter.offensive_msg_delete_days)
 
+# Autoban
+LINK_PASSWORD = "https://support.discord.com/hc/en-us/articles/218410947-I-forgot-my-Password-Where-can-I-set-a-new-one"
+LINK_2FA = "https://support.discord.com/hc/en-us/articles/219576828-Setting-up-Two-Factor-Authentication"
+AUTO_BAN_REASON = (
+    "Your account has been used to send links to a phishing website. You have been automatically banned. "
+    "If you are not aware of sending them, that means your account has been compromised.\n\n"
+
+    f"Here is a guide from Discord on [how to change your password]({LINK_PASSWORD}).\n\n"
+
+    f"We also highly recommend that you [enable 2 factor authentication on your account]({LINK_2FA}), "
+    "for heightened security.\n\n"
+
+    "Once you have changed your password, feel free to follow the instructions at the bottom of "
+    "this message to appeal your ban."
+)
+AUTO_BAN_DURATION = timedelta(days=4)
+
 FilterMatch = Union[re.Match, dict, bool, List[discord.Embed]]
 
 
@@ -63,7 +81,7 @@ class Filtering(Cog):
 
     def __init__(self, bot: Bot):
         self.bot = bot
-        self.scheduler = Scheduler(self.__class__.__name__)
+        self.scheduler = scheduling.Scheduler(self.__class__.__name__)
         self.name_lock = asyncio.Lock()
 
         staff_mistake_str = "If you believe this was a mistake, please let staff know!"
@@ -103,19 +121,6 @@ class Filtering(Cog):
                 ),
                 "schedule_deletion": False
             },
-            "filter_everyone_ping": {
-                "enabled": Filter.filter_everyone_ping,
-                "function": self._has_everyone_ping,
-                "type": "filter",
-                "content_only": True,
-                "user_notification": Filter.notify_user_everyone_ping,
-                "notification_msg": (
-                    "Please don't try to ping `@everyone` or `@here`. "
-                    f"Your message has been removed. {staff_mistake_str}"
-                ),
-                "schedule_deletion": False,
-                "ping_everyone": False
-            },
             "watch_regex": {
                 "enabled": Filter.watch_regex,
                 "function": self._has_watch_regex_match,
@@ -129,10 +134,23 @@ class Filtering(Cog):
                 "type": "watchlist",
                 "content_only": False,
                 "schedule_deletion": False
-            }
+            },
+            "filter_everyone_ping": {
+                "enabled": Filter.filter_everyone_ping,
+                "function": self._has_everyone_ping,
+                "type": "filter",
+                "content_only": True,
+                "user_notification": Filter.notify_user_everyone_ping,
+                "notification_msg": (
+                    "Please don't try to ping `@everyone` or `@here`. "
+                    f"Your message has been removed. {staff_mistake_str}"
+                ),
+                "schedule_deletion": False,
+                "ping_everyone": False
+            },
         }
 
-        self.bot.loop.create_task(self.reschedule_offensive_msg_deletion())
+        scheduling.create_task(self.reschedule_offensive_msg_deletion(), event_loop=self.bot.loop)
 
     def cog_unload(self) -> None:
         """Cancel scheduled tasks."""
@@ -173,29 +191,43 @@ class Filtering(Cog):
         """
         Invoke message filter for message edits.
 
-        If there have been multiple edits, calculate the time delta from the previous edit.
+        Also calculates the time delta from the previous edit or when message was sent if there's no prior edits.
         """
+        # We only care about changes to the message contents/attachments and embed additions, not pin status etc.
+        if all((
+            before.content == after.content,  # content hasn't changed
+            before.attachments == after.attachments,  # attachments haven't changed
+            len(before.embeds) >= len(after.embeds)  # embeds haven't been added
+        )):
+            return
+
         if not before.edited_at:
             delta = relativedelta(after.edited_at, before.created_at).microseconds
         else:
             delta = relativedelta(after.edited_at, before.edited_at).microseconds
         await self._filter_message(after, delta)
 
-    def get_name_matches(self, name: str) -> List[re.Match]:
-        """Check bad words from passed string (name). Return list of matches."""
-        name = self.clean_input(name)
-        matches = []
+    def get_name_match(self, name: str) -> Optional[re.Match]:
+        """Check bad words from passed string (name). Return the first match found."""
+        normalised_name = unicodedata.normalize("NFKC", name)
+        cleaned_normalised_name = "".join([c for c in normalised_name if not unicodedata.combining(c)])
+
+        # Run filters against normalised, cleaned normalised and the original name,
+        # in case we have filters for one but not the other.
+        names_to_check = (name, normalised_name, cleaned_normalised_name)
+
         watchlist_patterns = self._get_filterlist_items('filter_token', allowed=False)
         for pattern in watchlist_patterns:
-            if match := re.search(pattern, name, flags=re.IGNORECASE):
-                matches.append(match)
-        return matches
+            for name in names_to_check:
+                if match := re.search(pattern, name, flags=re.IGNORECASE):
+                    return match
+        return None
 
     async def check_send_alert(self, member: Member) -> bool:
         """When there is less than 3 days after last alert, return `False`, otherwise `True`."""
         if last_alert := await self.name_alerts.get(member.id):
-            last_alert = datetime.utcfromtimestamp(last_alert)
-            if datetime.utcnow() - timedelta(days=DAYS_BETWEEN_ALERTS) < last_alert:
+            last_alert = arrow.get(last_alert)
+            if arrow.utcnow() - timedelta(days=DAYS_BETWEEN_ALERTS) < last_alert:
                 log.trace(f"Last alert was too recent for {member}'s nickname.")
                 return False
 
@@ -205,10 +237,14 @@ class Filtering(Cog):
         """Send a mod alert every 3 days if a username still matches a watchlist pattern."""
         # Use lock to avoid race conditions
         async with self.name_lock:
-            # Check whether the users display name contains any words in our blacklist
-            matches = self.get_name_matches(member.display_name)
+            # Check if we recently alerted about this user first,
+            # to avoid running all the filter tokens against their name again.
+            if not await self.check_send_alert(member):
+                return
 
-            if not matches or not await self.check_send_alert(member):
+            # Check whether the users display name contains any words in our blacklist
+            match = self.get_name_match(member.display_name)
+            if not match:
                 return
 
             log.info(f"Sending bad nickname alert for '{member.display_name}' ({member.id}).")
@@ -216,7 +252,7 @@ class Filtering(Cog):
             log_string = (
                 f"**User:** {format_user(member)}\n"
                 f"**Display Name:** {escape_markdown(member.display_name)}\n"
-                f"**Bad Matches:** {', '.join(match.group() for match in matches)}"
+                f"**Bad Match:** {match.group()}"
             )
 
             await self.mod_log.send_log_message(
@@ -225,11 +261,11 @@ class Filtering(Cog):
                 title="Username filtering alert",
                 text=log_string,
                 channel_id=Channels.mod_alerts,
-                thumbnail=member.avatar_url
+                thumbnail=member.display_avatar.url
             )
 
             # Update time when alert sent
-            await self.name_alerts.set(member.id, datetime.utcnow().timestamp())
+            await self.name_alerts.set(member.id, arrow.utcnow().timestamp())
 
     async def filter_eval(self, result: str, msg: Message) -> bool:
         """
@@ -281,6 +317,12 @@ class Filtering(Cog):
                         if delta is not None and delta < 100:
                             continue
 
+                    if filter_name in ("filter_invites", "filter_everyone_ping"):
+                        # Disable invites filter in codejam team channels
+                        category = getattr(msg.channel, "category", None)
+                        if category and category.name == JAM_CATEGORY_NAME:
+                            continue
+
                     # Does the filter only need the message content or the full message?
                     if _filter["content_only"]:
                         payload = msg.content
@@ -319,7 +361,7 @@ class Filtering(Cog):
                                 await self.notify_member(msg.author, _filter["notification_msg"], msg.channel)
 
                         # If the message is classed as offensive, we store it in the site db and
-                        # it will be deleted it after one week.
+                        # it will be deleted after one week.
                         if _filter["schedule_deletion"] and not is_private:
                             delete_date = (msg.created_at + OFFENSIVE_MSG_DELETE_TIME).isoformat()
                             data = {
@@ -342,6 +384,24 @@ class Filtering(Cog):
                         stats = self._add_stats(filter_name, match, msg.content)
                         await self._send_log(filter_name, _filter, msg, stats, reason)
 
+                        # If the filter reason contains `[autoban]`, we want to auto-ban the user
+                        if reason and "[autoban]" in reason.lower():
+                            # Create a new context, with the author as is the bot, and the channel as #mod-alerts.
+                            # This sends the ban confirmation directly under watchlist trigger embed, to inform
+                            # mods that the user was auto-banned for the message.
+                            context = await self.bot.get_context(msg)
+                            context.guild = self.bot.get_guild(Guild.id)
+                            context.author = context.guild.get_member(self.bot.user.id)
+                            context.channel = self.bot.get_channel(Channels.mod_alerts)
+                            context.command = self.bot.get_command("tempban")
+
+                            await context.invoke(
+                                context.command,
+                                msg.author,
+                                arrow.utcnow() + AUTO_BAN_DURATION,
+                                reason=AUTO_BAN_REASON
+                            )
+
                         break  # We don't want multiple filters to trigger
 
     async def _send_log(
@@ -363,6 +423,10 @@ class Filtering(Cog):
             # Allow specific filters to override ping_everyone
             ping_everyone = Filter.ping_everyone and _filter.get("ping_everyone", True)
 
+        # If we are going to autoban, we don't want to ping
+        if reason and "[autoban]" in reason:
+            ping_everyone = False
+
         eval_msg = "using !eval " if is_eval else ""
         footer = f"Reason: {reason}" if reason else None
         message = (
@@ -379,7 +443,7 @@ class Filtering(Cog):
             colour=Colour(Colours.soft_red),
             title=f"{_filter['type'].title()} triggered!",
             text=message,
-            thumbnail=msg.author.avatar_url_as(static_format="png"),
+            thumbnail=msg.author.display_avatar.url,
             channel_id=Channels.mod_alerts,
             ping_everyone=ping_everyone,
             additional_embeds=stats.additional_embeds,
@@ -452,10 +516,6 @@ class Filtering(Cog):
 
         text = self.clean_input(text)
 
-        # Make sure it's not a URL
-        if URL_RE.search(text):
-            return False, None
-
         watchlist_patterns = self._get_filterlist_items('filter_token', allowed=False)
         for pattern in watchlist_patterns:
             match = re.search(pattern, text, flags=re.IGNORECASE)
@@ -471,16 +531,15 @@ class Filtering(Cog):
         Second return value is a reason of URL blacklisting (can be None).
         """
         text = self.clean_input(text)
-        if not URL_RE.search(text):
-            return False, None
 
-        text = text.lower()
         domain_blacklist = self._get_filterlist_items("domain_name", allowed=False)
-
-        for url in domain_blacklist:
-            if url.lower() in text:
-                return True, self._get_filterlist_value("domain_name", url, allowed=False)["comment"]
-
+        for match in URL_RE.finditer(text):
+            for url in domain_blacklist:
+                if url.lower() in match.group(1).lower():
+                    blacklisted_parsed = tldextract.extract(url.lower())
+                    url_parsed = tldextract.extract(match.group(1).lower())
+                    if blacklisted_parsed.registered_domain == url_parsed.registered_domain:
+                        return True, self._get_filterlist_value("domain_name", url, allowed=False)["comment"]
         return False, None
 
     @staticmethod
@@ -507,7 +566,7 @@ class Filtering(Cog):
         # discord\.gg/gdudes-pony-farm
         text = text.replace("\\", "")
 
-        invites = INVITE_RE.findall(text)
+        invites = [m.group("invite") for m in INVITE_RE.finditer(text)]
         invite_data = dict()
         for invite in invites:
             if invite in invite_data:
@@ -603,7 +662,7 @@ class Filtering(Cog):
 
     def schedule_msg_delete(self, msg: dict) -> None:
         """Delete an offensive message once its deletion date is reached."""
-        delete_at = dateutil.parser.isoparse(msg['delete_date']).replace(tzinfo=None)
+        delete_at = dateutil.parser.isoparse(msg['delete_date'])
         self.scheduler.schedule_at(delete_at, msg['id'], self.delete_offensive_msg(msg))
 
     async def reschedule_offensive_msg_deletion(self) -> None:
@@ -611,17 +670,17 @@ class Filtering(Cog):
         await self.bot.wait_until_ready()
         response = await self.bot.api_client.get('bot/offensive-messages',)
 
-        now = datetime.utcnow()
+        now = arrow.utcnow()
 
         for msg in response:
-            delete_at = dateutil.parser.isoparse(msg['delete_date']).replace(tzinfo=None)
+            delete_at = dateutil.parser.isoparse(msg['delete_date'])
 
             if delete_at < now:
                 await self.delete_offensive_msg(msg)
             else:
                 self.schedule_msg_delete(msg)
 
-    async def delete_offensive_msg(self, msg: Mapping[str, str]) -> None:
+    async def delete_offensive_msg(self, msg: Mapping[str, int]) -> None:
         """Delete an offensive message, and then delete it from the db."""
         try:
             channel = self.bot.get_channel(msg['channel_id'])
diff --git a/bot/exts/filters/security.py b/bot/exts/filters/security.py
index c680c5e27..fe3918423 100644
--- a/bot/exts/filters/security.py
+++ b/bot/exts/filters/security.py
@@ -1,10 +1,9 @@
-import logging
-
 from discord.ext.commands import Cog, Context, NoPrivateMessage
 
 from bot.bot import Bot
+from bot.log import get_logger
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 
 class Security(Cog):
diff --git a/bot/exts/filters/token_remover.py b/bot/exts/filters/token_remover.py
index 93f1f3c33..520283ba3 100644
--- a/bot/exts/filters/token_remover.py
+++ b/bot/exts/filters/token_remover.py
@@ -1,6 +1,5 @@
 import base64
 import binascii
-import logging
 import re
 import typing as t
 
@@ -11,9 +10,11 @@ from bot import utils
 from bot.bot import Bot
 from bot.constants import Channels, Colours, Event, Icons
 from bot.exts.moderation.modlog import ModLog
+from bot.log import get_logger
+from bot.utils.members import get_or_fetch_member
 from bot.utils.messages import format_user
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 LOG_MESSAGE = (
     "Censored a seemingly valid token sent by {author} in {channel}, "
@@ -99,7 +100,7 @@ class TokenRemover(Cog):
         await msg.channel.send(DELETION_MESSAGE_TEMPLATE.format(mention=msg.author.mention))
 
         log_message = self.format_log_message(msg, found_token)
-        userid_message, mention_everyone = self.format_userid_log_message(msg, found_token)
+        userid_message, mention_everyone = await self.format_userid_log_message(msg, found_token)
         log.debug(log_message)
 
         # Send pretty mod log embed to mod-alerts
@@ -108,7 +109,7 @@ class TokenRemover(Cog):
             colour=Colour(Colours.soft_red),
             title="Token removed!",
             text=log_message + "\n" + userid_message,
-            thumbnail=msg.author.avatar_url_as(static_format="png"),
+            thumbnail=msg.author.display_avatar.url,
             channel_id=Channels.mod_alerts,
             ping_everyone=mention_everyone,
         )
@@ -116,7 +117,7 @@ class TokenRemover(Cog):
         self.bot.stats.incr("tokens.removed_tokens")
 
     @classmethod
-    def format_userid_log_message(cls, msg: Message, token: Token) -> t.Tuple[str, bool]:
+    async def format_userid_log_message(cls, msg: Message, token: Token) -> t.Tuple[str, bool]:
         """
         Format the portion of the log message that includes details about the detected user ID.
 
@@ -128,7 +129,7 @@ class TokenRemover(Cog):
         Returns a tuple of (log_message, mention_everyone)
         """
         user_id = cls.extract_user_id(token.user_id)
-        user = msg.guild.get_member(user_id)
+        user = await get_or_fetch_member(msg.guild, user_id)
 
         if user:
             return KNOWN_USER_LOG_MESSAGE.format(
diff --git a/bot/exts/filters/webhook_remover.py b/bot/exts/filters/webhook_remover.py
index f11fc8912..96334317c 100644
--- a/bot/exts/filters/webhook_remover.py
+++ b/bot/exts/filters/webhook_remover.py
@@ -1,4 +1,3 @@
-import logging
 import re
 
 from discord import Colour, Message, NotFound
@@ -7,18 +6,22 @@ from discord.ext.commands import Cog
 from bot.bot import Bot
 from bot.constants import Channels, Colours, Event, Icons
 from bot.exts.moderation.modlog import ModLog
+from bot.log import get_logger
 from bot.utils.messages import format_user
 
-WEBHOOK_URL_RE = re.compile(r"((?:https?://)?discord(?:app)?\.com/api/webhooks/\d+/)\S+/?", re.IGNORECASE)
+WEBHOOK_URL_RE = re.compile(
+    r"((?:https?:\/\/)?(?:ptb\.|canary\.)?discord(?:app)?\.com\/api\/webhooks\/\d+\/)\S+\/?",
+    re.IGNORECASE
+)
 
 ALERT_MESSAGE_TEMPLATE = (
     "{user}, looks like you posted a Discord webhook URL. Therefore, your "
-    "message has been removed. Your webhook may have been **compromised** so "
-    "please re-create the webhook **immediately**. If you believe this was a "
+    "message has been removed, and your webhook has been deleted. "
+    "You can re-create it if you wish to. If you believe this was a "
     "mistake, please let us know."
 )
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 
 class WebhookRemover(Cog):
@@ -32,7 +35,7 @@ class WebhookRemover(Cog):
         """Get current instance of `ModLog`."""
         return self.bot.get_cog("ModLog")
 
-    async def delete_and_respond(self, msg: Message, redacted_url: str) -> None:
+    async def delete_and_respond(self, msg: Message, redacted_url: str, *, webhook_deleted: bool) -> None:
         """Delete `msg` and send a warning that it contained the Discord webhook `redacted_url`."""
         # Don't log this, due internal delete, not by user. Will make different entry.
         self.mod_log.ignore(Event.message_delete, msg.id)
@@ -44,9 +47,12 @@ class WebhookRemover(Cog):
             return
 
         await msg.channel.send(ALERT_MESSAGE_TEMPLATE.format(user=msg.author.mention))
-
+        if webhook_deleted:
+            delete_state = "The webhook was successfully deleted."
+        else:
+            delete_state = "There was an error when deleting the webhook, it might have already been removed."
         message = (
-            f"{format_user(msg.author)} posted a Discord webhook URL to {msg.channel.mention}. "
+            f"{format_user(msg.author)} posted a Discord webhook URL to {msg.channel.mention}. {delete_state} "
             f"Webhook URL was `{redacted_url}`"
         )
         log.debug(message)
@@ -57,7 +63,7 @@ class WebhookRemover(Cog):
             colour=Colour(Colours.soft_red),
             title="Discord webhook URL removed!",
             text=message,
-            thumbnail=msg.author.avatar_url_as(static_format="png"),
+            thumbnail=msg.author.display_avatar.url,
             channel_id=Channels.mod_alerts
         )
 
@@ -72,7 +78,10 @@ class WebhookRemover(Cog):
 
         matches = WEBHOOK_URL_RE.search(msg.content)
         if matches:
-            await self.delete_and_respond(msg, matches[1] + "xxx")
+            async with self.bot.http_session.delete(matches[0]) as resp:
+                # The Discord API Returns a 204 NO CONTENT response on success.
+                deleted_successfully = resp.status == 204
+            await self.delete_and_respond(msg, matches[1] + "xxx", webhook_deleted=deleted_successfully)
 
     @Cog.listener()
     async def on_message_edit(self, before: Message, after: Message) -> None:
diff --git a/bot/exts/fun/duck_pond.py b/bot/exts/fun/duck_pond.py
index c78b9c141..c51656343 100644
--- a/bot/exts/fun/duck_pond.py
+++ b/bot/exts/fun/duck_pond.py
@@ -1,18 +1,20 @@
 import asyncio
-import logging
 from typing import Union
 
 import discord
-from discord import Color, Embed, Member, Message, RawReactionActionEvent, TextChannel, User, errors
+from discord import Color, Embed, Message, RawReactionActionEvent, TextChannel, errors
 from discord.ext.commands import Cog, Context, command
 
 from bot import constants
 from bot.bot import Bot
+from bot.converters import MemberOrUser
+from bot.log import get_logger
+from bot.utils import scheduling
 from bot.utils.checks import has_any_role
 from bot.utils.messages import count_unique_users_reaction, send_attachments
 from bot.utils.webhooks import send_webhook
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 
 class DuckPond(Cog):
@@ -23,7 +25,7 @@ class DuckPond(Cog):
         self.webhook_id = constants.Webhooks.duck_pond
         self.webhook = None
         self.ducked_messages = []
-        self.bot.loop.create_task(self.fetch_webhook())
+        scheduling.create_task(self.fetch_webhook(), event_loop=self.bot.loop)
         self.relay_lock = None
 
     async def fetch_webhook(self) -> None:
@@ -36,7 +38,7 @@ class DuckPond(Cog):
             log.exception(f"Failed to fetch webhook with id `{self.webhook_id}`")
 
     @staticmethod
-    def is_staff(member: Union[User, Member]) -> bool:
+    def is_staff(member: MemberOrUser) -> bool:
         """Check if a specific member or user is staff."""
         if hasattr(member, "roles"):
             for role in member.roles:
@@ -92,7 +94,7 @@ class DuckPond(Cog):
                 webhook=self.webhook,
                 content=message.clean_content,
                 username=message.author.display_name,
-                avatar_url=message.author.avatar_url
+                avatar_url=message.author.display_avatar.url
             )
 
         if message.attachments:
@@ -107,7 +109,7 @@ class DuckPond(Cog):
                     webhook=self.webhook,
                     embed=e,
                     username=message.author.display_name,
-                    avatar_url=message.author.avatar_url
+                    avatar_url=message.author.display_avatar.url
                 )
             except discord.HTTPException:
                 log.exception("Failed to send an attachment to the webhook")
@@ -171,8 +173,14 @@ class DuckPond(Cog):
         if not self.is_helper_viewable(channel):
             return
 
-        message = await channel.fetch_message(payload.message_id)
+        try:
+            message = await channel.fetch_message(payload.message_id)
+        except discord.NotFound:
+            return  # Message was deleted.
+
         member = discord.utils.get(message.guild.members, id=payload.user_id)
+        if not member:
+            return  # Member left or wasn't in the cache.
 
         # Was the message sent by a human staff member?
         if not self.is_staff(message.author) or message.author.bot:
diff --git a/bot/exts/fun/off_topic_names.py b/bot/exts/fun/off_topic_names.py
index 845b8175c..7df1d172d 100644
--- a/bot/exts/fun/off_topic_names.py
+++ b/bot/exts/fun/off_topic_names.py
@@ -1,7 +1,7 @@
 import difflib
-import logging
-from datetime import datetime, timedelta
+from datetime import timedelta
 
+import arrow
 from discord import Colour, Embed
 from discord.ext.commands import Cog, Context, group, has_any_role
 from discord.utils import sleep_until
@@ -10,10 +10,12 @@ from bot.api import ResponseCodeError
 from bot.bot import Bot
 from bot.constants import Channels, MODERATION_ROLES
 from bot.converters import OffTopicName
+from bot.log import get_logger
 from bot.pagination import LinePaginator
+from bot.utils import scheduling
 
 CHANNELS = (Channels.off_topic_0, Channels.off_topic_1, Channels.off_topic_2)
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 
 async def update_names(bot: Bot) -> None:
@@ -21,9 +23,9 @@ async def update_names(bot: Bot) -> None:
     while True:
         # Since we truncate the compute timedelta to seconds, we add one second to ensure
         # we go past midnight in the `seconds_to_sleep` set below.
-        today_at_midnight = datetime.utcnow().replace(microsecond=0, second=0, minute=0, hour=0)
+        today_at_midnight = arrow.utcnow().replace(microsecond=0, second=0, minute=0, hour=0)
         next_midnight = today_at_midnight + timedelta(days=1)
-        await sleep_until(next_midnight)
+        await sleep_until(next_midnight.datetime)
 
         try:
             channel_0_name, channel_1_name, channel_2_name = await bot.api_client.get(
@@ -50,7 +52,7 @@ class OffTopicNames(Cog):
         self.bot = bot
         self.updater_task = None
 
-        self.bot.loop.create_task(self.init_offtopic_updater())
+        scheduling.create_task(self.init_offtopic_updater(), event_loop=self.bot.loop)
 
     def cog_unload(self) -> None:
         """Cancel any running updater tasks on cog unload."""
@@ -62,7 +64,7 @@ class OffTopicNames(Cog):
         await self.bot.wait_until_guild_available()
         if self.updater_task is None:
             coro = update_names(self.bot)
-            self.updater_task = self.bot.loop.create_task(coro)
+            self.updater_task = scheduling.create_task(coro, event_loop=self.bot.loop)
 
     @group(name='otname', aliases=('otnames', 'otn'), invoke_without_command=True)
     @has_any_role(*MODERATION_ROLES)
diff --git a/bot/exts/help_channels/__init__.py b/bot/exts/help_channels/__init__.py
index 781f40449..beba18aa6 100644
--- a/bot/exts/help_channels/__init__.py
+++ b/bot/exts/help_channels/__init__.py
@@ -1,10 +1,9 @@
-import logging
-
 from bot import constants
 from bot.bot import Bot
 from bot.exts.help_channels._channel import MAX_CHANNELS_PER_CATEGORY
+from bot.log import get_logger
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 
 def validate_config() -> None:
diff --git a/bot/exts/help_channels/_caches.py b/bot/exts/help_channels/_caches.py
index c5e4ee917..8d45c2466 100644
--- a/bot/exts/help_channels/_caches.py
+++ b/bot/exts/help_channels/_caches.py
@@ -24,3 +24,12 @@ question_messages = RedisCache(namespace="HelpChannels.question_messages")
 # This cache keeps track of the dynamic message ID for
 # the continuously updated message in the #How-to-get-help channel.
 dynamic_message = RedisCache(namespace="HelpChannels.dynamic_message")
+
+# This cache keeps track of who has help-dms on.
+# RedisCache[discord.User.id, bool]
+help_dm = RedisCache(namespace="HelpChannels.help_dm")
+
+# This cache tracks member who are participating and opted in to help channel dms.
+# serialise the set as a comma separated string to allow usage with redis
+# RedisCache[discord.TextChannel.id, str[set[discord.User.id]]]
+session_participants = RedisCache(namespace="HelpChannels.session_participants")
diff --git a/bot/exts/help_channels/_channel.py b/bot/exts/help_channels/_channel.py
index 0846b28c8..e43c1e789 100644
--- a/bot/exts/help_channels/_channel.py
+++ b/bot/exts/help_channels/_channel.py
@@ -1,4 +1,3 @@
-import logging
 import typing as t
 from datetime import timedelta
 from enum import Enum
@@ -10,9 +9,10 @@ from arrow import Arrow
 import bot
 from bot import constants
 from bot.exts.help_channels import _caches, _message
-from bot.utils.channel import try_get_channel
+from bot.log import get_logger
+from bot.utils.channel import get_or_fetch_channel
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 MAX_CHANNELS_PER_CATEGORY = 50
 EXCLUDED_CHANNELS = (constants.Channels.cooldown,)
@@ -133,7 +133,7 @@ async def move_to_bottom(channel: discord.TextChannel, category_id: int, **optio
     options should be avoided, as it may interfere with the category move we perform.
     """
     # Get a fresh copy of the category from the bot to avoid the cache mismatch issue we had.
-    category = await try_get_channel(category_id)
+    category = await get_or_fetch_channel(category_id)
 
     payload = [{"id": c.id, "position": c.position} for c in category.channels]
 
diff --git a/bot/exts/help_channels/_cog.py b/bot/exts/help_channels/_cog.py
index 262b18e16..60209ba6e 100644
--- a/bot/exts/help_channels/_cog.py
+++ b/bot/exts/help_channels/_cog.py
@@ -1,5 +1,4 @@
 import asyncio
-import logging
 import random
 import typing as t
 from datetime import timedelta
@@ -12,10 +11,12 @@ from discord.ext import commands
 
 from bot import constants
 from bot.bot import Bot
-from bot.exts.help_channels import _caches, _channel, _cooldown, _message, _name, _stats
-from bot.utils import channel as channel_utils, lock, scheduling
+from bot.constants import Channels, RedirectOutput
+from bot.exts.help_channels import _caches, _channel, _message, _name, _stats
+from bot.log import get_logger
+from bot.utils import channel as channel_utils, lock, members, scheduling
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 NAMESPACE = "help"
 HELP_CHANNEL_TOPIC = """
@@ -65,6 +66,9 @@ class HelpChannels(commands.Cog):
         self.bot = bot
         self.scheduler = scheduling.Scheduler(self.__class__.__name__)
 
+        self.guild: discord.Guild = None
+        self.cooldown_role: discord.Role = None
+
         # Categories
         self.available_category: discord.CategoryChannel = None
         self.in_use_category: discord.CategoryChannel = None
@@ -81,7 +85,7 @@ class HelpChannels(commands.Cog):
 
         # Asyncio stuff
         self.queue_tasks: t.List[asyncio.Task] = []
-        self.init_task = self.bot.loop.create_task(self.init_cog())
+        self.init_task = scheduling.create_task(self.init_cog(), event_loop=self.bot.loop)
 
     def cog_unload(self) -> None:
         """Cancel the init task and scheduled tasks when the cog unloads."""
@@ -106,13 +110,19 @@ class HelpChannels(commands.Cog):
         """
         log.info(f"Channel #{message.channel} was claimed by `{message.author.id}`.")
         await self.move_to_in_use(message.channel)
-        await _cooldown.revoke_send_permissions(message.author, self.scheduler)
+
+        # Handle odd edge case of `message.author` not being a `discord.Member` (see bot#1839)
+        if not isinstance(message.author, discord.Member):
+            log.debug(f"{message.author} ({message.author.id}) isn't a member. Not giving cooldown role or sending DM.")
+        else:
+            await members.handle_role_change(message.author, message.author.add_roles, self.cooldown_role)
+
+            try:
+                await _message.dm_on_open(message)
+            except Exception as e:
+                log.warning("Error occurred while sending DM:", exc_info=e)
 
         await _message.pin(message)
-        try:
-            await _message.dm_on_open(message)
-        except Exception as e:
-            log.warning("Error occurred while sending DM:", exc_info=e)
 
         # Add user with channel for dormant check.
         await _caches.claimants.set(message.channel.id, message.author.id)
@@ -247,6 +257,8 @@ class HelpChannels(commands.Cog):
             for channel in channels[:abs(missing)]:
                 await self.unclaim_channel(channel, closed_on=_channel.ClosingReason.CLEANUP)
 
+        self.available_help_channels = set(_channel.get_category_channels(self.available_category))
+
         # Getting channels that need to be included in the dynamic message.
         await self.update_available_help_channels()
         log.trace("Dynamic available help message updated.")
@@ -256,13 +268,13 @@ class HelpChannels(commands.Cog):
         log.trace("Getting the CategoryChannel objects for the help categories.")
 
         try:
-            self.available_category = await channel_utils.try_get_channel(
+            self.available_category = await channel_utils.get_or_fetch_channel(
                 constants.Categories.help_available
             )
-            self.in_use_category = await channel_utils.try_get_channel(
+            self.in_use_category = await channel_utils.get_or_fetch_channel(
                 constants.Categories.help_in_use
             )
-            self.dormant_category = await channel_utils.try_get_channel(
+            self.dormant_category = await channel_utils.get_or_fetch_channel(
                 constants.Categories.help_dormant
             )
         except discord.HTTPException:
@@ -275,8 +287,10 @@ class HelpChannels(commands.Cog):
         await self.bot.wait_until_guild_available()
 
         log.trace("Initialising the cog.")
+        self.guild = self.bot.get_guild(constants.Guild.id)
+        self.cooldown_role = self.guild.get_role(constants.Roles.help_cooldown)
+
         await self.init_categories()
-        await _cooldown.check_cooldowns(self.scheduler)
 
         self.channel_queue = self.create_channel_queue()
         self.name_queue = _name.create_name_queue(
@@ -348,6 +362,12 @@ class HelpChannels(commands.Cog):
 
         log.trace(f"Moving #{channel} ({channel.id}) to the Available category.")
 
+        # Unpin any previously stuck pins
+        log.trace(f"Looking for pins stuck in #{channel} ({channel.id}).")
+        for message in await channel.pins():
+            await _message.pin_wrapper(message.id, channel, pin=False)
+            log.debug(f"Removed a stuck pin from #{channel} ({channel.id}). ID: {message.id}")
+
         await _channel.move_to_bottom(
             channel=channel,
             category_id=constants.Categories.help_available,
@@ -368,7 +388,12 @@ class HelpChannels(commands.Cog):
         )
 
         log.trace(f"Sending dormant message for #{channel} ({channel.id}).")
-        embed = discord.Embed(description=_message.DORMANT_MSG)
+        embed = discord.Embed(
+            description=_message.DORMANT_MSG.format(
+                dormant=self.dormant_category.name,
+                available=self.available_category.name,
+            )
+        )
         await channel.send(embed=embed)
 
         log.trace(f"Pushing #{channel} ({channel.id}) into the channel queue.")
@@ -406,17 +431,13 @@ class HelpChannels(commands.Cog):
     ) -> None:
         """Actual implementation of `unclaim_channel`. See that for full documentation."""
         await _caches.claimants.delete(channel.id)
+        await _caches.session_participants.delete(channel.id)
 
-        # Ignore missing tasks because a channel may still be dormant after the cooldown expires.
-        if claimant_id in self.scheduler:
-            self.scheduler.cancel(claimant_id)
-
-        claimant = self.bot.get_guild(constants.Guild.id).get_member(claimant_id)
+        claimant = await members.get_or_fetch_member(self.guild, claimant_id)
         if claimant is None:
             log.info(f"{claimant_id} left the guild during their help session; the cooldown role won't be removed")
-        elif not any(claimant.id == user_id for _, user_id in await _caches.claimants.items()):
-            # Remove the cooldown role if the claimant has no other channels left
-            await _cooldown.remove_cooldown_role(claimant)
+        else:
+            await members.handle_role_change(claimant, claimant.remove_roles, self.cooldown_role)
 
         await _message.unpin(channel)
         await _stats.report_complete_session(channel.id, closed_on)
@@ -453,7 +474,9 @@ class HelpChannels(commands.Cog):
         if channel_utils.is_in_category(message.channel, constants.Categories.help_available):
             if not _channel.is_excluded_channel(message.channel):
                 await self.claim_channel(message)
-        else:
+
+        elif channel_utils.is_in_category(message.channel, constants.Categories.help_in_use):
+            await self.notify_session_participants(message)
             await _message.update_message_caches(message)
 
     @commands.Cog.listener()
@@ -483,7 +506,7 @@ class HelpChannels(commands.Cog):
         """Wait for a dormant channel to become available in the queue and return it."""
         log.trace("Waiting for a dormant channel.")
 
-        task = asyncio.create_task(self.channel_queue.get())
+        task = scheduling.create_task(self.channel_queue.get())
         self.queue_tasks.append(task)
         channel = await task
 
@@ -494,11 +517,6 @@ class HelpChannels(commands.Cog):
 
     async def update_available_help_channels(self) -> None:
         """Updates the dynamic message within #how-to-get-help for available help channels."""
-        if not self.available_help_channels:
-            self.available_help_channels = set(
-                c for c in self.available_category.channels if not _channel.is_excluded_channel(c)
-            )
-
         available_channels = AVAILABLE_HELP_CHANNELS.format(
             available=", ".join(
                 c.mention for c in sorted(self.available_help_channels, key=attrgetter("position"))
@@ -522,3 +540,91 @@ class HelpChannels(commands.Cog):
         )
         self.dynamic_message = new_dynamic_message["id"]
         await _caches.dynamic_message.set("message_id", self.dynamic_message)
+
+    @staticmethod
+    def _serialise_session_participants(participants: set[int]) -> str:
+        """Convert a set to a comma separated string."""
+        return ','.join(str(p) for p in participants)
+
+    @staticmethod
+    def _deserialise_session_participants(s: str) -> set[int]:
+        """Convert a comma separated string into a set."""
+        return set(int(user_id) for user_id in s.split(",") if user_id != "")
+
+    @lock.lock_arg(NAMESPACE, "message", attrgetter("channel.id"))
+    @lock.lock_arg(NAMESPACE, "message", attrgetter("author.id"))
+    async def notify_session_participants(self, message: discord.Message) -> None:
+        """
+        Check if the message author meets the requirements to be notified.
+
+        If they meet the requirements they are notified.
+        """
+        if await _caches.claimants.get(message.channel.id) == message.author.id:
+            return  # Ignore messages sent by claimants
+
+        if not await _caches.help_dm.get(message.author.id):
+            return  # Ignore message if user is opted out of help dms
+
+        if (await self.bot.get_context(message)).command == self.close_command:
+            return  # Ignore messages that are closing the channel
+
+        session_participants = self._deserialise_session_participants(
+            await _caches.session_participants.get(message.channel.id) or ""
+        )
+
+        if message.author.id not in session_participants:
+            session_participants.add(message.author.id)
+
+            embed = discord.Embed(
+                title="Currently Helping",
+                description=f"You're currently helping in {message.channel.mention}",
+                color=constants.Colours.bright_green,
+                timestamp=message.created_at
+            )
+            embed.add_field(name="Conversation", value=f"[Jump to message]({message.jump_url})")
+
+            try:
+                await message.author.send(embed=embed)
+            except discord.Forbidden:
+                log.trace(
+                    f"Failed to send helpdm message to {message.author.id}. DMs Closed/Blocked. "
+                    "Removing user from helpdm."
+                )
+                bot_commands_channel = self.bot.get_channel(Channels.bot_commands)
+                await _caches.help_dm.delete(message.author.id)
+                await bot_commands_channel.send(
+                    f"{message.author.mention} {constants.Emojis.cross_mark} "
+                    "To receive updates on help channels you're active in, enable your DMs.",
+                    delete_after=RedirectOutput.delete_delay
+                )
+                return
+
+            await _caches.session_participants.set(
+                message.channel.id,
+                self._serialise_session_participants(session_participants)
+            )
+
+    @commands.command(name="helpdm")
+    async def helpdm_command(
+        self,
+        ctx: commands.Context,
+        state_bool: bool
+    ) -> None:
+        """
+        Allows user to toggle "Helping" dms.
+
+        If this is set to on the user will receive a dm for the channel they are participating in.
+
+        If this is set to off the user will not receive a dm for channel that they are participating in.
+        """
+        state_str = "ON" if state_bool else "OFF"
+
+        if state_bool == await _caches.help_dm.get(ctx.author.id, False):
+            await ctx.send(f"{constants.Emojis.cross_mark} {ctx.author.mention} Help DMs are already {state_str}")
+            return
+
+        if state_bool:
+            await _caches.help_dm.set(ctx.author.id, True)
+        else:
+            await _caches.help_dm.delete(ctx.author.id)
+        await ctx.send(f"{constants.Emojis.ok_hand} {ctx.author.mention} Help DMs {state_str}!")
diff --git a/bot/exts/help_channels/_cooldown.py b/bot/exts/help_channels/_cooldown.py
deleted file mode 100644
index c5c39297f..000000000
--- a/bot/exts/help_channels/_cooldown.py
+++ /dev/null
@@ -1,95 +0,0 @@
-import logging
-from typing import Callable, Coroutine
-
-import discord
-
-import bot
-from bot import constants
-from bot.exts.help_channels import _caches, _channel
-from bot.utils.scheduling import Scheduler
-
-log = logging.getLogger(__name__)
-CoroutineFunc = Callable[..., Coroutine]
-
-
-async def add_cooldown_role(member: discord.Member) -> None:
-    """Add the help cooldown role to `member`."""
-    log.trace(f"Adding cooldown role for {member} ({member.id}).")
-    await _change_cooldown_role(member, member.add_roles)
-
-
-async def check_cooldowns(scheduler: Scheduler) -> None:
-    """Remove expired cooldowns and re-schedule active ones."""
-    log.trace("Checking all cooldowns to remove or re-schedule them.")
-    guild = bot.instance.get_guild(constants.Guild.id)
-    cooldown = constants.HelpChannels.claim_minutes * 60
-
-    for channel_id, member_id in await _caches.claimants.items():
-        member = guild.get_member(member_id)
-        if not member:
-            continue  # Member probably left the guild.
-
-        in_use_time = await _channel.get_in_use_time(channel_id)
-
-        if not in_use_time or in_use_time.seconds > cooldown:
-            # Remove the role if no claim time could be retrieved or if the cooldown expired.
-            # Since the channel is in the claimants cache, it is definitely strange for a time
-            # to not exist. However, it isn't a reason to keep the user stuck with a cooldown.
-            await remove_cooldown_role(member)
-        else:
-            # The member is still on a cooldown; re-schedule it for the remaining time.
-            delay = cooldown - in_use_time.seconds
-            scheduler.schedule_later(delay, member.id, remove_cooldown_role(member))
-
-
-async def remove_cooldown_role(member: discord.Member) -> None:
-    """Remove the help cooldown role from `member`."""
-    log.trace(f"Removing cooldown role for {member} ({member.id}).")
-    await _change_cooldown_role(member, member.remove_roles)
-
-
-async def revoke_send_permissions(member: discord.Member, scheduler: Scheduler) -> None:
-    """
-    Disallow `member` to send messages in the Available category for a certain time.
-
-    The time until permissions are reinstated can be configured with
-    `HelpChannels.claim_minutes`.
-    """
-    log.trace(
-        f"Revoking {member}'s ({member.id}) send message permissions in the Available category."
-    )
-
-    await add_cooldown_role(member)
-
-    # Cancel the existing task, if any.
-    # Would mean the user somehow bypassed the lack of permissions (e.g. user is guild owner).
-    if member.id in scheduler:
-        scheduler.cancel(member.id)
-
-    delay = constants.HelpChannels.claim_minutes * 60
-    scheduler.schedule_later(delay, member.id, remove_cooldown_role(member))
-
-
-async def _change_cooldown_role(member: discord.Member, coro_func: CoroutineFunc) -> None:
-    """
-    Change `member`'s cooldown role via awaiting `coro_func` and handle errors.
-
-    `coro_func` is intended to be `discord.Member.add_roles` or `discord.Member.remove_roles`.
-    """
-    guild = bot.instance.get_guild(constants.Guild.id)
-    role = guild.get_role(constants.Roles.help_cooldown)
-    if role is None:
-        log.warning(f"Help cooldown role ({constants.Roles.help_cooldown}) could not be found!")
-        return
-
-    try:
-        await coro_func(role)
-    except discord.NotFound:
-        log.debug(f"Failed to change role for {member} ({member.id}): member not found")
-    except discord.Forbidden:
-        log.debug(
-            f"Forbidden to change role for {member} ({member.id}); "
-            f"possibly due to role hierarchy"
-        )
-    except discord.HTTPException as e:
-        log.error(f"Failed to change role for {member} ({member.id}): {e.status} {e.code}")
diff --git a/bot/exts/help_channels/_message.py b/bot/exts/help_channels/_message.py
index afd698ffe..241dd606c 100644
--- a/bot/exts/help_channels/_message.py
+++ b/bot/exts/help_channels/_message.py
@@ -1,4 +1,3 @@
-import logging
 import textwrap
 import typing as t
 
@@ -9,22 +8,21 @@ from arrow import Arrow
 import bot
 from bot import constants
 from bot.exts.help_channels import _caches
-from bot.utils.channel import is_in_category
+from bot.log import get_logger
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 ASKING_GUIDE_URL = "https://pythondiscord.com/pages/asking-good-questions/"
 
 AVAILABLE_MSG = f"""
-**Send your question here to claim the channel**
-This channel will be dedicated to answering your question only. Others will try to answer and help you solve the issue.
+Send your question here to claim the channel.
 
-**Keep in mind:**
-• It's always ok to just ask your question. You don't need permission.
-• Explain what you expect to happen and what actually happens.
-• Include a code sample and error message, if you got any.
+**Remember to:**
+• **Ask** your Python question, not if you can ask or if there's an expert who can help.
+• **Show** a code sample as text (rather than a screenshot) and the error message, if you got one.
+• **Explain** what you expect to happen and what actually happens.
 
-For more tips, check out our guide on **[asking good questions]({ASKING_GUIDE_URL})**.
+For more tips, check out our guide on [asking good questions]({ASKING_GUIDE_URL}).
 """
 
 AVAILABLE_TITLE = "Available help channel"
@@ -32,12 +30,12 @@ AVAILABLE_TITLE = "Available help channel"
 AVAILABLE_FOOTER = "Closes after a period of inactivity, or when you send !close."
 
 DORMANT_MSG = f"""
-This help channel has been marked as **dormant**, and has been moved into the **Help: Dormant** \
+This help channel has been marked as **dormant**, and has been moved into the **{{dormant}}** \
 category at the bottom of the channel list. It is no longer possible to send messages in this \
 channel until it becomes available again.
 
 If your question wasn't answered yet, you can claim a new help channel from the \
-**Help: Available** category by simply asking your question again. Consider rephrasing the \
+**{{available}}** category by simply asking your question again. Consider rephrasing the \
 question to maximize your chance of getting a good answer. If you're not sure how, have a look \
 through our guide for **[asking a good question]({ASKING_GUIDE_URL})**.
 """
@@ -47,23 +45,21 @@ async def update_message_caches(message: discord.Message) -> None:
     """Checks the source of new content in a help channel and updates the appropriate cache."""
     channel = message.channel
 
-    # Confirm the channel is an in use help channel
-    if is_in_category(channel, constants.Categories.help_in_use):
-        log.trace(f"Checking if #{channel} ({channel.id}) has had a reply.")
+    log.trace(f"Checking if #{channel} ({channel.id}) has had a reply.")
 
-        claimant_id = await _caches.claimants.get(channel.id)
-        if not claimant_id:
-            # The mapping for this channel doesn't exist, we can't do anything.
-            return
+    claimant_id = await _caches.claimants.get(channel.id)
+    if not claimant_id:
+        # The mapping for this channel doesn't exist, we can't do anything.
+        return
 
-        # datetime.timestamp() would assume it's local, despite d.py giving a (naïve) UTC time.
-        timestamp = Arrow.fromdatetime(message.created_at).timestamp()
+    # datetime.timestamp() would assume it's local, despite d.py giving a (naïve) UTC time.
+    timestamp = Arrow.fromdatetime(message.created_at).timestamp()
 
-        # Overwrite the appropriate last message cache depending on the author of the message
-        if message.author.id == claimant_id:
-            await _caches.claimant_last_message_times.set(channel.id, timestamp)
-        else:
-            await _caches.non_claimant_last_message_times.set(channel.id, timestamp)
+    # Overwrite the appropriate last message cache depending on the author of the message
+    if message.author.id == claimant_id:
+        await _caches.claimant_last_message_times.set(channel.id, timestamp)
+    else:
+        await _caches.non_claimant_last_message_times.set(channel.id, timestamp)
 
 
 async def get_last_message(channel: discord.TextChannel) -> t.Optional[discord.Message]:
@@ -178,7 +174,7 @@ async def notify(channel: discord.TextChannel, last_notification: t.Optional[Arr
 
 async def pin(message: discord.Message) -> None:
     """Pin an initial question `message` and store it in a cache."""
-    if await _pin_wrapper(message.id, message.channel, pin=True):
+    if await pin_wrapper(message.id, message.channel, pin=True):
         await _caches.question_messages.set(message.channel.id, message.id)
 
 
@@ -209,7 +205,7 @@ async def unpin(channel: discord.TextChannel) -> None:
     if msg_id is None:
         log.debug(f"#{channel} ({channel.id}) doesn't have a message pinned.")
     else:
-        await _pin_wrapper(msg_id, channel, pin=False)
+        await pin_wrapper(msg_id, channel, pin=False)
 
 
 def _match_bot_embed(message: t.Optional[discord.Message], description: str) -> bool:
@@ -224,7 +220,7 @@ def _match_bot_embed(message: t.Optional[discord.Message], description: str) ->
     return message.author == bot.instance.user and bot_msg_desc.strip() == description.strip()
 
 
-async def _pin_wrapper(msg_id: int, channel: discord.TextChannel, *, pin: bool) -> bool:
+async def pin_wrapper(msg_id: int, channel: discord.TextChannel, *, pin: bool) -> bool:
     """
     Pin message `msg_id` in `channel` if `pin` is True or unpin if it's False.
 
diff --git a/bot/exts/help_channels/_name.py b/bot/exts/help_channels/_name.py
index 061f855ae..a9d9b2df1 100644
--- a/bot/exts/help_channels/_name.py
+++ b/bot/exts/help_channels/_name.py
@@ -1,5 +1,4 @@
 import json
-import logging
 import typing as t
 from collections import deque
 from pathlib import Path
@@ -8,8 +7,9 @@ import discord
 
 from bot import constants
 from bot.exts.help_channels._channel import MAX_CHANNELS_PER_CATEGORY, get_category_channels
+from bot.log import get_logger
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 
 def create_name_queue(*categories: discord.CategoryChannel) -> deque:
diff --git a/bot/exts/help_channels/_stats.py b/bot/exts/help_channels/_stats.py
index eb34e75e1..4698c26de 100644
--- a/bot/exts/help_channels/_stats.py
+++ b/bot/exts/help_channels/_stats.py
@@ -1,12 +1,11 @@
-import logging
-
 from more_itertools import ilen
 
 import bot
 from bot import constants
 from bot.exts.help_channels import _caches, _channel
+from bot.log import get_logger
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 
 def report_counts() -> None:
diff --git a/bot/exts/info/code_snippets.py b/bot/exts/info/code_snippets.py
index 24a9ae28a..07b1b8a2d 100644
--- a/bot/exts/info/code_snippets.py
+++ b/bot/exts/info/code_snippets.py
@@ -4,15 +4,16 @@ import textwrap
 from typing import Any
 from urllib.parse import quote_plus
 
+import discord
 from aiohttp import ClientResponseError
-from discord import Message
 from discord.ext.commands import Cog
 
 from bot.bot import Bot
 from bot.constants import Channels
+from bot.log import get_logger
 from bot.utils.messages import wait_for_deletion
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 GITHUB_RE = re.compile(
     r'https://github\.com/(?P<repo>[a-zA-Z0-9-]+/[\w.-]+)/blob/'
@@ -45,6 +46,17 @@ class CodeSnippets(Cog):
     Matches each message against a regex and prints the contents of all matched snippets.
     """
 
+    def __init__(self, bot: Bot):
+        """Initializes the cog's bot."""
+        self.bot = bot
+
+        self.pattern_handlers = [
+            (GITHUB_RE, self._fetch_github_snippet),
+            (GITHUB_GIST_RE, self._fetch_github_gist_snippet),
+            (GITLAB_RE, self._fetch_gitlab_snippet),
+            (BITBUCKET_RE, self._fetch_bitbucket_snippet)
+        ]
+
     async def _fetch_response(self, url: str, response_format: str, **kwargs) -> Any:
         """Makes http requests using aiohttp."""
         async with self.bot.http_session.get(url, raise_for_status=True, **kwargs) as response:
@@ -208,56 +220,56 @@ class CodeSnippets(Cog):
         # Returns an empty codeblock if the snippet is empty
         return f'{ret}``` ```'
 
-    def __init__(self, bot: Bot):
-        """Initializes the cog's bot."""
-        self.bot = bot
+    async def _parse_snippets(self, content: str) -> str:
+        """Parse message content and return a string with a code block for each URL found."""
+        all_snippets = []
+
+        for pattern, handler in self.pattern_handlers:
+            for match in pattern.finditer(content):
+                try:
+                    snippet = await handler(**match.groupdict())
+                    all_snippets.append((match.start(), snippet))
+                except ClientResponseError as error:
+                    error_message = error.message  # noqa: B306
+                    log.log(
+                        logging.DEBUG if error.status == 404 else logging.ERROR,
+                        f'Failed to fetch code snippet from {match[0]!r}: {error.status} '
+                        f'{error_message} for GET {error.request_info.real_url.human_repr()}'
+                    )
 
-        self.pattern_handlers = [
-            (GITHUB_RE, self._fetch_github_snippet),
-            (GITHUB_GIST_RE, self._fetch_github_gist_snippet),
-            (GITLAB_RE, self._fetch_gitlab_snippet),
-            (BITBUCKET_RE, self._fetch_bitbucket_snippet)
-        ]
+        # Sorts the list of snippets by their match index and joins them into a single message
+        return '\n'.join(map(lambda x: x[1], sorted(all_snippets)))
 
     @Cog.listener()
-    async def on_message(self, message: Message) -> None:
+    async def on_message(self, message: discord.Message) -> None:
         """Checks if the message has a snippet link, removes the embed, then sends the snippet contents."""
-        if not message.author.bot:
-            all_snippets = []
-
-            for pattern, handler in self.pattern_handlers:
-                for match in pattern.finditer(message.content):
-                    try:
-                        snippet = await handler(**match.groupdict())
-                        all_snippets.append((match.start(), snippet))
-                    except ClientResponseError as error:
-                        error_message = error.message  # noqa: B306
-                        log.log(
-                            logging.DEBUG if error.status == 404 else logging.ERROR,
-                            f'Failed to fetch code snippet from {match[0]!r}: {error.status} '
-                            f'{error_message} for GET {error.request_info.real_url.human_repr()}'
-                        )
-
-            # Sorts the list of snippets by their match index and joins them into a single message
-            message_to_send = '\n'.join(map(lambda x: x[1], sorted(all_snippets)))
-
-            if 0 < len(message_to_send) <= 2000 and message_to_send.count('\n') <= 15:
+        if message.author.bot:
+            return
+
+        message_to_send = await self._parse_snippets(message.content)
+        destination = message.channel
+
+        if 0 < len(message_to_send) <= 2000 and message_to_send.count('\n') <= 15:
+            try:
                 await message.edit(suppress=True)
-                if len(message_to_send) > 1000 and message.channel.id != Channels.bot_commands:
-                    # Redirects to #bot-commands if the snippet contents are too long
-                    await self.bot.wait_until_guild_available()
-                    await message.channel.send(('The snippet you tried to send was too long. Please '
-                                                f'see <#{Channels.bot_commands}> for the full snippet.'))
-                    bot_commands_channel = self.bot.get_channel(Channels.bot_commands)
-                    await wait_for_deletion(
-                        await bot_commands_channel.send(message_to_send),
-                        (message.author.id,)
-                    )
-                else:
-                    await wait_for_deletion(
-                        await message.channel.send(message_to_send),
-                        (message.author.id,)
-                    )
+            except discord.NotFound:
+                # Don't send snippets if the original message was deleted.
+                return
+
+            if len(message_to_send) > 1000 and message.channel.id != Channels.bot_commands:
+                # Redirects to #bot-commands if the snippet contents are too long
+                await self.bot.wait_until_guild_available()
+                destination = self.bot.get_channel(Channels.bot_commands)
+
+                await message.channel.send(
+                    'The snippet you tried to send was too long. '
+                    f'Please see {destination.mention} for the full snippet.'
+                )
+
+            await wait_for_deletion(
+                await destination.send(message_to_send),
+                (message.author.id,)
+            )
 
 
 def setup(bot: Bot) -> None:
diff --git a/bot/exts/info/codeblock/_cog.py b/bot/exts/info/codeblock/_cog.py
index 9094d9d15..a859d8cef 100644
--- a/bot/exts/info/codeblock/_cog.py
+++ b/bot/exts/info/codeblock/_cog.py
@@ -1,4 +1,3 @@
-import logging
 import time
 from typing import Optional
 
@@ -11,11 +10,12 @@ from bot.bot import Bot
 from bot.exts.filters.token_remover import TokenRemover
 from bot.exts.filters.webhook_remover import WEBHOOK_URL_RE
 from bot.exts.info.codeblock._instructions import get_instructions
-from bot.utils import has_lines
+from bot.log import get_logger
+from bot.utils import has_lines, scheduling
 from bot.utils.channel import is_help_channel
 from bot.utils.messages import wait_for_deletion
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 
 class CodeBlockCog(Cog, name="Code Block"):
@@ -114,7 +114,7 @@ class CodeBlockCog(Cog, name="Code Block"):
         bot_message = await message.channel.send(f"Hey {message.author.mention}!", embed=embed)
         self.codeblock_message_ids[message.id] = bot_message.id
 
-        self.bot.loop.create_task(wait_for_deletion(bot_message, (message.author.id,)))
+        scheduling.create_task(wait_for_deletion(bot_message, (message.author.id,)), event_loop=self.bot.loop)
 
         # Increase amount of codeblock correction in stats
         self.bot.stats.incr("codeblock_corrections")
@@ -177,10 +177,13 @@ class CodeBlockCog(Cog, name="Code Block"):
         if not bot_message:
             return
 
-        if not instructions:
-            log.info("User's incorrect code block has been fixed. Removing instructions message.")
-            await bot_message.delete()
-            del self.codeblock_message_ids[payload.message_id]
-        else:
-            log.info("Message edited but still has invalid code blocks; editing the instructions.")
-            await bot_message.edit(embed=self.create_embed(instructions))
+        try:
+            if not instructions:
+                log.info("User's incorrect code block was fixed. Removing instructions message.")
+                await bot_message.delete()
+                del self.codeblock_message_ids[payload.message_id]
+            else:
+                log.info("Message edited but still has invalid code blocks; editing instructions.")
+                await bot_message.edit(embed=self.create_embed(instructions))
+        except discord.NotFound:
+            log.debug("Could not find instructions message; it was probably deleted.")
diff --git a/bot/exts/info/codeblock/_instructions.py b/bot/exts/info/codeblock/_instructions.py
index dadb5e1ef..8fcadeec2 100644
--- a/bot/exts/info/codeblock/_instructions.py
+++ b/bot/exts/info/codeblock/_instructions.py
@@ -1,11 +1,11 @@
 """This module generates and formats instructional messages about fixing Markdown code blocks."""
 
-import logging
 from typing import Optional
 
 from bot.exts.info.codeblock import _parsing
+from bot.log import get_logger
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 _EXAMPLE_PY = "{lang}\nprint('Hello, world!')"  # Make sure to escape any Markdown symbols here.
 _EXAMPLE_CODE_BLOCKS = (
diff --git a/bot/exts/info/codeblock/_parsing.py b/bot/exts/info/codeblock/_parsing.py
index 73fd11b94..3c193d6c5 100644
--- a/bot/exts/info/codeblock/_parsing.py
+++ b/bot/exts/info/codeblock/_parsing.py
@@ -1,15 +1,15 @@
 """This module provides functions for parsing Markdown code blocks."""
 
 import ast
-import logging
 import re
 import textwrap
 from typing import NamedTuple, Optional, Sequence
 
 from bot import constants
+from bot.log import get_logger
 from bot.utils import has_lines
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 BACKTICK = "`"
 PY_LANG_CODES = ("python-repl", "python", "pycon", "py")  # Order is important; "py" is last cause it's a subset.
diff --git a/bot/exts/info/doc/__init__.py b/bot/exts/info/doc/__init__.py
index 38a8975c0..facdf4d0b 100644
--- a/bot/exts/info/doc/__init__.py
+++ b/bot/exts/info/doc/__init__.py
@@ -1,4 +1,5 @@
 from bot.bot import Bot
+
 from ._redis_cache import DocRedisCache
 
 MAX_SIGNATURE_AMOUNT = 3
diff --git a/bot/exts/info/doc/_batch_parser.py b/bot/exts/info/doc/_batch_parser.py
index 369bb462c..c27f28eac 100644
--- a/bot/exts/info/doc/_batch_parser.py
+++ b/bot/exts/info/doc/_batch_parser.py
@@ -2,7 +2,6 @@ from __future__ import annotations
 
 import asyncio
 import collections
-import logging
 from collections import defaultdict
 from contextlib import suppress
 from operator import attrgetter
@@ -13,20 +12,26 @@ from bs4 import BeautifulSoup
 
 import bot
 from bot.constants import Channels
+from bot.log import get_logger
 from bot.utils import scheduling
+
 from . import _cog, doc_cache
 from ._parsing import get_symbol_markdown
+from ._redis_cache import StaleItemCounter
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 
 class StaleInventoryNotifier:
     """Handle sending notifications about stale inventories through `DocItem`s to dev log."""
 
+    symbol_counter = StaleItemCounter()
+
     def __init__(self):
-        self._init_task = bot.instance.loop.create_task(
+        self._init_task = scheduling.create_task(
             self._init_channel(),
-            name="StaleInventoryNotifier channel init"
+            name="StaleInventoryNotifier channel init",
+            event_loop=bot.instance.loop,
         )
         self._warned_urls = set()
 
@@ -38,13 +43,16 @@ class StaleInventoryNotifier:
     async def send_warning(self, doc_item: _cog.DocItem) -> None:
         """Send a warning to dev log if one wasn't already sent for `item`'s url."""
         if doc_item.url not in self._warned_urls:
-            self._warned_urls.add(doc_item.url)
-            await self._init_task
-            embed = discord.Embed(
-                description=f"Doc item `{doc_item.symbol_id=}` present in loaded documentation inventories "
-                            f"not found on [site]({doc_item.url}), inventories may need to be refreshed."
-            )
-            await self._dev_log.send(embed=embed)
+            # Only warn if the item got less than 3 warnings
+            # or if it has been more than 3 weeks since the last warning
+            if await self.symbol_counter.increment_for(doc_item) < 3:
+                self._warned_urls.add(doc_item.url)
+                await self._init_task
+                embed = discord.Embed(
+                    description=f"Doc item `{doc_item.symbol_id=}` present in loaded documentation inventories "
+                                f"not found on [site]({doc_item.url}), inventories may need to be refreshed."
+                )
+                await self._dev_log.send(embed=embed)
 
 
 class QueueItem(NamedTuple):
@@ -101,7 +109,7 @@ class BatchParser:
         if doc_item not in self._item_futures and doc_item not in self._queue:
             self._item_futures[doc_item].user_requested = True
 
-            async with bot.instance.http_session.get(doc_item.url) as response:
+            async with bot.instance.http_session.get(doc_item.url, raise_for_status=True) as response:
                 soup = await bot.instance.loop.run_in_executor(
                     None,
                     BeautifulSoup,
diff --git a/bot/exts/info/doc/_cog.py b/bot/exts/info/doc/_cog.py
index 2a8016fb8..4dc5276d9 100644
--- a/bot/exts/info/doc/_cog.py
+++ b/bot/exts/info/doc/_cog.py
@@ -1,7 +1,6 @@
 from __future__ import annotations
 
 import asyncio
-import logging
 import sys
 import textwrap
 from collections import defaultdict
@@ -13,25 +12,30 @@ import aiohttp
 import discord
 from discord.ext import commands
 
+from bot.api import ResponseCodeError
 from bot.bot import Bot
 from bot.constants import MODERATION_ROLES, RedirectOutput
 from bot.converters import Inventory, PackageName, ValidURL, allowed_strings
+from bot.log import get_logger
 from bot.pagination import LinePaginator
+from bot.utils import scheduling
 from bot.utils.lock import SharedEvent, lock
 from bot.utils.messages import send_denial, wait_for_deletion
 from bot.utils.scheduling import Scheduler
+
 from . import NAMESPACE, PRIORITY_PACKAGES, _batch_parser, doc_cache
-from ._inventory_parser import InventoryDict, fetch_inventory
+from ._inventory_parser import InvalidHeaderError, InventoryDict, fetch_inventory
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 # symbols with a group contained here will get the group prefixed on duplicates
 FORCE_PREFIX_GROUPS = (
-    "2to3fixer",
-    "token",
+    "term",
     "label",
+    "token",
+    "doc",
     "pdbcommand",
-    "term",
+    "2to3fixer",
 )
 NOT_FOUND_DELETE_DELAY = RedirectOutput.delete_delay
 # Delay to wait before trying to reach a rescheduled inventory again, in minutes
@@ -74,9 +78,10 @@ class DocCog(commands.Cog):
         self.refresh_event.set()
         self.symbol_get_event = SharedEvent()
 
-        self.init_refresh_task = self.bot.loop.create_task(
+        self.init_refresh_task = scheduling.create_task(
             self.init_refresh_inventory(),
-            name="Doc inventory init"
+            name="Doc inventory init",
+            event_loop=self.bot.loop,
         )
 
     @lock(NAMESPACE, COMMAND_LOCK_SINGLETON, raise_error=True)
@@ -134,7 +139,12 @@ class DocCog(commands.Cog):
         The first attempt is rescheduled to execute in `FETCH_RESCHEDULE_DELAY.first` minutes, the subsequent attempts
         in `FETCH_RESCHEDULE_DELAY.repeated` minutes.
         """
-        package = await fetch_inventory(inventory_url)
+        try:
+            package = await fetch_inventory(inventory_url)
+        except InvalidHeaderError as e:
+            # Do not reschedule if the header is invalid, as the request went through but the contents are invalid.
+            log.warning(f"Invalid inventory header at {inventory_url}. Reason: {e}")
+            return
 
         if not package:
             if api_package_name in self.inventory_scheduler:
@@ -149,6 +159,8 @@ class DocCog(commands.Cog):
                 self.update_or_reschedule_inventory(api_package_name, base_url, inventory_url),
             )
         else:
+            if not base_url:
+                base_url = self.base_url_from_inventory_url(inventory_url)
             self.update_single(api_package_name, base_url, package)
 
     def ensure_unique_symbol_name(self, package_name: str, group_name: str, symbol_name: str) -> str:
@@ -181,22 +193,26 @@ class DocCog(commands.Cog):
             else:
                 return new_name
 
-        # Certain groups are added as prefixes to disambiguate the symbols.
-        if group_name in FORCE_PREFIX_GROUPS:
-            return rename(group_name)
-
-        # The existing symbol with which the current symbol conflicts should have a group prefix.
-        # It currently doesn't have the group prefix because it's only added once there's a conflict.
-        elif item.group in FORCE_PREFIX_GROUPS:
-            return rename(item.group, rename_extant=True)
+        # When there's a conflict, and the package names of the items differ, use the package name as a prefix.
+        if package_name != item.package:
+            if package_name in PRIORITY_PACKAGES:
+                return rename(item.package, rename_extant=True)
+            else:
+                return rename(package_name)
 
-        elif package_name in PRIORITY_PACKAGES:
-            return rename(item.package, rename_extant=True)
+        # If the symbol's group is a non-priority group from FORCE_PREFIX_GROUPS,
+        # add it as a prefix to disambiguate the symbols.
+        elif group_name in FORCE_PREFIX_GROUPS:
+            if item.group in FORCE_PREFIX_GROUPS:
+                needs_moving = FORCE_PREFIX_GROUPS.index(group_name) < FORCE_PREFIX_GROUPS.index(item.group)
+            else:
+                needs_moving = False
+            return rename(item.group if needs_moving else group_name, rename_extant=needs_moving)
 
-        # If we can't specially handle the symbol through its group or package,
-        # fall back to prepending its package name to the front.
+        # If the above conditions didn't pass, either the existing symbol has its group in FORCE_PREFIX_GROUPS,
+        # or deciding which item to rename would be arbitrary, so we rename the existing symbol.
         else:
-            return rename(package_name)
+            return rename(item.group, rename_extant=True)
 
     async def refresh_inventories(self) -> None:
         """Refresh internal documentation inventories."""
@@ -336,14 +352,22 @@ class DocCog(commands.Cog):
             if doc_embed is None:
                 error_message = await send_denial(ctx, "No documentation found for the requested symbol.")
                 await wait_for_deletion(error_message, (ctx.author.id,), timeout=NOT_FOUND_DELETE_DELAY)
-                with suppress(discord.NotFound):
-                    await ctx.message.delete()
-                with suppress(discord.NotFound):
-                    await error_message.delete()
+
+                # Make sure that we won't cause a ghost-ping by deleting the message
+                if not (ctx.message.mentions or ctx.message.role_mentions):
+                    with suppress(discord.NotFound):
+                        await ctx.message.delete()
+                        await error_message.delete()
+
             else:
                 msg = await ctx.send(embed=doc_embed)
                 await wait_for_deletion(msg, (ctx.author.id,))
 
+    @staticmethod
+    def base_url_from_inventory_url(inventory_url: str) -> str:
+        """Get a base url from the url to an objects inventory by removing the last path segment."""
+        return inventory_url.removesuffix("/").rsplit("/", maxsplit=1)[0] + "/"
+
     @docs_group.command(name="setdoc", aliases=("s",))
     @commands.has_any_role(*MODERATION_ROLES)
     @lock(NAMESPACE, COMMAND_LOCK_SINGLETON, raise_error=True)
@@ -351,21 +375,21 @@ class DocCog(commands.Cog):
         self,
         ctx: commands.Context,
         package_name: PackageName,
-        base_url: ValidURL,
         inventory: Inventory,
+        base_url: ValidURL = "",
     ) -> None:
         """
         Adds a new documentation metadata object to the site's database.
 
         The database will update the object, should an existing item with the specified `package_name` already exist.
+        If the base url is not specified, a default created by removing the last segment of the inventory url is used.
 
         Example:
             !docs setdoc \
                     python \
-                    https://docs.python.org/3/ \
                     https://docs.python.org/3/objects.inv
         """
-        if not base_url.endswith("/"):
+        if base_url and not base_url.endswith("/"):
             raise commands.BadArgument("The base url must end with a slash.")
         inventory_url, inventory_dict = inventory
         body = {
@@ -373,13 +397,22 @@ class DocCog(commands.Cog):
             "base_url": base_url,
             "inventory_url": inventory_url
         }
-        await self.bot.api_client.post("bot/documentation-links", json=body)
+        try:
+            await self.bot.api_client.post("bot/documentation-links", json=body)
+        except ResponseCodeError as err:
+            if err.status == 400 and "already exists" in err.response_json.get("package", [""])[0]:
+                log.info(f"Ignoring HTTP 400 as package {package_name} has already been added.")
+                await ctx.send(f"Package {package_name} has already been added.")
+                return
+            raise
 
         log.info(
             f"User @{ctx.author} ({ctx.author.id}) added a new documentation package:\n"
             + "\n".join(f"{key}: {value}" for key, value in body.items())
         )
 
+        if not base_url:
+            base_url = self.base_url_from_inventory_url(inventory_url)
         self.update_single(package_name, base_url, inventory_dict)
         await ctx.send(f"Added the package `{package_name}` to the database and updated the inventories.")
 
@@ -431,6 +464,7 @@ class DocCog(commands.Cog):
     ) -> None:
         """Clear the persistent redis cache for `package`."""
         if await doc_cache.delete(package_name):
+            await self.item_fetcher.stale_inventory_notifier.symbol_counter.delete(package_name)
             await ctx.send(f"Successfully cleared the cache for `{package_name}`.")
         else:
             await ctx.send("No keys matching the package found.")
@@ -439,4 +473,4 @@ class DocCog(commands.Cog):
         """Clear scheduled inventories, queued symbols and cleanup task on cog unload."""
         self.inventory_scheduler.cancel_all()
         self.init_refresh_task.cancel()
-        asyncio.create_task(self.item_fetcher.clear(), name="DocCog.item_fetcher unload clear")
+        scheduling.create_task(self.item_fetcher.clear(), name="DocCog.item_fetcher unload clear")
diff --git a/bot/exts/info/doc/_html.py b/bot/exts/info/doc/_html.py
index 94efd81b7..ca0a0ac4a 100644
--- a/bot/exts/info/doc/_html.py
+++ b/bot/exts/info/doc/_html.py
@@ -1,4 +1,3 @@
-import logging
 import re
 from functools import partial
 from typing import Callable, Container, Iterable, List, Union
@@ -6,9 +5,11 @@ from typing import Callable, Container, Iterable, List, Union
 from bs4 import BeautifulSoup
 from bs4.element import NavigableString, PageElement, SoupStrainer, Tag
 
+from bot.log import get_logger
+
 from . import MAX_SIGNATURE_AMOUNT
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 _UNWANTED_SIGNATURE_SYMBOLS_RE = re.compile(r"\[source]|\\\\|¶")
 _SEARCH_END_TAG_ATTRS = (
diff --git a/bot/exts/info/doc/_inventory_parser.py b/bot/exts/info/doc/_inventory_parser.py
index 80d5841a0..e69246d47 100644
--- a/bot/exts/info/doc/_inventory_parser.py
+++ b/bot/exts/info/doc/_inventory_parser.py
@@ -1,4 +1,3 @@
-import logging
 import re
 import zlib
 from collections import defaultdict
@@ -7,8 +6,9 @@ from typing import AsyncIterator, DefaultDict, List, Optional, Tuple
 import aiohttp
 
 import bot
+from bot.log import get_logger
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 FAILED_REQUEST_ATTEMPTS = 3
 _V2_LINE_RE = re.compile(r'(?x)(.+?)\s+(\S*:\S*)\s+(-?\d+)\s+?(\S*)\s+(.*)')
@@ -16,6 +16,10 @@ _V2_LINE_RE = re.compile(r'(?x)(.+?)\s+(\S*:\S*)\s+(-?\d+)\s+?(\S*)\s+(.*)')
 InventoryDict = DefaultDict[str, List[Tuple[str, str]]]
 
 
+class InvalidHeaderError(Exception):
+    """Raised when an inventory file has an invalid header."""
+
+
 class ZlibStreamReader:
     """Class used for decoding zlib data of a stream line by line."""
 
@@ -80,19 +84,25 @@ async def _fetch_inventory(url: str) -> InventoryDict:
         stream = response.content
 
         inventory_header = (await stream.readline()).decode().rstrip()
-        inventory_version = int(inventory_header[-1:])
-        await stream.readline()  # skip project name
-        await stream.readline()  # skip project version
+        try:
+            inventory_version = int(inventory_header[-1:])
+        except ValueError:
+            raise InvalidHeaderError("Unable to convert inventory version header.")
+
+        has_project_header = (await stream.readline()).startswith(b"# Project")
+        has_version_header = (await stream.readline()).startswith(b"# Version")
+        if not (has_project_header and has_version_header):
+            raise InvalidHeaderError("Inventory missing project or version header.")
 
         if inventory_version == 1:
             return await _load_v1(stream)
 
         elif inventory_version == 2:
             if b"zlib" not in await stream.readline():
-                raise ValueError(f"Invalid inventory file at url {url}.")
+                raise InvalidHeaderError("'zlib' not found in header of compressed inventory.")
             return await _load_v2(stream)
 
-        raise ValueError(f"Invalid inventory file at url {url}.")
+        raise InvalidHeaderError("Incompatible inventory version.")
 
 
 async def fetch_inventory(url: str) -> Optional[InventoryDict]:
@@ -115,6 +125,8 @@ async def fetch_inventory(url: str) -> Optional[InventoryDict]:
                 f"Failed to get inventory from {url}; "
                 f"trying again ({attempt}/{FAILED_REQUEST_ATTEMPTS})."
             )
+        except InvalidHeaderError:
+            raise
         except Exception:
             log.exception(
                 f"An unexpected error has occurred during fetching of {url}; "
diff --git a/bot/exts/info/doc/_parsing.py b/bot/exts/info/doc/_parsing.py
index bf840b96f..6ab38eb3d 100644
--- a/bot/exts/info/doc/_parsing.py
+++ b/bot/exts/info/doc/_parsing.py
@@ -1,6 +1,5 @@
 from __future__ import annotations
 
-import logging
 import re
 import string
 import textwrap
@@ -10,14 +9,17 @@ from typing import Collection, Iterable, Iterator, List, Optional, TYPE_CHECKING
 from bs4 import BeautifulSoup
 from bs4.element import NavigableString, Tag
 
+from bot.log import get_logger
 from bot.utils.helpers import find_nth_occurrence
+
 from . import MAX_SIGNATURE_AMOUNT
 from ._html import get_dd_description, get_general_description, get_signatures
 from ._markdown import DocMarkdownConverter
+
 if TYPE_CHECKING:
     from ._cog import DocItem
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 _WHITESPACE_AFTER_NEWLINES_RE = re.compile(r"(?<=\n\n)(\s+)")
 _PARAMETERS_RE = re.compile(r"\((.+)\)")
@@ -34,7 +36,7 @@ _EMBED_CODE_BLOCK_LINE_LENGTH = 61
 # _MAX_SIGNATURE_AMOUNT code block wrapped lines with py syntax highlight
 _MAX_SIGNATURES_LENGTH = (_EMBED_CODE_BLOCK_LINE_LENGTH + 8) * MAX_SIGNATURE_AMOUNT
 # Maximum embed description length - signatures on top
-_MAX_DESCRIPTION_LENGTH = 2048 - _MAX_SIGNATURES_LENGTH
+_MAX_DESCRIPTION_LENGTH = 4096 - _MAX_SIGNATURES_LENGTH
 _TRUNCATE_STRIP_CHARACTERS = "!?:;." + string.whitespace
 
 BracketPair = namedtuple("BracketPair", ["opening_bracket", "closing_bracket"])
diff --git a/bot/exts/info/doc/_redis_cache.py b/bot/exts/info/doc/_redis_cache.py
index ad764816f..107f2344f 100644
--- a/bot/exts/info/doc/_redis_cache.py
+++ b/bot/exts/info/doc/_redis_cache.py
@@ -4,6 +4,7 @@ import datetime
 from typing import Optional, TYPE_CHECKING
 
 from async_rediscache.types.base import RedisObject, namespace_lock
+
 if TYPE_CHECKING:
     from ._cog import DocItem
 
@@ -24,8 +25,7 @@ class DocRedisCache(RedisObject):
 
         All keys from a single page are stored together, expiring a week after the first set.
         """
-        url_key = remove_suffix(item.relative_url_path, ".html")
-        redis_key = f"{self.namespace}:{item.package}:{url_key}"
+        redis_key = f"{self.namespace}:{item_key(item)}"
         needs_expire = False
 
         with await self._get_pool_connection() as connection:
@@ -43,10 +43,36 @@ class DocRedisCache(RedisObject):
     @namespace_lock
     async def get(self, item: DocItem) -> Optional[str]:
         """Return the Markdown content of the symbol `item` if it exists."""
-        url_key = remove_suffix(item.relative_url_path, ".html")
+        with await self._get_pool_connection() as connection:
+            return await connection.hget(f"{self.namespace}:{item_key(item)}", item.symbol_id, encoding="utf8")
+
+    @namespace_lock
+    async def delete(self, package: str) -> bool:
+        """Remove all values for `package`; return True if at least one key was deleted, False otherwise."""
+        with await self._get_pool_connection() as connection:
+            package_keys = [
+                package_key async for package_key in connection.iscan(match=f"{self.namespace}:{package}:*")
+            ]
+            if package_keys:
+                await connection.delete(*package_keys)
+                return True
+            return False
+
 
+class StaleItemCounter(RedisObject):
+    """Manage increment counters for stale `DocItem`s."""
+
+    @namespace_lock
+    async def increment_for(self, item: DocItem) -> int:
+        """
+        Increment the counter for `item` by 1, set it to expire in 3 weeks and return the new value.
+
+        If the counter didn't exist, initialize it with 1.
+        """
+        key = f"{self.namespace}:{item_key(item)}:{item.symbol_id}"
         with await self._get_pool_connection() as connection:
-            return await connection.hget(f"{self.namespace}:{item.package}:{url_key}", item.symbol_id, encoding="utf8")
+            await connection.expire(key, WEEK_SECONDS * 3)
+            return int(await connection.incr(key))
 
     @namespace_lock
     async def delete(self, package: str) -> bool:
@@ -61,10 +87,6 @@ class DocRedisCache(RedisObject):
             return False
 
 
-def remove_suffix(string: str, suffix: str) -> str:
-    """Remove `suffix` from end of `string`."""
-    # TODO replace usages with str.removesuffix on 3.9
-    if string.endswith(suffix):
-        return string[:-len(suffix)]
-    else:
-        return string
+def item_key(item: DocItem) -> str:
+    """Get the redis redis key string from `item`."""
+    return f"{item.package}:{item.relative_url_path.removesuffix('.html')}"
diff --git a/bot/exts/info/help.py b/bot/exts/info/help.py
index 3a05b2c8a..06799fb71 100644
--- a/bot/exts/info/help.py
+++ b/bot/exts/info/help.py
@@ -1,21 +1,24 @@
+from __future__ import annotations
+
 import itertools
-import logging
+import re
 from collections import namedtuple
 from contextlib import suppress
-from typing import List, Union
+from typing import List, Optional, Union
 
-from discord import Colour, Embed
+from discord import ButtonStyle, Colour, Embed, Emoji, Interaction, PartialEmoji, ui
 from discord.ext.commands import Bot, Cog, Command, CommandError, Context, DisabledCommand, Group, HelpCommand
-from fuzzywuzzy import fuzz, process
-from fuzzywuzzy.utils import full_process
+from rapidfuzz import fuzz, process
+from rapidfuzz.utils import default_process
 
 from bot import constants
-from bot.constants import Channels, STAFF_ROLES
+from bot.constants import Channels, STAFF_PARTNERS_COMMUNITY_ROLES
 from bot.decorators import redirect_output
+from bot.log import get_logger
 from bot.pagination import LinePaginator
 from bot.utils.messages import wait_for_deletion
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 COMMANDS_PER_PAGE = 8
 PREFIX = constants.Bot.prefix
@@ -25,6 +28,119 @@ NOT_ALLOWED_TO_RUN_MESSAGE = "***You cannot run this command.***\n\n"
 Category = namedtuple("Category", ["name", "description", "cogs"])
 
 
+class SubcommandButton(ui.Button):
+    """
+    A button shown in a group's help embed.
+
+    The button represents a subcommand, and pressing it will edit the help embed to that of the subcommand.
+    """
+
+    def __init__(
+        self,
+        help_command: CustomHelpCommand,
+        command: Command,
+        *,
+        style: ButtonStyle = ButtonStyle.primary,
+        label: Optional[str] = None,
+        disabled: bool = False,
+        custom_id: Optional[str] = None,
+        url: Optional[str] = None,
+        emoji: Optional[Union[str, Emoji, PartialEmoji]] = None,
+        row: Optional[int] = None
+    ):
+        super().__init__(
+            style=style, label=label, disabled=disabled, custom_id=custom_id, url=url, emoji=emoji, row=row
+        )
+
+        self.help_command = help_command
+        self.command = command
+
+    async def callback(self, interaction: Interaction) -> None:
+        """Edits the help embed to that of the subcommand."""
+        message = interaction.message
+        if not message:
+            return
+
+        subcommand = self.command
+        if isinstance(subcommand, Group):
+            embed, subcommand_view = await self.help_command.format_group_help(subcommand)
+        else:
+            embed, subcommand_view = await self.help_command.command_formatting(subcommand)
+        await message.edit(embed=embed, view=subcommand_view)
+
+
+class GroupButton(ui.Button):
+    """
+    A button shown in a subcommand's help embed.
+
+    The button represents the parent command, and pressing it will edit the help embed to that of the parent.
+    """
+
+    def __init__(
+        self,
+        help_command: CustomHelpCommand,
+        command: Command,
+        *,
+        style: ButtonStyle = ButtonStyle.secondary,
+        label: Optional[str] = None,
+        disabled: bool = False,
+        custom_id: Optional[str] = None,
+        url: Optional[str] = None,
+        emoji: Optional[Union[str, Emoji, PartialEmoji]] = None,
+        row: Optional[int] = None
+    ):
+        super().__init__(
+            style=style, label=label, disabled=disabled, custom_id=custom_id, url=url, emoji=emoji, row=row
+        )
+
+        self.help_command = help_command
+        self.command = command
+
+    async def callback(self, interaction: Interaction) -> None:
+        """Edits the help embed to that of the parent."""
+        message = interaction.message
+        if not message:
+            return
+
+        embed, group_view = await self.help_command.format_group_help(self.command.parent)
+        await message.edit(embed=embed, view=group_view)
+
+
+class CommandView(ui.View):
+    """
+    The view added to any command's help embed.
+
+    If the command has a parent, a button is added to the view to show that parent's help embed.
+    """
+
+    def __init__(self, help_command: CustomHelpCommand, command: Command):
+        super().__init__()
+
+        if command.parent:
+            self.children.append(GroupButton(help_command, command, emoji="↩️"))
+
+
+class GroupView(CommandView):
+    """
+    The view added to a group's help embed.
+
+    The view generates a SubcommandButton for every subcommand the group has.
+    """
+
+    MAX_BUTTONS_IN_ROW = 5
+    MAX_ROWS = 5
+
+    def __init__(self, help_command: CustomHelpCommand, group: Group, subcommands: list[Command]):
+        super().__init__(help_command, group)
+        # Don't add buttons if only a portion of the subcommands can be shown.
+        if len(subcommands) + len(self.children) > self.MAX_ROWS * self.MAX_BUTTONS_IN_ROW:
+            log.trace(f"Attempted to add navigation buttons for `{group.qualified_name}`, but there was no space.")
+            return
+
+        for subcommand in subcommands:
+            self.add_item(SubcommandButton(help_command, subcommand, label=subcommand.name))
+
+
 class HelpQueryNotFound(ValueError):
     """
     Raised when a HelpSession Query doesn't match a command or cog.
@@ -54,7 +170,7 @@ class CustomHelpCommand(HelpCommand):
     def __init__(self):
         super().__init__(command_attrs={"help": "Shows help for bot commands"})
 
-    @redirect_output(destination_channel=Channels.bot_commands, bypass_roles=STAFF_ROLES)
+    @redirect_output(destination_channel=Channels.bot_commands, bypass_roles=STAFF_PARTNERS_COMMUNITY_ROLES)
     async def command_callback(self, ctx: Context, *, command: str = None) -> None:
         """Attempts to match the provided query with a valid command or cog."""
         # the only reason we need to tamper with this is because d.py does not support "categories",
@@ -125,16 +241,9 @@ class CustomHelpCommand(HelpCommand):
 
         Will return an instance of the `HelpQueryNotFound` exception with the error message and possible matches.
         """
-        choices = await self.get_all_help_choices()
-
-        # Run fuzzywuzzy's processor beforehand, and avoid matching if processed string is empty
-        # This avoids fuzzywuzzy from raising a warning on inputs with only non-alphanumeric characters
-        if (processed := full_process(string)):
-            result = process.extractBests(processed, choices, scorer=fuzz.ratio, score_cutoff=60, processor=None)
-        else:
-            result = []
-
-        return HelpQueryNotFound(f'Query "{string}" not found.', dict(result))
+        choices = list(await self.get_all_help_choices())
+        result = process.extract(default_process(string), choices, scorer=fuzz.ratio, score_cutoff=60, processor=None)
+        return HelpQueryNotFound(f'Query "{string}" not found.', {choice[0]: choice[1] for choice in result})
 
     async def subcommand_not_found(self, command: Command, string: str) -> "HelpQueryNotFound":
         """
@@ -154,7 +263,7 @@ class CustomHelpCommand(HelpCommand):
 
         await self.context.send(embed=embed)
 
-    async def command_formatting(self, command: Command) -> Embed:
+    async def command_formatting(self, command: Command) -> tuple[Embed, Optional[CommandView]]:
         """
         Takes a command and turns it into an embed.
 
@@ -186,15 +295,20 @@ class CustomHelpCommand(HelpCommand):
         except CommandError:
             command_details += NOT_ALLOWED_TO_RUN_MESSAGE
 
-        command_details += f"*{command.help or 'No details provided.'}*\n"
+        # Remove line breaks from docstrings, if not used to separate paragraphs.
+        # Allow overriding this behaviour via putting \u2003 at the start of a line.
+        formatted_doc = re.sub("(?<!\n)\n(?![\n\u2003])", " ", command.help)
+        command_details += f"*{formatted_doc or 'No details provided.'}*\n"
         embed.description = command_details
 
-        return embed
+        # If the help is invoked in the context of an error, don't show subcommand navigation.
+        view = CommandView(self, command) if not self.context.command_failed else None
+        return embed, view
 
     async def send_command_help(self, command: Command) -> None:
         """Send help for a single command."""
-        embed = await self.command_formatting(command)
-        message = await self.context.send(embed=embed)
+        embed, view = await self.command_formatting(command)
+        message = await self.context.send(embed=embed, view=view)
         await wait_for_deletion(message, (self.context.author.id,))
 
     @staticmethod
@@ -215,25 +329,31 @@ class CustomHelpCommand(HelpCommand):
         else:
             return "".join(details)
 
-    async def send_group_help(self, group: Group) -> None:
-        """Sends help for a group command."""
+    async def format_group_help(self, group: Group) -> tuple[Embed, Optional[CommandView]]:
+        """Formats help for a group command."""
         subcommands = group.commands
 
         if len(subcommands) == 0:
             # no subcommands, just treat it like a regular command
-            await self.send_command_help(group)
-            return
+            return await self.command_formatting(group)
 
         # remove commands that the user can't run and are hidden, and sort by name
         commands_ = await self.filter_commands(subcommands, sort=True)
 
-        embed = await self.command_formatting(group)
+        embed, _ = await self.command_formatting(group)
 
         command_details = self.get_commands_brief_details(commands_)
         if command_details:
             embed.description += f"\n**Subcommands:**\n{command_details}"
 
-        message = await self.context.send(embed=embed)
+        # If the help is invoked in the context of an error, don't show subcommand navigation.
+        view = GroupView(self, group, commands_) if not self.context.command_failed else None
+        return embed, view
+
+    async def send_group_help(self, group: Group) -> None:
+        """Sends help for a group command."""
+        embed, view = await self.format_group_help(group)
+        message = await self.context.send(embed=embed, view=view)
         await wait_for_deletion(message, (self.context.author.id,))
 
     async def send_cog_help(self, cog: Cog) -> None:
diff --git a/bot/exts/info/information.py b/bot/exts/info/information.py
index 834fee1b4..1f95c460f 100644
--- a/bot/exts/info/information.py
+++ b/bot/exts/info/information.py
@@ -1,25 +1,29 @@
 import colorsys
-import logging
 import pprint
 import textwrap
 from collections import defaultdict
-from typing import Any, DefaultDict, Dict, Mapping, Optional, Tuple, Union
+from textwrap import shorten
+from typing import Any, DefaultDict, Mapping, Optional, Tuple, Union
 
-import fuzzywuzzy
+import rapidfuzz
 from discord import AllowedMentions, Colour, Embed, Guild, Message, Role
-from discord.ext.commands import BucketType, Cog, Context, Paginator, command, group, has_any_role
+from discord.ext.commands import BucketType, Cog, Context, Greedy, Paginator, command, group, has_any_role
+from discord.utils import escape_markdown
 
 from bot import constants
 from bot.api import ResponseCodeError
 from bot.bot import Bot
-from bot.converters import FetchedMember
+from bot.converters import MemberOrUser
 from bot.decorators import in_whitelist
+from bot.errors import NonExistentRoleError
+from bot.log import get_logger
 from bot.pagination import LinePaginator
 from bot.utils.channel import is_mod_channel, is_staff_channel
 from bot.utils.checks import cooldown_with_role_bypass, has_no_roles_check, in_whitelist_check
-from bot.utils.time import humanize_delta, time_since
+from bot.utils.members import get_or_fetch_member
+from bot.utils.time import TimestampFormats, discord_timestamp, humanize_delta
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 
 class Information(Cog):
@@ -42,21 +46,36 @@ class Information(Cog):
         return channel_counter
 
     @staticmethod
-    def get_member_counts(guild: Guild) -> Dict[str, int]:
+    def join_role_stats(role_ids: list[int], guild: Guild, name: Optional[str] = None) -> dict[str, int]:
+        """Return a dictionary with the number of `members` of each role given, and the `name` for this joined group."""
+        member_count = 0
+        for role_id in role_ids:
+            if (role := guild.get_role(role_id)) is not None:
+                member_count += len(role.members)
+            else:
+                raise NonExistentRoleError(role_id)
+        return {name or role.name.title(): member_count}
+
+    @staticmethod
+    def get_member_counts(guild: Guild) -> dict[str, int]:
         """Return the total number of members for certain roles in `guild`."""
-        roles = (
-            guild.get_role(role_id) for role_id in (
-                constants.Roles.helpers, constants.Roles.moderators, constants.Roles.admins,
-                constants.Roles.owners, constants.Roles.contributors,
-            )
+        role_ids = [constants.Roles.helpers, constants.Roles.mod_team, constants.Roles.admins,
+                    constants.Roles.owners, constants.Roles.contributors]
+
+        role_stats = {}
+        for role_id in role_ids:
+            role_stats.update(Information.join_role_stats([role_id], guild))
+        role_stats.update(
+            Information.join_role_stats([constants.Roles.project_leads, constants.Roles.domain_leads], guild, "Leads")
         )
-        return {role.name.title(): len(role.members) for role in roles}
+        return role_stats
 
     def get_extended_server_info(self, ctx: Context) -> str:
         """Return additional server info only visible in moderation channels."""
         talentpool_info = ""
         if cog := self.bot.get_cog("Talentpool"):
-            talentpool_info = f"Nominated: {len(cog.watched_users)}\n"
+            num_nominated = len(cog.cache) if cog.cache else "-"
+            talentpool_info = f"Nominated: {num_nominated}\n"
 
         bb_info = ""
         if cog := self.bot.get_cog("Big Brother"):
@@ -79,7 +98,7 @@ class Information(Cog):
             {python_general.mention} cooldown: {python_general.slowmode_delay}s
         """)
 
-    @has_any_role(*constants.STAFF_ROLES)
+    @has_any_role(*constants.STAFF_PARTNERS_COMMUNITY_ROLES)
     @command(name="roles")
     async def roles_info(self, ctx: Context) -> None:
         """Returns a list of all roles and their corresponding IDs."""
@@ -94,12 +113,12 @@ class Information(Cog):
         # Build an embed
         embed = Embed(
             title=f"Role information (Total {len(roles)} role{'s' * (len(role_list) > 1)})",
-            colour=Colour.blurple()
+            colour=Colour.og_blurple()
         )
 
         await LinePaginator.paginate(role_list, ctx, embed, empty=False)
 
-    @has_any_role(*constants.STAFF_ROLES)
+    @has_any_role(*constants.STAFF_PARTNERS_COMMUNITY_ROLES)
     @command(name="role")
     async def role_info(self, ctx: Context, *roles: Union[Role, str]) -> None:
         """
@@ -117,9 +136,9 @@ class Information(Cog):
                 parsed_roles.add(role_name)
                 continue
 
-            match = fuzzywuzzy.process.extractOne(
+            match = rapidfuzz.process.extractOne(
                 role_name, all_roles, score_cutoff=80,
-                scorer=fuzzywuzzy.fuzz.ratio
+                scorer=rapidfuzz.fuzz.ratio
             )
 
             if not match:
@@ -152,15 +171,17 @@ class Information(Cog):
     @command(name="server", aliases=["server_info", "guild", "guild_info"])
     async def server_info(self, ctx: Context) -> None:
         """Returns an embed full of server information."""
-        embed = Embed(colour=Colour.blurple(), title="Server Information")
+        embed = Embed(colour=Colour.og_blurple(), title="Server Information")
 
-        created = time_since(ctx.guild.created_at, precision="days")
-        region = ctx.guild.region
+        created = discord_timestamp(ctx.guild.created_at, TimestampFormats.RELATIVE)
         num_roles = len(ctx.guild.roles) - 1  # Exclude @everyone
 
         # Server Features are only useful in certain channels
         if ctx.channel.id in (
-            *constants.MODERATION_CHANNELS, constants.Channels.dev_core, constants.Channels.dev_contrib
+            *constants.MODERATION_CHANNELS,
+            constants.Channels.dev_core,
+            constants.Channels.dev_contrib,
+            constants.Channels.bot_commands
         ):
             features = f"\nFeatures: {', '.join(ctx.guild.features)}"
         else:
@@ -171,21 +192,20 @@ class Information(Cog):
         online_presences = py_invite.approximate_presence_count
         offline_presences = py_invite.approximate_member_count - online_presences
         member_status = (
-            f"{constants.Emojis.status_online} {online_presences} "
-            f"{constants.Emojis.status_offline} {offline_presences}"
+            f"{constants.Emojis.status_online} {online_presences:,} "
+            f"{constants.Emojis.status_offline} {offline_presences:,}"
         )
 
-        embed.description = textwrap.dedent(f"""
-            Created: {created}
-            Voice region: {region}\
-            {features}
-            Roles: {num_roles}
-            Member status: {member_status}
-        """)
-        embed.set_thumbnail(url=ctx.guild.icon_url)
+        embed.description = (
+            f"Created: {created}"
+            f"{features}"
+            f"\nRoles: {num_roles}"
+            f"\nMember status: {member_status}"
+        )
+        embed.set_thumbnail(url=ctx.guild.icon.url)
 
         # Members
-        total_members = ctx.guild.member_count
+        total_members = f"{ctx.guild.member_count:,}"
         member_counts = self.get_member_counts(ctx.guild)
         member_info = "\n".join(f"{role}: {count}" for role, count in member_counts.items())
         embed.add_field(name=f"Members: {total_members}", value=member_info)
@@ -205,8 +225,13 @@ class Information(Cog):
         await ctx.send(embed=embed)
 
     @command(name="user", aliases=["user_info", "member", "member_info", "u"])
-    async def user_info(self, ctx: Context, user: FetchedMember = None) -> None:
+    async def user_info(self, ctx: Context, user_or_message: Union[MemberOrUser, Message] = None) -> None:
         """Returns info about a user."""
+        if passed_as_message := isinstance(user_or_message, Message):
+            user = user_or_message.author
+        else:
+            user = user_or_message
+
         if user is None:
             user = ctx.author
 
@@ -216,19 +241,23 @@ class Information(Cog):
             return
 
         # Will redirect to #bot-commands if it fails.
-        if in_whitelist_check(ctx, roles=constants.STAFF_ROLES):
-            embed = await self.create_user_embed(ctx, user)
+        if in_whitelist_check(ctx, roles=constants.STAFF_PARTNERS_COMMUNITY_ROLES):
+            embed = await self.create_user_embed(ctx, user, passed_as_message)
             await ctx.send(embed=embed)
 
-    async def create_user_embed(self, ctx: Context, user: FetchedMember) -> Embed:
+    async def create_user_embed(self, ctx: Context, user: MemberOrUser, passed_as_message: bool) -> Embed:
         """Creates an embed containing information on the `user`."""
-        on_server = bool(ctx.guild.get_member(user.id))
+        on_server = bool(await get_or_fetch_member(ctx.guild, user.id))
 
-        created = time_since(user.created_at, max_units=3)
+        created = discord_timestamp(user.created_at, TimestampFormats.RELATIVE)
 
         name = str(user)
         if on_server and user.nick:
             name = f"{user.nick} ({name})"
+        name = escape_markdown(name)
+
+        if passed_as_message:
+            name += " - From Message"
 
         if user.public_flags.verified_bot:
             name += f" {constants.Emojis.verified_bot}"
@@ -241,18 +270,21 @@ class Information(Cog):
             if is_set and (emoji := getattr(constants.Emojis, f"badge_{badge}", None)):
                 badges.append(emoji)
 
-        activity = await self.user_messages(user)
-
         if on_server:
-            joined = time_since(user.joined_at, max_units=3)
-            roles = ", ".join(role.mention for role in user.roles[1:])
+            if user.joined_at:
+                joined = discord_timestamp(user.joined_at, TimestampFormats.RELATIVE)
+            else:
+                joined = "Unable to get join date"
+
+            # The 0 is for excluding the default @everyone role,
+            # and the -1 is for reversing the order of the roles to highest to lowest in hierarchy.
+            roles = ", ".join(role.mention for role in user.roles[:0:-1])
             membership = {"Joined": joined, "Verified": not user.pending, "Roles": roles or None}
             if not is_mod_channel(ctx.channel):
                 membership.pop("Verified")
 
             membership = textwrap.dedent("\n".join([f"{key}: {value}" for key, value in membership.items()]))
         else:
-            roles = None
             membership = "The user is not a member of the server"
 
         fields = [
@@ -268,12 +300,11 @@ class Information(Cog):
                 "Member information",
                 membership
             ),
+            await self.user_messages(user),
         ]
 
         # Show more verbose output in moderation channels for infractions and nominations
         if is_mod_channel(ctx.channel):
-            fields.append(activity)
-
             fields.append(await self.expanded_user_infraction_counts(user))
             fields.append(await self.user_nomination_counts(user))
         else:
@@ -288,12 +319,12 @@ class Information(Cog):
         for field_name, field_content in fields:
             embed.add_field(name=field_name, value=field_content, inline=False)
 
-        embed.set_thumbnail(url=user.avatar_url_as(static_format="png"))
-        embed.colour = user.colour if user.colour != Colour.default() else Colour.blurple()
+        embed.set_thumbnail(url=user.display_avatar.url)
+        embed.colour = user.colour if user.colour != Colour.default() else Colour.og_blurple()
 
         return embed
 
-    async def basic_user_infraction_counts(self, user: FetchedMember) -> Tuple[str, str]:
+    async def basic_user_infraction_counts(self, user: MemberOrUser) -> Tuple[str, str]:
         """Gets the total and active infraction counts for the given `member`."""
         infractions = await self.bot.api_client.get(
             'bot/infractions',
@@ -310,7 +341,7 @@ class Information(Cog):
 
         return "Infractions", infraction_output
 
-    async def expanded_user_infraction_counts(self, user: FetchedMember) -> Tuple[str, str]:
+    async def expanded_user_infraction_counts(self, user: MemberOrUser) -> Tuple[str, str]:
         """
         Gets expanded infraction counts for the given `member`.
 
@@ -351,7 +382,7 @@ class Information(Cog):
 
         return "Infractions", "\n".join(infraction_output)
 
-    async def user_nomination_counts(self, user: FetchedMember) -> Tuple[str, str]:
+    async def user_nomination_counts(self, user: MemberOrUser) -> Tuple[str, str]:
         """Gets the active and historical nomination counts for the given `member`."""
         nominations = await self.bot.api_client.get(
             'bot/nominations',
@@ -376,7 +407,7 @@ class Information(Cog):
 
         return "Nominations", "\n".join(output)
 
-    async def user_messages(self, user: FetchedMember) -> Tuple[Union[bool, str], Tuple[str, str]]:
+    async def user_messages(self, user: MemberOrUser) -> Tuple[Union[bool, str], Tuple[str, str]]:
         """
         Gets the amount of messages for `member`.
 
@@ -391,8 +422,8 @@ class Information(Cog):
             if e.status == 404:
                 activity_output = "No activity"
         else:
-            activity_output.append(user_activity["total_messages"] or "No messages")
-            activity_output.append(user_activity["activity_blocks"] or "No activity")
+            activity_output.append(f"{user_activity['total_messages']:,}" or "No messages")
+            activity_output.append(f"{user_activity['activity_blocks']:,}" or "No activity")
 
             activity_output = "\n".join(
                 f"{name}: {metric}" for name, metric in zip(["Messages", "Activity blocks"], activity_output)
@@ -435,11 +466,12 @@ class Information(Cog):
         # remove trailing whitespace
         return out.rstrip()
 
-    @cooldown_with_role_bypass(2, 60 * 3, BucketType.member, bypass_roles=constants.STAFF_ROLES)
-    @group(invoke_without_command=True)
-    @in_whitelist(channels=(constants.Channels.bot_commands,), roles=constants.STAFF_ROLES)
-    async def raw(self, ctx: Context, *, message: Message, json: bool = False) -> None:
-        """Shows information about the raw API response."""
+    async def send_raw_content(self, ctx: Context, message: Message, json: bool = False) -> None:
+        """
+        Send information about the raw API response for a `discord.Message`.
+
+        If `json` is True, send the information in a copy-pasteable Python format.
+        """
         if ctx.author not in message.channel.members:
             await ctx.send(":x: You do not have permissions to see the channel this message is in.")
             return
@@ -475,10 +507,51 @@ class Information(Cog):
         for page in paginator.pages:
             await ctx.send(page, allowed_mentions=AllowedMentions.none())
 
+    @cooldown_with_role_bypass(2, 60 * 3, BucketType.member, bypass_roles=constants.STAFF_PARTNERS_COMMUNITY_ROLES)
+    @group(invoke_without_command=True)
+    @in_whitelist(channels=(constants.Channels.bot_commands,), roles=constants.STAFF_PARTNERS_COMMUNITY_ROLES)
+    async def raw(self, ctx: Context, message: Message) -> None:
+        """Shows information about the raw API response."""
+        await self.send_raw_content(ctx, message)
+
     @raw.command()
     async def json(self, ctx: Context, message: Message) -> None:
         """Shows information about the raw API response in a copy-pasteable Python format."""
-        await ctx.invoke(self.raw, message=message, json=True)
+        await self.send_raw_content(ctx, message, json=True)
+
+    @command(aliases=("rule",))
+    async def rules(self, ctx: Context, rules: Greedy[int]) -> None:
+        """Provides a link to all rules or, if specified, displays specific rule(s)."""
+        rules_embed = Embed(title="Rules", color=Colour.og_blurple(), url="https://www.pythondiscord.com/pages/rules")
+
+        if not rules:
+            # Rules were not submitted. Return the default description.
+            rules_embed.description = (
+                "The rules and guidelines that apply to this community can be found on"
+                " our [rules page](https://www.pythondiscord.com/pages/rules). We expect"
+                " all members of the community to have read and understood these."
+            )
+
+            await ctx.send(embed=rules_embed)
+            return
+
+        full_rules = await self.bot.api_client.get("rules", params={"link_format": "md"})
+
+        # Remove duplicates and sort the rule indices
+        rules = sorted(set(rules))
+
+        invalid = ", ".join(str(index) for index in rules if index < 1 or index > len(full_rules))
+
+        if invalid:
+            await ctx.send(shorten(":x: Invalid rule indices: " + invalid, 75, placeholder=" ..."))
+            return
+
+        for rule in rules:
+            self.bot.stats.incr(f"rule_uses.{rule}")
+
+        final_rules = tuple(f"**{pick}.** {full_rules[pick - 1]}" for pick in rules)
+
+        await LinePaginator.paginate(final_rules, ctx, rules_embed, max_lines=3)
 
 
 def setup(bot: Bot) -> None:
diff --git a/bot/exts/info/pep.py b/bot/exts/info/pep.py
index 8ac96bbdb..67866620b 100644
--- a/bot/exts/info/pep.py
+++ b/bot/exts/info/pep.py
@@ -1,4 +1,3 @@
-import logging
 from datetime import datetime, timedelta
 from email.parser import HeaderParser
 from io import StringIO
@@ -9,13 +8,15 @@ from discord.ext.commands import Cog, Context, command
 
 from bot.bot import Bot
 from bot.constants import Keys
-from bot.utils.cache import AsyncCache
+from bot.log import get_logger
+from bot.utils import scheduling
+from bot.utils.caching import AsyncCache
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 ICON_URL = "https://www.python.org/static/opengraph-icon-200x200.png"
 BASE_PEP_URL = "http://www.python.org/dev/peps/pep-"
-PEPS_LISTING_API_URL = "https://api.github.com/repos/python/peps/contents?ref=master"
+PEPS_LISTING_API_URL = "https://api.github.com/repos/python/peps/contents?ref=main"
 
 pep_cache = AsyncCache()
 
@@ -32,7 +33,7 @@ class PythonEnhancementProposals(Cog):
         self.peps: Dict[int, str] = {}
         # To avoid situations where we don't have last datetime, set this to now.
         self.last_refreshed_peps: datetime = datetime.now()
-        self.bot.loop.create_task(self.refresh_peps_urls())
+        scheduling.create_task(self.refresh_peps_urls(), event_loop=self.bot.loop)
 
     async def refresh_peps_urls(self) -> None:
         """Refresh PEP URLs listing in every 3 hours."""
@@ -96,9 +97,12 @@ class PythonEnhancementProposals(Cog):
 
     def generate_pep_embed(self, pep_header: Dict, pep_nr: int) -> Embed:
         """Generate PEP embed based on PEP headers data."""
+        # the parsed header can be wrapped to multiple lines, so we need to make sure that is removed
+        # for an example of a pep with this issue, see pep 500
+        title = " ".join(pep_header["Title"].split())
         # Assemble the embed
         pep_embed = Embed(
-            title=f"**PEP {pep_nr} - {pep_header['Title']}**",
+            title=f"**PEP {pep_nr} - {title}**",
             description=f"[Link]({BASE_PEP_URL}{pep_nr:04})",
         )
 
diff --git a/bot/exts/info/pypi.py b/bot/exts/info/pypi.py
index 2e42e7d6b..dacf7bc12 100644
--- a/bot/exts/info/pypi.py
+++ b/bot/exts/info/pypi.py
@@ -1,14 +1,16 @@
 import itertools
-import logging
 import random
 import re
+from contextlib import suppress
 
-from discord import Embed
+from discord import Embed, NotFound
 from discord.ext.commands import Cog, Context, command
 from discord.utils import escape_markdown
 
 from bot.bot import Bot
 from bot.constants import Colours, NEGATIVE_REPLIES, RedirectOutput
+from bot.log import get_logger
+from bot.utils.messages import wait_for_deletion
 
 URL = "https://pypi.org/pypi/{package}/json"
 PYPI_ICON = "https://cdn.discordapp.com/emojis/766274397257334814.png"
@@ -18,7 +20,7 @@ PYPI_COLOURS = itertools.cycle((Colours.yellow, Colours.blue, Colours.white))
 ILLEGAL_CHARACTERS = re.compile(r"[^-_.a-zA-Z0-9]+")
 INVALID_INPUT_DELETE_DELAY = RedirectOutput.delete_delay
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 
 class PyPi(Cog):
@@ -27,7 +29,7 @@ class PyPi(Cog):
     def __init__(self, bot: Bot):
         self.bot = bot
 
-    @command(name="pypi", aliases=("package", "pack"))
+    @command(name="pypi", aliases=("package", "pack", "pip"))
     async def get_package_info(self, ctx: Context, package: str) -> None:
         """Provide information about a specific package from PyPI."""
         embed = Embed(title=random.choice(NEGATIVE_REPLIES), colour=Colours.soft_red)
@@ -67,8 +69,15 @@ class PyPi(Cog):
                     log.trace(f"Error when fetching PyPi package: {response.status}.")
 
         if error:
-            await ctx.send(embed=embed, delete_after=INVALID_INPUT_DELETE_DELAY)
-            await ctx.message.delete(delay=INVALID_INPUT_DELETE_DELAY)
+            error_message = await ctx.send(embed=embed)
+            await wait_for_deletion(error_message, (ctx.author.id,), timeout=INVALID_INPUT_DELETE_DELAY)
+
+            # Make sure that we won't cause a ghost-ping by deleting the message
+            if not (ctx.message.mentions or ctx.message.role_mentions):
+                with suppress(NotFound):
+                    await ctx.message.delete()
+                    await error_message.delete()
+
         else:
             await ctx.send(embed=embed)
 
diff --git a/bot/exts/info/python_news.py b/bot/exts/info/python_news.py
index 0ab5738a4..2fad9d2ab 100644
--- a/bot/exts/info/python_news.py
+++ b/bot/exts/info/python_news.py
@@ -1,4 +1,4 @@
-import logging
+import re
 import typing as t
 from datetime import date, datetime
 
@@ -10,6 +10,8 @@ from discord.ext.tasks import loop
 
 from bot import constants
 from bot.bot import Bot
+from bot.log import get_logger
+from bot.utils import scheduling
 from bot.utils.webhooks import send_webhook
 
 PEPS_RSS_URL = "https://www.python.org/dev/peps/peps.rss/"
@@ -21,7 +23,15 @@ THREAD_URL = "https://mail.python.org/archives/list/{list}@python.org/thread/{id
 
 AVATAR_URL = "https://www.python.org/static/opengraph-icon-200x200.png"
 
-log = logging.getLogger(__name__)
+# By first matching everything within a codeblock,
+# when matching markdown it won't be within a codeblock
+MARKDOWN_REGEX = re.compile(
+    r"(?P<codeblock>`.*?`)"  # matches everything within a codeblock
+    r"|(?P<markdown>(?<!\\)[_|])",  # matches unescaped `_` and `|`
+    re.DOTALL  # required to support multi-line codeblocks
+)
+
+log = get_logger(__name__)
 
 
 class PythonNews(Cog):
@@ -32,8 +42,8 @@ class PythonNews(Cog):
         self.webhook_names = {}
         self.webhook: t.Optional[discord.Webhook] = None
 
-        self.bot.loop.create_task(self.get_webhook_names())
-        self.bot.loop.create_task(self.get_webhook_and_channel())
+        scheduling.create_task(self.get_webhook_names(), event_loop=self.bot.loop)
+        scheduling.create_task(self.get_webhook_and_channel(), event_loop=self.bot.loop)
 
     async def start_tasks(self) -> None:
         """Start the tasks for fetching new PEPs and mailing list messages."""
@@ -72,6 +82,14 @@ class PythonNews(Cog):
             if mail["name"].split("@")[0] in constants.PythonNews.mail_lists:
                 self.webhook_names[mail["name"].split("@")[0]] = mail["display_name"]
 
+    @staticmethod
+    def escape_markdown(content: str) -> str:
+        """Escape the markdown underlines and spoilers that aren't in codeblocks."""
+        return MARKDOWN_REGEX.sub(
+            lambda match: match.group("codeblock") or "\\" + match.group("markdown"),
+            content
+        )
+
     async def post_pep_news(self) -> None:
         """Fetch new PEPs and when they don't have announcement in #python-news, create it."""
         # Wait until everything is ready and http_session available
@@ -102,8 +120,8 @@ class PythonNews(Cog):
 
             # Build an embed and send a webhook
             embed = discord.Embed(
-                title=new["title"],
-                description=new["summary"],
+                title=self.escape_markdown(new["title"]),
+                description=self.escape_markdown(new["summary"]),
                 timestamp=new_datetime,
                 url=new["link"],
                 colour=constants.Colours.soft_green
@@ -122,7 +140,7 @@ class PythonNews(Cog):
             self.bot.stats.incr("python_news.posted.pep")
 
             if msg.channel.is_news():
-                log.trace("Publishing PEP annnouncement because it was in a news channel")
+                log.trace("Publishing PEP announcement because it was in a news channel")
                 await msg.publish()
 
         # Apply new sent news to DB to avoid duplicate sending
@@ -167,13 +185,13 @@ class PythonNews(Cog):
                 ):
                     continue
 
-                content = email_information["content"]
+                content = self.escape_markdown(email_information["content"])
                 link = THREAD_URL.format(id=thread["href"].split("/")[-2], list=maillist)
 
                 # Build an embed and send a message to the webhook
                 embed = discord.Embed(
-                    title=thread_information["subject"],
-                    description=content[:500] + f"... [continue reading]({link})" if len(content) > 500 else content,
+                    title=self.escape_markdown(thread_information["subject"]),
+                    description=content[:1000] + f"... [continue reading]({link})" if len(content) > 1000 else content,
                     timestamp=new_date,
                     url=link,
                     colour=constants.Colours.soft_green
diff --git a/bot/exts/info/site.py b/bot/exts/info/site.py
deleted file mode 100644
index fb5b99086..000000000
--- a/bot/exts/info/site.py
+++ /dev/null
@@ -1,143 +0,0 @@
-import logging
-
-from discord import Colour, Embed
-from discord.ext.commands import Cog, Context, Greedy, group
-
-from bot.bot import Bot
-from bot.constants import URLs
-from bot.pagination import LinePaginator
-
-log = logging.getLogger(__name__)
-
-PAGES_URL = f"{URLs.site_schema}{URLs.site}/pages"
-
-
-class Site(Cog):
-    """Commands for linking to different parts of the site."""
-
-    def __init__(self, bot: Bot):
-        self.bot = bot
-
-    @group(name="site", aliases=("s",), invoke_without_command=True)
-    async def site_group(self, ctx: Context) -> None:
-        """Commands for getting info about our website."""
-        await ctx.send_help(ctx.command)
-
-    @site_group.command(name="home", aliases=("about",), root_aliases=("home",))
-    async def site_main(self, ctx: Context) -> None:
-        """Info about the website itself."""
-        url = f"{URLs.site_schema}{URLs.site}/"
-
-        embed = Embed(title="Python Discord website")
-        embed.set_footer(text=url)
-        embed.colour = Colour.blurple()
-        embed.description = (
-            f"[Our official website]({url}) is an open-source community project "
-            "created with Python and Django. It contains information about the server "
-            "itself, lets you sign up for upcoming events, has its own wiki, contains "
-            "a list of valuable learning resources, and much more."
-        )
-
-        await ctx.send(embed=embed)
-
-    @site_group.command(name="resources", root_aliases=("resources", "resource"))
-    async def site_resources(self, ctx: Context) -> None:
-        """Info about the site's Resources page."""
-        learning_url = f"{PAGES_URL}/resources"
-
-        embed = Embed(title="Resources")
-        embed.set_footer(text=f"{learning_url}")
-        embed.colour = Colour.blurple()
-        embed.description = (
-            f"The [Resources page]({learning_url}) on our website contains a "
-            "list of hand-selected learning resources that we regularly recommend "
-            f"to both beginners and experts."
-        )
-
-        await ctx.send(embed=embed)
-
-    @site_group.command(name="tools", root_aliases=("tools",))
-    async def site_tools(self, ctx: Context) -> None:
-        """Info about the site's Tools page."""
-        tools_url = f"{PAGES_URL}/resources/tools"
-
-        embed = Embed(title="Tools")
-        embed.set_footer(text=f"{tools_url}")
-        embed.colour = Colour.blurple()
-        embed.description = (
-            f"The [Tools page]({tools_url}) on our website contains a "
-            f"couple of the most popular tools for programming in Python."
-        )
-
-        await ctx.send(embed=embed)
-
-    @site_group.command(name="help")
-    async def site_help(self, ctx: Context) -> None:
-        """Info about the site's Getting Help page."""
-        url = f"{PAGES_URL}/resources/guides/asking-good-questions"
-
-        embed = Embed(title="Asking Good Questions")
-        embed.set_footer(text=url)
-        embed.colour = Colour.blurple()
-        embed.description = (
-            "Asking the right question about something that's new to you can sometimes be tricky. "
-            f"To help with this, we've created a [guide to asking good questions]({url}) on our website. "
-            "It contains everything you need to get the very best help from our community."
-        )
-
-        await ctx.send(embed=embed)
-
-    @site_group.command(name="faq", root_aliases=("faq",))
-    async def site_faq(self, ctx: Context) -> None:
-        """Info about the site's FAQ page."""
-        url = f"{PAGES_URL}/frequently-asked-questions"
-
-        embed = Embed(title="FAQ")
-        embed.set_footer(text=url)
-        embed.colour = Colour.blurple()
-        embed.description = (
-            "As the largest Python community on Discord, we get hundreds of questions every day. "
-            "Many of these questions have been asked before. We've compiled a list of the most "
-            "frequently asked questions along with their answers, which can be found on "
-            f"our [FAQ page]({url})."
-        )
-
-        await ctx.send(embed=embed)
-
-    @site_group.command(name="rules", aliases=("r", "rule"), root_aliases=("rules", "rule"))
-    async def site_rules(self, ctx: Context, rules: Greedy[int]) -> None:
-        """Provides a link to all rules or, if specified, displays specific rule(s)."""
-        rules_embed = Embed(title='Rules', color=Colour.blurple(), url=f'{PAGES_URL}/rules')
-
-        if not rules:
-            # Rules were not submitted. Return the default description.
-            rules_embed.description = (
-                "The rules and guidelines that apply to this community can be found on"
-                f" our [rules page]({PAGES_URL}/rules). We expect"
-                " all members of the community to have read and understood these."
-            )
-
-            await ctx.send(embed=rules_embed)
-            return
-
-        full_rules = await self.bot.api_client.get('rules', params={'link_format': 'md'})
-
-        # Remove duplicates and sort the rule indices
-        rules = sorted(set(rules))
-        invalid = ', '.join(str(index) for index in rules if index < 1 or index > len(full_rules))
-
-        if invalid:
-            await ctx.send(f":x: Invalid rule indices: {invalid}")
-            return
-
-        for rule in rules:
-            self.bot.stats.incr(f"rule_uses.{rule}")
-
-        final_rules = tuple(f"**{pick}.** {full_rules[pick - 1]}" for pick in rules)
-
-        await LinePaginator.paginate(final_rules, ctx, rules_embed, max_lines=3)
-
-
-def setup(bot: Bot) -> None:
-    """Load the Site cog."""
-    bot.add_cog(Site(bot))
diff --git a/bot/exts/info/source.py b/bot/exts/info/source.py
index ef07c77a1..e3e7029ca 100644
--- a/bot/exts/info/source.py
+++ b/bot/exts/info/source.py
@@ -2,45 +2,15 @@ import inspect
 from pathlib import Path
 from typing import Optional, Tuple, Union
 
-from discord import Embed, utils
+from discord import Embed
 from discord.ext import commands
 
 from bot.bot import Bot
 from bot.constants import URLs
+from bot.converters import SourceConverter
+from bot.exts.info.tags import TagIdentifier
 
-SourceType = Union[commands.HelpCommand, commands.Command, commands.Cog, str, commands.ExtensionNotLoaded]
-
-
-class SourceConverter(commands.Converter):
-    """Convert an argument into a help command, tag, command, or cog."""
-
-    @staticmethod
-    async def convert(ctx: commands.Context, argument: str) -> SourceType:
-        """Convert argument into source object."""
-        if argument.lower() == "help":
-            return ctx.bot.help_command
-
-        cog = ctx.bot.get_cog(argument)
-        if cog:
-            return cog
-
-        cmd = ctx.bot.get_command(argument)
-        if cmd:
-            return cmd
-
-        tags_cog = ctx.bot.get_cog("Tags")
-        show_tag = True
-
-        if not tags_cog:
-            show_tag = False
-        elif argument.lower() in tags_cog._cache:
-            return argument.lower()
-
-        escaped_arg = utils.escape_markdown(argument)
-
-        raise commands.BadArgument(
-            f"Unable to convert '{escaped_arg}' to valid command{', tag,' if show_tag else ''} or Cog."
-        )
+SourceType = Union[commands.HelpCommand, commands.Command, commands.Cog, TagIdentifier, commands.ExtensionNotLoaded]
 
 
 class BotSource(commands.Cog):
@@ -72,9 +42,9 @@ class BotSource(commands.Cog):
             source_item = inspect.unwrap(source_item.callback)
             src = source_item.__code__
             filename = src.co_filename
-        elif isinstance(source_item, str):
+        elif isinstance(source_item, TagIdentifier):
             tags_cog = self.bot.get_cog("Tags")
-            filename = tags_cog._cache[source_item]["location"]
+            filename = tags_cog.tags[source_item].file_path
         else:
             src = type(source_item)
             try:
@@ -82,7 +52,7 @@ class BotSource(commands.Cog):
             except TypeError:
                 raise commands.BadArgument("Cannot get source for a dynamically-created object.")
 
-        if not isinstance(source_item, str):
+        if not isinstance(source_item, TagIdentifier):
             try:
                 lines, first_line_no = inspect.getsourcelines(src)
             except OSError:
@@ -95,7 +65,7 @@ class BotSource(commands.Cog):
 
         # Handle tag file location differently than others to avoid errors in some cases
         if not first_line_no:
-            file_location = Path(filename).relative_to("/bot/")
+            file_location = Path(filename).relative_to("bot/")
         else:
             file_location = Path(filename).relative_to(Path.cwd()).as_posix()
 
@@ -113,7 +83,7 @@ class BotSource(commands.Cog):
         elif isinstance(source_object, commands.Command):
             description = source_object.short_doc
             title = f"Command: {source_object.qualified_name}"
-        elif isinstance(source_object, str):
+        elif isinstance(source_object, TagIdentifier):
             title = f"Tag: {source_object}"
             description = ""
         else:
diff --git a/bot/exts/info/subscribe.py b/bot/exts/info/subscribe.py
new file mode 100644
index 000000000..1299d5d59
--- /dev/null
+++ b/bot/exts/info/subscribe.py
@@ -0,0 +1,201 @@
+import calendar
+import operator
+import typing as t
+from dataclasses import dataclass
+
+import arrow
+import discord
+from discord.ext import commands
+from discord.interactions import Interaction
+
+from bot import constants
+from bot.bot import Bot
+from bot.decorators import redirect_output
+from bot.log import get_logger
+from bot.utils import members, scheduling
+
+
+@dataclass(frozen=True)
+class AssignableRole:
+    """
+    A role that can be assigned to a user.
+
+    months_available is a tuple that signifies what months the role should be
+    self-assignable, using None for when it should always be available.
+    """
+
+    role_id: int
+    months_available: t.Optional[tuple[int]]
+    name: t.Optional[str] = None  # This gets populated within Subscribe.init_cog()
+
+    def is_currently_available(self) -> bool:
+        """Check if the role is available for the current month."""
+        if self.months_available is None:
+            return True
+        return arrow.utcnow().month in self.months_available
+
+    def get_readable_available_months(self) -> str:
+        """Get a readable string of the months the role is available."""
+        if self.months_available is None:
+            return f"{self.name} is always available."
+
+        # Join the months together with comma separators, but use "and" for the final seperator.
+        month_names = [calendar.month_name[month] for month in self.months_available]
+        available_months_str = ", ".join(month_names[:-1]) + f" and {month_names[-1]}"
+        return f"{self.name} can only be assigned during {available_months_str}."
+
+
+ASSIGNABLE_ROLES = (
+    AssignableRole(constants.Roles.announcements, None),
+    AssignableRole(constants.Roles.pyweek_announcements, None),
+    AssignableRole(constants.Roles.lovefest, (1, 2)),
+    AssignableRole(constants.Roles.advent_of_code, (11, 12)),
+)
+
+ITEMS_PER_ROW = 3
+DELETE_MESSAGE_AFTER = 300  # Seconds
+
+log = get_logger(__name__)
+
+
+class RoleButtonView(discord.ui.View):
+    """A list of SingleRoleButtons to show to the member."""
+
+    def __init__(self, member: discord.Member):
+        super().__init__()
+        self.interaction_owner = member
+
+    async def interaction_check(self, interaction: Interaction) -> bool:
+        """Ensure that the user clicking the button is the member who invoked the command."""
+        if interaction.user != self.interaction_owner:
+            await interaction.response.send_message(
+                ":x: This is not your command to react to!",
+                ephemeral=True
+            )
+            return False
+        return True
+
+
+class SingleRoleButton(discord.ui.Button):
+    """A button that adds or removes a role from the member depending on it's current state."""
+
+    ADD_STYLE = discord.ButtonStyle.success
+    REMOVE_STYLE = discord.ButtonStyle.red
+    UNAVAILABLE_STYLE = discord.ButtonStyle.secondary
+    LABEL_FORMAT = "{action} role {role_name}."
+    CUSTOM_ID_FORMAT = "subscribe-{role_id}"
+
+    def __init__(self, role: AssignableRole, assigned: bool, row: int):
+        if role.is_currently_available():
+            style = self.REMOVE_STYLE if assigned else self.ADD_STYLE
+            label = self.LABEL_FORMAT.format(action="Remove" if assigned else "Add", role_name=role.name)
+        else:
+            style = self.UNAVAILABLE_STYLE
+            label = f"🔒 {role.name}"
+
+        super().__init__(
+            style=style,
+            label=label,
+            custom_id=self.CUSTOM_ID_FORMAT.format(role_id=role.role_id),
+            row=row,
+        )
+        self.role = role
+        self.assigned = assigned
+
+    async def callback(self, interaction: Interaction) -> None:
+        """Update the member's role and change button text to reflect current text."""
+        if isinstance(interaction.user, discord.User):
+            log.trace("User %s is not a member", interaction.user)
+            await interaction.message.delete()
+            self.view.stop()
+            return
+
+        if not self.role.is_currently_available():
+            await interaction.response.send_message(self.role.get_readable_available_months(), ephemeral=True)
+            return
+
+        await members.handle_role_change(
+            interaction.user,
+            interaction.user.remove_roles if self.assigned else interaction.user.add_roles,
+            discord.Object(self.role.role_id),
+        )
+
+        self.assigned = not self.assigned
+        await self.update_view(interaction)
+        await interaction.response.send_message(
+            self.LABEL_FORMAT.format(action="Added" if self.assigned else "Removed", role_name=self.role.name),
+            ephemeral=True,
+        )
+
+    async def update_view(self, interaction: Interaction) -> None:
+        """Updates the original interaction message with a new view object with the updated buttons."""
+        self.style = self.REMOVE_STYLE if self.assigned else self.ADD_STYLE
+        self.label = self.LABEL_FORMAT.format(action="Remove" if self.assigned else "Add", role_name=self.role.name)
+        try:
+            await interaction.message.edit(view=self.view)
+        except discord.NotFound:
+            log.debug("Subscribe message for %s removed before buttons could be updated", interaction.user)
+            self.view.stop()
+
+
+class Subscribe(commands.Cog):
+    """Cog to allow user to self-assign & remove the roles present in ASSIGNABLE_ROLES."""
+
+    def __init__(self, bot: Bot):
+        self.bot = bot
+        self.init_task = scheduling.create_task(self.init_cog(), event_loop=self.bot.loop)
+        self.assignable_roles: list[AssignableRole] = []
+        self.guild: discord.Guild = None
+
+    async def init_cog(self) -> None:
+        """Initialise the cog by resolving the role IDs in ASSIGNABLE_ROLES to role names."""
+        await self.bot.wait_until_guild_available()
+
+        self.guild = self.bot.get_guild(constants.Guild.id)
+
+        for role in ASSIGNABLE_ROLES:
+            discord_role = self.guild.get_role(role.role_id)
+            if discord_role is None:
+                log.warning("Could not resolve %d to a role in the guild, skipping.", role.role_id)
+                continue
+            self.assignable_roles.append(
+                AssignableRole(
+                    role_id=role.role_id,
+                    months_available=role.months_available,
+                    name=discord_role.name,
+                )
+            )
+
+        # Sort by role name, then shift unavailable roles to the end of the list
+        self.assignable_roles.sort(key=operator.attrgetter("name"))
+        self.assignable_roles.sort(key=operator.methodcaller("is_currently_available"), reverse=True)
+
+    @commands.cooldown(1, 10, commands.BucketType.member)
+    @commands.command(name="subscribe")
+    @redirect_output(
+        destination_channel=constants.Channels.bot_commands,
+        bypass_roles=constants.STAFF_PARTNERS_COMMUNITY_ROLES,
+    )
+    async def subscribe_command(self, ctx: commands.Context, *_) -> None:  # We don't actually care about the args
+        """Display the member's current state for each role, and allow them to add/remove the roles."""
+        await self.init_task
+
+        button_view = RoleButtonView(ctx.author)
+        author_roles = [role.id for role in ctx.author.roles]
+        for index, role in enumerate(self.assignable_roles):
+            row = index // ITEMS_PER_ROW
+            button_view.add_item(SingleRoleButton(role, role.role_id in author_roles, row))
+
+        await ctx.send(
+            "Click the buttons below to add or remove your roles!",
+            view=button_view,
+            delete_after=DELETE_MESSAGE_AFTER,
+        )
+
+
+def setup(bot: Bot) -> None:
+    """Load the Subscribe cog."""
+    if len(ASSIGNABLE_ROLES) > ITEMS_PER_ROW*5:  # Discord limits views to 5 rows of buttons.
+        log.error("Too many roles for 5 rows, not loading the Subscribe cog.")
+    else:
+        bot.add_cog(Subscribe(bot))
diff --git a/bot/exts/info/tags.py b/bot/exts/info/tags.py
index bb91a8563..f66237c8e 100644
--- a/bot/exts/info/tags.py
+++ b/bot/exts/info/tags.py
@@ -1,19 +1,23 @@
-import logging
+from __future__ import annotations
+
+import enum
 import re
 import time
 from pathlib import Path
-from typing import Callable, Dict, Iterable, List, Optional
+from typing import Callable, Iterable, Literal, NamedTuple, Optional, Union
 
-from discord import Colour, Embed, Member
+import discord
+import frontmatter
+from discord import Embed, Member
 from discord.ext.commands import Cog, Context, group
 
 from bot import constants
 from bot.bot import Bot
-from bot.converters import TagNameConverter
+from bot.log import get_logger
 from bot.pagination import LinePaginator
 from bot.utils.messages import wait_for_deletion
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 TEST_CHANNELS = (
     constants.Channels.bot_commands,
@@ -24,99 +28,168 @@ REGEX_NON_ALPHABET = re.compile(r"[^a-z]", re.MULTILINE & re.IGNORECASE)
 FOOTER_TEXT = f"To show a tag, type {constants.Bot.prefix}tags <tagname>."
 
 
+class COOLDOWN(enum.Enum):
+    """Sentinel value to signal that a tag is on cooldown."""
+
+    obj = object()
+
+
+class TagIdentifier(NamedTuple):
+    """Stores the group and name used as an identifier for a tag."""
+
+    group: Optional[str]
+    name: str
+
+    def get_fuzzy_score(self, fuzz_tag_identifier: TagIdentifier) -> float:
+        """Get fuzzy score, using `fuzz_tag_identifier` as the identifier to fuzzy match with."""
+        if (self.group is None) != (fuzz_tag_identifier.group is None):
+            # Ignore tags without groups if the identifier has a group and vice versa
+            return .0
+        if self.group == fuzz_tag_identifier.group:
+            # Completely identical, or both None
+            group_score = 1
+        else:
+            group_score = _fuzzy_search(fuzz_tag_identifier.group, self.group)
+
+        fuzzy_score = group_score * _fuzzy_search(fuzz_tag_identifier.name, self.name) * 100
+        if fuzzy_score:
+            log.trace(f"Fuzzy score {fuzzy_score:=06.2f} for tag {self!r} with fuzz {fuzz_tag_identifier!r}")
+        return fuzzy_score
+
+    def __str__(self) -> str:
+        if self.group is not None:
+            return f"{self.group} {self.name}"
+        else:
+            return self.name
+
+    @classmethod
+    def from_string(cls, string: str) -> TagIdentifier:
+        """Create a `TagIdentifier` instance from the beginning of `string`."""
+        split_string = string.removeprefix(constants.Bot.prefix).split(" ", maxsplit=2)
+        if len(split_string) == 1:
+            return cls(None, split_string[0])
+        else:
+            return cls(split_string[0], split_string[1])
+
+
+class Tag:
+    """Provide an interface to a tag from resources with `file_content`."""
+
+    def __init__(self, content_path: Path):
+        post = frontmatter.loads(content_path.read_text("utf8"))
+        self.file_path = content_path
+        self.content = post.content
+        self.metadata = post.metadata
+        self._restricted_to: set[int] = set(self.metadata.get("restricted_to", ()))
+        self._cooldowns: dict[discord.TextChannel, float] = {}
+
+    @property
+    def embed(self) -> Embed:
+        """Create an embed for the tag."""
+        embed = Embed.from_dict(self.metadata.get("embed", {}))
+        embed.description = self.content
+        return embed
+
+    def accessible_by(self, member: discord.Member) -> bool:
+        """Check whether `member` can access the tag."""
+        return bool(
+            not self._restricted_to
+            or self._restricted_to & {role.id for role in member.roles}
+        )
+
+    def on_cooldown_in(self, channel: discord.TextChannel) -> bool:
+        """Check whether the tag is on cooldown in `channel`."""
+        return self._cooldowns.get(channel, float("-inf")) > time.time()
+
+    def set_cooldown_for(self, channel: discord.TextChannel) -> None:
+        """Set the tag to be on cooldown in `channel` for `constants.Cooldowns.tags` seconds."""
+        self._cooldowns[channel] = time.time() + constants.Cooldowns.tags
+
+
+def _fuzzy_search(search: str, target: str) -> float:
+    """A simple scoring algorithm based on how many letters are found / total, with order in mind."""
+    _search = REGEX_NON_ALPHABET.sub("", search.lower())
+    if not _search:
+        return 0
+
+    _targets = iter(REGEX_NON_ALPHABET.split(target.lower()))
+
+    current = 0
+    for _target in _targets:
+        index = 0
+        try:
+            while index < len(_target) and _search[current] == _target[index]:
+                current += 1
+                index += 1
+        except IndexError:
+            # Exit when _search runs out
+            break
+
+    return current / len(_search)
+
+
 class Tags(Cog):
-    """Save new tags and fetch existing tags."""
+    """Fetch tags by name or content."""
+
+    PAGINATOR_DEFAULTS = dict(max_lines=15, empty=False, footer_text=FOOTER_TEXT)
 
     def __init__(self, bot: Bot):
         self.bot = bot
-        self.tag_cooldowns = {}
-        self._cache = self.get_tags()
-
-    @staticmethod
-    def get_tags() -> dict:
-        """Get all tags."""
-        cache = {}
+        self.tags: dict[TagIdentifier, Tag] = {}
+        self.initialize_tags()
 
+    def initialize_tags(self) -> None:
+        """Load all tags from resources into `self.tags`."""
         base_path = Path("bot", "resources", "tags")
+
         for file in base_path.glob("**/*"):
             if file.is_file():
-                tag_title = file.stem
-                tag = {
-                    "title": tag_title,
-                    "embed": {
-                        "description": file.read_text(encoding="utf8"),
-                    },
-                    "restricted_to": None,
-                    "location": f"/bot/{file}"
-                }
-
-                # Convert to a list to allow negative indexing.
-                parents = list(file.relative_to(base_path).parents)
-                if len(parents) > 1:
-                    # -1 would be '.' hence -2 is used as the index.
-                    tag["restricted_to"] = parents[-2].name
-
-                cache[tag_title] = tag
-
-        return cache
-
-    @staticmethod
-    def check_accessibility(user: Member, tag: dict) -> bool:
-        """Check if user can access a tag."""
-        return not tag["restricted_to"] or tag["restricted_to"].lower() in [role.name.lower() for role in user.roles]
-
-    @staticmethod
-    def _fuzzy_search(search: str, target: str) -> float:
-        """A simple scoring algorithm based on how many letters are found / total, with order in mind."""
-        current, index = 0, 0
-        _search = REGEX_NON_ALPHABET.sub('', search.lower())
-        _targets = iter(REGEX_NON_ALPHABET.split(target.lower()))
-        _target = next(_targets)
-        try:
-            while True:
-                while index < len(_target) and _search[current] == _target[index]:
-                    current += 1
-                    index += 1
-                index, _target = 0, next(_targets)
-        except (StopIteration, IndexError):
-            pass
-        return current / len(_search) * 100
-
-    def _get_suggestions(self, tag_name: str, thresholds: Optional[List[int]] = None) -> List[str]:
-        """Return a list of suggested tags."""
-        scores: Dict[str, int] = {
-            tag_title: Tags._fuzzy_search(tag_name, tag['title'])
-            for tag_title, tag in self._cache.items()
-        }
-
-        thresholds = thresholds or [100, 90, 80, 70, 60]
-
-        for threshold in thresholds:
+                parent_dir = file.relative_to(base_path).parent
+                tag_name = file.stem
+                # Files directly under `base_path` have an empty string as the parent directory name
+                tag_group = parent_dir.name or None
+
+                self.tags[TagIdentifier(tag_group, tag_name)] = Tag(file)
+
+    def _get_suggestions(self, tag_identifier: TagIdentifier) -> list[tuple[TagIdentifier, Tag]]:
+        """Return a list of suggested tags for `tag_identifier`."""
+        for threshold in [100, 90, 80, 70, 60]:
             suggestions = [
-                self._cache[tag_title]
-                for tag_title, matching_score in scores.items()
-                if matching_score >= threshold
+                (identifier, tag)
+                for identifier, tag in self.tags.items()
+                if identifier.get_fuzzy_score(tag_identifier) >= threshold
             ]
             if suggestions:
                 return suggestions
 
         return []
 
-    def _get_tag(self, tag_name: str) -> list:
-        """Get a specific tag."""
-        found = [self._cache.get(tag_name.lower(), None)]
-        if not found[0]:
-            return self._get_suggestions(tag_name)
-        return found
+    def get_fuzzy_matches(self, tag_identifier: TagIdentifier) -> list[tuple[TagIdentifier, Tag]]:
+        """Get tags with identifiers similar to `tag_identifier`."""
+        suggestions = []
+
+        if tag_identifier.group is not None and len(tag_identifier.group) >= 2:
+            # Try fuzzy matching with only a name first
+            suggestions += self._get_suggestions(TagIdentifier(None, tag_identifier.group))
+
+        if len(tag_identifier.name) >= 2:
+            suggestions += self._get_suggestions(tag_identifier)
 
-    def _get_tags_via_content(self, check: Callable[[Iterable], bool], keywords: str, user: Member) -> list:
+        return suggestions
+
+    def _get_tags_via_content(
+            self,
+            check: Callable[[Iterable], bool],
+            keywords: str,
+            user: Member,
+    ) -> list[tuple[TagIdentifier, Tag]]:
         """
         Search for tags via contents.
 
         `predicate` will be the built-in any, all, or a custom callable. Must return a bool.
         """
-        keywords_processed: List[str] = []
-        for keyword in keywords.split(','):
+        keywords_processed = []
+        for keyword in keywords.split(","):
             keyword_sanitized = keyword.strip().casefold()
             if not keyword_sanitized:
                 # this happens when there are leading / trailing / consecutive comma.
@@ -124,45 +197,48 @@ class Tags(Cog):
             keywords_processed.append(keyword_sanitized)
 
         if not keywords_processed:
-            # after sanitizing, we can end up with an empty list, for example when keywords is ','
+            # after sanitizing, we can end up with an empty list, for example when keywords is ","
             # in that case, we simply want to search for such keywords directly instead.
             keywords_processed = [keywords]
 
         matching_tags = []
-        for tag in self._cache.values():
-            matches = (query in tag['embed']['description'].casefold() for query in keywords_processed)
-            if self.check_accessibility(user, tag) and check(matches):
-                matching_tags.append(tag)
+        for identifier, tag in self.tags.items():
+            matches = (query in tag.content.casefold() for query in keywords_processed)
+            if tag.accessible_by(user) and check(matches):
+                matching_tags.append((identifier, tag))
 
         return matching_tags
 
-    async def _send_matching_tags(self, ctx: Context, keywords: str, matching_tags: list) -> None:
+    async def _send_matching_tags(
+            self,
+            ctx: Context,
+            keywords: str,
+            matching_tags: list[tuple[TagIdentifier, Tag]],
+    ) -> None:
         """Send the result of matching tags to user."""
-        if not matching_tags:
-            pass
-        elif len(matching_tags) == 1:
-            await ctx.send(embed=Embed().from_dict(matching_tags[0]['embed']))
-        else:
-            is_plural = keywords.strip().count(' ') > 0 or keywords.strip().count(',') > 0
+        if len(matching_tags) == 1:
+            await ctx.send(embed=matching_tags[0][1].embed)
+        elif matching_tags:
+            is_plural = keywords.strip().count(" ") > 0 or keywords.strip().count(",") > 0
             embed = Embed(
                 title=f"Here are the tags containing the given keyword{'s' * is_plural}:",
-                description='\n'.join(tag['title'] for tag in matching_tags[:10])
             )
             await LinePaginator.paginate(
-                sorted(f"**»**   {tag['title']}" for tag in matching_tags),
+                sorted(
+                    f"**\N{RIGHT-POINTING DOUBLE ANGLE QUOTATION MARK}** {identifier.name}"
+                    for identifier, _ in matching_tags
+                ),
                 ctx,
                 embed,
-                footer_text=FOOTER_TEXT,
-                empty=False,
-                max_lines=15
+                **self.PAGINATOR_DEFAULTS,
             )
 
-    @group(name='tags', aliases=('tag', 't'), invoke_without_command=True)
-    async def tags_group(self, ctx: Context, *, tag_name: TagNameConverter = None) -> None:
+    @group(name="tags", aliases=("tag", "t"), invoke_without_command=True, usage="[tag_group] [tag_name]")
+    async def tags_group(self, ctx: Context, *, argument_string: Optional[str]) -> None:
         """Show all known tags, a single tag, or run a subcommand."""
-        await self.get_command(ctx, tag_name=tag_name)
+        await self.get_command(ctx, argument_string=argument_string)
 
-    @tags_group.group(name='search', invoke_without_command=True)
+    @tags_group.group(name="search", invoke_without_command=True)
     async def search_tag_content(self, ctx: Context, *, keywords: str) -> None:
         """
         Search inside tags' contents for tags. Allow searching for multiple keywords separated by comma.
@@ -172,123 +248,151 @@ class Tags(Cog):
         matching_tags = self._get_tags_via_content(all, keywords, ctx.author)
         await self._send_matching_tags(ctx, keywords, matching_tags)
 
-    @search_tag_content.command(name='any')
-    async def search_tag_content_any_keyword(self, ctx: Context, *, keywords: Optional[str] = 'any') -> None:
+    @search_tag_content.command(name="any")
+    async def search_tag_content_any_keyword(self, ctx: Context, *, keywords: Optional[str] = "any") -> None:
         """
         Search inside tags' contents for tags. Allow searching for multiple keywords separated by comma.
 
         Search for tags that has ANY of the keywords.
         """
-        matching_tags = self._get_tags_via_content(any, keywords or 'any', ctx.author)
+        matching_tags = self._get_tags_via_content(any, keywords or "any", ctx.author)
         await self._send_matching_tags(ctx, keywords, matching_tags)
 
-    async def display_tag(self, ctx: Context, tag_name: str = None) -> bool:
+    async def get_tag_embed(
+            self,
+            ctx: Context,
+            tag_identifier: TagIdentifier,
+    ) -> Optional[Union[Embed, Literal[COOLDOWN.obj]]]:
         """
-        If a tag is not found, display similar tag names as suggestions.
-
-        If a tag is not specified, display a paginated embed of all tags.
+        Generate an embed of the requested tag or of suggestions if the tag doesn't exist/isn't accessible by the user.
 
-        Tags are on cooldowns on a per-tag, per-channel basis. If a tag is on cooldown, display
-        nothing and return True.
+        If the requested tag is on cooldown return `COOLDOWN.obj`, otherwise if no suggestions were found return None.
         """
-        def _command_on_cooldown(tag_name: str) -> bool:
-            """
-            Check if the command is currently on cooldown, on a per-tag, per-channel basis.
-
-            The cooldown duration is set in constants.py.
-            """
-            now = time.time()
-
-            cooldown_conditions = (
-                tag_name
-                and tag_name in self.tag_cooldowns
-                and (now - self.tag_cooldowns[tag_name]["time"]) < constants.Cooldowns.tags
-                and self.tag_cooldowns[tag_name]["channel"] == ctx.channel.id
+        filtered_tags = [
+            (ident, tag) for ident, tag in
+            self.get_fuzzy_matches(tag_identifier)[:10]
+            if tag.accessible_by(ctx.author)
+        ]
+
+        tag = self.tags.get(tag_identifier)
+
+        if tag is None and tag_identifier.group is not None:
+            # Try exact match with only the name
+            tag = self.tags.get(TagIdentifier(None, tag_identifier.group))
+
+        if tag is None and len(filtered_tags) == 1:
+            tag_identifier = filtered_tags[0][0]
+            tag = filtered_tags[0][1]
+
+        if tag is not None:
+            if tag.on_cooldown_in(ctx.channel):
+                log.debug(f"Tag {str(tag_identifier)!r} is on cooldown.")
+                return COOLDOWN.obj
+            tag.set_cooldown_for(ctx.channel)
+
+            self.bot.stats.incr(
+                f"tags.usages"
+                f"{'.' + tag_identifier.group.replace('-', '_') if tag_identifier.group else ''}"
+                f".{tag_identifier.name.replace('-', '_')}"
             )
+            return tag.embed
 
-            if cooldown_conditions:
-                return True
-            return False
-
-        if _command_on_cooldown(tag_name):
-            time_elapsed = time.time() - self.tag_cooldowns[tag_name]["time"]
-            time_left = constants.Cooldowns.tags - time_elapsed
-            log.info(
-                f"{ctx.author} tried to get the '{tag_name}' tag, but the tag is on cooldown. "
-                f"Cooldown ends in {time_left:.1f} seconds."
+        else:
+            if not filtered_tags:
+                return None
+            suggested_tags_text = "\n".join(
+                f"**\N{RIGHT-POINTING DOUBLE ANGLE QUOTATION MARK}** {identifier}"
+                for identifier, tag in filtered_tags
+                if not tag.on_cooldown_in(ctx.channel)
+            )
+            return Embed(
+                title="Did you mean ...",
+                description=suggested_tags_text
             )
-            return True
-
-        if tag_name is not None:
-            temp_founds = self._get_tag(tag_name)
-
-            founds = []
-
-            for found_tag in temp_founds:
-                if self.check_accessibility(ctx.author, found_tag):
-                    founds.append(found_tag)
 
-            if len(founds) == 1:
-                tag = founds[0]
-                if ctx.channel.id not in TEST_CHANNELS:
-                    self.tag_cooldowns[tag_name] = {
-                        "time": time.time(),
-                        "channel": ctx.channel.id
-                    }
+    def accessible_tags(self, user: Member) -> list[str]:
+        """Return a formatted list of tags that are accessible by `user`; groups first, and alphabetically sorted."""
+        def tag_sort_key(tag_item: tuple[TagIdentifier, Tag]) -> str:
+            group, name = tag_item[0]
+            if group is None:
+                # Max codepoint character to force tags without a group to the end
+                group = chr(0x10ffff)
+
+            return group + name
+
+        result_lines = []
+        current_group = ""
+        group_accessible = True
+
+        for identifier, tag in sorted(self.tags.items(), key=tag_sort_key):
+
+            if identifier.group != current_group:
+                if not group_accessible:
+                    # Remove group separator line if no tags in the previous group were accessible by the user.
+                    result_lines.pop()
+                # A new group began, add a separator with the group name.
+                current_group = identifier.group
+                if current_group is not None:
+                    group_accessible = False
+                    result_lines.append(f"\n\N{BULLET} **{current_group}**")
+                else:
+                    result_lines.append("\n\N{BULLET}")
+
+            if tag.accessible_by(user):
+                result_lines.append(f"**\N{RIGHT-POINTING DOUBLE ANGLE QUOTATION MARK}** {identifier.name}")
+                group_accessible = True
+
+        return result_lines
+
+    def accessible_tags_in_group(self, group: str, user: discord.Member) -> list[str]:
+        """Return a formatted list of tags in `group`, that are accessible by `user`."""
+        return sorted(
+            f"**\N{RIGHT-POINTING DOUBLE ANGLE QUOTATION MARK}** {identifier}"
+            for identifier, tag in self.tags.items()
+            if identifier.group == group and tag.accessible_by(user)
+        )
+
+    @tags_group.command(name="get", aliases=("show", "g"), usage="[tag_group] [tag_name]")
+    async def get_command(self, ctx: Context, *, argument_string: Optional[str]) -> bool:
+        """
+        If a single argument matching a group name is given, list all accessible tags from that group
+        Otherwise display the tag if one was found for the given arguments, or try to display suggestions for that name.
 
-                self.bot.stats.incr(f"tags.usages.{tag['title'].replace('-', '_')}")
+        With no arguments, list all accessible tags.
 
-                await wait_for_deletion(
-                    await ctx.send(embed=Embed.from_dict(tag['embed'])),
-                    [ctx.author.id],
-                )
-                return True
-            elif founds and len(tag_name) >= 3:
-                await wait_for_deletion(
-                    await ctx.send(
-                        embed=Embed(
-                            title='Did you mean ...',
-                            description='\n'.join(tag['title'] for tag in founds[:10])
-                        )
-                    ),
-                    [ctx.author.id],
+        Returns True if a message was sent, or if the tag is on cooldown.
+        Returns False if no message was sent.
+        """  # noqa: D205, D415
+        if not argument_string:
+            if self.tags:
+                await LinePaginator.paginate(
+                    self.accessible_tags(ctx.author), ctx, Embed(title="Available tags"), **self.PAGINATOR_DEFAULTS
                 )
-                return True
-
-        else:
-            tags = self._cache.values()
-            if not tags:
-                await ctx.send(embed=Embed(
-                    description="**There are no tags in the database!**",
-                    colour=Colour.red()
-                ))
-                return True
             else:
-                embed: Embed = Embed(title="**Current tags**")
+                await ctx.send(embed=Embed(description="**There are no tags!**"))
+            return True
+
+        identifier = TagIdentifier.from_string(argument_string)
+
+        if identifier.group is None:
+            # Try to find accessible tags from a group matching the identifier's name.
+            if group_tags := self.accessible_tags_in_group(identifier.name, ctx.author):
                 await LinePaginator.paginate(
-                    sorted(
-                        f"**»**   {tag['title']}" for tag in tags
-                        if self.check_accessibility(ctx.author, tag)
-                    ),
-                    ctx,
-                    embed,
-                    footer_text=FOOTER_TEXT,
-                    empty=False,
-                    max_lines=15
+                    group_tags, ctx, Embed(title=f"Tags under *{identifier.name}*"), **self.PAGINATOR_DEFAULTS
                 )
                 return True
 
-        return False
-
-    @tags_group.command(name='get', aliases=('show', 'g'))
-    async def get_command(self, ctx: Context, *, tag_name: TagNameConverter = None) -> bool:
-        """
-        Get a specified tag, or a list of all tags if no tag is specified.
+        embed = await self.get_tag_embed(ctx, identifier)
+        if embed is None:
+            return False
 
-        Returns True if something can be sent, or if the tag is on cooldown.
-        Returns False if no matches are found.
-        """
-        return await self.display_tag(ctx, tag_name)
+        if embed is not COOLDOWN.obj:
+            await wait_for_deletion(
+                await ctx.send(embed=embed),
+                (ctx.author.id,)
+            )
+        # A valid tag was found and was either sent, or is on cooldown
+        return True
 
 
 def setup(bot: Bot) -> None:
diff --git a/bot/exts/moderation/clean.py b/bot/exts/moderation/clean.py
new file mode 100644
index 000000000..e61ef7880
--- /dev/null
+++ b/bot/exts/moderation/clean.py
@@ -0,0 +1,593 @@
+import contextlib
+import re
+import time
+from collections import defaultdict
+from contextlib import suppress
+from datetime import datetime
+from itertools import takewhile
+from typing import Callable, Iterable, Literal, Optional, TYPE_CHECKING, Union
+
+from discord import Colour, Message, NotFound, TextChannel, User, errors
+from discord.ext.commands import Cog, Context, Converter, Greedy, group, has_any_role
+from discord.ext.commands.converter import TextChannelConverter
+from discord.ext.commands.errors import BadArgument
+
+from bot.bot import Bot
+from bot.constants import Channels, CleanMessages, Colours, Emojis, Event, Icons, MODERATION_ROLES
+from bot.converters import Age, ISODateTime
+from bot.exts.moderation.modlog import ModLog
+from bot.log import get_logger
+from bot.utils.channel import is_mod_channel
+
+log = get_logger(__name__)
+
+# Number of seconds before command invocations and responses are deleted in non-moderation channels.
+MESSAGE_DELETE_DELAY = 5
+
+# Type alias for checks for whether a message should be deleted.
+Predicate = Callable[[Message], bool]
+# Type alias for message lookup ranges.
+CleanLimit = Union[Message, Age, ISODateTime]
+
+
+class CleanChannels(Converter):
+    """A converter to turn the string into a list of channels to clean, or the literal `*` for all public channels."""
+
+    _channel_converter = TextChannelConverter()
+
+    async def convert(self, ctx: Context, argument: str) -> Union[Literal["*"], list[TextChannel]]:
+        """Converts a string to a list of channels to clean, or the literal `*` for all public channels."""
+        if argument == "*":
+            return "*"
+        return [await self._channel_converter.convert(ctx, channel) for channel in argument.split()]
+
+
+class Regex(Converter):
+    """A converter that takes a string in the form `.+` and returns the contents of the inline code compiled."""
+
+    async def convert(self, ctx: Context, argument: str) -> re.Pattern:
+        """Strips the backticks from the string and compiles it to a regex pattern."""
+        match = re.fullmatch(r"`(.+?)`", argument)
+        if not match:
+            raise BadArgument("Regex pattern missing wrapping backticks")
+        try:
+            return re.compile(match.group(1), re.IGNORECASE + re.DOTALL)
+        except re.error as e:
+            raise BadArgument(f"Regex error: {e.msg}")
+
+
+if TYPE_CHECKING:  # Used to allow method resolution in IDEs like in converters.py.
+    CleanChannels = Union[Literal["*"], list[TextChannel]]  # noqa: F811
+    Regex = re.Pattern  # noqa: F811
+
+
+class Clean(Cog):
+    """
+    A cog that allows messages to be deleted in bulk while applying various filters.
+
+    You can delete messages sent by a specific user, messages sent by bots, all messages, or messages that match a
+    specific regular expression.
+
+    The deleted messages are saved and uploaded to the database via an API endpoint, and a URL is returned which can be
+    used to view the messages in the Discord dark theme style.
+    """
+
+    def __init__(self, bot: Bot):
+        self.bot = bot
+        self.cleaning = False
+
+    @property
+    def mod_log(self) -> ModLog:
+        """Get currently loaded ModLog cog instance."""
+        return self.bot.get_cog("ModLog")
+
+    # region: Helper functions
+
+    @staticmethod
+    def _validate_input(
+            channels: Optional[CleanChannels],
+            bots_only: bool,
+            users: Optional[list[User]],
+            first_limit: Optional[CleanLimit],
+            second_limit: Optional[CleanLimit],
+    ) -> None:
+        """Raise errors if an argument value or a combination of values is invalid."""
+        if first_limit is None:
+            # This is an optional argument for the sake of the master command, but it's actually required.
+            raise BadArgument("Missing cleaning limit.")
+
+        if (isinstance(first_limit, Message) or isinstance(second_limit, Message)) and channels:
+            raise BadArgument("Both a message limit and channels specified.")
+
+        if isinstance(first_limit, Message) and isinstance(second_limit, Message):
+            # Messages are not in same channel.
+            if first_limit.channel != second_limit.channel:
+                raise BadArgument("Message limits are in different channels.")
+
+        if users and bots_only:
+            raise BadArgument("Marked as bots only, but users were specified.")
+
+    @staticmethod
+    async def _send_expiring_message(ctx: Context, content: str) -> None:
+        """Send `content` to the context channel. Automatically delete if it's not a mod channel."""
+        delete_after = None if is_mod_channel(ctx.channel) else MESSAGE_DELETE_DELAY
+        await ctx.send(content, delete_after=delete_after)
+
+    @staticmethod
+    def _channels_set(
+            channels: CleanChannels, ctx: Context, first_limit: CleanLimit, second_limit: CleanLimit
+    ) -> set[TextChannel]:
+        """Standardize the input `channels` argument to a usable set of text channels."""
+        # Default to using the invoking context's channel or the channel of the message limit(s).
+        if not channels:
+            # Input was validated - if first_limit is a message, second_limit won't point at a different channel.
+            if isinstance(first_limit, Message):
+                channels = {first_limit.channel}
+            elif isinstance(second_limit, Message):
+                channels = {second_limit.channel}
+            else:
+                channels = {ctx.channel}
+        else:
+            if channels == "*":
+                channels = {
+                    channel for channel in ctx.guild.channels
+                    if isinstance(channel, TextChannel)
+                    # Assume that non-public channels are not needed to optimize for speed.
+                    and channel.permissions_for(ctx.guild.default_role).view_channel
+                }
+            else:
+                channels = set(channels)
+
+        return channels
+
+    @staticmethod
+    def _build_predicate(
+        first_limit: datetime,
+        second_limit: Optional[datetime] = None,
+        bots_only: bool = False,
+        users: Optional[list[User]] = None,
+        regex: Optional[re.Pattern] = None,
+    ) -> Predicate:
+        """Return the predicate that decides whether to delete a given message."""
+        def predicate_bots_only(message: Message) -> bool:
+            """Return True if the message was sent by a bot."""
+            return message.author.bot
+
+        def predicate_specific_users(message: Message) -> bool:
+            """Return True if the message was sent by the user provided in the _clean_messages call."""
+            return message.author in users
+
+        def predicate_regex(message: Message) -> bool:
+            """Check if the regex provided in _clean_messages matches the message content or any embed attributes."""
+            content = [message.content]
+
+            # Add the content for all embed attributes
+            for embed in message.embeds:
+                content.append(embed.title)
+                content.append(embed.description)
+                content.append(embed.footer.text)
+                content.append(embed.author.name)
+                for field in embed.fields:
+                    content.append(field.name)
+                    content.append(field.value)
+
+            # Get rid of empty attributes and turn it into a string
+            content = "\n".join(attr for attr in content if attr)
+
+            # Now let's see if there's a regex match
+            return bool(regex.search(content))
+
+        def predicate_range(message: Message) -> bool:
+            """Check if the message age is between the two limits."""
+            return first_limit <= message.created_at <= second_limit
+
+        def predicate_after(message: Message) -> bool:
+            """Check if the message is older than the first limit."""
+            return message.created_at >= first_limit
+
+        predicates = []
+        # Set up the correct predicate
+        if second_limit:
+            predicates.append(predicate_range)  # Delete messages in the specified age range
+        else:
+            predicates.append(predicate_after)  # Delete messages older than the specified age
+
+        if bots_only:
+            predicates.append(predicate_bots_only)  # Delete messages from bots
+        if users:
+            predicates.append(predicate_specific_users)  # Delete messages from specific user
+        if regex:
+            predicates.append(predicate_regex)  # Delete messages that match regex
+
+        if len(predicates) == 1:
+            return predicates[0]
+        return lambda m: all(pred(m) for pred in predicates)
+
+    async def _delete_invocation(self, ctx: Context) -> None:
+        """Delete the command invocation if it's not in a mod channel."""
+        if not is_mod_channel(ctx.channel):
+            self.mod_log.ignore(Event.message_delete, ctx.message.id)
+            try:
+                await ctx.message.delete()
+            except errors.NotFound:
+                # Invocation message has already been deleted
+                log.info("Tried to delete invocation message, but it was already deleted.")
+
+    def _use_cache(self, limit: datetime) -> bool:
+        """Tell whether all messages to be cleaned can be found in the cache."""
+        return self.bot.cached_messages[0].created_at <= limit
+
+    def _get_messages_from_cache(
+        self,
+        channels: set[TextChannel],
+        to_delete: Predicate,
+        lower_limit: datetime
+    ) -> tuple[defaultdict[TextChannel, list], list[int]]:
+        """Helper function for getting messages from the cache."""
+        message_mappings = defaultdict(list)
+        message_ids = []
+        for message in takewhile(lambda m: m.created_at > lower_limit, reversed(self.bot.cached_messages)):
+            if not self.cleaning:
+                # Cleaning was canceled
+                return message_mappings, message_ids
+
+            if message.channel in channels and to_delete(message):
+                message_mappings[message.channel].append(message)
+                message_ids.append(message.id)
+
+        return message_mappings, message_ids
+
+    async def _get_messages_from_channels(
+        self,
+        channels: Iterable[TextChannel],
+        to_delete: Predicate,
+        before: datetime,
+        after: Optional[datetime] = None
+    ) -> tuple[defaultdict[TextChannel, list], list]:
+        message_mappings = defaultdict(list)
+        message_ids = []
+
+        for channel in channels:
+            async for message in channel.history(limit=CleanMessages.message_limit, before=before, after=after):
+
+                if not self.cleaning:
+                    # Cleaning was canceled, return empty containers.
+                    return defaultdict(list), []
+
+                if to_delete(message):
+                    message_mappings[message.channel].append(message)
+                    message_ids.append(message.id)
+
+        return message_mappings, message_ids
+
+    @staticmethod
+    def is_older_than_14d(message: Message) -> bool:
+        """
+        Precisely checks if message is older than 14 days, bulk deletion limit.
+
+        Inspired by how purge works internally.
+        Comparison on message age could possibly be less accurate which in turn would resort in problems
+        with message deletion if said messages are very close to the 14d mark.
+        """
+        two_weeks_old_snowflake = int((time.time() - 14 * 24 * 60 * 60) * 1000.0 - 1420070400000) << 22
+        return message.id < two_weeks_old_snowflake
+
+    async def _delete_messages_individually(self, messages: list[Message]) -> list[Message]:
+        """Delete each message in the list unless cleaning is cancelled. Return the deleted messages."""
+        deleted = []
+        for message in messages:
+            # Ensure that deletion was not canceled
+            if not self.cleaning:
+                return deleted
+            with contextlib.suppress(NotFound):  # Message doesn't exist or was already deleted
+                await message.delete()
+                deleted.append(message)
+        return deleted
+
+    async def _delete_found(self, message_mappings: dict[TextChannel, list[Message]]) -> list[Message]:
+        """
+        Delete the detected messages.
+
+        Deletion is made in bulk per channel for messages less than 14d old.
+        The function returns the deleted messages.
+        If cleaning was cancelled in the middle, return messages already deleted.
+        """
+        deleted = []
+        for channel, messages in message_mappings.items():
+            to_delete = []
+
+            delete_old = False
+            for current_index, message in enumerate(messages):  # noqa: B007
+                if not self.cleaning:
+                    # Means that the cleaning was canceled
+                    return deleted
+
+                if self.is_older_than_14d(message):
+                    # Further messages are too old to be deleted in bulk
+                    delete_old = True
+                    break
+
+                to_delete.append(message)
+
+                if len(to_delete) == 100:
+                    # Only up to 100 messages can be deleted in a bulk
+                    await channel.delete_messages(to_delete)
+                    deleted.extend(to_delete)
+                    to_delete.clear()
+
+            if not self.cleaning:
+                return deleted
+            if len(to_delete) > 0:
+                # Deleting any leftover messages if there are any
+                with suppress(NotFound):
+                    await channel.delete_messages(to_delete)
+                deleted.extend(to_delete)
+
+            if not self.cleaning:
+                return deleted
+            if delete_old:
+                old_deleted = await self._delete_messages_individually(messages[current_index:])
+                deleted.extend(old_deleted)
+
+        return deleted
+
+    async def _modlog_cleaned_messages(self, messages: list[Message], channels: CleanChannels, ctx: Context) -> bool:
+        """Log the deleted messages to the modlog. Return True if logging was successful."""
+        if not messages:
+            # Can't build an embed, nothing to clean!
+            await self._send_expiring_message(ctx, ":x: No matching messages could be found.")
+            return False
+
+        # Reverse the list to have reverse chronological order
+        log_messages = reversed(messages)
+        log_url = await self.mod_log.upload_log(log_messages, ctx.author.id)
+
+        # Build the embed and send it
+        if channels == "*":
+            target_channels = "all public channels"
+        else:
+            target_channels = ", ".join(channel.mention for channel in channels)
+
+        message = (
+            f"**{len(messages)}** messages deleted in {target_channels} by "
+            f"{ctx.author.mention}\n\n"
+            f"A log of the deleted messages can be found [here]({log_url})."
+        )
+
+        await self.mod_log.send_log_message(
+            icon_url=Icons.message_bulk_delete,
+            colour=Colour(Colours.soft_red),
+            title="Bulk message delete",
+            text=message,
+            channel_id=Channels.mod_log,
+        )
+
+        return True
+
+    # endregion
+
+    async def _clean_messages(
+        self,
+        ctx: Context,
+        channels: Optional[CleanChannels],
+        bots_only: bool = False,
+        users: Optional[list[User]] = None,
+        regex: Optional[re.Pattern] = None,
+        first_limit: Optional[CleanLimit] = None,
+        second_limit: Optional[CleanLimit] = None,
+    ) -> None:
+        """A helper function that does the actual message cleaning."""
+        self._validate_input(channels, bots_only, users, first_limit, second_limit)
+
+        # Are we already performing a clean?
+        if self.cleaning:
+            await self._send_expiring_message(
+                ctx, ":x: Please wait for the currently ongoing clean operation to complete."
+            )
+            return
+        self.cleaning = True
+
+        deletion_channels = self._channels_set(channels, ctx, first_limit, second_limit)
+
+        if isinstance(first_limit, Message):
+            first_limit = first_limit.created_at
+        if isinstance(second_limit, Message):
+            second_limit = second_limit.created_at
+        if first_limit and second_limit:
+            first_limit, second_limit = sorted([first_limit, second_limit])
+
+        # Needs to be called after standardizing the input.
+        predicate = self._build_predicate(first_limit, second_limit, bots_only, users, regex)
+
+        # Delete the invocation first
+        await self._delete_invocation(ctx)
+
+        if self._use_cache(first_limit):
+            log.trace(f"Messages for cleaning by {ctx.author.id} will be searched in the cache.")
+            message_mappings, message_ids = self._get_messages_from_cache(
+                channels=deletion_channels, to_delete=predicate, lower_limit=first_limit
+            )
+        else:
+            log.trace(f"Messages for cleaning by {ctx.author.id} will be searched in channel histories.")
+            message_mappings, message_ids = await self._get_messages_from_channels(
+                channels=deletion_channels,
+                to_delete=predicate,
+                before=second_limit,
+                after=first_limit  # Remember first is the earlier datetime.
+            )
+
+        if not self.cleaning:
+            # Means that the cleaning was canceled
+            return
+
+        # Now let's delete the actual messages with purge.
+        self.mod_log.ignore(Event.message_delete, *message_ids)
+        deleted_messages = await self._delete_found(message_mappings)
+        self.cleaning = False
+
+        if not channels:
+            channels = deletion_channels
+        logged = await self._modlog_cleaned_messages(deleted_messages, channels, ctx)
+
+        if logged and is_mod_channel(ctx.channel):
+            with suppress(NotFound):  # Can happen if the invoker deleted their own messages.
+                await ctx.message.add_reaction(Emojis.check_mark)
+
+    # region: Commands
+
+    @group(invoke_without_command=True, name="clean", aliases=["clear", "purge"])
+    async def clean_group(
+        self,
+        ctx: Context,
+        users: Greedy[User] = None,
+        first_limit: Optional[CleanLimit] = None,
+        second_limit: Optional[CleanLimit] = None,
+        regex: Optional[Regex] = None,
+        bots_only: Optional[bool] = False,
+        *,
+        channels: CleanChannels = None  # "Optional" with discord.py silently ignores incorrect input.
+    ) -> None:
+        """
+        Commands for cleaning messages in channels.
+
+        If arguments are provided, will act as a master command from which all subcommands can be derived.
+
+        \u2003• `users`: A series of user mentions, ID's, or names.
+        \u2003• `first_limit` and `second_limit`: A message, a duration delta, or an ISO datetime.
+        At least one limit is required.
+        If a message is provided, cleaning will happen in that channel, and channels cannot be provided.
+        If only one of them is provided, acts as `clean until`. If both are provided, acts as `clean between`.
+        \u2003• `regex`: A regex pattern the message must contain to be deleted.
+        The pattern must be provided enclosed in backticks.
+        If the pattern contains spaces, it still needs to be enclosed in double quotes on top of that.
+        \u2003• `bots_only`: Whether to delete only bots. If specified, users cannot be specified.
+        \u2003• `channels`: A series of channels to delete in, or an asterisk to delete from all public channels.
+        """
+        if not any([users, first_limit, second_limit, regex, channels]):
+            await ctx.send_help(ctx.command)
+            return
+
+        await self._clean_messages(ctx, channels, bots_only, users, regex, first_limit, second_limit)
+
+    @clean_group.command(name="user", aliases=["users"])
+    async def clean_user(
+        self,
+        ctx: Context,
+        user: User,
+        message_or_time: CleanLimit,
+        *,
+        channels: CleanChannels = None
+    ) -> None:
+        """
+        Delete messages posted by the provided user, stop cleaning after reaching `message_or_time`.
+
+        `message_or_time` can be either a message to stop at (exclusive), a timedelta for max message age, or an ISO
+        datetime.
+
+        If a message is specified, `channels` cannot be specified.
+        """
+        await self._clean_messages(ctx, users=[user], channels=channels, first_limit=message_or_time)
+
+    @clean_group.command(name="bots", aliases=["bot"])
+    async def clean_bots(self, ctx: Context, message_or_time: CleanLimit, *, channels: CleanChannels = None) -> None:
+        """
+        Delete all messages posted by a bot, stop cleaning after traversing `traverse` messages.
+
+        `message_or_time` can be either a message to stop at (exclusive), a timedelta for max message age, or an ISO
+        datetime.
+
+        If a message is specified, `channels` cannot be specified.
+        """
+        await self._clean_messages(ctx, bots_only=True, channels=channels, first_limit=message_or_time)
+
+    @clean_group.command(name="regex", aliases=["word", "expression", "pattern"])
+    async def clean_regex(
+        self,
+        ctx: Context,
+        regex: Regex,
+        message_or_time: CleanLimit,
+        *,
+        channels: CleanChannels = None
+    ) -> None:
+        """
+        Delete all messages that match a certain regex, stop cleaning after reaching `message_or_time`.
+
+        `message_or_time` can be either a message to stop at (exclusive), a timedelta for max message age, or an ISO
+        datetime.
+        If a message is specified, `channels` cannot be specified.
+
+        The pattern must be provided enclosed in backticks.
+        If the pattern contains spaces, it still needs to be enclosed in double quotes on top of that.
+        For example: `[0-9]`
+        """
+        await self._clean_messages(ctx, regex=regex, channels=channels, first_limit=message_or_time)
+
+    @clean_group.command(name="until")
+    async def clean_until(
+        self,
+        ctx: Context,
+        until: CleanLimit,
+        channel: TextChannel = None
+    ) -> None:
+        """
+        Delete all messages until a certain limit.
+
+        A limit can be either a message, and ISO date-time string, or a time delta.
+        If a message is specified, `channel` cannot be specified.
+        """
+        await self._clean_messages(
+            ctx,
+            channels=[channel] if channel else None,
+            first_limit=until,
+        )
+
+    @clean_group.command(name="between", aliases=["after-until", "from-to"])
+    async def clean_between(
+        self,
+        ctx: Context,
+        first_limit: CleanLimit,
+        second_limit: CleanLimit,
+        channel: TextChannel = None
+    ) -> None:
+        """
+        Delete all messages within range.
+
+        The range is specified through two limits.
+        A limit can be either a message, and ISO date-time string, or a time delta.
+
+        If two messages are specified, they both must be in the same channel.
+        If a message is specified, `channel` cannot be specified.
+        """
+        await self._clean_messages(
+            ctx,
+            channels=[channel] if channel else None,
+            first_limit=first_limit,
+            second_limit=second_limit,
+        )
+
+    @clean_group.command(name="stop", aliases=["cancel", "abort"])
+    async def clean_cancel(self, ctx: Context) -> None:
+        """If there is an ongoing cleaning process, attempt to immediately cancel it."""
+        if not self.cleaning:
+            message = ":question: There's no cleaning going on."
+        else:
+            self.cleaning = False
+            message = f"{Emojis.check_mark} Clean interrupted."
+
+        await self._send_expiring_message(ctx, message)
+        await self._delete_invocation(ctx)
+
+    # endregion
+
+    async def cog_check(self, ctx: Context) -> bool:
+        """Only allow moderators to invoke the commands in this cog."""
+        return await has_any_role(*MODERATION_ROLES).predicate(ctx)
+
+    async def cog_command_error(self, ctx: Context, error: Exception) -> None:
+        """Safely end the cleaning operation on unexpected errors."""
+        self.cleaning = False
+
+
+def setup(bot: Bot) -> None:
+    """Load the Clean cog."""
+    bot.add_cog(Clean(bot))
diff --git a/bot/exts/moderation/defcon.py b/bot/exts/moderation/defcon.py
index dfb1afd19..14db37367 100644
--- a/bot/exts/moderation/defcon.py
+++ b/bot/exts/moderation/defcon.py
@@ -1,15 +1,14 @@
-import asyncio
-import logging
 import traceback
 from collections import namedtuple
 from datetime import datetime
 from enum import Enum
 from typing import Optional, Union
 
+import arrow
 from aioredis import RedisError
 from async_rediscache import RedisCache
 from dateutil.relativedelta import relativedelta
-from discord import Colour, Embed, Member, User
+from discord import Colour, Embed, Forbidden, Member, TextChannel, User
 from discord.ext import tasks
 from discord.ext.commands import Cog, Context, group, has_any_role
 
@@ -17,11 +16,15 @@ from bot.bot import Bot
 from bot.constants import Channels, Colours, Emojis, Event, Icons, MODERATION_ROLES, Roles
 from bot.converters import DurationDelta, Expiry
 from bot.exts.moderation.modlog import ModLog
+from bot.log import get_logger
+from bot.utils import scheduling
 from bot.utils.messages import format_user
 from bot.utils.scheduling import Scheduler
-from bot.utils.time import humanize_delta, parse_duration_string, relativedelta_to_timedelta
+from bot.utils.time import (
+    TimestampFormats, discord_timestamp, humanize_delta, parse_duration_string, relativedelta_to_timedelta
+)
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 REJECTION_MESSAGE = """
 Hi, {user} - Thanks for your interest in our server!
@@ -47,7 +50,7 @@ class Action(Enum):
     SERVER_OPEN = ActionInfo(Icons.defcon_unshutdown, Emojis.defcon_unshutdown, Colours.soft_green, "")
     SERVER_SHUTDOWN = ActionInfo(Icons.defcon_shutdown, Emojis.defcon_shutdown, Colours.soft_red, "")
     DURATION_UPDATE = ActionInfo(
-        Icons.defcon_update, Emojis.defcon_update, Colour.blurple(), "**Threshold:** {threshold}\n\n"
+        Icons.defcon_update, Emojis.defcon_update, Colour.og_blurple(), "**Threshold:** {threshold}\n\n"
     )
 
 
@@ -67,7 +70,7 @@ class Defcon(Cog):
 
         self.scheduler = Scheduler(self.__class__.__name__)
 
-        self.bot.loop.create_task(self._sync_settings())
+        scheduling.create_task(self._sync_settings(), event_loop=self.bot.loop)
 
     @property
     def mod_log(self) -> ModLog:
@@ -107,7 +110,7 @@ class Defcon(Cog):
     async def on_member_join(self, member: Member) -> None:
         """Check newly joining users to see if they meet the account age threshold."""
         if self.threshold:
-            now = datetime.utcnow()
+            now = arrow.utcnow()
 
             if now - member.created_at < relativedelta_to_timedelta(self.threshold):
                 log.info(f"Rejecting user {member}: Account is too new")
@@ -116,10 +119,12 @@ class Defcon(Cog):
 
                 try:
                     await member.send(REJECTION_MESSAGE.format(user=member.mention))
-
                     message_sent = True
+                except Forbidden:
+                    log.debug(f"Cannot send DEFCON rejection DM to {member}: DMs disabled")
                 except Exception:
-                    log.exception(f"Unable to send rejection message to user: {member}")
+                    # Broadly catch exceptions because DM isn't critical, but it's imperative to kick them.
+                    log.exception(f"Error sending DEFCON rejection message to {member}")
 
                 await member.kick(reason="DEFCON active, user is too new")
                 self.bot.stats.incr("defcon.leaves")
@@ -133,7 +138,7 @@ class Defcon(Cog):
 
                 await self.mod_log.send_log_message(
                     Icons.defcon_denied, Colours.soft_red, "Entry denied",
-                    message, member.avatar_url_as(static_format="png")
+                    message, member.display_avatar.url
                 )
 
     @group(name='defcon', aliases=('dc',), invoke_without_command=True)
@@ -147,10 +152,10 @@ class Defcon(Cog):
     async def status(self, ctx: Context) -> None:
         """Check the current status of DEFCON mode."""
         embed = Embed(
-            colour=Colour.blurple(), title="DEFCON Status",
+            colour=Colour.og_blurple(), title="DEFCON Status",
             description=f"""
                 **Threshold:** {humanize_delta(self.threshold) if self.threshold else "-"}
-                **Expires in:** {humanize_delta(relativedelta(self.expiry, datetime.utcnow())) if self.expiry else "-"}
+                **Expires:** {discord_timestamp(self.expiry, TimestampFormats.RELATIVE) if self.expiry else "-"}
                 **Verification level:** {ctx.guild.verification_level.name}
                 """
         )
@@ -172,7 +177,7 @@ class Defcon(Cog):
         """
         if isinstance(threshold, int):
             threshold = relativedelta(days=threshold)
-        await self._update_threshold(ctx.author, threshold=threshold, expiry=expiry)
+        await self._update_threshold(ctx.author, ctx.channel, threshold, expiry)
 
     @defcon_group.command()
     @has_any_role(Roles.admins)
@@ -181,7 +186,12 @@ class Defcon(Cog):
         role = ctx.guild.default_role
         permissions = role.permissions
 
-        permissions.update(send_messages=False, add_reactions=False, connect=False)
+        permissions.update(
+            send_messages=False,
+            add_reactions=False,
+            send_messages_in_threads=False,
+            connect=False
+        )
         await role.edit(reason="DEFCON shutdown", permissions=permissions)
         await ctx.send(f"{Action.SERVER_SHUTDOWN.value.emoji} Server shut down.")
 
@@ -192,7 +202,12 @@ class Defcon(Cog):
         role = ctx.guild.default_role
         permissions = role.permissions
 
-        permissions.update(send_messages=True, add_reactions=True, connect=True)
+        permissions.update(
+            send_messages=True,
+            add_reactions=True,
+            send_messages_in_threads=True,
+            connect=True
+        )
         await role.edit(reason="DEFCON unshutdown", permissions=permissions)
         await ctx.send(f"{Action.SERVER_OPEN.value.emoji} Server reopened.")
 
@@ -201,10 +216,16 @@ class Defcon(Cog):
         new_topic = f"{BASE_CHANNEL_TOPIC}\n(Threshold: {humanize_delta(self.threshold) if self.threshold else '-'})"
 
         self.mod_log.ignore(Event.guild_channel_update, Channels.defcon)
-        asyncio.create_task(self.channel.edit(topic=new_topic))
+        scheduling.create_task(self.channel.edit(topic=new_topic))
 
     @defcon_settings.atomic_transaction
-    async def _update_threshold(self, author: User, threshold: relativedelta, expiry: Optional[Expiry] = None) -> None:
+    async def _update_threshold(
+        self,
+        author: User,
+        channel: TextChannel,
+        threshold: relativedelta,
+        expiry: Optional[Expiry] = None
+    ) -> None:
         """Update the new threshold in the cog, cache, defcon channel, and logs, and additionally schedule expiry."""
         self.threshold = threshold
         if threshold == relativedelta(days=0):  # If the threshold is 0, we don't need to schedule anything
@@ -234,7 +255,8 @@ class Defcon(Cog):
 
         expiry_message = ""
         if expiry:
-            expiry_message = f" for the next {humanize_delta(relativedelta(expiry, datetime.utcnow()), max_units=2)}"
+            activity_duration = relativedelta(expiry, arrow.utcnow().datetime)
+            expiry_message = f" for the next {humanize_delta(activity_duration, max_units=2)}"
 
         if self.threshold:
             channel_message = (
@@ -244,9 +266,13 @@ class Defcon(Cog):
         else:
             channel_message = "removed"
 
-        await self.channel.send(
-            f"{action.value.emoji} DEFCON threshold {channel_message}{error}."
-        )
+        message = f"{action.value.emoji} DEFCON threshold {channel_message}{error}."
+        await self.channel.send(message)
+
+        # If invoked outside of #defcon send to `ctx.channel` too
+        if channel != self.channel:
+            await channel.send(message)
+
         await self._send_defcon_log(action, author)
         self._update_channel_topic()
 
@@ -254,7 +280,7 @@ class Defcon(Cog):
 
     async def _remove_threshold(self) -> None:
         """Resets the threshold back to 0."""
-        await self._update_threshold(self.bot.user, relativedelta(days=0))
+        await self._update_threshold(self.bot.user, self.channel, relativedelta(days=0))
 
     @staticmethod
     def _stringify_relativedelta(delta: relativedelta) -> str:
diff --git a/bot/exts/moderation/dm_relay.py b/bot/exts/moderation/dm_relay.py
index 1d2206e27..566422e29 100644
--- a/bot/exts/moderation/dm_relay.py
+++ b/bot/exts/moderation/dm_relay.py
@@ -1,13 +1,13 @@
-import logging
-
 import discord
 from discord.ext.commands import Cog, Context, command, has_any_role
 
 from bot.bot import Bot
 from bot.constants import Emojis, MODERATION_ROLES
+from bot.log import get_logger
+from bot.utils.channel import is_mod_channel
 from bot.utils.services import send_to_paste_service
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 
 class DMRelay(Cog):
@@ -63,8 +63,9 @@ class DMRelay(Cog):
         await ctx.send(paste_link)
 
     async def cog_check(self, ctx: Context) -> bool:
-        """Only allow moderators to invoke the commands in this cog."""
-        return await has_any_role(*MODERATION_ROLES).predicate(ctx)
+        """Only allow moderators to invoke the commands in this cog in mod channels."""
+        return (await has_any_role(*MODERATION_ROLES).predicate(ctx)
+                and is_mod_channel(ctx.channel))
 
 
 def setup(bot: Bot) -> None:
diff --git a/bot/exts/moderation/incidents.py b/bot/exts/moderation/incidents.py
index 0e479d33f..77dfad255 100644
--- a/bot/exts/moderation/incidents.py
+++ b/bot/exts/moderation/incidents.py
@@ -1,17 +1,20 @@
 import asyncio
-import logging
-import typing as t
+import re
 from datetime import datetime
 from enum import Enum
+from typing import Optional
 
 import discord
-from discord.ext.commands import Cog
+from async_rediscache import RedisCache
+from discord.ext.commands import Cog, Context, MessageConverter, MessageNotFound
 
 from bot.bot import Bot
-from bot.constants import Channels, Colours, Emojis, Guild, Webhooks
-from bot.utils.messages import sub_clyde
+from bot.constants import Channels, Colours, Emojis, Guild, Roles, Webhooks
+from bot.log import get_logger
+from bot.utils import scheduling
+from bot.utils.messages import format_user, sub_clyde
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 # Amount of messages for `crawl_task` to process at most on start-up - limited to 50
 # as in practice, there should never be this many messages, and if there are,
@@ -21,6 +24,12 @@ CRAWL_LIMIT = 50
 # Seconds for `crawl_task` to sleep after adding reactions to a message
 CRAWL_SLEEP = 2
 
+DISCORD_MESSAGE_LINK_RE = re.compile(
+    r"(https?:\/\/(?:(ptb|canary|www)\.)?discord(?:app)?\.com\/channels\/"
+    r"[0-9]{15,20}"
+    r"\/[0-9]{15,20}\/[0-9]{15,20})"
+)
+
 
 class Signal(Enum):
     """
@@ -36,17 +45,17 @@ class Signal(Enum):
 
 
 # Reactions from non-mod roles will be removed
-ALLOWED_ROLES: t.Set[int] = set(Guild.moderation_roles)
+ALLOWED_ROLES: set[int] = set(Guild.moderation_roles)
 
 # Message must have all of these emoji to pass the `has_signals` check
-ALL_SIGNALS: t.Set[str] = {signal.value for signal in Signal}
+ALL_SIGNALS: set[str] = {signal.value for signal in Signal}
 
 # An embed coupled with an optional file to be dispatched
 # If the file is not None, the embed attempts to show it in its body
-FileEmbed = t.Tuple[discord.Embed, t.Optional[discord.File]]
+FileEmbed = tuple[discord.Embed, Optional[discord.File]]
 
 
-async def download_file(attachment: discord.Attachment) -> t.Optional[discord.File]:
+async def download_file(attachment: discord.Attachment) -> Optional[discord.File]:
     """
     Download & return `attachment` file.
 
@@ -93,7 +102,7 @@ async def make_embed(incident: discord.Message, outcome: Signal, actioned_by: di
         timestamp=datetime.utcnow(),
         colour=colour,
     )
-    embed.set_footer(text=footer, icon_url=actioned_by.avatar_url)
+    embed.set_footer(text=footer, icon_url=actioned_by.display_avatar.url)
 
     if incident.attachments:
         attachment = incident.attachments[0]  # User-sent messages can only contain one attachment
@@ -104,7 +113,7 @@ async def make_embed(incident: discord.Message, outcome: Signal, actioned_by: di
         else:
             embed.set_author(name="[Failed to relay attachment]", url=attachment.proxy_url)  # Embed links the file
     else:
-        file = None
+        file = discord.utils.MISSING
 
     return embed, file
 
@@ -120,7 +129,7 @@ def is_incident(message: discord.Message) -> bool:
     return all(conditions)
 
 
-def own_reactions(message: discord.Message) -> t.Set[str]:
+def own_reactions(message: discord.Message) -> set[str]:
     """Get the set of reactions placed on `message` by the bot itself."""
     return {str(reaction.emoji) for reaction in message.reactions if reaction.me}
 
@@ -130,6 +139,108 @@ def has_signals(message: discord.Message) -> bool:
     return ALL_SIGNALS.issubset(own_reactions(message))
 
 
+def shorten_text(text: str) -> str:
+    """
+    Truncate the text if there are over 3 lines or 300 characters, or if it is a single word.
+
+    The maximum length of the string would be 303 characters across 3 lines at maximum.
+    """
+    original_length = len(text)
+    # Truncate text to a maximum of 300 characters
+    if len(text) > 300:
+        text = text[:300]
+
+    # Limit to a maximum of three lines
+    text = "\n".join(text.split("\n", maxsplit=3)[:3])
+
+    # If it is a single word, then truncate it to 50 characters
+    if text.find(" ") == -1:
+        text = text[:50]
+
+    # Remove extra whitespaces from the `text`
+    text = text.strip()
+
+    # Add placeholder if the text was shortened
+    if len(text) < original_length:
+        text = f"{text}..."
+
+    return text
+
+
+async def make_message_link_embed(ctx: Context, message_link: str) -> Optional[discord.Embed]:
+    """
+    Create an embedded representation of the discord message link contained in the incident report.
+
+    The Embed would contain the following information -->
+        Author: @Jason Terror ♦ (736234578745884682)
+        Channel: Special/#bot-commands (814190307980607493)
+        Content: This is a very important message!
+    """
+    embed = None
+
+    try:
+        message: discord.Message = await MessageConverter().convert(ctx, message_link)
+    except MessageNotFound:
+        mod_logs_channel = ctx.bot.get_channel(Channels.mod_log)
+
+        last_100_logs: list[discord.Message] = await mod_logs_channel.history(limit=100).flatten()
+
+        for log_entry in last_100_logs:
+            if not log_entry.embeds:
+                continue
+
+            log_embed: discord.Embed = log_entry.embeds[0]
+            if (
+                    log_embed.author.name == "Message deleted"
+                    and f"[Jump to message]({message_link})" in log_embed.description
+            ):
+                embed = discord.Embed(
+                    colour=discord.Colour.dark_gold(),
+                    title="Deleted Message Link",
+                    description=(
+                        f"Found <#{Channels.mod_log}> entry for deleted message: "
+                        f"[Jump to message]({log_entry.jump_url})."
+                    )
+                )
+        if not embed:
+            embed = discord.Embed(
+                colour=discord.Colour.red(),
+                title="Bad Message Link",
+                description=f"Message {message_link} not found."
+            )
+    except discord.DiscordException as e:
+        log.exception(f"Failed to make message link embed for '{message_link}', raised exception: {e}")
+    else:
+        channel = message.channel
+        if not channel.permissions_for(channel.guild.get_role(Roles.helpers)).view_channel:
+            log.info(
+                f"Helpers don't have read permissions in #{channel.name},"
+                f" not sending message link embed for {message_link}"
+            )
+            return
+
+        embed = discord.Embed(
+            colour=discord.Colour.gold(),
+            description=(
+                f"**Author:** {format_user(message.author)}\n"
+                f"**Channel:** {channel.mention} ({channel.category}"
+                f"{f'/#{channel.parent.name} - ' if isinstance(channel, discord.Thread) else '/#'}"
+                f"{channel.name})\n"
+            ),
+            timestamp=message.created_at
+        )
+        embed.add_field(
+            name="Content",
+            value=shorten_text(message.content) if message.content else "[No Message Content]"
+        )
+        embed.set_footer(text=f"Message ID: {message.id}")
+
+        if message.attachments:
+            embed.set_image(url=message.attachments[0].url)
+
+    return embed
+
+
 async def add_signals(incident: discord.Message) -> None:
     """
     Add `Signal` member emoji to `incident` as reactions.
@@ -143,7 +254,14 @@ async def add_signals(incident: discord.Message) -> None:
             log.trace(f"Skipping emoji as it's already been placed: {signal_emoji}")
         else:
             log.trace(f"Adding reaction: {signal_emoji}")
-            await incident.add_reaction(signal_emoji.value)
+            try:
+                await incident.add_reaction(signal_emoji.value)
+            except discord.NotFound as e:
+                if e.code != 10008:
+                    raise
+
+                log.trace(f"Couldn't react with signal because message {incident.id} was deleted; skipping incident")
+                return
 
 
 class Incidents(Cog):
@@ -160,6 +278,7 @@ class Incidents(Cog):
         * See: `crawl_incidents`
 
     On message:
+        * Run message through `extract_message_links` and send them into the channel
         * Add `Signal` member emoji if message qualifies as an incident
         * Ignore messages starting with #
             * Use this if verbal communication is necessary
@@ -173,17 +292,34 @@ class Incidents(Cog):
         * If `Signal.ACTIONED` or `Signal.NOT_ACTIONED` were chosen, attempt to
           relay the incident message to #incidents-archive
         * If relay successful, delete original message
+        * Delete quotation message if cached
         * See: `on_raw_reaction_add`
 
     Please refer to function docstrings for implementation details.
     """
 
+    # This dictionary maps an incident report message to the message link embed's ID
+    # RedisCache[discord.Message.id, discord.Message.id]
+    message_link_embeds_cache = RedisCache()
+
     def __init__(self, bot: Bot) -> None:
         """Prepare `event_lock` and schedule `crawl_task` on start-up."""
         self.bot = bot
+        self.incidents_webhook = None
+
+        scheduling.create_task(self.fetch_webhook(), event_loop=self.bot.loop)
 
         self.event_lock = asyncio.Lock()
-        self.crawl_task = self.bot.loop.create_task(self.crawl_incidents())
+        self.crawl_task = scheduling.create_task(self.crawl_incidents(), event_loop=self.bot.loop)
+
+    async def fetch_webhook(self) -> None:
+        """Fetch the incidents webhook object, so we can post message link embeds to it."""
+        await self.bot.wait_until_guild_available()
+
+        try:
+            self.incidents_webhook = await self.bot.fetch_webhook(Webhooks.incidents)
+        except discord.HTTPException:
+            log.error(f"Failed to fetch incidents webhook with id `{Webhooks.incidents}`.")
 
     async def crawl_incidents(self) -> None:
         """
@@ -245,7 +381,7 @@ class Incidents(Cog):
             await webhook.send(
                 embed=embed,
                 username=sub_clyde(incident.author.name),
-                avatar_url=incident.author.avatar_url,
+                avatar_url=incident.author.display_avatar.url,
                 file=attachment_file,
             )
         except Exception:
@@ -268,7 +404,7 @@ class Incidents(Cog):
             return payload.message_id == incident.id
 
         coroutine = self.bot.wait_for(event="raw_message_delete", check=check, timeout=timeout)
-        return self.bot.loop.create_task(coroutine)
+        return scheduling.create_task(coroutine, event_loop=self.bot.loop)
 
     async def process_event(self, reaction: str, incident: discord.Message, member: discord.Member) -> None:
         """
@@ -284,18 +420,27 @@ class Incidents(Cog):
         This ensures that if there is a racing event awaiting the lock, it will fail to find the
         message, and will abort. There is a `timeout` to ensure that this doesn't hold the lock
         forever should something go wrong.
+
+        Deletes cache value (`message_link_embeds_cache`) of `incident` if it exists. It then removes the
+        webhook message for that particular link from the channel.
         """
-        members_roles: t.Set[int] = {role.id for role in member.roles}
+        members_roles: set[int] = {role.id for role in member.roles}
         if not members_roles & ALLOWED_ROLES:  # Intersection is truthy on at least 1 common element
             log.debug(f"Removing invalid reaction: user {member} is not permitted to send signals")
-            await incident.remove_reaction(reaction, member)
+            try:
+                await incident.remove_reaction(reaction, member)
+            except discord.NotFound:
+                log.trace("Couldn't remove reaction because the reaction or its message was deleted")
             return
 
         try:
             signal = Signal(reaction)
         except ValueError:
             log.debug(f"Removing invalid reaction: emoji {reaction} is not a valid signal")
-            await incident.remove_reaction(reaction, member)
+            try:
+                await incident.remove_reaction(reaction, member)
+            except discord.NotFound:
+                log.trace("Couldn't remove reaction because the reaction or its message was deleted")
             return
 
         log.trace(f"Received signal: {signal}")
@@ -313,7 +458,10 @@ class Incidents(Cog):
         confirmation_task = self.make_confirmation_task(incident, timeout)
 
         log.trace("Deleting original message")
-        await incident.delete()
+        try:
+            await incident.delete()
+        except discord.NotFound:
+            log.trace("Couldn't delete message because it was already deleted")
 
         log.trace(f"Awaiting deletion confirmation: {timeout=} seconds")
         try:
@@ -323,7 +471,11 @@ class Incidents(Cog):
         else:
             log.trace("Deletion was confirmed")
 
-    async def resolve_message(self, message_id: int) -> t.Optional[discord.Message]:
+        if self.incidents_webhook:
+            # Deletes the message link embeds found in cache from the channel and cache.
+            await self.delete_msg_link_embed(incident.id)
+
+    async def resolve_message(self, message_id: int) -> Optional[discord.Message]:
         """
         Get `discord.Message` for `message_id` from cache, or API.
 
@@ -338,7 +490,7 @@ class Incidents(Cog):
         """
         await self.bot.wait_until_guild_available()  # First make sure that the cache is ready
         log.trace(f"Resolving message for: {message_id=}")
-        message: t.Optional[discord.Message] = self.bot._connection._get_message(message_id)
+        message: Optional[discord.Message] = self.bot._connection._get_message(message_id)
 
         if message is not None:
             log.trace("Message was found in cache")
@@ -402,9 +554,107 @@ class Incidents(Cog):
 
     @Cog.listener()
     async def on_message(self, message: discord.Message) -> None:
-        """Pass `message` to `add_signals` if and only if it satisfies `is_incident`."""
-        if is_incident(message):
-            await add_signals(message)
+        """
+        Pass `message` to `add_signals` and `extract_message_links` if it satisfies `is_incident`.
+
+        If `message` is an incident report, then run it through `extract_message_links` to get all
+        the message link embeds (embeds which contain information about that particular link).
+        These message link embeds are then sent into the channel.
+
+        Also passes the message into `add_signals` if the message is an incident.
+        """
+        if not is_incident(message):
+            return
+
+        await add_signals(message)
+
+        # Only use this feature if incidents webhook embed is found
+        if self.incidents_webhook:
+            if embed_list := await self.extract_message_links(message):
+                await self.send_message_link_embeds(embed_list, message, self.incidents_webhook)
+
+    @Cog.listener()
+    async def on_raw_message_delete(self, payload: discord.RawMessageDeleteEvent) -> None:
+        """
+        Delete message link embeds for `payload.message_id`.
+
+        Search through the cache for message, if found delete it from cache and channel.
+        """
+        if self.incidents_webhook:
+            await self.delete_msg_link_embed(payload.message_id)
+
+    async def extract_message_links(self, message: discord.Message) -> Optional[list[discord.Embed]]:
+        """
+        Check if there's any message links in the text content.
+
+        Then pass the message_link into `make_message_link_embed` to format an
+        embed for it containing information about the link.
+
+        As Discord only allows a max of 10 embeds in a single webhook, just send the
+        first 10 embeds and don't care about the rest.
+
+        If no links are found for the message, just log a trace statement.
+        """
+        message_links = DISCORD_MESSAGE_LINK_RE.findall(message.content)
+        if not message_links:
+            log.trace(
+                f"No message links detected on incident message with id {message.id}."
+            )
+            return
+
+        embeds = []
+        for message_link in message_links[:10]:
+            ctx = await self.bot.get_context(message)
+            embed = await make_message_link_embed(ctx, message_link[0])
+            if embed:
+                embeds.append(embed)
+
+        return embeds
+
+    async def send_message_link_embeds(
+            self,
+            webhook_embed_list: list,
+            message: discord.Message,
+            webhook: discord.Webhook,
+    ) -> Optional[int]:
+        """
+        Send message link embeds to #incidents channel.
+
+        Using the `webhook` passed in as a parameter to send
+        the embeds in the `webhook_embed_list` parameter.
+
+        After sending each embed it maps the `message.id`
+        to the `webhook_msg_ids` IDs in the async redis-cache.
+        """
+        try:
+            webhook_msg = await webhook.send(
+                embeds=[embed for embed in webhook_embed_list if embed],
+                username=sub_clyde(message.author.name),
+                avatar_url=message.author.display_avatar.url,
+                wait=True,
+            )
+        except discord.DiscordException:
+            log.exception(
+                f"Failed to send message link embed {message.id} to #incidents."
+            )
+        else:
+            await self.message_link_embeds_cache.set(message.id, webhook_msg.id)
+            log.trace("Message link embeds sent successfully to #incidents!")
+            return webhook_msg.id
+
+    async def delete_msg_link_embed(self, message_id: int) -> None:
+        """Delete the Discord message link message found in cache for `message_id`."""
+        log.trace("Deleting Discord message link's webhook message.")
+        webhook_msg_id = await self.message_link_embeds_cache.get(int(message_id))
+
+        if webhook_msg_id:
+            try:
+                await self.incidents_webhook.delete_message(webhook_msg_id)
+            except discord.errors.NotFound:
+                log.trace(f"Incidents message link embed (`{webhook_msg_id}`) has already been deleted, skipping.")
+
+        await self.message_link_embeds_cache.delete(message_id)
+        log.trace("Successfully deleted discord links webhook message.")
 
 
 def setup(bot: Bot) -> None:
diff --git a/bot/exts/moderation/infraction/_scheduler.py b/bot/exts/moderation/infraction/_scheduler.py
index 988fb7220..57aa2d9b6 100644
--- a/bot/exts/moderation/infraction/_scheduler.py
+++ b/bot/exts/moderation/infraction/_scheduler.py
@@ -1,10 +1,9 @@
-import logging
 import textwrap
 import typing as t
 from abc import abstractmethod
-from datetime import datetime
 from gettext import ngettext
 
+import arrow
 import dateutil.parser
 import discord
 from discord.ext.commands import Context
@@ -13,13 +12,14 @@ from bot import constants
 from bot.api import ResponseCodeError
 from bot.bot import Bot
 from bot.constants import Colours
+from bot.converters import MemberOrUser
 from bot.exts.moderation.infraction import _utils
-from bot.exts.moderation.infraction._utils import UserSnowflake
 from bot.exts.moderation.modlog import ModLog
+from bot.log import get_logger
 from bot.utils import messages, scheduling, time
 from bot.utils.channel import is_mod_channel
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 
 class InfractionScheduler:
@@ -29,7 +29,7 @@ class InfractionScheduler:
         self.bot = bot
         self.scheduler = scheduling.Scheduler(self.__class__.__name__)
 
-        self.bot.loop.create_task(self.reschedule_infractions(supported_infractions))
+        scheduling.create_task(self.reschedule_infractions(supported_infractions), event_loop=self.bot.loop)
 
     def cog_unload(self) -> None:
         """Cancel scheduled tasks."""
@@ -47,12 +47,33 @@ class InfractionScheduler:
         log.trace(f"Rescheduling infractions for {self.__class__.__name__}.")
 
         infractions = await self.bot.api_client.get(
-            'bot/infractions',
-            params={'active': 'true'}
+            "bot/infractions",
+            params={
+                "active": "true",
+                "ordering": "expires_at",
+                "permanent": "false",
+                "types": ",".join(supported_infractions),
+            },
         )
-        for infraction in infractions:
-            if infraction["expires_at"] is not None and infraction["type"] in supported_infractions:
-                self.schedule_expiration(infraction)
+
+        to_schedule = [i for i in infractions if i["id"] not in self.scheduler]
+
+        for infraction in to_schedule:
+            log.trace("Scheduling %r", infraction)
+            self.schedule_expiration(infraction)
+
+        # Call ourselves again when the last infraction would expire. This will be the "oldest" infraction we've seen
+        # from the database so far, and new ones are scheduled as part of application.
+        # We make sure to fire this
+        if to_schedule:
+            next_reschedule_point = max(
+                dateutil.parser.isoparse(infr["expires_at"]) for infr in to_schedule
+            )
+            log.trace("Will reschedule remaining infractions at %s", next_reschedule_point)
+
+            self.scheduler.schedule_at(next_reschedule_point, -1, self.reschedule_infractions(supported_infractions))
+
+        log.trace("Done rescheduling")
 
     async def reapply_infraction(
         self,
@@ -60,12 +81,16 @@ class InfractionScheduler:
         apply_coro: t.Optional[t.Awaitable]
     ) -> None:
         """Reapply an infraction if it's still active or deactivate it if less than 60 sec left."""
-        # Calculate the time remaining, in seconds, for the mute.
-        expiry = dateutil.parser.isoparse(infraction["expires_at"]).replace(tzinfo=None)
-        delta = (expiry - datetime.utcnow()).total_seconds()
+        if infraction["expires_at"] is not None:
+            # Calculate the time remaining, in seconds, for the mute.
+            expiry = dateutil.parser.isoparse(infraction["expires_at"])
+            delta = (expiry - arrow.utcnow()).total_seconds()
+        else:
+            # If the infraction is permanent, it is not possible to get the time remaining.
+            delta = None
 
-        # Mark as inactive if less than a minute remains.
-        if delta < 60:
+        # Mark as inactive if the infraction is not permanent and less than a minute remains.
+        if delta is not None and delta < 60:
             log.info(
                 "Infraction will be deactivated instead of re-applied "
                 "because less than 1 minute remains."
@@ -94,7 +119,7 @@ class InfractionScheduler:
         self,
         ctx: Context,
         infraction: _utils.Infraction,
-        user: UserSnowflake,
+        user: MemberOrUser,
         action_coro: t.Optional[t.Awaitable] = None,
         user_reason: t.Optional[str] = None,
         additional_info: str = "",
@@ -140,30 +165,19 @@ class InfractionScheduler:
         # send DMs to user that it doesn't share a guild with. If we were to
         # apply kick/ban infractions first, this would mean that we'd make it
         # impossible for us to deliver a DM. See python-discord/bot#982.
-        if not infraction["hidden"]:
+        if not infraction["hidden"] and infr_type in {"ban", "kick"}:
             dm_result = f"{constants.Emojis.failmail} "
             dm_log_text = "\nDM: **Failed**"
 
-            # Sometimes user is a discord.Object; make it a proper user.
-            try:
-                if not isinstance(user, (discord.Member, discord.User)):
-                    user = await self.bot.fetch_user(user.id)
-            except discord.HTTPException as e:
-                log.error(f"Failed to DM {user.id}: could not fetch user (status {e.status})")
-            else:
-                # Accordingly display whether the user was successfully notified via DM.
-                if await _utils.notify_infraction(user, infr_type.replace("_", " ").title(), expiry, user_reason, icon):
-                    dm_result = ":incoming_envelope: "
-                    dm_log_text = "\nDM: Sent"
+            # Accordingly update whether the user was successfully notified via DM.
+            if await _utils.notify_infraction(
+                    self.bot, user, infraction["id"], infr_type.replace("_", " ").title(), expiry, user_reason, icon
+            ):
+                dm_result = ":incoming_envelope: "
+                dm_log_text = "\nDM: Sent"
 
         end_msg = ""
-        if infraction["actor"] == self.bot.user.id:
-            log.trace(
-                f"Infraction #{id_} actor is bot; including the reason in the confirmation message."
-            )
-            if reason:
-                end_msg = f" (reason: {textwrap.shorten(reason, width=1500, placeholder='...')})"
-        elif is_mod_channel(ctx.channel):
+        if is_mod_channel(ctx.channel):
             log.trace(f"Fetching total infraction count for {user}.")
 
             infractions = await self.bot.api_client.get(
@@ -172,6 +186,12 @@ class InfractionScheduler:
             )
             total = len(infractions)
             end_msg = f" (#{id_} ; {total} infraction{ngettext('', 's', total)} total)"
+        elif infraction["actor"] == self.bot.user.id:
+            log.trace(
+                f"Infraction #{id_} actor is bot; including the reason in the confirmation message."
+            )
+            if reason:
+                end_msg = f" (reason: {textwrap.shorten(reason, width=1500, placeholder='...')})"
 
         purge = infraction.get("purge", "")
 
@@ -203,7 +223,7 @@ class InfractionScheduler:
                 failed = True
 
         if failed:
-            log.trace(f"Deleted infraction {infraction['id']} from database because applying infraction failed.")
+            log.trace(f"Trying to delete infraction {id_} from database because applying infraction failed.")
             try:
                 await self.bot.api_client.delete(f"bot/infractions/{id_}")
             except ResponseCodeError as e:
@@ -214,6 +234,18 @@ class InfractionScheduler:
         else:
             infr_message = f" **{purge}{' '.join(infr_type.split('_'))}** to {user.mention}{expiry_msg}{end_msg}"
 
+            # If we need to DM and haven't already tried to
+            if not infraction["hidden"] and infr_type not in {"ban", "kick"}:
+                dm_result = f"{constants.Emojis.failmail} "
+                dm_log_text = "\nDM: **Failed**"
+
+                # Accordingly update whether the user was successfully notified via DM.
+                if await _utils.notify_infraction(
+                        self.bot, user, infraction["id"], infr_type.replace("_", " ").title(), expiry, user_reason, icon
+                ):
+                    dm_result = ":incoming_envelope: "
+                    dm_log_text = "\nDM: Sent"
+
         # Send a confirmation message to the invoking context.
         log.trace(f"Sending infraction #{id_} confirmation message.")
         await ctx.send(f"{dm_result}{confirm_msg}{infr_message}.")
@@ -225,7 +257,7 @@ class InfractionScheduler:
             icon_url=icon,
             colour=Colours.soft_red,
             title=f"Infraction {log_title}: {' '.join(infr_type.split('_'))}",
-            thumbnail=user.avatar_url_as(static_format="png"),
+            thumbnail=user.display_avatar.url,
             text=textwrap.dedent(f"""
                 Member: {messages.format_user(user)}
                 Actor: {ctx.author.mention}{dm_log_text}{expiry_log_text}
@@ -233,7 +265,7 @@ class InfractionScheduler:
                 {additional_info}
             """),
             content=log_content,
-            footer=f"ID {infraction['id']}"
+            footer=f"ID: {id_}"
         )
 
         log.info(f"Applied {purge}{infr_type} infraction #{id_} to {user}.")
@@ -243,14 +275,18 @@ class InfractionScheduler:
             self,
             ctx: Context,
             infr_type: str,
-            user: UserSnowflake,
-            send_msg: bool = True
+            user: MemberOrUser,
+            *,
+            send_msg: bool = True,
+            notify: bool = True
     ) -> None:
         """
         Prematurely end an infraction for a user and log the action in the mod log.
 
         If `send_msg` is True, then a pardoning confirmation message will be sent to
-        the context channel.  Otherwise, no such message will be sent.
+        the context channel. Otherwise, no such message will be sent.
+
+        If `notify` is True, notify the user of the pardon via DM where applicable.
         """
         log.trace(f"Pardoning {infr_type} infraction for {user}.")
 
@@ -271,7 +307,7 @@ class InfractionScheduler:
             return
 
         # Deactivate the infraction and cancel its scheduled expiration task.
-        log_text = await self.deactivate_infraction(response[0], send_log=False)
+        log_text = await self.deactivate_infraction(response[0], send_log=False, notify=notify)
 
         log_text["Member"] = messages.format_user(user)
         log_text["Actor"] = ctx.author.mention
@@ -315,7 +351,7 @@ class InfractionScheduler:
             icon_url=_utils.INFRACTION_ICONS[infr_type][1],
             colour=Colours.soft_green,
             title=f"Infraction {log_title}: {' '.join(infr_type.split('_'))}",
-            thumbnail=user.avatar_url_as(static_format="png"),
+            thumbnail=user.display_avatar.url,
             text="\n".join(f"{k}: {v}" for k, v in log_text.items()),
             footer=footer,
             content=log_content,
@@ -324,7 +360,9 @@ class InfractionScheduler:
     async def deactivate_infraction(
         self,
         infraction: _utils.Infraction,
-        send_log: bool = True
+        *,
+        send_log: bool = True,
+        notify: bool = True
     ) -> t.Dict[str, str]:
         """
         Deactivate an active infraction and return a dictionary of lines to send in a mod log.
@@ -333,6 +371,8 @@ class InfractionScheduler:
         expiration task cancelled. If `send_log` is True, a mod log is sent for the
         deactivation of the infraction.
 
+        If `notify` is True, notify the user of the pardon via DM where applicable.
+
         Infractions of unsupported types will raise a ValueError.
         """
         guild = self.bot.get_guild(constants.Guild.id)
@@ -346,7 +386,7 @@ class InfractionScheduler:
 
         log.info(f"Marking infraction #{id_} as inactive (expired).")
 
-        expiry = dateutil.parser.isoparse(expiry).replace(tzinfo=None) if expiry else None
+        expiry = dateutil.parser.isoparse(expiry) if expiry else None
         created = time.format_infraction_with_duration(inserted_at, expiry)
 
         log_content = None
@@ -359,7 +399,7 @@ class InfractionScheduler:
 
         try:
             log.trace("Awaiting the pardon action coroutine.")
-            returned_log = await self._pardon_action(infraction)
+            returned_log = await self._pardon_action(infraction, notify)
 
             if returned_log is not None:
                 log_text = {**log_text, **returned_log}  # Merge the logs together
@@ -428,7 +468,7 @@ class InfractionScheduler:
             log_title = "expiration failed" if "Failure" in log_text else "expired"
 
             user = self.bot.get_user(user_id)
-            avatar = user.avatar_url_as(static_format="png") if user else None
+            avatar = user.display_avatar.url if user else None
 
             # Move reason to end so when reason is too long, this is not gonna cut out required items.
             log_text["Reason"] = log_text.pop("Reason")
@@ -447,10 +487,15 @@ class InfractionScheduler:
         return log_text
 
     @abstractmethod
-    async def _pardon_action(self, infraction: _utils.Infraction) -> t.Optional[t.Dict[str, str]]:
+    async def _pardon_action(
+        self,
+        infraction: _utils.Infraction,
+        notify: bool
+    ) -> t.Optional[t.Dict[str, str]]:
         """
         Execute deactivation steps specific to the infraction's type and return a log dict.
 
+        If `notify` is True, notify the user of the pardon via DM where applicable.
         If an infraction type is unsupported, return None instead.
         """
         raise NotImplementedError
@@ -462,5 +507,5 @@ class InfractionScheduler:
         At the time of expiration, the infraction is marked as inactive on the website and the
         expiration task is cancelled.
         """
-        expiry = dateutil.parser.isoparse(infraction["expires_at"]).replace(tzinfo=None)
+        expiry = dateutil.parser.isoparse(infraction["expires_at"])
         self.scheduler.schedule_at(expiry, infraction["id"], self.deactivate_infraction(infraction))
diff --git a/bot/exts/moderation/infraction/_utils.py b/bot/exts/moderation/infraction/_utils.py
index a98b4828b..e683c9db4 100644
--- a/bot/exts/moderation/infraction/_utils.py
+++ b/bot/exts/moderation/infraction/_utils.py
@@ -1,4 +1,3 @@
-import logging
 import typing as t
 from datetime import datetime
 
@@ -6,10 +5,13 @@ import discord
 from discord.ext.commands import Context
 
 from bot.api import ResponseCodeError
+from bot.bot import Bot
 from bot.constants import Colours, Icons
-from bot.errors import InvalidInfractedUser
+from bot.converters import MemberOrUser
+from bot.errors import InvalidInfractedUserError
+from bot.log import get_logger
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 # apply icon, pardon icon
 INFRACTION_ICONS = {
@@ -24,20 +26,20 @@ INFRACTION_ICONS = {
 RULES_URL = "https://pythondiscord.com/pages/rules"
 
 # Type aliases
-UserObject = t.Union[discord.Member, discord.User]
-UserSnowflake = t.Union[UserObject, discord.Object]
 Infraction = t.Dict[str, t.Union[str, int, bool]]
 
-APPEAL_EMAIL = "[email protected]"
+APPEAL_SERVER_INVITE = "https://discord.gg/WXrCJxWBnm"
 
 INFRACTION_TITLE = "Please review our rules"
-INFRACTION_APPEAL_EMAIL_FOOTER = f"To appeal this infraction, send an e-mail to {APPEAL_EMAIL}"
+INFRACTION_APPEAL_SERVER_FOOTER = f"\nTo appeal this infraction, join our [appeals server]({APPEAL_SERVER_INVITE})."
 INFRACTION_APPEAL_MODMAIL_FOOTER = (
-    'If you would like to discuss or appeal this infraction, '
-    'send a message to the ModMail bot'
+    '\nIf you would like to discuss or appeal this infraction, '
+    'send a message to the ModMail bot.'
 )
 INFRACTION_AUTHOR_NAME = "Infraction information"
 
+LONGEST_EXTRAS = max(len(INFRACTION_APPEAL_SERVER_FOOTER), len(INFRACTION_APPEAL_MODMAIL_FOOTER))
+
 INFRACTION_DESCRIPTION_TEMPLATE = (
     "**Type:** {type}\n"
     "**Expires:** {expires}\n"
@@ -45,7 +47,7 @@ INFRACTION_DESCRIPTION_TEMPLATE = (
 )
 
 
-async def post_user(ctx: Context, user: UserSnowflake) -> t.Optional[dict]:
+async def post_user(ctx: Context, user: MemberOrUser) -> t.Optional[dict]:
     """
     Create a new user in the database.
 
@@ -53,14 +55,11 @@ async def post_user(ctx: Context, user: UserSnowflake) -> t.Optional[dict]:
     """
     log.trace(f"Attempting to add user {user.id} to the database.")
 
-    if not isinstance(user, (discord.Member, discord.User)):
-        log.debug("The user being added to the DB is not a Member or User object.")
-
     payload = {
-        'discriminator': int(getattr(user, 'discriminator', 0)),
+        'discriminator': int(user.discriminator),
         'id': user.id,
         'in_guild': False,
-        'name': getattr(user, 'name', 'Name unknown'),
+        'name': user.name,
         'roles': []
     }
 
@@ -75,17 +74,18 @@ async def post_user(ctx: Context, user: UserSnowflake) -> t.Optional[dict]:
 
 async def post_infraction(
         ctx: Context,
-        user: UserSnowflake,
+        user: MemberOrUser,
         infr_type: str,
         reason: str,
         expires_at: datetime = None,
         hidden: bool = False,
-        active: bool = True
+        active: bool = True,
+        dm_sent: bool = False,
 ) -> t.Optional[dict]:
     """Posts an infraction to the API."""
     if isinstance(user, (discord.Member, discord.User)) and user.bot:
         log.trace(f"Posting of {infr_type} infraction for {user} to the API aborted. User is a bot.")
-        raise InvalidInfractedUser(user)
+        raise InvalidInfractedUserError(user)
 
     log.trace(f"Posting {infr_type} infraction for {user} to the API.")
 
@@ -95,7 +95,8 @@ async def post_infraction(
         "reason": reason,
         "type": infr_type,
         "user": user.id,
-        "active": active
+        "active": active,
+        "dm_sent": dm_sent
     }
     if expires_at:
         payload['expires_at'] = expires_at.isoformat()
@@ -118,7 +119,7 @@ async def post_infraction(
 
 async def get_active_infraction(
         ctx: Context,
-        user: UserSnowflake,
+        user: MemberOrUser,
         infr_type: str,
         send_msg: bool = True
 ) -> t.Optional[dict]:
@@ -143,17 +144,24 @@ async def get_active_infraction(
         # Checks to see if the moderator should be told there is an active infraction
         if send_msg:
             log.trace(f"{user} has active infractions of type {infr_type}.")
-            await ctx.send(
-                f":x: According to my records, this user already has a {infr_type} infraction. "
-                f"See infraction **#{active_infractions[0]['id']}**."
-            )
+            await send_active_infraction_message(ctx, active_infractions[0])
         return active_infractions[0]
     else:
         log.trace(f"{user} does not have active infractions of type {infr_type}.")
 
 
+async def send_active_infraction_message(ctx: Context, infraction: Infraction) -> None:
+    """Send a message stating that the given infraction is active."""
+    await ctx.send(
+        f":x: According to my records, this user already has a {infraction['type']} infraction. "
+        f"See infraction **#{infraction['id']}**."
+    )
+
+
 async def notify_infraction(
-        user: UserObject,
+        bot: Bot,
+        user: MemberOrUser,
+        infr_id: id,
         infr_type: str,
         expires_at: t.Optional[str] = None,
         reason: t.Optional[str] = None,
@@ -169,8 +177,10 @@ async def notify_infraction(
     )
 
     # For case when other fields than reason is too long and this reach limit, then force-shorten string
-    if len(text) > 2048:
-        text = f"{text[:2045]}..."
+    if len(text) > 4096 - LONGEST_EXTRAS:
+        text = f"{text[:4093-LONGEST_EXTRAS]}..."
+
+    text += INFRACTION_APPEAL_SERVER_FOOTER if infr_type.lower() == 'ban' else INFRACTION_APPEAL_MODMAIL_FOOTER
 
     embed = discord.Embed(
         description=text,
@@ -181,15 +191,19 @@ async def notify_infraction(
     embed.title = INFRACTION_TITLE
     embed.url = RULES_URL
 
-    embed.set_footer(
-        text=INFRACTION_APPEAL_EMAIL_FOOTER if infr_type == 'Ban' else INFRACTION_APPEAL_MODMAIL_FOOTER
-    )
+    dm_sent = await send_private_embed(user, embed)
+    if dm_sent:
+        await bot.api_client.patch(
+            f"bot/infractions/{infr_id}",
+            json={"dm_sent": True}
+        )
+        log.debug(f"Update infraction #{infr_id} dm_sent field to true.")
 
-    return await send_private_embed(user, embed)
+    return dm_sent
 
 
 async def notify_pardon(
-        user: UserObject,
+        user: MemberOrUser,
         title: str,
         content: str,
         icon_url: str = Icons.user_verified
@@ -207,7 +221,7 @@ async def notify_pardon(
     return await send_private_embed(user, embed)
 
 
-async def send_private_embed(user: UserObject, embed: discord.Embed) -> bool:
+async def send_private_embed(user: MemberOrUser, embed: discord.Embed) -> bool:
     """
     A helper method for sending an embed to a user's DMs.
 
diff --git a/bot/exts/moderation/infraction/infractions.py b/bot/exts/moderation/infraction/infractions.py
index f19323c7c..e495a94b3 100644
--- a/bot/exts/moderation/infraction/infractions.py
+++ b/bot/exts/moderation/infraction/infractions.py
@@ -1,4 +1,3 @@
-import logging
 import textwrap
 import typing as t
 
@@ -10,14 +9,15 @@ from discord.ext.commands import Context, command
 from bot import constants
 from bot.bot import Bot
 from bot.constants import Event
-from bot.converters import Duration, Expiry, FetchedMember
+from bot.converters import Duration, Expiry, MemberOrUser, UnambiguousMemberOrUser
 from bot.decorators import respect_role_hierarchy
 from bot.exts.moderation.infraction import _utils
 from bot.exts.moderation.infraction._scheduler import InfractionScheduler
-from bot.exts.moderation.infraction._utils import UserSnowflake
+from bot.log import get_logger
+from bot.utils.members import get_or_fetch_member
 from bot.utils.messages import format_user
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 
 class Infractions(InfractionScheduler, commands.Cog):
@@ -54,7 +54,7 @@ class Infractions(InfractionScheduler, commands.Cog):
     # region: Permanent infractions
 
     @command()
-    async def warn(self, ctx: Context, user: FetchedMember, *, reason: t.Optional[str] = None) -> None:
+    async def warn(self, ctx: Context, user: UnambiguousMemberOrUser, *, reason: t.Optional[str] = None) -> None:
         """Warn a user for the given reason."""
         if not isinstance(user, Member):
             await ctx.send(":x: The user doesn't appear to be on the server.")
@@ -67,7 +67,7 @@ class Infractions(InfractionScheduler, commands.Cog):
         await self.apply_infraction(ctx, infraction, user)
 
     @command()
-    async def kick(self, ctx: Context, user: FetchedMember, *, reason: t.Optional[str] = None) -> None:
+    async def kick(self, ctx: Context, user: UnambiguousMemberOrUser, *, reason: t.Optional[str] = None) -> None:
         """Kick a user for the given reason."""
         if not isinstance(user, Member):
             await ctx.send(":x: The user doesn't appear to be on the server.")
@@ -79,7 +79,7 @@ class Infractions(InfractionScheduler, commands.Cog):
     async def ban(
         self,
         ctx: Context,
-        user: FetchedMember,
+        user: UnambiguousMemberOrUser,
         duration: t.Optional[Expiry] = None,
         *,
         reason: t.Optional[str] = None
@@ -95,7 +95,7 @@ class Infractions(InfractionScheduler, commands.Cog):
     async def purgeban(
         self,
         ctx: Context,
-        user: FetchedMember,
+        user: UnambiguousMemberOrUser,
         duration: t.Optional[Expiry] = None,
         *,
         reason: t.Optional[str] = None
@@ -111,7 +111,7 @@ class Infractions(InfractionScheduler, commands.Cog):
     async def voiceban(
         self,
         ctx: Context,
-        user: FetchedMember,
+        user: UnambiguousMemberOrUser,
         duration: t.Optional[Expiry] = None,
         *,
         reason: t.Optional[str]
@@ -129,7 +129,7 @@ class Infractions(InfractionScheduler, commands.Cog):
     @command(aliases=["mute"])
     async def tempmute(
         self, ctx: Context,
-        user: FetchedMember,
+        user: UnambiguousMemberOrUser,
         duration: t.Optional[Expiry] = None,
         *,
         reason: t.Optional[str] = None
@@ -163,7 +163,7 @@ class Infractions(InfractionScheduler, commands.Cog):
     async def tempban(
         self,
         ctx: Context,
-        user: FetchedMember,
+        user: UnambiguousMemberOrUser,
         duration: Expiry,
         *,
         reason: t.Optional[str] = None
@@ -189,7 +189,7 @@ class Infractions(InfractionScheduler, commands.Cog):
     async def tempvoiceban(
             self,
             ctx: Context,
-            user: FetchedMember,
+            user: UnambiguousMemberOrUser,
             duration: Expiry,
             *,
             reason: t.Optional[str]
@@ -215,7 +215,7 @@ class Infractions(InfractionScheduler, commands.Cog):
     # region: Permanent shadow infractions
 
     @command(hidden=True)
-    async def note(self, ctx: Context, user: FetchedMember, *, reason: t.Optional[str] = None) -> None:
+    async def note(self, ctx: Context, user: UnambiguousMemberOrUser, *, reason: t.Optional[str] = None) -> None:
         """Create a private note for a user with the given reason without notifying the user."""
         infraction = await _utils.post_infraction(ctx, user, "note", reason, hidden=True, active=False)
         if infraction is None:
@@ -224,7 +224,7 @@ class Infractions(InfractionScheduler, commands.Cog):
         await self.apply_infraction(ctx, infraction, user)
 
     @command(hidden=True, aliases=['shadowban', 'sban'])
-    async def shadow_ban(self, ctx: Context, user: FetchedMember, *, reason: t.Optional[str] = None) -> None:
+    async def shadow_ban(self, ctx: Context, user: UnambiguousMemberOrUser, *, reason: t.Optional[str] = None) -> None:
         """Permanently ban a user for the given reason without notifying the user."""
         await self.apply_ban(ctx, user, reason, hidden=True)
 
@@ -235,7 +235,7 @@ class Infractions(InfractionScheduler, commands.Cog):
     async def shadow_tempban(
         self,
         ctx: Context,
-        user: FetchedMember,
+        user: UnambiguousMemberOrUser,
         duration: Expiry,
         *,
         reason: t.Optional[str] = None
@@ -261,17 +261,17 @@ class Infractions(InfractionScheduler, commands.Cog):
     # region: Remove infractions (un- commands)
 
     @command()
-    async def unmute(self, ctx: Context, user: FetchedMember) -> None:
+    async def unmute(self, ctx: Context, user: UnambiguousMemberOrUser) -> None:
         """Prematurely end the active mute infraction for the user."""
         await self.pardon_infraction(ctx, "mute", user)
 
     @command()
-    async def unban(self, ctx: Context, user: FetchedMember) -> None:
+    async def unban(self, ctx: Context, user: UnambiguousMemberOrUser) -> None:
         """Prematurely end the active ban infraction for the user."""
         await self.pardon_infraction(ctx, "ban", user)
 
     @command(aliases=("uvban",))
-    async def unvoiceban(self, ctx: Context, user: FetchedMember) -> None:
+    async def unvoiceban(self, ctx: Context, user: UnambiguousMemberOrUser) -> None:
         """Prematurely end the active voice ban infraction for the user."""
         await self.pardon_infraction(ctx, "voice_ban", user)
 
@@ -280,8 +280,19 @@ class Infractions(InfractionScheduler, commands.Cog):
 
     async def apply_mute(self, ctx: Context, user: Member, reason: t.Optional[str], **kwargs) -> None:
         """Apply a mute infraction with kwargs passed to `post_infraction`."""
-        if await _utils.get_active_infraction(ctx, user, "mute"):
-            return
+        if active := await _utils.get_active_infraction(ctx, user, "mute", send_msg=False):
+            if active["actor"] != self.bot.user.id:
+                await _utils.send_active_infraction_message(ctx, active)
+                return
+
+            # Allow the current mute attempt to override an automatically triggered mute.
+            log_text = await self.deactivate_infraction(active, notify=False)
+            if "Failure" in log_text:
+                await ctx.send(
+                    f":x: can't override infraction **mute** for {user.mention}: "
+                    f"failed to deactivate. {log_text['Failure']}"
+                )
+                return
 
         infraction = await _utils.post_infraction(ctx, user, "mute", reason, active=True, **kwargs)
         if infraction is None:
@@ -304,6 +315,10 @@ class Infractions(InfractionScheduler, commands.Cog):
     @respect_role_hierarchy(member_arg=2)
     async def apply_kick(self, ctx: Context, user: Member, reason: t.Optional[str], **kwargs) -> None:
         """Apply a kick infraction with kwargs passed to `post_infraction`."""
+        if user.top_role >= ctx.me.top_role:
+            await ctx.send(":x: I can't kick users above or equal to me in the role hierarchy.")
+            return
+
         infraction = await _utils.post_infraction(ctx, user, "kick", reason, active=False, **kwargs)
         if infraction is None:
             return
@@ -320,7 +335,7 @@ class Infractions(InfractionScheduler, commands.Cog):
     async def apply_ban(
         self,
         ctx: Context,
-        user: UserSnowflake,
+        user: MemberOrUser,
         reason: t.Optional[str],
         purge_days: t.Optional[int] = 0,
         **kwargs
@@ -330,6 +345,10 @@ class Infractions(InfractionScheduler, commands.Cog):
 
         Will also remove the banned user from the Big Brother watch list if applicable.
         """
+        if isinstance(user, Member) and user.top_role >= ctx.me.top_role:
+            await ctx.send(":x: I can't ban users above or equal to me in the role hierarchy.")
+            return
+
         # In the case of a permanent ban, we don't need get_active_infractions to tell us if one is active
         is_temporary = kwargs.get("expires_at") is not None
         active_infraction = await _utils.get_active_infraction(ctx, user, "ban", is_temporary)
@@ -345,7 +364,7 @@ class Infractions(InfractionScheduler, commands.Cog):
                 return
 
             log.trace("Old tempban is being replaced by new permaban.")
-            await self.pardon_infraction(ctx, "ban", user, is_temporary)
+            await self.pardon_infraction(ctx, "ban", user, send_msg=is_temporary)
 
         infraction = await _utils.post_infraction(ctx, user, "ban", reason, active=True, **kwargs)
         if infraction is None:
@@ -376,7 +395,7 @@ class Infractions(InfractionScheduler, commands.Cog):
         await bb_cog.apply_unwatch(ctx, user, bb_reason, send_message=False)
 
     @respect_role_hierarchy(member_arg=2)
-    async def apply_voice_ban(self, ctx: Context, user: UserSnowflake, reason: t.Optional[str], **kwargs) -> None:
+    async def apply_voice_ban(self, ctx: Context, user: MemberOrUser, reason: t.Optional[str], **kwargs) -> None:
         """Apply a voice ban infraction with kwargs passed to `post_infraction`."""
         if await _utils.get_active_infraction(ctx, user, "voice_ban"):
             return
@@ -403,9 +422,16 @@ class Infractions(InfractionScheduler, commands.Cog):
     # endregion
     # region: Base pardon functions
 
-    async def pardon_mute(self, user_id: int, guild: discord.Guild, reason: t.Optional[str]) -> t.Dict[str, str]:
-        """Remove a user's muted role, DM them a notification, and return a log dict."""
-        user = guild.get_member(user_id)
+    async def pardon_mute(
+        self,
+        user_id: int,
+        guild: discord.Guild,
+        reason: t.Optional[str],
+        *,
+        notify: bool = True
+    ) -> t.Dict[str, str]:
+        """Remove a user's muted role, optionally DM them a notification, and return a log dict."""
+        user = await get_or_fetch_member(guild, user_id)
         log_text = {}
 
         if user:
@@ -413,16 +439,17 @@ class Infractions(InfractionScheduler, commands.Cog):
             self.mod_log.ignore(Event.member_update, user.id)
             await user.remove_roles(self._muted_role, reason=reason)
 
-            # DM the user about the expiration.
-            notified = await _utils.notify_pardon(
-                user=user,
-                title="You have been unmuted",
-                content="You may now send messages in the server.",
-                icon_url=_utils.INFRACTION_ICONS["mute"][1]
-            )
+            if notify:
+                # DM the user about the expiration.
+                notified = await _utils.notify_pardon(
+                    user=user,
+                    title="You have been unmuted",
+                    content="You may now send messages in the server.",
+                    icon_url=_utils.INFRACTION_ICONS["mute"][1]
+                )
+                log_text["DM"] = "Sent" if notified else "**Failed**"
 
             log_text["Member"] = format_user(user)
-            log_text["DM"] = "Sent" if notified else "**Failed**"
         else:
             log.info(f"Failed to unmute user {user_id}: user not found")
             log_text["Failure"] = "User was not found in the guild."
@@ -444,31 +471,39 @@ class Infractions(InfractionScheduler, commands.Cog):
 
         return log_text
 
-    async def pardon_voice_ban(self, user_id: int, guild: discord.Guild, reason: t.Optional[str]) -> t.Dict[str, str]:
-        """Add Voice Verified role back to user, DM them a notification, and return a log dict."""
-        user = guild.get_member(user_id)
+    async def pardon_voice_ban(
+        self,
+        user_id: int,
+        guild: discord.Guild,
+        *,
+        notify: bool = True
+    ) -> t.Dict[str, str]:
+        """Optionally DM the user a pardon notification and return a log dict."""
+        user = await get_or_fetch_member(guild, user_id)
         log_text = {}
 
         if user:
-            # DM user about infraction expiration
-            notified = await _utils.notify_pardon(
-                user=user,
-                title="Voice ban ended",
-                content="You have been unbanned and can verify yourself again in the server.",
-                icon_url=_utils.INFRACTION_ICONS["voice_ban"][1]
-            )
+            if notify:
+                # DM user about infraction expiration
+                notified = await _utils.notify_pardon(
+                    user=user,
+                    title="Voice ban ended",
+                    content="You have been unbanned and can verify yourself again in the server.",
+                    icon_url=_utils.INFRACTION_ICONS["voice_ban"][1]
+                )
+                log_text["DM"] = "Sent" if notified else "**Failed**"
 
             log_text["Member"] = format_user(user)
-            log_text["DM"] = "Sent" if notified else "**Failed**"
         else:
             log_text["Info"] = "User was not found in the guild."
 
         return log_text
 
-    async def _pardon_action(self, infraction: _utils.Infraction) -> t.Optional[t.Dict[str, str]]:
+    async def _pardon_action(self, infraction: _utils.Infraction, notify: bool) -> t.Optional[t.Dict[str, str]]:
         """
         Execute deactivation steps specific to the infraction's type and return a log dict.
 
+        If `notify` is True, notify the user of the pardon via DM where applicable.
         If an infraction type is unsupported, return None instead.
         """
         guild = self.bot.get_guild(constants.Guild.id)
@@ -476,11 +511,11 @@ class Infractions(InfractionScheduler, commands.Cog):
         reason = f"Infraction #{infraction['id']} expired or was pardoned."
 
         if infraction["type"] == "mute":
-            return await self.pardon_mute(user_id, guild, reason)
+            return await self.pardon_mute(user_id, guild, reason, notify=notify)
         elif infraction["type"] == "ban":
             return await self.pardon_ban(user_id, guild, reason)
         elif infraction["type"] == "voice_ban":
-            return await self.pardon_voice_ban(user_id, guild, reason)
+            return await self.pardon_voice_ban(user_id, guild, notify=notify)
 
     # endregion
 
@@ -493,7 +528,7 @@ class Infractions(InfractionScheduler, commands.Cog):
     async def cog_command_error(self, ctx: Context, error: Exception) -> None:
         """Send a notification to the invoking context on a Union failure."""
         if isinstance(error, commands.BadUnionArgument):
-            if discord.User in error.converters or discord.Member in error.converters:
+            if discord.User in error.converters or Member in error.converters:
                 await ctx.send(str(error.errors[0]))
                 error.handled = True
 
diff --git a/bot/exts/moderation/infraction/management.py b/bot/exts/moderation/infraction/management.py
index b3783cd60..9649ff852 100644
--- a/bot/exts/moderation/infraction/management.py
+++ b/bot/exts/moderation/infraction/management.py
@@ -1,23 +1,28 @@
-import logging
 import textwrap
 import typing as t
-from datetime import datetime
+from datetime import datetime, timezone
 
+import dateutil.parser
 import discord
+from dateutil.relativedelta import relativedelta
 from discord.ext import commands
 from discord.ext.commands import Context
 from discord.utils import escape_markdown
 
 from bot import constants
 from bot.bot import Bot
-from bot.converters import Expiry, Infraction, Snowflake, UserMention, allowed_strings, proxy_user
+from bot.converters import Expiry, Infraction, MemberOrUser, Snowflake, UnambiguousUser, allowed_strings
+from bot.errors import InvalidInfraction
 from bot.exts.moderation.infraction.infractions import Infractions
 from bot.exts.moderation.modlog import ModLog
+from bot.log import get_logger
 from bot.pagination import LinePaginator
 from bot.utils import messages, time
 from bot.utils.channel import is_mod_channel
+from bot.utils.members import get_or_fetch_member
+from bot.utils.time import humanize_delta, until_expiration
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 
 class ModManagement(commands.Cog):
@@ -41,9 +46,22 @@ class ModManagement(commands.Cog):
     # region: Edit infraction commands
 
     @commands.group(name='infraction', aliases=('infr', 'infractions', 'inf', 'i'), invoke_without_command=True)
-    async def infraction_group(self, ctx: Context) -> None:
-        """Infraction manipulation commands."""
-        await ctx.send_help(ctx.command)
+    async def infraction_group(self, ctx: Context, infraction: Infraction = None) -> None:
+        """
+        Infraction manipulation commands.
+
+        If `infraction` is passed then this command fetches that infraction. The `Infraction` converter
+        supports 'l', 'last' and 'recent' to get the most recent infraction made by `ctx.author`.
+        """
+        if infraction is None:
+            await ctx.send_help(ctx.command)
+            return
+
+        embed = discord.Embed(
+            title=f"Infraction #{infraction['id']}",
+            colour=discord.Colour.orange()
+        )
+        await self.send_infraction_list(ctx, embed, [infraction])
 
     @infraction_group.command(name="append", aliases=("amend", "add", "a"))
     async def infraction_append(
@@ -78,7 +96,7 @@ class ModManagement(commands.Cog):
         """
         old_reason = infraction["reason"]
 
-        if old_reason is not None:
+        if old_reason is not None and reason is not None:
             add_period = not old_reason.endswith((".", "!", "?"))
             reason = old_reason + (". " if add_period else " ") + reason
 
@@ -123,10 +141,11 @@ class ModManagement(commands.Cog):
         log_text = ""
 
         if duration is not None and not infraction['active']:
-            if reason is None:
+            if (infr_type := infraction['type']) in ('note', 'warning'):
+                await ctx.send(f":x: Cannot edit the expiration of a {infr_type}.")
+            else:
                 await ctx.send(":x: Cannot edit the expiration of an expired infraction.")
-                return
-            confirm_messages.append("expiry unchanged (infraction already expired)")
+            return
         elif isinstance(duration, str):
             request_data['expires_at'] = None
             confirm_messages.append("marked as permanent")
@@ -157,15 +176,15 @@ class ModManagement(commands.Cog):
         if 'expires_at' in request_data:
             # A scheduled task should only exist if the old infraction wasn't permanent
             if infraction['expires_at']:
-                self.infractions_cog.scheduler.cancel(new_infraction['id'])
+                self.infractions_cog.scheduler.cancel(infraction_id)
 
             # If the infraction was not marked as permanent, schedule a new expiration task
             if request_data['expires_at']:
                 self.infractions_cog.schedule_expiration(new_infraction)
 
             log_text += f"""
-                Previous expiry: {infraction['expires_at'] or "Permanent"}
-                New expiry: {new_infraction['expires_at'] or "Permanent"}
+                Previous expiry: {until_expiration(infraction['expires_at']) or "Permanent"}
+                New expiry: {until_expiration(new_infraction['expires_at']) or "Permanent"}
             """.rstrip()
 
         changes = ' & '.join(confirm_messages)
@@ -173,54 +192,61 @@ class ModManagement(commands.Cog):
 
         # Get information about the infraction's user
         user_id = new_infraction['user']
-        user = ctx.guild.get_member(user_id)
+        user = await get_or_fetch_member(ctx.guild, user_id)
 
         if user:
             user_text = messages.format_user(user)
-            thumbnail = user.avatar_url_as(static_format="png")
+            thumbnail = user.display_avatar.url
         else:
             user_text = f"<@{user_id}>"
             thumbnail = None
 
         await self.mod_log.send_log_message(
             icon_url=constants.Icons.pencil,
-            colour=discord.Colour.blurple(),
+            colour=discord.Colour.og_blurple(),
             title="Infraction edited",
             thumbnail=thumbnail,
             text=textwrap.dedent(f"""
                 Member: {user_text}
                 Actor: <@{new_infraction['actor']}>
                 Edited by: {ctx.message.author.mention}{log_text}
-            """)
+            """),
+            footer=f"ID: {infraction_id}"
         )
 
     # endregion
     # region: Search infractions
 
     @infraction_group.group(name="search", aliases=('s',), invoke_without_command=True)
-    async def infraction_search_group(self, ctx: Context, query: t.Union[UserMention, Snowflake, str]) -> None:
+    async def infraction_search_group(self, ctx: Context, query: t.Union[UnambiguousUser, Snowflake, str]) -> None:
         """Searches for infractions in the database."""
         if isinstance(query, int):
             await self.search_user(ctx, discord.Object(query))
-        else:
+        elif isinstance(query, str):
             await self.search_reason(ctx, query)
+        else:
+            await self.search_user(ctx, query)
 
-    @infraction_search_group.command(name="user", aliases=("member", "id"))
-    async def search_user(self, ctx: Context, user: t.Union[discord.User, proxy_user]) -> None:
+    @infraction_search_group.command(name="user", aliases=("member", "userid"))
+    async def search_user(self, ctx: Context, user: t.Union[MemberOrUser, discord.Object]) -> None:
         """Search for infractions by member."""
         infraction_list = await self.bot.api_client.get(
             'bot/infractions/expanded',
             params={'user__id': str(user.id)}
         )
 
-        user = self.bot.get_user(user.id)
-        if not user and infraction_list:
-            # Use the user data retrieved from the DB for the username.
-            user = infraction_list[0]["user"]
-            user = escape_markdown(user["name"]) + f"#{user['discriminator']:04}"
+        if isinstance(user, (discord.Member, discord.User)):
+            user_str = escape_markdown(str(user))
+        else:
+            if infraction_list:
+                user = infraction_list[0]["user"]
+                user_str = escape_markdown(user["name"]) + f"#{user['discriminator']:04}"
+            else:
+                user_str = str(user.id)
 
+        formatted_infraction_count = self.format_infraction_count(len(infraction_list))
         embed = discord.Embed(
-            title=f"Infractions for {user} ({len(infraction_list)} total)",
+            title=f"Infractions for {user_str} ({formatted_infraction_count} total)",
             colour=discord.Colour.orange()
         )
         await self.send_infraction_list(ctx, embed, infraction_list)
@@ -232,15 +258,70 @@ class ModManagement(commands.Cog):
             'bot/infractions/expanded',
             params={'search': reason}
         )
+
+        formatted_infraction_count = self.format_infraction_count(len(infraction_list))
         embed = discord.Embed(
-            title=f"Infractions matching `{reason}` ({len(infraction_list)} total)",
+            title=f"Infractions matching `{reason}` ({formatted_infraction_count} total)",
             colour=discord.Colour.orange()
         )
         await self.send_infraction_list(ctx, embed, infraction_list)
 
     # endregion
+    # region: Search for infractions by given actor
+
+    @infraction_group.command(name="by", aliases=("b",))
+    async def search_by_actor(
+        self,
+        ctx: Context,
+        actor: t.Union[t.Literal["m", "me"], UnambiguousUser],
+        oldest_first: bool = False
+    ) -> None:
+        """
+        Search for infractions made by `actor`.
+
+        Use "m" or "me" as the `actor` to get infractions by author.
+
+        Use "1" for `oldest_first` to send oldest infractions first.
+        """
+        if isinstance(actor, str):
+            actor = ctx.author
+
+        if oldest_first:
+            ordering = 'inserted_at'  # oldest infractions first
+        else:
+            ordering = '-inserted_at'  # newest infractions first
+
+        infraction_list = await self.bot.api_client.get(
+            'bot/infractions/expanded',
+            params={
+                'actor__id': str(actor.id),
+                'ordering': ordering
+            }
+        )
+
+        formatted_infraction_count = self.format_infraction_count(len(infraction_list))
+        embed = discord.Embed(
+            title=f"Infractions by {actor} ({formatted_infraction_count} total)",
+            colour=discord.Colour.orange()
+        )
+
+        await self.send_infraction_list(ctx, embed, infraction_list)
+
+    # endregion
     # region: Utility functions
 
+    @staticmethod
+    def format_infraction_count(infraction_count: int) -> str:
+        """
+        Returns a string-formatted infraction count.
+
+        API limits returned infractions to a maximum of 100, so if `infraction_count`
+        is 100 then we return `"100+"`. Otherwise, return `str(infraction_count)`.
+        """
+        if infraction_count == 100:
+            return "100+"
+        return str(infraction_count)
+
     async def send_infraction_list(
         self,
         ctx: Context,
@@ -272,6 +353,7 @@ class ModManagement(commands.Cog):
         user = infraction["user"]
         expires_at = infraction["expires_at"]
         created = time.format_infraction(infraction["inserted_at"])
+        dm_sent = infraction["dm_sent"]
 
         # Format the user string.
         if user_obj := self.bot.get_user(user["id"]):
@@ -288,20 +370,31 @@ class ModManagement(commands.Cog):
             remaining = "Inactive"
 
         if expires_at is None:
-            expires = "*Permanent*"
+            duration = "*Permanent*"
         else:
-            date_from = datetime.strptime(created, time.INFRACTION_FORMAT)
-            expires = time.format_infraction_with_duration(expires_at, date_from)
+            date_from = datetime.fromtimestamp(
+                float(time.DISCORD_TIMESTAMP_REGEX.match(created).group(1)),
+                timezone.utc
+            )
+            date_to = dateutil.parser.isoparse(expires_at)
+            duration = humanize_delta(relativedelta(date_to, date_from))
+
+        # Format `dm_sent`
+        if dm_sent is None:
+            dm_sent_text = "N/A"
+        else:
+            dm_sent_text = "Yes" if dm_sent else "No"
 
         lines = textwrap.dedent(f"""
             {"**===============**" if active else "==============="}
             Status: {"__**Active**__" if active else "Inactive"}
             User: {user_str}
             Type: **{infraction["type"]}**
+            DM Sent: {dm_sent_text}
             Shadow: {infraction["hidden"]}
             Created: {created}
-            Expires: {expires}
-            Remaining: {remaining}
+            Expires: {remaining}
+            Duration: {duration}
             Actor: <@{infraction["actor"]["id"]}>
             ID: `{infraction["id"]}`
             Reason: {infraction["reason"] or "*None*"}
@@ -322,13 +415,20 @@ class ModManagement(commands.Cog):
         return all(checks)
 
     # This cannot be static (must have a __func__ attribute).
-    async def cog_command_error(self, ctx: Context, error: Exception) -> None:
-        """Send a notification to the invoking context on a Union failure."""
+    async def cog_command_error(self, ctx: Context, error: commands.CommandError) -> None:
+        """Handles errors for commands within this cog."""
         if isinstance(error, commands.BadUnionArgument):
             if discord.User in error.converters:
                 await ctx.send(str(error.errors[0]))
                 error.handled = True
 
+        elif isinstance(error, InvalidInfraction):
+            if error.infraction_arg.isdigit():
+                await ctx.send(f":x: Could not find an infraction with id `{error.infraction_arg}`.")
+            else:
+                await ctx.send(f":x: `{error.infraction_arg}` is not a valid integer infraction id.")
+            error.handled = True
+
 
 def setup(bot: Bot) -> None:
     """Load the ModManagement cog."""
diff --git a/bot/exts/moderation/infraction/superstarify.py b/bot/exts/moderation/infraction/superstarify.py
index 07e79b9fe..08c92b8f3 100644
--- a/bot/exts/moderation/infraction/superstarify.py
+++ b/bot/exts/moderation/infraction/superstarify.py
@@ -1,5 +1,4 @@
 import json
-import logging
 import random
 import textwrap
 import typing as t
@@ -14,10 +13,12 @@ from bot.bot import Bot
 from bot.converters import Duration, Expiry
 from bot.exts.moderation.infraction import _utils
 from bot.exts.moderation.infraction._scheduler import InfractionScheduler
+from bot.log import get_logger
+from bot.utils.members import get_or_fetch_member
 from bot.utils.messages import format_user
 from bot.utils.time import format_infraction
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 NICKNAME_POLICY_URL = "https://pythondiscord.com/pages/rules/#nickname-policy"
 SUPERSTARIFY_DEFAULT_DURATION = "1h"
 
@@ -132,6 +133,10 @@ class Superstarify(InfractionScheduler, Cog):
         An optional reason can be provided, which would be added to a message stating their old nickname
         and linking to the nickname policy.
         """
+        if member.top_role >= ctx.me.top_role:
+            await ctx.send(":x: I can't starify users above or equal to me in the role hierarchy.")
+            return
+
         if await _utils.get_active_infraction(ctx, member, "superstar"):
             return
 
@@ -192,13 +197,13 @@ class Superstarify(InfractionScheduler, Cog):
         """Remove the superstarify infraction and allow the user to change their nickname."""
         await self.pardon_infraction(ctx, "superstar", member)
 
-    async def _pardon_action(self, infraction: _utils.Infraction) -> t.Optional[t.Dict[str, str]]:
-        """Pardon a superstar infraction and return a log dict."""
+    async def _pardon_action(self, infraction: _utils.Infraction, notify: bool) -> t.Optional[t.Dict[str, str]]:
+        """Pardon a superstar infraction, optionally notify the user via DM, and return a log dict."""
         if infraction["type"] != "superstar":
             return
 
         guild = self.bot.get_guild(constants.Guild.id)
-        user = guild.get_member(infraction["user"])
+        user = await get_or_fetch_member(guild, infraction["user"])
 
         # Don't bother sending a notification if the user left the guild.
         if not user:
@@ -208,18 +213,19 @@ class Superstarify(InfractionScheduler, Cog):
             )
             return {}
 
+        log_text = {"Member": format_user(user)}
+
         # DM the user about the expiration.
-        notified = await _utils.notify_pardon(
-            user=user,
-            title="You are no longer superstarified",
-            content="You may now change your nickname on the server.",
-            icon_url=_utils.INFRACTION_ICONS["superstar"][1]
-        )
+        if notify:
+            notified = await _utils.notify_pardon(
+                user=user,
+                title="You are no longer superstarified",
+                content="You may now change your nickname on the server.",
+                icon_url=_utils.INFRACTION_ICONS["superstar"][1]
+            )
+            log_text["DM"] = "Sent" if notified else "**Failed**"
 
-        return {
-            "Member": format_user(user),
-            "DM": "Sent" if notified else "**Failed**"
-        }
+        return log_text
 
     @staticmethod
     def get_nick(infraction_id: int, member_id: int) -> str:
diff --git a/bot/exts/moderation/metabase.py b/bot/exts/moderation/metabase.py
index db5f04d83..ce9c220b3 100644
--- a/bot/exts/moderation/metabase.py
+++ b/bot/exts/moderation/metabase.py
@@ -1,6 +1,5 @@
 import csv
 import json
-import logging
 from datetime import timedelta
 from io import StringIO
 from typing import Dict, List, Optional
@@ -14,11 +13,12 @@ from discord.ext.commands import Cog, Context, group, has_any_role
 from bot.bot import Bot
 from bot.constants import Metabase as MetabaseConfig, Roles
 from bot.converters import allowed_strings
-from bot.utils import send_to_paste_service
+from bot.log import get_logger
+from bot.utils import scheduling, send_to_paste_service
 from bot.utils.channel import is_mod_channel
 from bot.utils.scheduling import Scheduler
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 BASE_HEADERS = {
     "Content-Type": "application/json"
@@ -40,7 +40,26 @@ class Metabase(Cog):
 
         self.exports: Dict[int, List[Dict]] = {}  # Saves the output of each question, so internal eval can access it
 
-        self.init_task = self.bot.loop.create_task(self.init_cog())
+        self.init_task = scheduling.create_task(self.init_cog(), event_loop=self.bot.loop)
+
+    async def cog_command_error(self, ctx: Context, error: Exception) -> None:
+        """Handle ClientResponseError errors locally to invalidate token if needed."""
+        if not isinstance(error.original, ClientResponseError):
+            return
+
+        if error.original.status == 403:
+            # User doesn't have access to the given question
+            log.warning(f"Failed to auth with Metabase for {error.original.url}.")
+            await ctx.send(f":x: {ctx.author.mention} Failed to auth with Metabase for that question.")
+        elif error.original.status == 404:
+            await ctx.send(f":x: {ctx.author.mention} That question could not be found.")
+        else:
+            # User credentials are invalid, or the refresh failed.
+            # Delete the expiry time, to force a refresh on next startup.
+            await self.session_info.delete("session_expiry")
+            log.exception("Session token is invalid or refresh failed.")
+            await ctx.send(f":x: {ctx.author.mention} Session token is invalid or refresh failed.")
+        error.handled = True
 
     async def init_cog(self) -> None:
         """Initialise the metabase session."""
@@ -65,7 +84,7 @@ class Metabase(Cog):
             "username": MetabaseConfig.username,
             "password": MetabaseConfig.password
         }
-        async with self.bot.http_session.post(f"{MetabaseConfig.url}/session", json=data) as resp:
+        async with self.bot.http_session.post(f"{MetabaseConfig.base_url}/api/session", json=data) as resp:
             json_data = await resp.json()
             self.session_token = json_data.get("id")
 
@@ -86,7 +105,7 @@ class Metabase(Cog):
         """A group of commands for interacting with metabase."""
         await ctx.send_help(ctx.command)
 
-    @metabase_group.command(name="extract")
+    @metabase_group.command(name="extract", aliases=("export",))
     async def metabase_extract(
         self,
         ctx: Context,
@@ -106,48 +125,50 @@ class Metabase(Cog):
 
         Valid extensions are: csv and json.
         """
-        async with ctx.typing():
-
-            # Make sure we have a session token before running anything
-            await self.init_task
-
-            url = f"{MetabaseConfig.url}/card/{question_id}/query/{extension}"
-            try:
-                async with self.bot.http_session.post(url, headers=self.headers, raise_for_status=True) as resp:
-                    if extension == "csv":
-                        out = await resp.text()
-                        # Save the output for use with int e
-                        self.exports[question_id] = list(csv.DictReader(StringIO(out)))
-
-                    elif extension == "json":
-                        out = await resp.json()
-                        # Save the output for use with int e
-                        self.exports[question_id] = out
-
-                        # Format it nicely for human eyes
-                        out = json.dumps(out, indent=4, sort_keys=True)
-            except ClientResponseError as e:
-                if e.status == 403:
-                    # User doesn't have access to the given question
-                    log.warning(f"Failed to auth with Metabase for question {question_id}.")
-                    await ctx.send(f":x: {ctx.author.mention} Failed to auth with Metabase for that question.")
-                else:
-                    # User credentials are invalid, or the refresh failed.
-                    # Delete the expiry time, to force a refresh on next startup.
-                    await self.session_info.delete("session_expiry")
-                    log.exception("Session token is invalid or refresh failed.")
-                    await ctx.send(f":x: {ctx.author.mention} Session token is invalid or refresh failed.")
-                return
-
-            paste_link = await send_to_paste_service(out, extension=extension)
-            if paste_link:
-                message = f":+1: {ctx.author.mention} Here's your link: {paste_link}"
-            else:
-                message = f":x: {ctx.author.mention} Link service is unavailible."
-            await ctx.send(
-                f"{message}\nYou can also access this data within internal eval by doing: "
-                f"`bot.get_cog('Metabase').exports[{question_id}]`"
-            )
+        await ctx.trigger_typing()
+
+        # Make sure we have a session token before running anything
+        await self.init_task
+
+        url = f"{MetabaseConfig.base_url}/api/card/{question_id}/query/{extension}"
+
+        async with self.bot.http_session.post(url, headers=self.headers, raise_for_status=True) as resp:
+            if extension == "csv":
+                out = await resp.text(encoding="utf-8")
+                # Save the output for use with int e
+                self.exports[question_id] = list(csv.DictReader(StringIO(out)))
+
+            elif extension == "json":
+                out = await resp.json(encoding="utf-8")
+                # Save the output for use with int e
+                self.exports[question_id] = out
+
+                # Format it nicely for human eyes
+                out = json.dumps(out, indent=4, sort_keys=True)
+
+        paste_link = await send_to_paste_service(out, extension=extension)
+        if paste_link:
+            message = f":+1: {ctx.author.mention} Here's your link: {paste_link}"
+        else:
+            message = f":x: {ctx.author.mention} Link service is unavailible."
+        await ctx.send(
+            f"{message}\nYou can also access this data within internal eval by doing: "
+            f"`bot.get_cog('Metabase').exports[{question_id}]`"
+        )
+
+    @metabase_group.command(name="publish", aliases=("share",))
+    async def metabase_publish(self, ctx: Context, question_id: int) -> None:
+        """Publically shares the given question and posts the link."""
+        await ctx.trigger_typing()
+        # Make sure we have a session token before running anything
+        await self.init_task
+
+        url = f"{MetabaseConfig.base_url}/api/card/{question_id}/public_link"
+
+        async with self.bot.http_session.post(url, headers=self.headers, raise_for_status=True) as resp:
+            response_json = await resp.json(encoding="utf-8")
+            sharing_url = f"{MetabaseConfig.public_url}/public/question/{response_json['uuid']}"
+            await ctx.send(f":+1: {ctx.author.mention} Here's your sharing link: {sharing_url}")
 
     # This cannot be static (must have a __func__ attribute).
     async def cog_check(self, ctx: Context) -> bool:
diff --git a/bot/exts/moderation/modlog.py b/bot/exts/moderation/modlog.py
index be65ade6e..fc9204998 100644
--- a/bot/exts/moderation/modlog.py
+++ b/bot/exts/moderation/modlog.py
@@ -1,25 +1,25 @@
 import asyncio
 import difflib
 import itertools
-import logging
 import typing as t
-from datetime import datetime
+from datetime import datetime, timezone
 from itertools import zip_longest
 
 import discord
 from dateutil.relativedelta import relativedelta
 from deepdiff import DeepDiff
-from discord import Colour
+from discord import Colour, Message, Thread
 from discord.abc import GuildChannel
 from discord.ext.commands import Cog, Context
 from discord.utils import escape_markdown
 
 from bot.bot import Bot
 from bot.constants import Categories, Channels, Colours, Emojis, Event, Guild as GuildConstant, Icons, Roles, URLs
+from bot.log import get_logger
 from bot.utils.messages import format_user
 from bot.utils.time import humanize_delta
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 GUILD_CHANNEL = t.Union[discord.CategoryChannel, discord.TextChannel, discord.VoiceChannel]
 
@@ -41,7 +41,6 @@ class ModLog(Cog, name="ModLog"):
         self.bot = bot
         self._ignored = {event: [] for event in Event}
 
-        self._cached_deletes = []
         self._cached_edits = []
 
     async def upload_log(
@@ -58,7 +57,7 @@ class ModLog(Cog, name="ModLog"):
             'bot/deleted-messages',
             json={
                 'actor': actor_id,
-                'creation': datetime.utcnow().isoformat(),
+                'creation': datetime.now(timezone.utc).isoformat(),
                 'deletedmessage_set': [
                     {
                         'id': message.id,
@@ -97,9 +96,10 @@ class ModLog(Cog, name="ModLog"):
         footer: t.Optional[str] = None,
     ) -> Context:
         """Generate log embed and send to logging channel."""
+        await self.bot.wait_until_guild_available()
         # Truncate string directly here to avoid removing newlines
         embed = discord.Embed(
-            description=text[:2045] + "..." if len(text) > 2048 else text
+            description=text[:4093] + "..." if len(text) > 4096 else text
         )
 
         if title and icon_url:
@@ -251,7 +251,7 @@ class ModLog(Cog, name="ModLog"):
             message = f"**#{after.name}** (`{after.id}`)\n{message}"
 
         await self.send_log_message(
-            Icons.hash_blurple, Colour.blurple(),
+            Icons.hash_blurple, Colour.og_blurple(),
             "Channel updated", message
         )
 
@@ -326,7 +326,7 @@ class ModLog(Cog, name="ModLog"):
         message = f"**{after.name}** (`{after.id}`)\n{message}"
 
         await self.send_log_message(
-            Icons.crown_blurple, Colour.blurple(),
+            Icons.crown_blurple, Colour.og_blurple(),
             "Role updated", message
         )
 
@@ -376,9 +376,9 @@ class ModLog(Cog, name="ModLog"):
         message = f"**{after.name}** (`{after.id}`)\n{message}"
 
         await self.send_log_message(
-            Icons.guild_update, Colour.blurple(),
+            Icons.guild_update, Colour.og_blurple(),
             "Guild updated", message,
-            thumbnail=after.icon_url_as(format="png")
+            thumbnail=after.icon.with_static_format("png")
         )
 
     @Cog.listener()
@@ -394,7 +394,7 @@ class ModLog(Cog, name="ModLog"):
         await self.send_log_message(
             Icons.user_ban, Colours.soft_red,
             "User banned", format_user(member),
-            thumbnail=member.avatar_url_as(static_format="png"),
+            thumbnail=member.display_avatar.url,
             channel_id=Channels.user_log
         )
 
@@ -404,7 +404,7 @@ class ModLog(Cog, name="ModLog"):
         if member.guild.id != GuildConstant.id:
             return
 
-        now = datetime.utcnow()
+        now = datetime.now(timezone.utc)
         difference = abs(relativedelta(now, member.created_at))
 
         message = format_user(member) + "\n\n**Account age:** " + humanize_delta(difference)
@@ -415,7 +415,7 @@ class ModLog(Cog, name="ModLog"):
         await self.send_log_message(
             Icons.sign_in, Colours.soft_green,
             "User joined", message,
-            thumbnail=member.avatar_url_as(static_format="png"),
+            thumbnail=member.display_avatar.url,
             channel_id=Channels.user_log
         )
 
@@ -432,7 +432,7 @@ class ModLog(Cog, name="ModLog"):
         await self.send_log_message(
             Icons.sign_out, Colours.soft_red,
             "User left", format_user(member),
-            thumbnail=member.avatar_url_as(static_format="png"),
+            thumbnail=member.display_avatar.url,
             channel_id=Channels.user_log
         )
 
@@ -447,9 +447,9 @@ class ModLog(Cog, name="ModLog"):
             return
 
         await self.send_log_message(
-            Icons.user_unban, Colour.blurple(),
+            Icons.user_unban, Colour.og_blurple(),
             "User unbanned", format_user(member),
-            thumbnail=member.avatar_url_as(static_format="png"),
+            thumbnail=member.display_avatar.url,
             channel_id=Channels.mod_log
         )
 
@@ -512,35 +512,62 @@ class ModLog(Cog, name="ModLog"):
 
         await self.send_log_message(
             icon_url=Icons.user_update,
-            colour=Colour.blurple(),
+            colour=Colour.og_blurple(),
             title="Member updated",
             text=message,
-            thumbnail=after.avatar_url_as(static_format="png"),
+            thumbnail=after.display_avatar.url,
             channel_id=Channels.user_log
         )
 
-    @Cog.listener()
-    async def on_message_delete(self, message: discord.Message) -> None:
-        """Log message delete event to message change log."""
+    def is_message_blacklisted(self, message: Message) -> bool:
+        """Return true if the message is in a blacklisted thread or channel."""
+        # Ignore bots or DMs
+        if message.author.bot or not message.guild:
+            return True
+
+        return self.is_channel_ignored(message.channel.id)
+
+    def is_channel_ignored(self, channel_id: int) -> bool:
+        """
+        Return true if the channel, or parent channel in the case of threads, passed should be ignored by modlog.
+
+        Currently ignored channels are:
+        1. Channels not in the guild we care about (constants.Guild.id).
+        2. Channels that mods do not have view permissions to
+        3. Channels in constants.Guild.modlog_blacklist
+        """
+        channel = self.bot.get_channel(channel_id)
+
+        # Ignore not found channels, DMs, and messages outside of the main guild.
+        if not channel or not hasattr(channel, "guild") or channel.guild.id != GuildConstant.id:
+            return True
+
+        # Look at the parent channel of a thread.
+        if isinstance(channel, Thread):
+            channel = channel.parent
+
+        # Mod team doesn't have view permission to the channel.
+        if not channel.permissions_for(channel.guild.get_role(Roles.mod_team)).view_channel:
+            return True
+
+        return channel.id in GuildConstant.modlog_blacklist
+
+    async def log_cached_deleted_message(self, message: discord.Message) -> None:
+        """
+        Log the message's details to message change log.
+
+        This is called when a cached message is deleted.
+        """
         channel = message.channel
         author = message.author
 
-        # Ignore DMs.
-        if not message.guild:
+        if self.is_message_blacklisted(message):
             return
 
-        if message.guild.id != GuildConstant.id or channel.id in GuildConstant.modlog_blacklist:
-            return
-
-        self._cached_deletes.append(message.id)
-
         if message.id in self._ignored[Event.message_delete]:
             self._ignored[Event.message_delete].remove(message.id)
             return
 
-        if author.bot:
-            return
-
         if channel.category:
             response = (
                 f"**Author:** {format_user(author)}\n"
@@ -564,7 +591,7 @@ class ModLog(Cog, name="ModLog"):
 
         # Shorten the message content if necessary
         content = message.clean_content
-        remaining_chars = 2040 - len(response)
+        remaining_chars = 4090 - len(response)
 
         if len(content) > remaining_chars:
             botlog_url = await self.upload_log(messages=[message], actor_id=message.author.id)
@@ -581,17 +608,15 @@ class ModLog(Cog, name="ModLog"):
             channel_id=Channels.message_log
         )
 
-    @Cog.listener()
-    async def on_raw_message_delete(self, event: discord.RawMessageDeleteEvent) -> None:
-        """Log raw message delete event to message change log."""
-        if event.guild_id != GuildConstant.id or event.channel_id in GuildConstant.modlog_blacklist:
-            return
+    async def log_uncached_deleted_message(self, event: discord.RawMessageDeleteEvent) -> None:
+        """
+        Log the message's details to message change log.
 
-        await asyncio.sleep(1)  # Wait here in case the normal event was fired
-
-        if event.message_id in self._cached_deletes:
-            # It was in the cache and the normal event was fired, so we can just ignore it
-            self._cached_deletes.remove(event.message_id)
+        This is called when a message absent from the cache is deleted.
+        Hence, the message contents aren't logged.
+        """
+        await self.bot.wait_until_guild_available()
+        if self.is_channel_ignored(event.channel_id):
             return
 
         if event.message_id in self._ignored[Event.message_delete]:
@@ -623,14 +648,17 @@ class ModLog(Cog, name="ModLog"):
         )
 
     @Cog.listener()
+    async def on_raw_message_delete(self, event: discord.RawMessageDeleteEvent) -> None:
+        """Log message deletions to message change log."""
+        if event.cached_message is not None:
+            await self.log_cached_deleted_message(event.cached_message)
+        else:
+            await self.log_uncached_deleted_message(event)
+
+    @Cog.listener()
     async def on_message_edit(self, msg_before: discord.Message, msg_after: discord.Message) -> None:
         """Log message edit event to message change log."""
-        if (
-            not msg_before.guild
-            or msg_before.guild.id != GuildConstant.id
-            or msg_before.channel.id in GuildConstant.modlog_blacklist
-            or msg_before.author.bot
-        ):
+        if self.is_message_blacklisted(msg_before):
             return
 
         self._cached_edits.append(msg_before.id)
@@ -694,25 +722,21 @@ class ModLog(Cog, name="ModLog"):
             footer = None
 
         await self.send_log_message(
-            Icons.message_edit, Colour.blurple(), "Message edited", response,
+            Icons.message_edit, Colour.og_blurple(), "Message edited", response,
             channel_id=Channels.message_log, timestamp_override=timestamp, footer=footer
         )
 
     @Cog.listener()
     async def on_raw_message_edit(self, event: discord.RawMessageUpdateEvent) -> None:
         """Log raw message edit event to message change log."""
+        await self.bot.wait_until_guild_available()
         try:
             channel = self.bot.get_channel(int(event.data["channel_id"]))
             message = await channel.fetch_message(event.message_id)
         except discord.NotFound:  # Was deleted before we got the event
             return
 
-        if (
-            not message.guild
-            or message.guild.id != GuildConstant.id
-            or message.channel.id in GuildConstant.modlog_blacklist
-            or message.author.bot
-        ):
+        if self.is_message_blacklisted(message):
             return
 
         await asyncio.sleep(1)  # Wait here in case the normal event was fired
@@ -742,16 +766,95 @@ class ModLog(Cog, name="ModLog"):
         )
 
         await self.send_log_message(
-            Icons.message_edit, Colour.blurple(), "Message edited (Before)",
+            Icons.message_edit, Colour.og_blurple(), "Message edited (Before)",
             before_response, channel_id=Channels.message_log
         )
 
         await self.send_log_message(
-            Icons.message_edit, Colour.blurple(), "Message edited (After)",
+            Icons.message_edit, Colour.og_blurple(), "Message edited (After)",
             after_response, channel_id=Channels.message_log
         )
 
     @Cog.listener()
+    async def on_thread_update(self, before: Thread, after: Thread) -> None:
+        """Log thread archiving, un-archiving and name edits."""
+        if self.is_channel_ignored(after.id):
+            log.trace("Ignoring update of thread %s (%d)", after.mention, after.id)
+            return
+
+        if before.name != after.name:
+            await self.send_log_message(
+                Icons.hash_blurple,
+                Colour.og_blurple(),
+                "Thread name edited",
+                (
+                    f"Thread {after.mention} (`{after.id}`) from {after.parent.mention} (`{after.parent.id}`): "
+                    f"`{before.name}` -> `{after.name}`"
+                )
+            )
+            return
+
+        if not before.archived and after.archived:
+            colour = Colours.soft_red
+            action = "archived"
+            icon = Icons.hash_red
+        elif before.archived and not after.archived:
+            colour = Colours.soft_green
+            action = "un-archived"
+            icon = Icons.hash_green
+        else:
+            return
+
+        await self.send_log_message(
+            icon,
+            colour,
+            f"Thread {action}",
+            (
+                f"Thread {after.mention} ({after.name}, `{after.id}`) from {after.parent.mention} "
+                f"(`{after.parent.id}`) was {action}"
+            )
+        )
+
+    @Cog.listener()
+    async def on_thread_delete(self, thread: Thread) -> None:
+        """Log thread deletion."""
+        if self.is_channel_ignored(thread.id):
+            log.trace("Ignoring deletion of thread %s (%d)", thread.mention, thread.id)
+            return
+
+        await self.send_log_message(
+            Icons.hash_red,
+            Colours.soft_red,
+            "Thread deleted",
+            (
+                f"Thread {thread.mention} ({thread.name}, `{thread.id}`) from {thread.parent.mention} "
+                f"(`{thread.parent.id}`) deleted"
+            )
+        )
+
+    @Cog.listener()
+    async def on_thread_join(self, thread: Thread) -> None:
+        """Log thread creation."""
+        # If we are in the thread already we can most probably assume we already logged it?
+        # We don't really have a better way of doing this since the API doesn't make any difference between the two
+        if thread.me:
+            return
+
+        if self.is_channel_ignored(thread.id):
+            log.trace("Ignoring creation of thread %s (%d)", thread.mention, thread.id)
+            return
+
+        await self.send_log_message(
+            Icons.hash_green,
+            Colours.soft_green,
+            "Thread created",
+            (
+                f"Thread {thread.mention} ({thread.name}, `{thread.id}`) from {thread.parent.mention} "
+                f"(`{thread.parent.id}`) created"
+            )
+        )
+
+    @Cog.listener()
     async def on_voice_state_update(
         self,
         member: discord.Member,
@@ -761,7 +864,8 @@ class ModLog(Cog, name="ModLog"):
         """Log member voice state changes to the voice log channel."""
         if (
             member.guild.id != GuildConstant.id
-            or (before.channel and before.channel.id in GuildConstant.modlog_blacklist)
+            or (before.channel and self.is_channel_ignored(before.channel.id))
+            or (after.channel and self.is_channel_ignored(after.channel.id))
         ):
             return
 
@@ -783,7 +887,7 @@ class ModLog(Cog, name="ModLog"):
         diff_values = {**diff.get("values_changed", {}), **diff.get("type_changes", {})}
 
         icon = Icons.voice_state_blue
-        colour = Colour.blurple()
+        colour = Colour.og_blurple()
         changes = []
 
         for attr, values in diff_values.items():
@@ -820,7 +924,7 @@ class ModLog(Cog, name="ModLog"):
             colour=colour,
             title="Voice state updated",
             text=message,
-            thumbnail=member.avatar_url_as(static_format="png"),
+            thumbnail=member.display_avatar.url,
             channel_id=Channels.voice_log
         )
 
diff --git a/bot/exts/moderation/modpings.py b/bot/exts/moderation/modpings.py
index 1ad5005de..20a8c39d7 100644
--- a/bot/exts/moderation/modpings.py
+++ b/bot/exts/moderation/modpings.py
@@ -1,17 +1,23 @@
+import asyncio
 import datetime
-import logging
 
+import arrow
 from async_rediscache import RedisCache
-from dateutil.parser import isoparse
+from dateutil.parser import isoparse, parse as dateutil_parse
 from discord import Embed, Member
 from discord.ext.commands import Cog, Context, group, has_any_role
 
 from bot.bot import Bot
 from bot.constants import Colours, Emojis, Guild, Icons, MODERATION_ROLES, Roles
 from bot.converters import Expiry
+from bot.log import get_logger
+from bot.utils import scheduling
 from bot.utils.scheduling import Scheduler
+from bot.utils.time import TimestampFormats, discord_timestamp
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
+
+MAXIMUM_WORK_LIMIT = 16
 
 
 class ModPings(Cog):
@@ -22,14 +28,28 @@ class ModPings(Cog):
     # The cache's values are the times when the role should be re-applied to them, stored in ISO format.
     pings_off_mods = RedisCache()
 
+    # RedisCache[discord.Member.id, 'start timestamp|total worktime in seconds']
+    # The cache's keys are mod's ID
+    # The cache's values are their pings on schedule timestamp and the total seconds (work time) until pings off
+    modpings_schedule = RedisCache()
+
     def __init__(self, bot: Bot):
         self.bot = bot
-        self._role_scheduler = Scheduler(self.__class__.__name__)
+        self._role_scheduler = Scheduler("ModPingsOnOff")
+        self._modpings_scheduler = Scheduler("ModPingsSchedule")
 
         self.guild = None
         self.moderators_role = None
 
-        self.reschedule_task = self.bot.loop.create_task(self.reschedule_roles(), name="mod-pings-reschedule")
+        self.modpings_schedule_task = scheduling.create_task(
+            self.reschedule_modpings_schedule(),
+            event_loop=self.bot.loop
+        )
+        self.reschedule_task = scheduling.create_task(
+            self.reschedule_roles(),
+            name="mod-pings-reschedule",
+            event_loop=self.bot.loop,
+        )
 
     async def reschedule_roles(self) -> None:
         """Reschedule moderators role re-apply times."""
@@ -44,7 +64,7 @@ class ModPings(Cog):
         log.trace("Applying the moderators role to the mod team where necessary.")
         for mod in mod_team.members:
             if mod in pings_on:  # Make sure that on-duty mods aren't in the cache.
-                if mod in pings_off:
+                if mod.id in pings_off:
                     await self.pings_off_mods.delete(mod.id)
                 continue
 
@@ -52,13 +72,61 @@ class ModPings(Cog):
             if mod.id not in pings_off:
                 await self.reapply_role(mod)
             else:
-                expiry = isoparse(pings_off[mod.id]).replace(tzinfo=None)
+                expiry = isoparse(pings_off[mod.id])
                 self._role_scheduler.schedule_at(expiry, mod.id, self.reapply_role(mod))
 
+    async def reschedule_modpings_schedule(self) -> None:
+        """Reschedule moderators schedule ping."""
+        await self.bot.wait_until_guild_available()
+        schedule_cache = await self.modpings_schedule.to_dict()
+
+        log.info("Scheduling modpings schedule for applicable moderators found in cache.")
+        for mod_id, schedule in schedule_cache.items():
+            start_timestamp, work_time = schedule.split("|")
+            start = datetime.datetime.fromtimestamp(float(start_timestamp))
+
+            mod = await self.bot.fetch_user(mod_id)
+            self._modpings_scheduler.schedule_at(
+                start,
+                mod_id,
+                self.add_role_schedule(mod, work_time, start)
+            )
+
+    async def remove_role_schedule(self, mod: Member, work_time: int, schedule_start: datetime.datetime) -> None:
+        """Removes the moderator's role to the given moderator."""
+        log.trace(f"Removing moderator role from mod with ID {mod.id}")
+        await mod.remove_roles(self.moderators_role, reason="Moderator schedule time expired.")
+
+        # Remove the task before scheduling it again
+        self._modpings_scheduler.cancel(mod.id)
+
+        # Add the task again
+        log.trace(f"Adding mod pings schedule task again for mod with ID {mod.id}")
+        schedule_start += datetime.timedelta(days=1)
+        self._modpings_scheduler.schedule_at(
+            schedule_start,
+            mod.id,
+            self.add_role_schedule(mod, work_time, schedule_start)
+        )
+
+    async def add_role_schedule(self, mod: Member, work_time: int, schedule_start: datetime.datetime) -> None:
+        """Adds the moderator's role to the given moderator."""
+        # If the moderator has pings off, then skip adding role
+        if mod.id in await self.pings_off_mods.to_dict():
+            log.trace(f"Skipping adding moderator role to mod with ID {mod.id} - found in pings off cache.")
+        else:
+            log.trace(f"Applying moderator role to mod with ID {mod.id}")
+            await mod.add_roles(self.moderators_role, reason="Moderator scheduled time started!")
+
+        log.trace(f"Sleeping for {work_time} seconds, worktime for mod with ID {mod.id}")
+        await asyncio.sleep(work_time)
+        await self.remove_role_schedule(mod, work_time, schedule_start)
+
     async def reapply_role(self, mod: Member) -> None:
         """Reapply the moderator's role to the given moderator."""
         log.trace(f"Re-applying role to mod with ID {mod.id}.")
         await mod.add_roles(self.moderators_role, reason="Pings off period expired.")
+        await self.pings_off_mods.delete(mod.id)
 
     @group(name='modpings', aliases=('modping',), invoke_without_command=True)
     @has_any_role(*MODERATION_ROLES)
@@ -86,8 +154,7 @@ class ModPings(Cog):
 
         The duration cannot be longer than 30 days.
         """
-        duration: datetime.datetime
-        delta = duration - datetime.datetime.utcnow()
+        delta = duration - arrow.utcnow()
         if delta > datetime.timedelta(days=30):
             await ctx.send(":x: Cannot remove the role for longer than 30 days.")
             return
@@ -126,12 +193,66 @@ class ModPings(Cog):
 
         await ctx.send(f"{Emojis.check_mark} Moderators role has been re-applied.")
 
+    @modpings_group.group(
+        name='schedule',
+        aliases=('s',),
+        invoke_without_command=True
+    )
+    @has_any_role(*MODERATION_ROLES)
+    async def schedule_modpings(self, ctx: Context, start: str, end: str) -> None:
+        """Schedule modpings role to be added at <start> and removed at <end> everyday at UTC time!"""
+        start, end = dateutil_parse(start), dateutil_parse(end)
+
+        if end < start:
+            end += datetime.timedelta(days=1)
+
+        if (end - start) > datetime.timedelta(hours=MAXIMUM_WORK_LIMIT):
+            await ctx.send(
+                f":x: {ctx.author.mention} You can't have the modpings role for"
+                f" more than {MAXIMUM_WORK_LIMIT} hours!"
+            )
+            return
+
+        if start < datetime.datetime.utcnow():
+            # The datetime has already gone for the day, so make it tomorrow
+            # otherwise the scheduler would schedule it immediately
+            start += datetime.timedelta(days=1)
+
+        work_time = (end - start).total_seconds()
+
+        await self.modpings_schedule.set(ctx.author.id, f"{start.timestamp()}|{work_time}")
+
+        if ctx.author.id in self._modpings_scheduler:
+            self._modpings_scheduler.cancel(ctx.author.id)
+
+        self._modpings_scheduler.schedule_at(
+            start,
+            ctx.author.id,
+            self.add_role_schedule(ctx.author, work_time, start)
+        )
+
+        await ctx.send(
+            f"{Emojis.ok_hand} {ctx.author.mention} Scheduled mod pings from "
+            f"{discord_timestamp(start, TimestampFormats.TIME)} to "
+            f"{discord_timestamp(end, TimestampFormats.TIME)}!"
+        )
+
+    @schedule_modpings.command(name='delete', aliases=('del', 'd'))
+    async def modpings_schedule_delete(self, ctx: Context) -> None:
+        """Delete your modpings schedule."""
+        self._modpings_scheduler.cancel(ctx.author.id)
+        await self.modpings_schedule.delete(ctx.author.id)
+        await ctx.send(f"{Emojis.ok_hand} {ctx.author.mention} Deleted your modpings schedule!")
+
     def cog_unload(self) -> None:
         """Cancel role tasks when the cog unloads."""
         log.trace("Cog unload: canceling role tasks.")
         self.reschedule_task.cancel()
         self._role_scheduler.cancel_all()
 
+        self.modpings_schedule_task.cancel()
+        self._modpings_scheduler.cancel_all()
+
 
 def setup(bot: Bot) -> None:
     """Load the ModPings cog."""
diff --git a/bot/exts/moderation/silence.py b/bot/exts/moderation/silence.py
index 2a7ca932e..511520252 100644
--- a/bot/exts/moderation/silence.py
+++ b/bot/exts/moderation/silence.py
@@ -1,47 +1,68 @@
 import json
-import logging
+import typing
 from contextlib import suppress
 from datetime import datetime, timedelta, timezone
-from operator import attrgetter
-from typing import Optional
+from typing import Optional, OrderedDict, Union
 
 from async_rediscache import RedisCache
-from discord import TextChannel
+from discord import Guild, PermissionOverwrite, TextChannel, Thread, VoiceChannel
 from discord.ext import commands, tasks
 from discord.ext.commands import Context
+from discord.utils import MISSING
 
+from bot import constants
 from bot.bot import Bot
-from bot.constants import Channels, Emojis, Guild, MODERATION_ROLES, Roles
 from bot.converters import HushDurationConverter
-from bot.utils.lock import LockedResourceError, lock_arg
+from bot.log import get_logger
+from bot.utils import scheduling
+from bot.utils.lock import LockedResourceError, lock, lock_arg
 from bot.utils.scheduling import Scheduler
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 LOCK_NAMESPACE = "silence"
 
-MSG_SILENCE_FAIL = f"{Emojis.cross_mark} current channel is already silenced."
-MSG_SILENCE_PERMANENT = f"{Emojis.check_mark} silenced current channel indefinitely."
-MSG_SILENCE_SUCCESS = f"{Emojis.check_mark} silenced current channel for {{duration}} minute(s)."
+MSG_SILENCE_FAIL = f"{constants.Emojis.cross_mark} {{channel}} is already silenced."
+MSG_SILENCE_PERMANENT = f"{constants.Emojis.check_mark} silenced {{channel}} indefinitely."
+MSG_SILENCE_SUCCESS = f"{constants.Emojis.check_mark} silenced {{{{channel}}}} for {{duration}} minute(s)."
 
-MSG_UNSILENCE_FAIL = f"{Emojis.cross_mark} current channel was not silenced."
+MSG_UNSILENCE_FAIL = f"{constants.Emojis.cross_mark} {{channel}} was not silenced."
 MSG_UNSILENCE_MANUAL = (
-    f"{Emojis.cross_mark} current channel was not unsilenced because the current overwrites were "
+    f"{constants.Emojis.cross_mark} {{channel}} was not unsilenced because the current overwrites were "
     f"set manually or the cache was prematurely cleared. "
     f"Please edit the overwrites manually to unsilence."
 )
-MSG_UNSILENCE_SUCCESS = f"{Emojis.check_mark} unsilenced current channel."
+MSG_UNSILENCE_SUCCESS = f"{constants.Emojis.check_mark} unsilenced {{channel}}."
+
+TextOrVoiceChannel = Union[TextChannel, VoiceChannel]
+
+VOICE_CHANNELS = {
+    constants.Channels.code_help_voice_0: constants.Channels.code_help_chat_0,
+    constants.Channels.code_help_voice_1: constants.Channels.code_help_chat_1,
+    constants.Channels.general_voice_0: constants.Channels.voice_chat_0,
+    constants.Channels.general_voice_1: constants.Channels.voice_chat_1,
+    constants.Channels.staff_voice: constants.Channels.staff_voice_chat,
+}
 
 
 class SilenceNotifier(tasks.Loop):
     """Loop notifier for posting notices to `alert_channel` containing added channels."""
 
     def __init__(self, alert_channel: TextChannel):
-        super().__init__(self._notifier, seconds=1, minutes=0, hours=0, count=None, reconnect=True, loop=None)
+        super().__init__(
+            self._notifier,
+            seconds=1,
+            minutes=0,
+            hours=0,
+            count=None,
+            reconnect=True,
+            loop=None,
+            time=MISSING
+        )
         self._silenced_channels = {}
         self._alert_channel = alert_channel
 
-    def add_channel(self, channel: TextChannel) -> None:
+    def add_channel(self, channel: TextOrVoiceChannel) -> None:
         """Add channel to `_silenced_channels` and start loop if not launched."""
         if not self._silenced_channels:
             self.start()
@@ -68,7 +89,15 @@ class SilenceNotifier(tasks.Loop):
                 f"{channel.mention} for {(self._current_loop-start)//60} min"
                 for channel, start in self._silenced_channels.items()
             )
-            await self._alert_channel.send(f"<@&{Roles.moderators}> currently silenced channels: {channels_text}")
+            await self._alert_channel.send(
+                f"<@&{constants.Roles.moderators}> currently silenced channels: {channels_text}"
+            )
+
+
+async def _select_lock_channel(args: OrderedDict[str, any]) -> TextOrVoiceChannel:
+    """Passes the channel to be silenced to the resource lock."""
+    channel, _ = Silence.parse_silence_args(args["ctx"], args["duration_or_channel"], args["duration"])
+    return channel
 
 
 class Silence(commands.Cog):
@@ -86,94 +115,208 @@ class Silence(commands.Cog):
         self.bot = bot
         self.scheduler = Scheduler(self.__class__.__name__)
 
-        self._init_task = self.bot.loop.create_task(self._async_init())
+        self._init_task = scheduling.create_task(self._async_init(), event_loop=self.bot.loop)
 
     async def _async_init(self) -> None:
         """Set instance attributes once the guild is available and reschedule unsilences."""
         await self.bot.wait_until_guild_available()
 
-        guild = self.bot.get_guild(Guild.id)
+        guild = self.bot.get_guild(constants.Guild.id)
+
         self._everyone_role = guild.default_role
-        self._mod_alerts_channel = self.bot.get_channel(Channels.mod_alerts)
-        self.notifier = SilenceNotifier(self.bot.get_channel(Channels.mod_log))
+        self._verified_voice_role = guild.get_role(constants.Roles.voice_verified)
+
+        self._mod_alerts_channel = self.bot.get_channel(constants.Channels.mod_alerts)
+
+        self.notifier = SilenceNotifier(self.bot.get_channel(constants.Channels.mod_log))
         await self._reschedule()
 
+    async def send_message(
+        self,
+        message: str,
+        source_channel: TextChannel,
+        target_channel: TextOrVoiceChannel,
+        *,
+        alert_target: bool = False
+    ) -> None:
+        """Helper function to send message confirmation to `source_channel`, and notification to `target_channel`."""
+        # Reply to invocation channel
+        source_reply = message
+        if source_channel != target_channel:
+            source_reply = source_reply.format(channel=target_channel.mention)
+        else:
+            source_reply = source_reply.format(channel="current channel")
+        await source_channel.send(source_reply)
+
+        # Reply to target channel
+        if alert_target:
+            if isinstance(target_channel, VoiceChannel):
+                voice_chat = self.bot.get_channel(VOICE_CHANNELS.get(target_channel.id))
+                if voice_chat and source_channel != voice_chat:
+                    await voice_chat.send(message.format(channel=target_channel.mention))
+
+            elif source_channel != target_channel:
+                await target_channel.send(message.format(channel="current channel"))
+
     @commands.command(aliases=("hush",))
-    @lock_arg(LOCK_NAMESPACE, "ctx", attrgetter("channel"), raise_error=True)
-    async def silence(self, ctx: Context, duration: HushDurationConverter = 10) -> None:
+    @lock(LOCK_NAMESPACE, _select_lock_channel, raise_error=True)
+    async def silence(
+        self,
+        ctx: Context,
+        duration_or_channel: typing.Union[TextOrVoiceChannel, HushDurationConverter] = None,
+        duration: HushDurationConverter = 10,
+        *,
+        kick: bool = False
+    ) -> None:
         """
         Silence the current channel for `duration` minutes or `forever`.
 
         Duration is capped at 15 minutes, passing forever makes the silence indefinite.
         Indefinitely silenced channels get added to a notifier which posts notices every 15 minutes from the start.
+
+        Passing a voice channel will attempt to move members out of the channel and back to force sync permissions.
+        If `kick` is True, members will not be added back to the voice channel, and members will be unable to rejoin.
         """
         await self._init_task
+        channel, duration = self.parse_silence_args(ctx, duration_or_channel, duration)
 
-        channel_info = f"#{ctx.channel} ({ctx.channel.id})"
+        channel_info = f"#{channel} ({channel.id})"
         log.debug(f"{ctx.author} is silencing channel {channel_info}.")
 
-        if not await self._set_silence_overwrites(ctx.channel):
+        # Since threads don't have specific overrides, we cannot silence them individually.
+        # The parent channel has to be muted or the thread should be archived.
+        if isinstance(channel, Thread):
+            await ctx.send(":x: Threads cannot be silenced.")
+            return
+
+        if not await self._set_silence_overwrites(channel, kick=kick):
             log.info(f"Tried to silence channel {channel_info} but the channel was already silenced.")
-            await ctx.send(MSG_SILENCE_FAIL)
+            await self.send_message(MSG_SILENCE_FAIL, ctx.channel, channel, alert_target=False)
             return
 
-        await self._schedule_unsilence(ctx, duration)
+        if isinstance(channel, VoiceChannel):
+            if kick:
+                await self._kick_voice_members(channel)
+            else:
+                await self._force_voice_sync(channel)
+
+        await self._schedule_unsilence(ctx, channel, duration)
 
         if duration is None:
-            self.notifier.add_channel(ctx.channel)
+            self.notifier.add_channel(channel)
             log.info(f"Silenced {channel_info} indefinitely.")
-            await ctx.send(MSG_SILENCE_PERMANENT)
+            await self.send_message(MSG_SILENCE_PERMANENT, ctx.channel, channel, alert_target=True)
+
         else:
             log.info(f"Silenced {channel_info} for {duration} minute(s).")
-            await ctx.send(MSG_SILENCE_SUCCESS.format(duration=duration))
-
-    @commands.command(aliases=("unhush",))
-    async def unsilence(self, ctx: Context) -> None:
-        """
-        Unsilence the current channel.
-
-        If the channel was silenced indefinitely, notifications for the channel will stop.
-        """
-        await self._init_task
-        log.debug(f"Unsilencing channel #{ctx.channel} from {ctx.author}'s command.")
-        await self._unsilence_wrapper(ctx.channel)
-
-    @lock_arg(LOCK_NAMESPACE, "channel", raise_error=True)
-    async def _unsilence_wrapper(self, channel: TextChannel) -> None:
-        """Unsilence `channel` and send a success/failure message."""
-        if not await self._unsilence(channel):
-            overwrite = channel.overwrites_for(self._everyone_role)
-            if overwrite.send_messages is False or overwrite.add_reactions is False:
-                await channel.send(MSG_UNSILENCE_MANUAL)
+            formatted_message = MSG_SILENCE_SUCCESS.format(duration=duration)
+            await self.send_message(formatted_message, ctx.channel, channel, alert_target=True)
+
+    @staticmethod
+    def parse_silence_args(
+        ctx: Context,
+        duration_or_channel: typing.Union[TextOrVoiceChannel, int],
+        duration: HushDurationConverter
+    ) -> typing.Tuple[TextOrVoiceChannel, Optional[int]]:
+        """Helper method to parse the arguments of the silence command."""
+        if duration_or_channel:
+            if isinstance(duration_or_channel, (TextChannel, VoiceChannel)):
+                channel = duration_or_channel
             else:
-                await channel.send(MSG_UNSILENCE_FAIL)
+                channel = ctx.channel
+                duration = duration_or_channel
         else:
-            await channel.send(MSG_UNSILENCE_SUCCESS)
+            channel = ctx.channel
+
+        if duration == -1:
+            duration = None
 
-    async def _set_silence_overwrites(self, channel: TextChannel) -> bool:
+        return channel, duration
+
+    async def _set_silence_overwrites(self, channel: TextOrVoiceChannel, *, kick: bool = False) -> bool:
         """Set silence permission overwrites for `channel` and return True if successful."""
-        overwrite = channel.overwrites_for(self._everyone_role)
-        prev_overwrites = dict(send_messages=overwrite.send_messages, add_reactions=overwrite.add_reactions)
+        # Get the original channel overwrites
+        if isinstance(channel, TextChannel):
+            role = self._everyone_role
+            overwrite = channel.overwrites_for(role)
+            prev_overwrites = dict(
+                send_messages=overwrite.send_messages,
+                add_reactions=overwrite.add_reactions,
+                create_private_threads=overwrite.create_private_threads,
+                create_public_threads=overwrite.create_public_threads,
+                send_messages_in_threads=overwrite.send_messages_in_threads
+            )
 
+        else:
+            role = self._verified_voice_role
+            overwrite = channel.overwrites_for(role)
+            prev_overwrites = dict(speak=overwrite.speak)
+            if kick:
+                prev_overwrites.update(connect=overwrite.connect)
+
+        # Stop if channel was already silenced
         if channel.id in self.scheduler or all(val is False for val in prev_overwrites.values()):
             return False
 
-        overwrite.update(send_messages=False, add_reactions=False)
-        await channel.set_permissions(self._everyone_role, overwrite=overwrite)
+        # Set new permissions, store
+        overwrite.update(**dict.fromkeys(prev_overwrites, False))
+        await channel.set_permissions(role, overwrite=overwrite)
         await self.previous_overwrites.set(channel.id, json.dumps(prev_overwrites))
 
         return True
 
-    async def _schedule_unsilence(self, ctx: Context, duration: Optional[int]) -> None:
+    async def _schedule_unsilence(self, ctx: Context, channel: TextOrVoiceChannel, duration: Optional[int]) -> None:
         """Schedule `ctx.channel` to be unsilenced if `duration` is not None."""
         if duration is None:
-            await self.unsilence_timestamps.set(ctx.channel.id, -1)
+            await self.unsilence_timestamps.set(channel.id, -1)
         else:
-            self.scheduler.schedule_later(duration * 60, ctx.channel.id, ctx.invoke(self.unsilence))
+            self.scheduler.schedule_later(duration * 60, channel.id, ctx.invoke(self.unsilence, channel=channel))
             unsilence_time = datetime.now(tz=timezone.utc) + timedelta(minutes=duration)
-            await self.unsilence_timestamps.set(ctx.channel.id, unsilence_time.timestamp())
+            await self.unsilence_timestamps.set(channel.id, unsilence_time.timestamp())
 
-    async def _unsilence(self, channel: TextChannel) -> bool:
+    @commands.command(aliases=("unhush",))
+    async def unsilence(self, ctx: Context, *, channel: TextOrVoiceChannel = None) -> None:
+        """
+        Unsilence the given channel if given, else the current one.
+
+        If the channel was silenced indefinitely, notifications for the channel will stop.
+        """
+        await self._init_task
+        if channel is None:
+            channel = ctx.channel
+        log.debug(f"Unsilencing channel #{channel} from {ctx.author}'s command.")
+        await self._unsilence_wrapper(channel, ctx)
+
+    @lock_arg(LOCK_NAMESPACE, "channel", raise_error=True)
+    async def _unsilence_wrapper(self, channel: TextOrVoiceChannel, ctx: Optional[Context] = None) -> None:
+        """
+        Unsilence `channel` and send a success/failure message to ctx.channel.
+
+        If ctx is None or not passed, `channel` is used in its place.
+        If `channel` and ctx.channel are the same, only one message is sent.
+        """
+        msg_channel = channel
+        if ctx is not None:
+            msg_channel = ctx.channel
+
+        if not await self._unsilence(channel):
+            if isinstance(channel, VoiceChannel):
+                overwrite = channel.overwrites_for(self._verified_voice_role)
+                has_channel_overwrites = overwrite.speak is False
+            else:
+                overwrite = channel.overwrites_for(self._everyone_role)
+                has_channel_overwrites = overwrite.send_messages is False or overwrite.add_reactions is False
+
+            # Send fail message to muted channel or voice chat channel, and invocation channel
+            if has_channel_overwrites:
+                await self.send_message(MSG_UNSILENCE_MANUAL, msg_channel, channel, alert_target=False)
+            else:
+                await self.send_message(MSG_UNSILENCE_FAIL, msg_channel, channel, alert_target=False)
+
+        else:
+            await self.send_message(MSG_UNSILENCE_SUCCESS, msg_channel, channel, alert_target=True)
+
+    async def _unsilence(self, channel: TextOrVoiceChannel) -> bool:
         """
         Unsilence `channel`.
 
@@ -183,19 +326,42 @@ class Silence(commands.Cog):
 
         Return `True` if channel permissions were changed, `False` otherwise.
         """
+        # Get stored overwrites, and return if channel is unsilenced
         prev_overwrites = await self.previous_overwrites.get(channel.id)
         if channel.id not in self.scheduler and prev_overwrites is None:
             log.info(f"Tried to unsilence channel #{channel} ({channel.id}) but the channel was not silenced.")
             return False
 
-        overwrite = channel.overwrites_for(self._everyone_role)
+        # Select the role based on channel type, and get current overwrites
+        if isinstance(channel, TextChannel):
+            role = self._everyone_role
+            overwrite = channel.overwrites_for(role)
+            permissions = "`Send Messages` and `Add Reactions`"
+        else:
+            role = self._verified_voice_role
+            overwrite = channel.overwrites_for(role)
+            permissions = "`Speak` and `Connect`"
+
+        # Check if old overwrites were not stored
         if prev_overwrites is None:
             log.info(f"Missing previous overwrites for #{channel} ({channel.id}); defaulting to None.")
-            overwrite.update(send_messages=None, add_reactions=None)
+            overwrite.update(
+                send_messages=None,
+                add_reactions=None,
+                create_private_threads=None,
+                create_public_threads=None,
+                send_messages_in_threads=None,
+                speak=None,
+                connect=None
+            )
         else:
             overwrite.update(**json.loads(prev_overwrites))
 
-        await channel.set_permissions(self._everyone_role, overwrite=overwrite)
+        # Update Permissions
+        await channel.set_permissions(role, overwrite=overwrite)
+        if isinstance(channel, VoiceChannel):
+            await self._force_voice_sync(channel)
+
         log.info(f"Unsilenced channel #{channel} ({channel.id}).")
 
         self.scheduler.cancel(channel.id)
@@ -203,15 +369,81 @@ class Silence(commands.Cog):
         await self.previous_overwrites.delete(channel.id)
         await self.unsilence_timestamps.delete(channel.id)
 
+        # Alert Admin team if old overwrites were not available
         if prev_overwrites is None:
             await self._mod_alerts_channel.send(
-                f"<@&{Roles.admins}> Restored overwrites with default values after unsilencing "
-                f"{channel.mention}. Please check that the `Send Messages` and `Add Reactions` "
-                f"overwrites for {self._everyone_role.mention} are at their desired values."
+                f"<@&{constants.Roles.admins}> Restored overwrites with default values after unsilencing "
+                f"{channel.mention}. Please check that the {permissions} "
+                f"overwrites for {role.mention} are at their desired values."
             )
 
         return True
 
+    @staticmethod
+    async def _get_afk_channel(guild: Guild) -> VoiceChannel:
+        """Get a guild's AFK channel, or create one if it does not exist."""
+        afk_channel = guild.afk_channel
+
+        if afk_channel is None:
+            overwrites = {
+                guild.default_role: PermissionOverwrite(speak=False, connect=False, view_channel=False)
+            }
+            afk_channel = await guild.create_voice_channel("mute-temp", overwrites=overwrites)
+            log.info(f"Failed to get afk-channel, created #{afk_channel} ({afk_channel.id})")
+
+        return afk_channel
+
+    @staticmethod
+    async def _kick_voice_members(channel: VoiceChannel) -> None:
+        """Remove all non-staff members from a voice channel."""
+        log.debug(f"Removing all non staff members from #{channel.name} ({channel.id}).")
+
+        for member in channel.members:
+            # Skip staff
+            if any(role.id in constants.MODERATION_ROLES for role in member.roles):
+                continue
+
+            try:
+                await member.move_to(None, reason="Kicking member from voice channel.")
+                log.trace(f"Kicked {member.name} from voice channel.")
+            except Exception as e:
+                log.debug(f"Failed to move {member.name}. Reason: {e}")
+                continue
+
+        log.debug("Removed all members.")
+
+    async def _force_voice_sync(self, channel: VoiceChannel) -> None:
+        """
+        Move all non-staff members from `channel` to a temporary channel and back to force toggle role mute.
+
+        Permission modification has to happen before this function.
+        """
+        # Obtain temporary channel
+        delete_channel = channel.guild.afk_channel is None
+        afk_channel = await self._get_afk_channel(channel.guild)
+
+        try:
+            # Move all members to temporary channel and back
+            for member in channel.members:
+                # Skip staff
+                if any(role.id in constants.MODERATION_ROLES for role in member.roles):
+                    continue
+
+                try:
+                    await member.move_to(afk_channel, reason="Muting VC member.")
+                    log.trace(f"Moved {member.name} to afk channel.")
+
+                    await member.move_to(channel, reason="Muting VC member.")
+                    log.trace(f"Moved {member.name} to original voice channel.")
+                except Exception as e:
+                    log.debug(f"Failed to move {member.name}. Reason: {e}")
+                    continue
+
+        finally:
+            # Delete VC channel if it was created.
+            if delete_channel:
+                await afk_channel.delete(reason="Deleting temporary mute channel.")
+
     async def _reschedule(self) -> None:
         """Reschedule unsilencing of active silences and add permanent ones to the notifier."""
         for channel_id, timestamp in await self.unsilence_timestamps.items():
@@ -247,7 +479,7 @@ class Silence(commands.Cog):
     # This cannot be static (must have a __func__ attribute).
     async def cog_check(self, ctx: Context) -> bool:
         """Only allow moderators to invoke the commands in this cog."""
-        return await commands.has_any_role(*MODERATION_ROLES).predicate(ctx)
+        return await commands.has_any_role(*constants.MODERATION_ROLES).predicate(ctx)
 
 
 def setup(bot: Bot) -> None:
diff --git a/bot/exts/moderation/slowmode.py b/bot/exts/moderation/slowmode.py
index d8baff76a..da04d1e98 100644
--- a/bot/exts/moderation/slowmode.py
+++ b/bot/exts/moderation/slowmode.py
@@ -1,4 +1,3 @@
-import logging
 from typing import Optional
 
 from dateutil.relativedelta import relativedelta
@@ -8,15 +7,16 @@ from discord.ext.commands import Cog, Context, group, has_any_role
 from bot.bot import Bot
 from bot.constants import Channels, Emojis, MODERATION_ROLES
 from bot.converters import DurationDelta
+from bot.log import get_logger
 from bot.utils import time
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 SLOWMODE_MAX_DELAY = 21600  # seconds
 
 COMMONLY_SLOWMODED_CHANNELS = {
     Channels.python_general: "python_general",
-    Channels.discord_py: "discordpy",
+    Channels.discord_bots: "discord_bots",
     Channels.off_topic_0: "ot0",
 }
 
diff --git a/bot/exts/moderation/stream.py b/bot/exts/moderation/stream.py
index fd856a7f4..99bbd8721 100644
--- a/bot/exts/moderation/stream.py
+++ b/bot/exts/moderation/stream.py
@@ -1,4 +1,3 @@
-import logging
 from datetime import timedelta, timezone
 from operator import itemgetter
 
@@ -9,13 +8,17 @@ from async_rediscache import RedisCache
 from discord.ext import commands
 
 from bot.bot import Bot
-from bot.constants import Colours, Emojis, Guild, MODERATION_ROLES, Roles, STAFF_ROLES, VideoPermission
+from bot.constants import (
+    Colours, Emojis, Guild, MODERATION_ROLES, Roles, STAFF_PARTNERS_COMMUNITY_ROLES, VideoPermission
+)
 from bot.converters import Expiry
+from bot.log import get_logger
 from bot.pagination import LinePaginator
-from bot.utils.scheduling import Scheduler
-from bot.utils.time import format_infraction_with_duration
+from bot.utils import scheduling
+from bot.utils.members import get_or_fetch_member
+from bot.utils.time import discord_timestamp, format_infraction_with_duration
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 
 class Stream(commands.Cog):
@@ -27,8 +30,8 @@ class Stream(commands.Cog):
 
     def __init__(self, bot: Bot):
         self.bot = bot
-        self.scheduler = Scheduler(self.__class__.__name__)
-        self.reload_task = self.bot.loop.create_task(self._reload_tasks_from_redis())
+        self.scheduler = scheduling.Scheduler(self.__class__.__name__)
+        self.reload_task = scheduling.create_task(self._reload_tasks_from_redis(), event_loop=self.bot.loop)
 
     def cog_unload(self) -> None:
         """Cancel all scheduled tasks."""
@@ -44,23 +47,17 @@ class Stream(commands.Cog):
         """Reload outstanding tasks from redis on startup, delete the task if the member has since left the server."""
         await self.bot.wait_until_guild_available()
         items = await self.task_cache.items()
+        guild = self.bot.get_guild(Guild.id)
         for key, value in items:
-            member = self.bot.get_guild(Guild.id).get_member(key)
+            member = await get_or_fetch_member(guild, key)
 
             if not member:
-                # Member isn't found in the cache
-                try:
-                    member = await self.bot.get_guild(Guild.id).fetch_member(key)
-                except discord.errors.NotFound:
-                    log.debug(
-                        f"Member {key} left the guild before we could schedule "
-                        "the revoking of their streaming permissions."
-                    )
-                    await self.task_cache.delete(key)
-                    continue
-                except discord.HTTPException:
-                    log.exception(f"Exception while trying to retrieve member {key} from Discord.")
-                    continue
+                log.debug(
+                    "User with ID %d left the guild before their streaming permissions could be revoked.",
+                    key
+                )
+                await self.task_cache.delete(key)
+                continue
 
             revoke_time = Arrow.utcfromtimestamp(value)
             log.debug(f"Scheduling {member} ({member.id}) to have streaming permission revoked at {revoke_time}")
@@ -134,16 +131,7 @@ class Stream(commands.Cog):
 
         await member.add_roles(discord.Object(Roles.video), reason="Temporary streaming access granted")
 
-        # Use embed as embed timestamps do timezone conversions.
-        embed = discord.Embed(
-            description=f"{Emojis.check_mark} {member.mention} can now stream.",
-            colour=Colours.soft_green
-        )
-        embed.set_footer(text=f"Streaming permission has been given to {member} until")
-        embed.timestamp = duration
-
-        # Mention in content as mentions in embeds don't ping
-        await ctx.send(content=member.mention, embed=embed)
+        await ctx.send(f"{Emojis.check_mark} {member.mention} can now stream until {discord_timestamp(duration)}.")
 
         # Convert here for nicer logging
         revoke_time = format_infraction_with_duration(str(duration))
@@ -202,17 +190,17 @@ class Stream(commands.Cog):
     @commands.command(aliases=('lstream',))
     @commands.has_any_role(*MODERATION_ROLES)
     async def liststream(self, ctx: commands.Context) -> None:
-        """Lists all non-staff users who have permission to stream."""
-        non_staff_members_with_stream = [
+        """Lists all users who aren't staff, partners or members of the python community and have stream permissions."""
+        non_staff_partners_community_members_with_stream = [
             member
             for member in ctx.guild.get_role(Roles.video).members
-            if not any(role.id in STAFF_ROLES for role in member.roles)
+            if not any(role.id in STAFF_PARTNERS_COMMUNITY_ROLES for role in member.roles)
         ]
 
         # List of tuples (UtcPosixTimestamp, str)
         # So that the list can be sorted on the UtcPosixTimestamp before the message is passed to the paginator.
         streamer_info = []
-        for member in non_staff_members_with_stream:
+        for member in non_staff_partners_community_members_with_stream:
             if revoke_time := await self.task_cache.get(member.id):
                 # Member only has temporary streaming perms
                 revoke_delta = Arrow.utcfromtimestamp(revoke_time).humanize()
diff --git a/bot/exts/moderation/verification.py b/bot/exts/moderation/verification.py
index bfe9b74b4..37338d19c 100644
--- a/bot/exts/moderation/verification.py
+++ b/bot/exts/moderation/verification.py
@@ -1,4 +1,3 @@
-import logging
 import typing as t
 
 import discord
@@ -6,10 +5,9 @@ from discord.ext.commands import Cog, Context, command, has_any_role
 
 from bot import constants
 from bot.bot import Bot
-from bot.decorators import in_whitelist
-from bot.utils.checks import InWhitelistCheckFailure
+from bot.log import get_logger
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 # Sent via DMs once user joins the guild
 ON_JOIN_MESSAGE = """
@@ -29,11 +27,11 @@ You can find a copy of our rules for reference at <https://pythondiscord.com/pag
 
 Additionally, if you'd like to receive notifications for the announcements \
 we post in <#{constants.Channels.announcements}>
-from time to time, you can send `!subscribe` to <#{constants.Channels.bot_commands}> at any time \
+from time to time, you can send `{constants.Bot.prefix}subscribe` to <#{constants.Channels.bot_commands}> at any time \
 to assign yourself the **Announcements** role. We'll mention this role every time we make an announcement.
 
-If you'd like to unsubscribe from the announcement notifications, simply send `!unsubscribe` to \
-<#{constants.Channels.bot_commands}>.
+If you'd like to unsubscribe from the announcement notifications, simply send `{constants.Bot.prefix}subscribe` to \
+<#{constants.Channels.bot_commands}> and click the role again!.
 
 To introduce you to our community, we've made the following video:
 https://youtu.be/ZH26PuX3re0
@@ -61,11 +59,9 @@ async def safe_dm(coro: t.Coroutine) -> None:
 
 class Verification(Cog):
     """
-    User verification and role management.
+    User verification.
 
     Statistics are collected in the 'verification.' namespace.
-
-    Additionally, this cog offers the !subscribe and !unsubscribe commands,
     """
 
     def __init__(self, bot: Bot) -> None:
@@ -108,67 +104,8 @@ class Verification(Cog):
                 log.exception("DM dispatch failed on unexpected error code")
 
     # endregion
-    # region: subscribe commands
-
-    @command(name='subscribe')
-    @in_whitelist(channels=(constants.Channels.bot_commands,))
-    async def subscribe_command(self, ctx: Context, *_) -> None:  # We don't actually care about the args
-        """Subscribe to announcement notifications by assigning yourself the role."""
-        has_role = False
-
-        for role in ctx.author.roles:
-            if role.id == constants.Roles.announcements:
-                has_role = True
-                break
-
-        if has_role:
-            await ctx.send(f"{ctx.author.mention} You're already subscribed!")
-            return
-
-        log.debug(f"{ctx.author} called !subscribe. Assigning the 'Announcements' role.")
-        await ctx.author.add_roles(discord.Object(constants.Roles.announcements), reason="Subscribed to announcements")
-
-        log.trace(f"Deleting the message posted by {ctx.author}.")
-
-        await ctx.send(
-            f"{ctx.author.mention} Subscribed to <#{constants.Channels.announcements}> notifications.",
-        )
-
-    @command(name='unsubscribe')
-    @in_whitelist(channels=(constants.Channels.bot_commands,))
-    async def unsubscribe_command(self, ctx: Context, *_) -> None:  # We don't actually care about the args
-        """Unsubscribe from announcement notifications by removing the role from yourself."""
-        has_role = False
-
-        for role in ctx.author.roles:
-            if role.id == constants.Roles.announcements:
-                has_role = True
-                break
-
-        if not has_role:
-            await ctx.send(f"{ctx.author.mention} You're already unsubscribed!")
-            return
-
-        log.debug(f"{ctx.author} called !unsubscribe. Removing the 'Announcements' role.")
-        await ctx.author.remove_roles(
-            discord.Object(constants.Roles.announcements), reason="Unsubscribed from announcements"
-        )
-
-        log.trace(f"Deleting the message posted by {ctx.author}.")
-
-        await ctx.send(
-            f"{ctx.author.mention} Unsubscribed from <#{constants.Channels.announcements}> notifications."
-        )
-
-    # endregion
     # region: miscellaneous
 
-    # This cannot be static (must have a __func__ attribute).
-    async def cog_command_error(self, ctx: Context, error: Exception) -> None:
-        """Check for & ignore any InWhitelistCheckFailure."""
-        if isinstance(error, InWhitelistCheckFailure):
-            error.handled = True
-
     @command(name='verify')
     @has_any_role(*constants.MODERATION_ROLES)
     async def perform_manual_verification(self, ctx: Context, user: discord.Member) -> None:
diff --git a/bot/exts/moderation/voice_gate.py b/bot/exts/moderation/voice_gate.py
index 0cbce6a51..a382b13d1 100644
--- a/bot/exts/moderation/voice_gate.py
+++ b/bot/exts/moderation/voice_gate.py
@@ -1,8 +1,8 @@
 import asyncio
-import logging
 from contextlib import suppress
-from datetime import datetime, timedelta
+from datetime import timedelta
 
+import arrow
 import discord
 from async_rediscache import RedisCache
 from discord import Colour, Member, VoiceState
@@ -13,9 +13,10 @@ from bot.bot import Bot
 from bot.constants import Channels, Event, MODERATION_ROLES, Roles, VoiceGate as GateConf
 from bot.decorators import has_no_roles, in_whitelist
 from bot.exts.moderation.modlog import ModLog
+from bot.log import get_logger
 from bot.utils.checks import InWhitelistCheckFailure
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 # Flag written to the cog's RedisCache as a value when the Member's (key) notification
 # was already removed ~ this signals both that no further notifications should be sent,
@@ -40,6 +41,12 @@ VOICE_PING = (
     "If you don't yet qualify, you'll be told why!"
 )
 
+VOICE_PING_DM = (
+    "Wondering why you can't talk in the voice channels? "
+    "Use the `!voiceverify` command in {channel_mention} to verify. "
+    "If you don't yet qualify, you'll be told why!"
+)
+
 
 class VoiceGate(Cog):
     """Voice channels verification management."""
@@ -75,37 +82,43 @@ class VoiceGate(Cog):
             log.trace(f"Voice gate reminder message for user {member_id} was already removed")
 
     @redis_cache.atomic_transaction
-    async def _ping_newcomer(self, member: discord.Member) -> bool:
+    async def _ping_newcomer(self, member: discord.Member) -> tuple:
         """
         See if `member` should be sent a voice verification notification, and send it if so.
 
-        Returns False if the notification was not sent. This happens when:
+        Returns (False, None) if the notification was not sent. This happens when:
         * The `member` has already received the notification
         * The `member` is already voice-verified
 
-        Otherwise, the notification message ID is stored in `redis_cache` and True is returned.
+        Otherwise, the notification message ID is stored in `redis_cache` and return (True, channel).
+        channel is either [discord.TextChannel, discord.DMChannel].
         """
         if await self.redis_cache.contains(member.id):
             log.trace("User already in cache. Ignore.")
-            return False
+            return False, None
 
         log.trace("User not in cache and is in a voice channel.")
         verified = any(Roles.voice_verified == role.id for role in member.roles)
         if verified:
             log.trace("User is verified, add to the cache and ignore.")
             await self.redis_cache.set(member.id, NO_MSG)
-            return False
+            return False, None
 
         log.trace("User is unverified. Send ping.")
+
         await self.bot.wait_until_guild_available()
         voice_verification_channel = self.bot.get_channel(Channels.voice_gate)
 
-        message = await voice_verification_channel.send(f"Hello, {member.mention}! {VOICE_PING}")
-        await self.redis_cache.set(member.id, message.id)
+        try:
+            message = await member.send(VOICE_PING_DM.format(channel_mention=voice_verification_channel.mention))
+        except discord.Forbidden:
+            log.trace("DM failed for Voice ping message. Sending in channel.")
+            message = await voice_verification_channel.send(f"Hello, {member.mention}! {VOICE_PING}")
 
-        return True
+        await self.redis_cache.set(member.id, message.id)
+        return True, message.channel
 
-    @command(aliases=('voiceverify',))
+    @command(aliases=("voiceverify", "voice-verify",))
     @has_no_roles(Roles.voice_verified)
     @in_whitelist(channels=(Channels.voice_gate,), redirect=None)
     async def voice_verify(self, ctx: Context, *_) -> None:
@@ -144,16 +157,23 @@ class VoiceGate(Cog):
                     color=Colour.red()
                 )
                 log.warning(f"Got response code {e.status} while trying to get {ctx.author.id} Metricity data.")
+            try:
+                await ctx.author.send(embed=embed)
+            except discord.Forbidden:
+                log.info("Could not send user DM. Sending in voice-verify channel and scheduling delete.")
+                await ctx.send(embed=embed)
 
-            await ctx.author.send(embed=embed)
             return
 
         checks = {
-            "joined_at": ctx.author.joined_at > datetime.utcnow() - timedelta(days=GateConf.minimum_days_member),
+            "joined_at": (
+                ctx.author.joined_at > arrow.utcnow() - timedelta(days=GateConf.minimum_days_member)
+            ),
             "total_messages": data["total_messages"] < GateConf.minimum_messages,
             "voice_banned": data["voice_banned"],
-            "activity_blocks": data["activity_blocks"] < GateConf.minimum_activity_blocks
+            "activity_blocks": data["activity_blocks"] < GateConf.minimum_activity_blocks,
         }
+
         failed = any(checks.values())
         failed_reasons = [MESSAGE_FIELD_MAP[key] for key, value in checks.items() if value is True]
         [self.bot.stats.incr(f"voice_gate.failed.{key}") for key, value in checks.items() if value is True]
@@ -237,13 +257,17 @@ class VoiceGate(Cog):
             log.trace("User not in a voice channel. Ignore.")
             return
 
+        if isinstance(after.channel, discord.StageChannel):
+            log.trace("User joined a stage channel. Ignore.")
+            return
+
         # To avoid race conditions, checking if the user should receive a notification
         # and sending it if appropriate is delegated to an atomic helper
-        notification_sent = await self._ping_newcomer(member)
+        notification_sent, message_channel = await self._ping_newcomer(member)
 
-        # Schedule the notification to be deleted after the configured delay, which is
+        # Schedule the channel ping notification to be deleted after the configured delay, which is
         # again delegated to an atomic helper
-        if notification_sent:
+        if notification_sent and isinstance(message_channel, discord.TextChannel):
             await asyncio.sleep(GateConf.voice_ping_delete_delay)
             await self._delete_ping(member.id)
 
diff --git a/bot/exts/moderation/watchchannels/_watchchannel.py b/bot/exts/moderation/watchchannels/_watchchannel.py
index 9f26c34f2..34d445912 100644
--- a/bot/exts/moderation/watchchannels/_watchchannel.py
+++ b/bot/exts/moderation/watchchannels/_watchchannel.py
@@ -1,5 +1,4 @@
 import asyncio
-import logging
 import re
 import textwrap
 from abc import abstractmethod
@@ -17,11 +16,13 @@ from bot.constants import BigBrother as BigBrotherConfig, Guild as GuildConfig,
 from bot.exts.filters.token_remover import TokenRemover
 from bot.exts.filters.webhook_remover import WEBHOOK_URL_RE
 from bot.exts.moderation.modlog import ModLog
+from bot.log import CustomLogger, get_logger
 from bot.pagination import LinePaginator
-from bot.utils import CogABCMeta, messages
+from bot.utils import CogABCMeta, messages, scheduling
+from bot.utils.members import get_or_fetch_member
 from bot.utils.time import get_time_delta
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 URL_RE = re.compile(r"(https?://[^\s]+)")
 
@@ -46,7 +47,7 @@ class WatchChannel(metaclass=CogABCMeta):
         webhook_id: int,
         api_endpoint: str,
         api_default_params: dict,
-        logger: logging.Logger,
+        logger: CustomLogger,
         *,
         disable_header: bool = False
     ) -> None:
@@ -69,7 +70,7 @@ class WatchChannel(metaclass=CogABCMeta):
         self.message_history = MessageHistory()
         self.disable_header = disable_header
 
-        self._start = self.bot.loop.create_task(self.start_watchchannel())
+        self._start = scheduling.create_task(self.start_watchchannel(), event_loop=self.bot.loop)
 
     @property
     def modlog(self) -> ModLog:
@@ -169,7 +170,7 @@ class WatchChannel(metaclass=CogABCMeta):
         """Queues up messages sent by watched users."""
         if msg.author.id in self.watched_users:
             if not self.consuming_messages:
-                self._consume_task = self.bot.loop.create_task(self.consume_messages())
+                self._consume_task = scheduling.create_task(self.consume_messages(), event_loop=self.bot.loop)
 
             self.log.trace(f"Received message: {msg.content} ({len(msg.attachments)} attachments)")
             self.message_queue[msg.author.id][msg.channel.id].append(msg)
@@ -199,7 +200,10 @@ class WatchChannel(metaclass=CogABCMeta):
 
         if self.message_queue:
             self.log.trace("Channel queue not empty: Continuing consuming queues")
-            self._consume_task = self.bot.loop.create_task(self.consume_messages(delay_consumption=False))
+            self._consume_task = scheduling.create_task(
+                self.consume_messages(delay_consumption=False),
+                event_loop=self.bot.loop,
+            )
         else:
             self.log.trace("Done consuming messages.")
 
@@ -246,7 +250,7 @@ class WatchChannel(metaclass=CogABCMeta):
             await self.webhook_send(
                 cleaned_content,
                 username=msg.author.display_name,
-                avatar_url=msg.author.avatar_url
+                avatar_url=msg.author.display_avatar.url
             )
 
         if msg.attachments:
@@ -260,7 +264,7 @@ class WatchChannel(metaclass=CogABCMeta):
                 await self.webhook_send(
                     embed=e,
                     username=msg.author.display_name,
-                    avatar_url=msg.author.avatar_url
+                    avatar_url=msg.author.display_avatar.url
                 )
             except discord.HTTPException as exc:
                 self.log.exception(
@@ -278,7 +282,7 @@ class WatchChannel(metaclass=CogABCMeta):
         user_id = msg.author.id
 
         guild = self.bot.get_guild(GuildConfig.id)
-        actor = guild.get_member(self.watched_users[user_id]['actor'])
+        actor = await get_or_fetch_member(guild, self.watched_users[user_id]['actor'])
         actor = actor.display_name if actor else self.watched_users[user_id]['actor']
 
         inserted_at = self.watched_users[user_id]['inserted_at']
@@ -294,10 +298,9 @@ class WatchChannel(metaclass=CogABCMeta):
             message_jump = f"in [#{msg.channel.name}]({msg.jump_url})"
 
         footer = f"Added {time_delta} by {actor} | Reason: {reason}"
-        embed = Embed(description=f"{msg.author.mention} {message_jump}")
-        embed.set_footer(text=textwrap.shorten(footer, width=128, placeholder="..."))
+        embed = Embed(description=f"{msg.author.mention} {message_jump}\n\n{footer}")
 
-        await self.webhook_send(embed=embed, username=msg.author.display_name, avatar_url=msg.author.avatar_url)
+        await self.webhook_send(embed=embed, username=msg.author.display_name, avatar_url=msg.author.display_avatar.url)
 
     async def list_watched_users(
         self, ctx: Context, oldest_first: bool = False, update_cache: bool = True
@@ -352,7 +355,7 @@ class WatchChannel(metaclass=CogABCMeta):
 
         list_data["info"] = {}
         for user_id, user_data in watched_iter:
-            member = ctx.guild.get_member(user_id)
+            member = await get_or_fetch_member(ctx.guild, user_id)
             line = f"• `{user_id}`"
             if member:
                 line += f" ({member.name}#{member.discriminator})"
diff --git a/bot/exts/moderation/watchchannels/bigbrother.py b/bot/exts/moderation/watchchannels/bigbrother.py
index 3b44056d3..ab37b1b80 100644
--- a/bot/exts/moderation/watchchannels/bigbrother.py
+++ b/bot/exts/moderation/watchchannels/bigbrother.py
@@ -1,4 +1,3 @@
-import logging
 import textwrap
 from collections import ChainMap
 
@@ -6,11 +5,12 @@ from discord.ext.commands import Cog, Context, group, has_any_role
 
 from bot.bot import Bot
 from bot.constants import Channels, MODERATION_ROLES, Webhooks
-from bot.converters import FetchedMember
+from bot.converters import MemberOrUser
 from bot.exts.moderation.infraction._utils import post_infraction
 from bot.exts.moderation.watchchannels._watchchannel import WatchChannel
+from bot.log import get_logger
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 
 class BigBrother(WatchChannel, Cog, name="Big Brother"):
@@ -60,7 +60,7 @@ class BigBrother(WatchChannel, Cog, name="Big Brother"):
 
     @bigbrother_group.command(name='watch', aliases=('w',), root_aliases=('watch',))
     @has_any_role(*MODERATION_ROLES)
-    async def watch_command(self, ctx: Context, user: FetchedMember, *, reason: str) -> None:
+    async def watch_command(self, ctx: Context, user: MemberOrUser, *, reason: str) -> None:
         """
         Relay messages sent by the given `user` to the `#big-brother` channel.
 
@@ -71,11 +71,11 @@ class BigBrother(WatchChannel, Cog, name="Big Brother"):
 
     @bigbrother_group.command(name='unwatch', aliases=('uw',), root_aliases=('unwatch',))
     @has_any_role(*MODERATION_ROLES)
-    async def unwatch_command(self, ctx: Context, user: FetchedMember, *, reason: str) -> None:
+    async def unwatch_command(self, ctx: Context, user: MemberOrUser, *, reason: str) -> None:
         """Stop relaying messages by the given `user`."""
         await self.apply_unwatch(ctx, user, reason)
 
-    async def apply_watch(self, ctx: Context, user: FetchedMember, reason: str) -> None:
+    async def apply_watch(self, ctx: Context, user: MemberOrUser, reason: str) -> None:
         """
         Add `user` to watched users and apply a watch infraction with `reason`.
 
@@ -87,18 +87,23 @@ class BigBrother(WatchChannel, Cog, name="Big Brother"):
             return
 
         if not await self.fetch_user_cache():
-            await ctx.send(f":x: Updating the user cache failed, can't watch user {user}")
+            await ctx.send(f":x: Updating the user cache failed, can't watch user {user.mention}")
             return
 
         if user.id in self.watched_users:
-            await ctx.send(f":x: {user} is already being watched.")
+            await ctx.send(f":x: {user.mention} is already being watched.")
+            return
+
+        # discord.User instances don't have a roles attribute
+        if hasattr(user, "roles") and any(role.id in MODERATION_ROLES for role in user.roles):
+            await ctx.send(f":x: I'm sorry {ctx.author}, I'm afraid I can't do that. I must be kind to my masters.")
             return
 
         response = await post_infraction(ctx, user, 'watch', reason, hidden=True, active=True)
 
         if response is not None:
             self.watched_users[user.id] = response
-            msg = f":white_check_mark: Messages sent by {user} will now be relayed to Big Brother."
+            msg = f":white_check_mark: Messages sent by {user.mention} will now be relayed to Big Brother."
 
             history = await self.bot.api_client.get(
                 self.api_endpoint,
@@ -120,7 +125,7 @@ class BigBrother(WatchChannel, Cog, name="Big Brother"):
 
         await ctx.send(msg)
 
-    async def apply_unwatch(self, ctx: Context, user: FetchedMember, reason: str, send_message: bool = True) -> None:
+    async def apply_unwatch(self, ctx: Context, user: MemberOrUser, reason: str, send_message: bool = True) -> None:
         """
         Remove `user` from watched users and mark their infraction as inactive with `reason`.
 
@@ -151,7 +156,7 @@ class BigBrother(WatchChannel, Cog, name="Big Brother"):
                 log.debug(f"Perma-banned user {user} was unwatched.")
                 return
             log.trace("User is not banned.  Sending message to channel")
-            message = f":white_check_mark: Messages sent by {user} will no longer be relayed."
+            message = f":white_check_mark: Messages sent by {user.mention} will no longer be relayed."
 
         else:
             log.trace("No active watches found for user.")
diff --git a/bot/exts/recruitment/talentpool/_cog.py b/bot/exts/recruitment/talentpool/_cog.py
index 03326cab2..8fa0be5b1 100644
--- a/bot/exts/recruitment/talentpool/_cog.py
+++ b/bot/exts/recruitment/talentpool/_cog.py
@@ -1,69 +1,153 @@
-import logging
 import textwrap
-from collections import ChainMap
+from collections import ChainMap, defaultdict
 from io import StringIO
-from typing import Union
+from typing import Optional, Union
 
 import discord
+from async_rediscache import RedisCache
 from discord import Color, Embed, Member, PartialMessage, RawReactionActionEvent, User
-from discord.ext.commands import Cog, Context, group, has_any_role
+from discord.ext.commands import BadArgument, Cog, Context, group, has_any_role
 
 from bot.api import ResponseCodeError
 from bot.bot import Bot
-from bot.constants import Channels, Emojis, Guild, MODERATION_ROLES, STAFF_ROLES, Webhooks
-from bot.converters import FetchedMember
-from bot.exts.moderation.watchchannels._watchchannel import WatchChannel
+from bot.constants import Channels, Emojis, Guild, MODERATION_ROLES, Roles, STAFF_ROLES
+from bot.converters import MemberOrUser, UnambiguousMemberOrUser
 from bot.exts.recruitment.talentpool._review import Reviewer
+from bot.log import get_logger
 from bot.pagination import LinePaginator
-from bot.utils import time
+from bot.utils import scheduling, time
+from bot.utils.members import get_or_fetch_member
+from bot.utils.time import get_time_delta
 
+AUTOREVIEW_ENABLED_KEY = "autoreview_enabled"
 REASON_MAX_CHARS = 1000
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 
-class TalentPool(WatchChannel, Cog, name="Talentpool"):
-    """Relays messages of helper candidates to a watch channel to observe them."""
+class TalentPool(Cog, name="Talentpool"):
+    """Used to nominate potential helper candidates."""
 
-    def __init__(self, bot: Bot) -> None:
-        super().__init__(
-            bot,
-            destination=Channels.talent_pool,
-            webhook_id=Webhooks.talent_pool,
-            api_endpoint='bot/nominations',
-            api_default_params={'active': 'true', 'ordering': '-inserted_at'},
-            logger=log,
-            disable_header=True,
-        )
+    # RedisCache[str, bool]
+    # Can contain a single key, "autoreview_enabled", with the value a bool indicating if autoreview is enabled.
+    talentpool_settings = RedisCache()
 
+    def __init__(self, bot: Bot) -> None:
+        self.bot = bot
         self.reviewer = Reviewer(self.__class__.__name__, bot, self)
-        self.bot.loop.create_task(self.reviewer.reschedule_reviews())
+        self.cache: Optional[defaultdict[dict]] = None
+        self.api_default_params = {'active': 'true', 'ordering': '-inserted_at'}
+
+        self.initial_refresh_task = scheduling.create_task(self.refresh_cache(), event_loop=self.bot.loop)
+        scheduling.create_task(self.schedule_autoreviews(), event_loop=self.bot.loop)
+
+    async def schedule_autoreviews(self) -> None:
+        """Reschedule reviews for active nominations if autoreview is enabled."""
+        if await self.autoreview_enabled():
+            # Wait for a populated cache first
+            await self.initial_refresh_task
+            await self.reviewer.reschedule_reviews()
+        else:
+            log.trace("Not scheduling reviews as autoreview is disabled.")
+
+    async def autoreview_enabled(self) -> bool:
+        """Return whether automatic posting of nomination reviews is enabled."""
+        return await self.talentpool_settings.get(AUTOREVIEW_ENABLED_KEY, True)
+
+    async def refresh_cache(self) -> bool:
+        """Updates TalentPool users cache."""
+        # Wait until logged in to ensure bot api client exists
+        await self.bot.wait_until_guild_available()
+        try:
+            data = await self.bot.api_client.get(
+                'bot/nominations',
+                params=self.api_default_params
+            )
+        except ResponseCodeError as err:
+            log.exception("Failed to fetch the currently nominated users from the API", exc_info=err)
+            return False
+
+        self.cache = defaultdict(dict)
+
+        for entry in data:
+            user_id = entry.pop('user')
+            self.cache[user_id] = entry
+
+        return True
 
     @group(name='talentpool', aliases=('tp', 'talent', 'nomination', 'n'), invoke_without_command=True)
-    @has_any_role(*MODERATION_ROLES)
+    @has_any_role(*STAFF_ROLES)
     async def nomination_group(self, ctx: Context) -> None:
         """Highlights the activity of helper nominees by relaying their messages to the talent pool channel."""
         await ctx.send_help(ctx.command)
 
-    @nomination_group.command(name='watched', aliases=('all', 'list'), root_aliases=("nominees",))
+    @nomination_group.group(name="autoreview", aliases=("ar",), invoke_without_command=True)
     @has_any_role(*MODERATION_ROLES)
-    async def watched_command(
+    async def nomination_autoreview_group(self, ctx: Context) -> None:
+        """Commands for enabling or disabling autoreview."""
+        await ctx.send_help(ctx.command)
+
+    @nomination_autoreview_group.command(name="enable", aliases=("on",))
+    @has_any_role(Roles.admins)
+    async def autoreview_enable(self, ctx: Context) -> None:
+        """
+        Enable automatic posting of reviews.
+
+        This will post reviews up to one day overdue. Older nominations can be
+        manually reviewed with the `tp post_review <user_id>` command.
+        """
+        if await self.autoreview_enabled():
+            await ctx.send(":x: Autoreview is already enabled")
+            return
+
+        await self.talentpool_settings.set(AUTOREVIEW_ENABLED_KEY, True)
+        await self.reviewer.reschedule_reviews()
+        await ctx.send(":white_check_mark: Autoreview enabled")
+
+    @nomination_autoreview_group.command(name="disable", aliases=("off",))
+    @has_any_role(Roles.admins)
+    async def autoreview_disable(self, ctx: Context) -> None:
+        """Disable automatic posting of reviews."""
+        if not await self.autoreview_enabled():
+            await ctx.send(":x: Autoreview is already disabled")
+            return
+
+        await self.talentpool_settings.set(AUTOREVIEW_ENABLED_KEY, False)
+        self.reviewer.cancel_all()
+        await ctx.send(":white_check_mark: Autoreview disabled")
+
+    @nomination_autoreview_group.command(name="status")
+    @has_any_role(*MODERATION_ROLES)
+    async def autoreview_status(self, ctx: Context) -> None:
+        """Show whether automatic posting of reviews is enabled or disabled."""
+        if await self.autoreview_enabled():
+            await ctx.send("Autoreview is currently enabled")
+        else:
+            await ctx.send("Autoreview is currently disabled")
+
+    @nomination_group.command(
+        name="nominees",
+        aliases=("nominated", "all", "list", "watched"),
+        root_aliases=("nominees",)
+    )
+    @has_any_role(*MODERATION_ROLES)
+    async def list_command(
         self,
         ctx: Context,
         oldest_first: bool = False,
         update_cache: bool = True
     ) -> None:
         """
-        Shows the users that are currently being monitored in the talent pool.
+        Shows the users that are currently in the talent pool.
 
         The optional kwarg `oldest_first` can be used to order the list by oldest nomination.
 
         The optional kwarg `update_cache` can be used to update the user
         cache using the API before listing the users.
         """
-        await self.list_watched_users(ctx, oldest_first=oldest_first, update_cache=update_cache)
+        await self.list_nominated_users(ctx, oldest_first=oldest_first, update_cache=update_cache)
 
-    async def list_watched_users(
+    async def list_nominated_users(
         self,
         ctx: Context,
         oldest_first: bool = False,
@@ -80,16 +164,27 @@ class TalentPool(WatchChannel, Cog, name="Talentpool"):
         The optional kwarg `update_cache` specifies whether the cache should
         be refreshed by polling the API.
         """
-        # TODO Once the watch channel is removed, this can be done in a smarter way, without splitting and overriding
-        # the list_watched_users function.
-        watched_data = await self.prepare_watched_users_data(ctx, oldest_first, update_cache)
+        successful_update = False
+        if update_cache:
+            if not (successful_update := await self.refresh_cache()):
+                await ctx.send(":warning: Unable to update cache. Data may be inaccurate.")
 
-        if update_cache and not watched_data["updated"]:
-            await ctx.send(f":x: Failed to update {self.__class__.__name__} user cache, serving from cache")
+        nominations = self.cache.items()
+        if oldest_first:
+            nominations = reversed(nominations)
 
         lines = []
-        for user_id, line in watched_data["info"].items():
-            if self.watched_users[user_id]['reviewed']:
+
+        for user_id, user_data in nominations:
+            member = await get_or_fetch_member(ctx.guild, user_id)
+            line = f"• `{user_id}`"
+            if member:
+                line += f" ({member.name}#{member.discriminator})"
+            inserted_at = user_data['inserted_at']
+            line += f", added {get_time_delta(inserted_at)}"
+            if not member:  # Cross off users who left the server.
+                line = f"~~{line}~~"
+            if user_data['reviewed']:
                 line += " *(reviewed)*"
             elif user_id in self.reviewer:
                 line += " *(scheduled)*"
@@ -99,7 +194,7 @@ class TalentPool(WatchChannel, Cog, name="Talentpool"):
             lines = ("There's nothing here yet.",)
 
         embed = Embed(
-            title=watched_data["title"],
+            title=f"Talent Pool active nominations ({'updated' if update_cache and successful_update else 'cached'})",
             color=Color.blue()
         )
         await LinePaginator.paginate(lines, ctx, embed, empty=False)
@@ -108,26 +203,30 @@ class TalentPool(WatchChannel, Cog, name="Talentpool"):
     @has_any_role(*MODERATION_ROLES)
     async def oldest_command(self, ctx: Context, update_cache: bool = True) -> None:
         """
-        Shows talent pool monitored users ordered by oldest nomination.
+        Shows talent pool users ordered by oldest nomination.
 
         The optional kwarg `update_cache` can be used to update the user
         cache using the API before listing the users.
         """
-        await ctx.invoke(self.watched_command, oldest_first=True, update_cache=update_cache)
+        await ctx.invoke(self.list_command, oldest_first=True, update_cache=update_cache)
 
-    @nomination_group.command(name='forcewatch', aliases=('fw', 'forceadd', 'fa'), root_aliases=("forcenominate",))
+    @nomination_group.command(
+        name="forcenominate",
+        aliases=("fw", "forceadd", "fa", "fn", "forcewatch"),
+        root_aliases=("forcenominate",)
+    )
     @has_any_role(*MODERATION_ROLES)
-    async def force_watch_command(self, ctx: Context, user: FetchedMember, *, reason: str = '') -> None:
+    async def force_nominate_command(self, ctx: Context, user: MemberOrUser, *, reason: str = '') -> None:
         """
         Adds the given `user` to the talent pool, from any channel.
 
         A `reason` for adding the user to the talent pool is optional.
         """
-        await self._watch_user(ctx, user, reason)
+        await self._nominate_user(ctx, user, reason)
 
-    @nomination_group.command(name='watch', aliases=('w', 'add', 'a'), root_aliases=("nominate",))
+    @nomination_group.command(name='nominate', aliases=("w", "add", "a", "watch"), root_aliases=("nominate",))
     @has_any_role(*STAFF_ROLES)
-    async def watch_command(self, ctx: Context, user: FetchedMember, *, reason: str = '') -> None:
+    async def nominate_command(self, ctx: Context, user: MemberOrUser, *, reason: str = '') -> None:
         """
         Adds the given `user` to the talent pool.
 
@@ -138,26 +237,26 @@ class TalentPool(WatchChannel, Cog, name="Talentpool"):
             if any(role.id in MODERATION_ROLES for role in ctx.author.roles):
                 await ctx.send(
                     f":x: Nominations should be run in the <#{Channels.nominations}> channel. "
-                    "Use `!tp forcewatch` to override this check."
+                    "Use `!tp forcenominate` to override this check."
                 )
             else:
                 await ctx.send(f":x: Nominations must be run in the <#{Channels.nominations}> channel")
             return
 
-        await self._watch_user(ctx, user, reason)
+        await self._nominate_user(ctx, user, reason)
 
-    async def _watch_user(self, ctx: Context, user: FetchedMember, reason: str) -> None:
+    async def _nominate_user(self, ctx: Context, user: MemberOrUser, reason: str) -> None:
         """Adds the given user to the talent pool."""
         if user.bot:
-            await ctx.send(f":x: I'm sorry {ctx.author}, I'm afraid I can't do that. I only watch humans.")
+            await ctx.send(f":x: I'm sorry {ctx.author}, I'm afraid I can't do that. Only humans can be nominated.")
             return
 
         if isinstance(user, Member) and any(role.id in STAFF_ROLES for role in user.roles):
             await ctx.send(":x: Nominating staff members, eh? Here's a cookie :cookie:")
             return
 
-        if not await self.fetch_user_cache():
-            await ctx.send(f":x: Failed to update the user cache; can't add {user}")
+        if not await self.refresh_cache():
+            await ctx.send(f":x: Failed to update the cache; can't add {user}")
             return
 
         if len(reason) > REASON_MAX_CHARS:
@@ -166,7 +265,7 @@ class TalentPool(WatchChannel, Cog, name="Talentpool"):
 
         # Manual request with `raise_for_status` as False because we want the actual response
         session = self.bot.api_client.session
-        url = self.bot.api_client._url_for(self.api_endpoint)
+        url = self.bot.api_client._url_for('bot/nominations')
         kwargs = {
             'json': {
                 'actor': ctx.author.id,
@@ -188,32 +287,21 @@ class TalentPool(WatchChannel, Cog, name="Talentpool"):
             else:
                 resp.raise_for_status()
 
-        self.watched_users[user.id] = response_data
+        self.cache[user.id] = response_data
 
-        if user.id not in self.reviewer:
+        if await self.autoreview_enabled() and user.id not in self.reviewer:
             self.reviewer.schedule_review(user.id)
 
-        history = await self.bot.api_client.get(
-            self.api_endpoint,
-            params={
-                "user__id": str(user.id),
-                "active": "false",
-                "ordering": "-inserted_at"
-            }
-        )
-
-        msg = f"✅ The nomination for {user} has been added to the talent pool"
-        if history:
-            msg += f"\n\n({len(history)} previous nominations in total)"
+        msg = f"✅ The nomination for {user.mention} has been added to the talent pool"
 
         await ctx.send(msg)
 
     @nomination_group.command(name='history', aliases=('info', 'search'))
     @has_any_role(*MODERATION_ROLES)
-    async def history_command(self, ctx: Context, user: FetchedMember) -> None:
+    async def history_command(self, ctx: Context, user: MemberOrUser) -> None:
         """Shows the specified user's nomination history."""
         result = await self.bot.api_client.get(
-            self.api_endpoint,
+            'bot/nominations',
             params={
                 'user__id': str(user.id),
                 'ordering': "-active,-inserted_at"
@@ -227,7 +315,7 @@ class TalentPool(WatchChannel, Cog, name="Talentpool"):
             title=f"Nominations for {user.display_name} `({user.id})`",
             color=Color.blue()
         )
-        lines = [self._nomination_to_string(nomination) for nomination in result]
+        lines = [await self._nomination_to_string(nomination) for nomination in result]
         await LinePaginator.paginate(
             lines,
             ctx=ctx,
@@ -237,42 +325,99 @@ class TalentPool(WatchChannel, Cog, name="Talentpool"):
             max_size=1000
         )
 
-    @nomination_group.command(name='unwatch', aliases=('end', ), root_aliases=("unnominate",))
+    @nomination_group.command(name="end", aliases=("unwatch", "unnominate"), root_aliases=("unnominate",))
     @has_any_role(*MODERATION_ROLES)
-    async def unwatch_command(self, ctx: Context, user: FetchedMember, *, reason: str) -> None:
+    async def end_nomination_command(self, ctx: Context, user: MemberOrUser, *, reason: str) -> None:
         """
         Ends the active nomination of the specified user with the given reason.
 
         Providing a `reason` is required.
         """
         if len(reason) > REASON_MAX_CHARS:
-            await ctx.send(f":x: Maxiumum allowed characters for the end reason is {REASON_MAX_CHARS}.")
+            await ctx.send(f":x: Maximum allowed characters for the end reason is {REASON_MAX_CHARS}.")
             return
 
-        if await self.unwatch(user.id, reason):
-            await ctx.send(f":white_check_mark: Messages sent by {user} will no longer be relayed")
+        if await self.end_nomination(user.id, reason):
+            await ctx.send(f":white_check_mark: Successfully un-nominated {user}")
         else:
             await ctx.send(":x: The specified user does not have an active nomination")
 
     @nomination_group.group(name='edit', aliases=('e',), invoke_without_command=True)
-    @has_any_role(*MODERATION_ROLES)
+    @has_any_role(*STAFF_ROLES)
     async def nomination_edit_group(self, ctx: Context) -> None:
         """Commands to edit nominations."""
         await ctx.send_help(ctx.command)
 
     @nomination_edit_group.command(name='reason')
-    @has_any_role(*MODERATION_ROLES)
-    async def edit_reason_command(self, ctx: Context, nomination_id: int, actor: FetchedMember, *, reason: str) -> None:
-        """Edits the reason of a specific nominator in a specific active nomination."""
+    @has_any_role(*STAFF_ROLES)
+    async def edit_reason_command(
+        self,
+        ctx: Context,
+        nominee_or_nomination_id: Union[UnambiguousMemberOrUser, int],
+        nominator: Optional[UnambiguousMemberOrUser] = None,
+        *,
+        reason: str
+    ) -> None:
+        """
+        Edit the nomination reason of a specific nominator for a given nomination.
+
+        If nominee_or_nomination_id resolves to a member or user, edit the currently active nomination for that person.
+        Otherwise, if it's an int, look up that nomination ID to edit.
+
+        If no nominator is specified, assume the invoker is editing their own nomination reason.
+        Otherwise, edit the reason from that specific nominator.
+
+        Raise a permission error if a non-mod staff member invokes this command on a
+        specific nomination ID, or with an nominator other than themselves.
+        """
+        # If not specified, assume the invoker is editing their own nomination reason.
+        nominator = nominator or ctx.author
+
+        if not any(role.id in MODERATION_ROLES for role in ctx.author.roles):
+            if ctx.channel.id != Channels.nominations:
+                await ctx.send(f":x: Nomination edits must be run in the <#{Channels.nominations}> channel")
+                return
+
+            if nominator != ctx.author or isinstance(nominee_or_nomination_id, int):
+                # Invoker has specified another nominator, or a specific nomination id
+                raise BadArgument(
+                    "Only moderators can edit specific nomination IDs, "
+                    "or the reason of a nominator other than themselves."
+                )
+
+        await self._edit_nomination_reason(
+            ctx,
+            target=nominee_or_nomination_id,
+            actor=nominator,
+            reason=reason
+        )
+
+    async def _edit_nomination_reason(
+        self,
+        ctx: Context,
+        *,
+        target: Union[int, Member, User],
+        actor: MemberOrUser,
+        reason: str,
+    ) -> None:
+        """Edit a nomination reason in the database after validating the input."""
         if len(reason) > REASON_MAX_CHARS:
-            await ctx.send(f":x: Maxiumum allowed characters for the reason is {REASON_MAX_CHARS}.")
+            await ctx.send(f":x: Maximum allowed characters for the reason is {REASON_MAX_CHARS}.")
             return
+        if isinstance(target, int):
+            nomination_id = target
+        else:
+            if nomination := self.cache.get(target.id):
+                nomination_id = nomination["id"]
+            else:
+                await ctx.send("No active nomination found for that member.")
+                return
 
         try:
-            nomination = await self.bot.api_client.get(f"{self.api_endpoint}/{nomination_id}")
+            nomination = await self.bot.api_client.get(f"bot/nominations/{nomination_id}")
         except ResponseCodeError as e:
             if e.response.status == 404:
-                self.log.trace(f"Nomination API 404: Can't find a nomination with id {nomination_id}")
+                log.trace(f"Nomination API 404: Can't find a nomination with id {nomination_id}")
                 await ctx.send(f":x: Can't find a nomination with id `{nomination_id}`")
                 return
             else:
@@ -283,16 +428,16 @@ class TalentPool(WatchChannel, Cog, name="Talentpool"):
             return
 
         if not any(entry["actor"] == actor.id for entry in nomination["entries"]):
-            await ctx.send(f":x: {actor} doesn't have an entry in this nomination.")
+            await ctx.send(f":x: {actor.mention} doesn't have an entry in this nomination.")
             return
 
-        self.log.trace(f"Changing reason for nomination with id {nomination_id} of actor {actor} to {repr(reason)}")
+        log.trace(f"Changing reason for nomination with id {nomination_id} of actor {actor} to {repr(reason)}")
 
         await self.bot.api_client.patch(
-            f"{self.api_endpoint}/{nomination_id}",
+            f"bot/nominations/{nomination_id}",
             json={"actor": actor.id, "reason": reason}
         )
-        await self.fetch_user_cache()  # Update cache
+        await self.refresh_cache()  # Update cache
         await ctx.send(":white_check_mark: Successfully updated nomination reason.")
 
     @nomination_edit_group.command(name='end_reason')
@@ -304,10 +449,10 @@ class TalentPool(WatchChannel, Cog, name="Talentpool"):
             return
 
         try:
-            nomination = await self.bot.api_client.get(f"{self.api_endpoint}/{nomination_id}")
+            nomination = await self.bot.api_client.get(f"bot/nominations/{nomination_id}")
         except ResponseCodeError as e:
             if e.response.status == 404:
-                self.log.trace(f"Nomination API 404: Can't find a nomination with id {nomination_id}")
+                log.trace(f"Nomination API 404: Can't find a nomination with id {nomination_id}")
                 await ctx.send(f":x: Can't find a nomination with id `{nomination_id}`")
                 return
             else:
@@ -317,13 +462,13 @@ class TalentPool(WatchChannel, Cog, name="Talentpool"):
             await ctx.send(":x: Can't edit the end reason of an active nomination.")
             return
 
-        self.log.trace(f"Changing end reason for nomination with id {nomination_id} to {repr(reason)}")
+        log.trace(f"Changing end reason for nomination with id {nomination_id} to {repr(reason)}")
 
         await self.bot.api_client.patch(
-            f"{self.api_endpoint}/{nomination_id}",
+            f"bot/nominations/{nomination_id}",
             json={"end_reason": reason}
         )
-        await self.fetch_user_cache()  # Update cache.
+        await self.refresh_cache()  # Update cache.
         await ctx.send(":white_check_mark: Updated the end reason of the nomination!")
 
     @nomination_group.command(aliases=('mr',))
@@ -338,12 +483,9 @@ class TalentPool(WatchChannel, Cog, name="Talentpool"):
     @has_any_role(*MODERATION_ROLES)
     async def get_review(self, ctx: Context, user_id: int) -> None:
         """Get the user's review as a markdown file."""
-        review = (await self.reviewer.make_review(user_id))[0]
-        if review:
-            file = discord.File(StringIO(review), f"{user_id}_review.md")
-            await ctx.send(file=file)
-        else:
-            await ctx.send(f"There doesn't appear to be an active nomination for {user_id}")
+        review, _, _ = await self.reviewer.make_review(user_id)
+        file = discord.File(StringIO(review), f"{user_id}_review.md")
+        await ctx.send(file=file)
 
     @nomination_group.command(aliases=('review',))
     @has_any_role(*MODERATION_ROLES)
@@ -356,9 +498,9 @@ class TalentPool(WatchChannel, Cog, name="Talentpool"):
         await ctx.message.add_reaction(Emojis.check_mark)
 
     @Cog.listener()
-    async def on_member_ban(self, guild: Guild, user: Union[User, Member]) -> None:
+    async def on_member_ban(self, guild: Guild, user: MemberOrUser) -> None:
         """Remove `user` from the talent pool after they are banned."""
-        await self.unwatch(user.id, "User was banned.")
+        await self.end_nomination(user.id, "User was banned.")
 
     @Cog.listener()
     async def on_raw_reaction_add(self, payload: RawReactionActionEvent) -> None:
@@ -371,6 +513,9 @@ class TalentPool(WatchChannel, Cog, name="Talentpool"):
         if payload.channel_id != Channels.nomination_voting:
             return
 
+        if payload.user_id == self.bot.user.id:
+            return
+
         message: PartialMessage = self.bot.get_channel(payload.channel_id).get_partial_message(payload.message_id)
         emoji = str(payload.emoji)
 
@@ -380,10 +525,10 @@ class TalentPool(WatchChannel, Cog, name="Talentpool"):
             log.info(f"Archiving nomination {message.id}")
             await self.reviewer.archive_vote(message, emoji == Emojis.incident_actioned)
 
-    async def unwatch(self, user_id: int, reason: str) -> bool:
+    async def end_nomination(self, user_id: int, reason: str) -> bool:
         """End the active nomination of a user with the given reason and return True on success."""
         active_nomination = await self.bot.api_client.get(
-            self.api_endpoint,
+            'bot/nominations',
             params=ChainMap(
                 {"user__id": str(user_id)},
                 self.api_default_params,
@@ -398,22 +543,23 @@ class TalentPool(WatchChannel, Cog, name="Talentpool"):
 
         nomination = active_nomination[0]
         await self.bot.api_client.patch(
-            f"{self.api_endpoint}/{nomination['id']}",
+            f"bot/nominations/{nomination['id']}",
             json={'end_reason': reason, 'active': False}
         )
-        self._remove_user(user_id)
 
-        self.reviewer.cancel(user_id)
+        self.cache.pop(user_id)
+        if await self.autoreview_enabled():
+            self.reviewer.cancel(user_id)
 
         return True
 
-    def _nomination_to_string(self, nomination_object: dict) -> str:
+    async def _nomination_to_string(self, nomination_object: dict) -> str:
         """Creates a string representation of a nomination."""
         guild = self.bot.get_guild(Guild.id)
         entries = []
         for site_entry in nomination_object["entries"]:
             actor_id = site_entry["actor"]
-            actor = guild.get_member(actor_id)
+            actor = await get_or_fetch_member(guild, actor_id)
 
             reason = site_entry["reason"] or "*None*"
             created = time.format_infraction(site_entry["inserted_at"])
@@ -450,7 +596,7 @@ class TalentPool(WatchChannel, Cog, name="Talentpool"):
                 {entries_string}
 
                 End date: {end_date}
-                Unwatch reason: {nomination_object["end_reason"]}
+                Unnomination reason: {nomination_object["end_reason"]}
                 ===============
                 """
             )
diff --git a/bot/exts/recruitment/talentpool/_review.py b/bot/exts/recruitment/talentpool/_review.py
index d53c3b074..0e7194892 100644
--- a/bot/exts/recruitment/talentpool/_review.py
+++ b/bot/exts/recruitment/talentpool/_review.py
@@ -1,6 +1,5 @@
 import asyncio
 import contextlib
-import logging
 import random
 import re
 import textwrap
@@ -9,33 +8,38 @@ from collections import Counter
 from datetime import datetime, timedelta
 from typing import List, Optional, Union
 
+import arrow
 from dateutil.parser import isoparse
-from dateutil.relativedelta import relativedelta
-from discord import Embed, Emoji, Member, Message, NoMoreItems, PartialMessage, TextChannel
+from discord import Embed, Emoji, Member, Message, NoMoreItems, NotFound, PartialMessage, TextChannel
 from discord.ext.commands import Context
 
 from bot.api import ResponseCodeError
 from bot.bot import Bot
 from bot.constants import Channels, Colours, Emojis, Guild, Roles
+from bot.log import get_logger
+from bot.utils.members import get_or_fetch_member
 from bot.utils.messages import count_unique_users_reaction, pin_no_system_message
 from bot.utils.scheduling import Scheduler
-from bot.utils.time import get_time_delta, humanize_delta, time_since
+from bot.utils.time import get_time_delta, time_since
 
 if typing.TYPE_CHECKING:
     from bot.exts.recruitment.talentpool._cog import TalentPool
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 # Maximum amount of days before an automatic review is posted.
 MAX_DAYS_IN_POOL = 30
 
 # Maximum amount of characters allowed in a message
 MAX_MESSAGE_SIZE = 2000
+# Maximum amount of characters allowed in an embed
+MAX_EMBED_SIZE = 4000
 
-# Regex finding the user ID of a user mention
-MENTION_RE = re.compile(r"<@!?(\d+?)>")
-# Regex matching role pings
-ROLE_MENTION_RE = re.compile(r"<@&\d+>")
+# Regex for finding the first message of a nomination, and extracting the nominee.
+NOMINATION_MESSAGE_REGEX = re.compile(
+    r"<@!?(\d+)> \(.+#\d{4}\) for Helper!\n\n",
+    re.MULTILINE
+)
 
 
 class Reviewer:
@@ -54,10 +58,8 @@ class Reviewer:
         """Reschedule all active nominations to be reviewed at the appropriate time."""
         log.trace("Rescheduling reviews")
         await self.bot.wait_until_guild_available()
-        # TODO Once the watch channel is removed, this can be done in a smarter way, e.g create a sync function.
-        await self._pool.fetch_user_cache()
 
-        for user_id, user_data in self._pool.watched_users.items():
+        for user_id, user_data in self._pool.cache.items():
             if not user_data["reviewed"]:
                 self.schedule_review(user_id)
 
@@ -65,89 +67,95 @@ class Reviewer:
         """Schedules a single user for review."""
         log.trace(f"Scheduling review of user with ID {user_id}")
 
-        user_data = self._pool.watched_users.get(user_id)
-        inserted_at = isoparse(user_data['inserted_at']).replace(tzinfo=None)
+        user_data = self._pool.cache.get(user_id)
+        inserted_at = isoparse(user_data['inserted_at'])
         review_at = inserted_at + timedelta(days=MAX_DAYS_IN_POOL)
 
         # If it's over a day overdue, it's probably an old nomination and shouldn't be automatically reviewed.
-        if datetime.utcnow() - review_at < timedelta(days=1):
+        if arrow.utcnow() - review_at < timedelta(days=1):
             self._review_scheduler.schedule_at(review_at, user_id, self.post_review(user_id, update_database=True))
 
     async def post_review(self, user_id: int, update_database: bool) -> None:
         """Format the review of a user and post it to the nomination voting channel."""
-        review, seen_emoji = await self.make_review(user_id)
-        if not review:
+        review, reviewed_emoji, nominee = await self.make_review(user_id)
+        if not nominee:
             return
 
         guild = self.bot.get_guild(Guild.id)
         channel = guild.get_channel(Channels.nomination_voting)
 
-        log.trace(f"Posting the review of {user_id}")
+        log.trace(f"Posting the review of {nominee} ({nominee.id})")
         messages = await self._bulk_send(channel, review)
 
         await pin_no_system_message(messages[0])
 
         last_message = messages[-1]
-        if seen_emoji:
-            for reaction in (seen_emoji, "\N{THUMBS UP SIGN}", "\N{THUMBS DOWN SIGN}"):
+        if reviewed_emoji:
+            for reaction in (reviewed_emoji, "\N{THUMBS UP SIGN}", "\N{THUMBS DOWN SIGN}"):
                 await last_message.add_reaction(reaction)
 
+        thread = await last_message.create_thread(
+            name=f"Nomination - {nominee}",
+        )
+        await thread.send(fr"<@&{Roles.mod_team}> <@&{Roles.admins}>")
+
         if update_database:
-            nomination = self._pool.watched_users.get(user_id)
-            await self.bot.api_client.patch(f"{self._pool.api_endpoint}/{nomination['id']}", json={"reviewed": True})
+            nomination = self._pool.cache.get(user_id)
+            await self.bot.api_client.patch(f"bot/nominations/{nomination['id']}", json={"reviewed": True})
 
-    async def make_review(self, user_id: int) -> typing.Tuple[str, Optional[Emoji]]:
-        """Format a generic review of a user and return it with the seen emoji."""
+    async def make_review(self, user_id: int) -> typing.Tuple[str, Optional[Emoji], Optional[Member]]:
+        """Format a generic review of a user and return it with the reviewed emoji and the user themselves."""
         log.trace(f"Formatting the review of {user_id}")
 
-        # Since `watched_users` is a defaultdict, we should take care
+        # Since `cache` is a defaultdict, we should take care
         # not to accidentally insert the IDs of users that have no
-        # active nominated by using the `watched_users.get(user_id)`
-        # instead of `watched_users[user_id]`.
-        nomination = self._pool.watched_users.get(user_id)
+        # active nominated by using the `cache.get(user_id)`
+        # instead of `cache[user_id]`.
+        nomination = self._pool.cache.get(user_id)
         if not nomination:
             log.trace(f"There doesn't appear to be an active nomination for {user_id}")
-            return "", None
+            return f"There doesn't appear to be an active nomination for {user_id}", None, None
 
         guild = self.bot.get_guild(Guild.id)
-        member = guild.get_member(user_id)
+        nominee = await get_or_fetch_member(guild, user_id)
 
-        if not member:
+        if not nominee:
             return (
                 f"I tried to review the user with ID `{user_id}`, but they don't appear to be on the server :pensive:"
-            ), None
+            ), None, None
 
-        opening = f"<@&{Roles.mod_team}> <@&{Roles.admins}>\n{member.mention} ({member}) for Helper!"
+        opening = f"{nominee.mention} ({nominee}) for Helper!"
 
         current_nominations = "\n\n".join(
-            f"**<@{entry['actor']}>:** {entry['reason'] or '*no reason given*'}" for entry in nomination['entries']
+            f"**<@{entry['actor']}>:** {entry['reason'] or '*no reason given*'}"
+            for entry in nomination['entries'][::-1]
         )
         current_nominations = f"**Nominated by:**\n{current_nominations}"
 
-        review_body = await self._construct_review_body(member)
+        review_body = await self._construct_review_body(nominee)
 
-        seen_emoji = self._random_ducky(guild)
+        reviewed_emoji = self._random_ducky(guild)
         vote_request = (
             "*Refer to their nomination and infraction histories for further details*.\n"
-            f"*Please react {seen_emoji} if you've seen this post."
-            " Then react :+1: for approval, or :-1: for disapproval*."
+            f"*Please react {reviewed_emoji} once you have reviewed this user,"
+            " and react :+1: for approval, or :-1: for disapproval*."
         )
 
         review = "\n\n".join((opening, current_nominations, review_body, vote_request))
-        return review, seen_emoji
+        return review, reviewed_emoji, nominee
 
     async def archive_vote(self, message: PartialMessage, passed: bool) -> None:
         """Archive this vote to #nomination-archive."""
         message = await message.fetch()
 
-        # We consider the first message in the nomination to contain the two role pings
+        # We consider the first message in the nomination to contain the user ping, username#discrim, and fixed text
         messages = [message]
-        if not len(ROLE_MENTION_RE.findall(message.content)) >= 2:
+        if not NOMINATION_MESSAGE_REGEX.search(message.content):
             with contextlib.suppress(NoMoreItems):
                 async for new_message in message.channel.history(before=message.created_at):
                     messages.append(new_message)
 
-                    if len(ROLE_MENTION_RE.findall(new_message.content)) >= 2:
+                    if NOMINATION_MESSAGE_REGEX.search(new_message.content):
                         break
 
         log.debug(f"Found {len(messages)} messages: {', '.join(str(m.id) for m in messages)}")
@@ -159,10 +167,10 @@ class Reviewer:
         content = "".join(parts)
 
         # We assume that the first user mentioned is the user that we are voting on
-        user_id = int(MENTION_RE.search(content).group(1))
+        user_id = int(NOMINATION_MESSAGE_REGEX.search(content).group(1))
 
         # Get reaction counts
-        seen = await count_unique_users_reaction(
+        reviewed = await count_unique_users_reaction(
             messages[0],
             lambda r: "ducky" in str(r) or str(r) == "\N{EYES}",
             count_bots=False
@@ -187,7 +195,7 @@ class Reviewer:
 
         embed_content = (
             f"{result} on {timestamp}\n"
-            f"With {seen} {Emojis.ducky_dave} {upvotes} :+1: {downvotes} :-1:\n\n"
+            f"With {reviewed} {Emojis.ducky_dave} {upvotes} :+1: {downvotes} :-1:\n\n"
             f"{stripped_content}"
         )
 
@@ -198,7 +206,7 @@ class Reviewer:
 
         channel = self.bot.get_channel(Channels.nomination_archive)
         for number, part in enumerate(
-                textwrap.wrap(embed_content, width=MAX_MESSAGE_SIZE, replace_whitespace=False, placeholder="")
+                textwrap.wrap(embed_content, width=MAX_EMBED_SIZE, replace_whitespace=False, placeholder="")
         ):
             await channel.send(embed=Embed(
                 title=embed_title if number == 0 else None,
@@ -206,8 +214,21 @@ class Reviewer:
                 colour=colour
             ))
 
+        # Thread channel IDs are the same as the message ID of the parent message.
+        nomination_thread = message.guild.get_thread(message.id)
+        if not nomination_thread:
+            try:
+                nomination_thread = await message.guild.fetch_channel(message.id)
+            except NotFound:
+                log.warning(f"Could not find a thread linked to {message.channel.id}-{message.id}")
+                return
+
         for message_ in messages:
-            await message_.delete()
+            with contextlib.suppress(NotFound):
+                await message_.delete()
+
+        with contextlib.suppress(NotFound):
+            await nomination_thread.edit(archived=True)
 
     async def _construct_review_body(self, member: Member) -> str:
         """Formats the body of the nomination, with details of activity, infractions, and previous nominations."""
@@ -252,9 +273,9 @@ class Reviewer:
                 last_channel = user_activity["top_channel_activity"][-1]
                 channels += f", and {last_channel[1]} in {last_channel[0]}"
 
-        time_on_server = humanize_delta(relativedelta(datetime.utcnow(), member.joined_at), max_units=2)
+        joined_at_formatted = time_since(member.joined_at)
         review = (
-            f"{member.name} has been on the server for **{time_on_server}**"
+            f"{member.name} joined the server **{joined_at_formatted}**"
             f" and has **{messages} messages**{channels}."
         )
 
@@ -328,7 +349,7 @@ class Reviewer:
         """
         log.trace(f"Fetching the nomination history data for {member.id}'s review")
         history = await self.bot.api_client.get(
-            self._pool.api_endpoint,
+            "bot/nominations",
             params={
                 "user__id": str(member.id),
                 "active": "false",
@@ -344,7 +365,7 @@ class Reviewer:
 
         nomination_times = f"{num_entries} times" if num_entries > 1 else "once"
         rejection_times = f"{len(history)} times" if len(history) > 1 else "once"
-        end_time = time_since(isoparse(history[0]['ended_at']).replace(tzinfo=None), max_units=2)
+        end_time = time_since(isoparse(history[0]['ended_at']))
 
         review = (
             f"They were nominated **{nomination_times}** before"
@@ -356,10 +377,10 @@ class Reviewer:
 
     @staticmethod
     def _random_ducky(guild: Guild) -> Union[Emoji, str]:
-        """Picks a random ducky emoji to be used to mark the vote as seen. If no duckies found returns :eyes:."""
+        """Picks a random ducky emoji. If no duckies found returns 👀."""
         duckies = [emoji for emoji in guild.emojis if emoji.name.startswith("ducky")]
         if not duckies:
-            return ":eyes:"
+            return "\N{EYES}"
         return random.choice(duckies)
 
     @staticmethod
@@ -386,18 +407,18 @@ class Reviewer:
         Returns True if the user was successfully marked as reviewed, False otherwise.
         """
         log.trace(f"Updating user {user_id} as reviewed")
-        await self._pool.fetch_user_cache()
-        if user_id not in self._pool.watched_users:
+        await self._pool.refresh_cache()
+        if user_id not in self._pool.cache:
             log.trace(f"Can't find a nominated user with id {user_id}")
             await ctx.send(f":x: Can't find a currently nominated user with id `{user_id}`")
             return False
 
-        nomination = self._pool.watched_users.get(user_id)
+        nomination = self._pool.cache.get(user_id)
         if nomination["reviewed"]:
             await ctx.send(":x: This nomination was already reviewed, but here's a cookie :cookie:")
             return False
 
-        await self.bot.api_client.patch(f"{self._pool.api_endpoint}/{nomination['id']}", json={"reviewed": True})
+        await self.bot.api_client.patch(f"bot/nominations/{nomination['id']}", json={"reviewed": True})
         if user_id in self._review_scheduler:
             self._review_scheduler.cancel(user_id)
 
diff --git a/bot/exts/utils/bot.py b/bot/exts/utils/bot.py
index a4c828f95..788692777 100644
--- a/bot/exts/utils/bot.py
+++ b/bot/exts/utils/bot.py
@@ -1,13 +1,14 @@
-import logging
+from contextlib import suppress
 from typing import Optional
 
-from discord import Embed, TextChannel
+from discord import Embed, Forbidden, TextChannel, Thread
 from discord.ext.commands import Cog, Context, command, group, has_any_role
 
 from bot.bot import Bot
 from bot.constants import Guild, MODERATION_ROLES, URLs
+from bot.log import get_logger
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 
 class BotCog(Cog, name="Bot"):
@@ -16,6 +17,20 @@ class BotCog(Cog, name="Bot"):
     def __init__(self, bot: Bot):
         self.bot = bot
 
+    @Cog.listener()
+    async def on_thread_join(self, thread: Thread) -> None:
+        """
+        Try to join newly created threads.
+
+        Despite the event name being misleading, this is dispatched when new threads are created.
+        """
+        if thread.me:
+            # We have already joined this thread
+            return
+
+        with suppress(Forbidden):
+            await thread.join()
+
     @group(invoke_without_command=True, name="bot", hidden=True)
     async def botinfo_group(self, ctx: Context) -> None:
         """Bot informational commands."""
@@ -44,6 +59,8 @@ class BotCog(Cog, name="Bot"):
         """Repeat the given message in either a specified channel or the current channel."""
         if channel is None:
             await ctx.send(text)
+        elif not channel.permissions_for(ctx.author).send_messages:
+            await ctx.send("You don't have permission to speak in that channel.")
         else:
             await channel.send(text)
 
diff --git a/bot/exts/utils/clean.py b/bot/exts/utils/clean.py
deleted file mode 100644
index cb662e852..000000000
--- a/bot/exts/utils/clean.py
+++ /dev/null
@@ -1,276 +0,0 @@
-import logging
-import random
-import re
-from typing import Iterable, Optional
-
-from discord import Colour, Embed, Message, TextChannel, User, errors
-from discord.ext import commands
-from discord.ext.commands import Cog, Context, group, has_any_role
-
-from bot.bot import Bot
-from bot.constants import (
-    Channels, CleanMessages, Colours, Event, Icons, MODERATION_ROLES, NEGATIVE_REPLIES
-)
-from bot.exts.moderation.modlog import ModLog
-
-log = logging.getLogger(__name__)
-
-
-class Clean(Cog):
-    """
-    A cog that allows messages to be deleted in bulk, while applying various filters.
-
-    You can delete messages sent by a specific user, messages sent by bots, all messages, or messages that match a
-    specific regular expression.
-
-    The deleted messages are saved and uploaded to the database via an API endpoint, and a URL is returned which can be
-    used to view the messages in the Discord dark theme style.
-    """
-
-    def __init__(self, bot: Bot):
-        self.bot = bot
-        self.cleaning = False
-
-    @property
-    def mod_log(self) -> ModLog:
-        """Get currently loaded ModLog cog instance."""
-        return self.bot.get_cog("ModLog")
-
-    async def _clean_messages(
-        self,
-        amount: int,
-        ctx: Context,
-        channels: Iterable[TextChannel],
-        bots_only: bool = False,
-        user: User = None,
-        regex: Optional[str] = None,
-        until_message: Optional[Message] = None,
-    ) -> None:
-        """A helper function that does the actual message cleaning."""
-        def predicate_bots_only(message: Message) -> bool:
-            """Return True if the message was sent by a bot."""
-            return message.author.bot
-
-        def predicate_specific_user(message: Message) -> bool:
-            """Return True if the message was sent by the user provided in the _clean_messages call."""
-            return message.author == user
-
-        def predicate_regex(message: Message) -> bool:
-            """Check if the regex provided in _clean_messages matches the message content or any embed attributes."""
-            content = [message.content]
-
-            # Add the content for all embed attributes
-            for embed in message.embeds:
-                content.append(embed.title)
-                content.append(embed.description)
-                content.append(embed.footer.text)
-                content.append(embed.author.name)
-                for field in embed.fields:
-                    content.append(field.name)
-                    content.append(field.value)
-
-            # Get rid of empty attributes and turn it into a string
-            content = [attr for attr in content if attr]
-            content = "\n".join(content)
-
-            # Now let's see if there's a regex match
-            if not content:
-                return False
-            else:
-                return bool(re.search(regex.lower(), content.lower()))
-
-        # Is this an acceptable amount of messages to clean?
-        if amount > CleanMessages.message_limit:
-            embed = Embed(
-                color=Colour(Colours.soft_red),
-                title=random.choice(NEGATIVE_REPLIES),
-                description=f"You cannot clean more than {CleanMessages.message_limit} messages."
-            )
-            await ctx.send(embed=embed)
-            return
-
-        # Are we already performing a clean?
-        if self.cleaning:
-            embed = Embed(
-                color=Colour(Colours.soft_red),
-                title=random.choice(NEGATIVE_REPLIES),
-                description="Please wait for the currently ongoing clean operation to complete."
-            )
-            await ctx.send(embed=embed)
-            return
-
-        # Set up the correct predicate
-        if bots_only:
-            predicate = predicate_bots_only      # Delete messages from bots
-        elif user:
-            predicate = predicate_specific_user  # Delete messages from specific user
-        elif regex:
-            predicate = predicate_regex          # Delete messages that match regex
-        else:
-            predicate = None                     # Delete all messages
-
-        # Default to using the invoking context's channel
-        if not channels:
-            channels = [ctx.channel]
-
-        # Delete the invocation first
-        self.mod_log.ignore(Event.message_delete, ctx.message.id)
-        try:
-            await ctx.message.delete()
-        except errors.NotFound:
-            # Invocation message has already been deleted
-            log.info("Tried to delete invocation message, but it was already deleted.")
-
-        messages = []
-        message_ids = []
-        self.cleaning = True
-
-        # Find the IDs of the messages to delete. IDs are needed in order to ignore mod log events.
-        for channel in channels:
-            async for message in channel.history(limit=amount):
-
-                # If at any point the cancel command is invoked, we should stop.
-                if not self.cleaning:
-                    return
-
-                # If we are looking for specific message.
-                if until_message:
-
-                    # we could use ID's here however in case if the message we are looking for gets deleted,
-                    # we won't have a way to figure that out thus checking for datetime should be more reliable
-                    if message.created_at < until_message.created_at:
-                        # means we have found the message until which we were supposed to be deleting.
-                        break
-
-                    # Since we will be using `delete_messages` method of a TextChannel and we need message objects to
-                    # use it as well as to send logs we will start appending messages here instead adding them from
-                    # purge.
-                    messages.append(message)
-
-                # If the message passes predicate, let's save it.
-                if predicate is None or predicate(message):
-                    message_ids.append(message.id)
-
-        self.cleaning = False
-
-        # Now let's delete the actual messages with purge.
-        self.mod_log.ignore(Event.message_delete, *message_ids)
-        for channel in channels:
-            if until_message:
-                for i in range(0, len(messages), 100):
-                    # while purge automatically handles the amount of messages
-                    # delete_messages only allows for up to 100 messages at once
-                    # thus we need to paginate the amount to always be <= 100
-                    await channel.delete_messages(messages[i:i + 100])
-            else:
-                messages += await channel.purge(limit=amount, check=predicate)
-
-        # Reverse the list to restore chronological order
-        if messages:
-            messages = reversed(messages)
-            log_url = await self.mod_log.upload_log(messages, ctx.author.id)
-        else:
-            # Can't build an embed, nothing to clean!
-            embed = Embed(
-                color=Colour(Colours.soft_red),
-                description="No matching messages could be found."
-            )
-            await ctx.send(embed=embed, delete_after=10)
-            return
-
-        # Build the embed and send it
-        target_channels = ", ".join(channel.mention for channel in channels)
-
-        message = (
-            f"**{len(message_ids)}** messages deleted in {target_channels} by "
-            f"{ctx.author.mention}\n\n"
-            f"A log of the deleted messages can be found [here]({log_url})."
-        )
-
-        await self.mod_log.send_log_message(
-            icon_url=Icons.message_bulk_delete,
-            colour=Colour(Colours.soft_red),
-            title="Bulk message delete",
-            text=message,
-            channel_id=Channels.mod_log,
-        )
-
-    @group(invoke_without_command=True, name="clean", aliases=["clear", "purge"])
-    @has_any_role(*MODERATION_ROLES)
-    async def clean_group(self, ctx: Context) -> None:
-        """Commands for cleaning messages in channels."""
-        await ctx.send_help(ctx.command)
-
-    @clean_group.command(name="user", aliases=["users"])
-    @has_any_role(*MODERATION_ROLES)
-    async def clean_user(
-        self,
-        ctx: Context,
-        user: User,
-        amount: Optional[int] = 10,
-        channels: commands.Greedy[TextChannel] = None
-    ) -> None:
-        """Delete messages posted by the provided user, stop cleaning after traversing `amount` messages."""
-        await self._clean_messages(amount, ctx, user=user, channels=channels)
-
-    @clean_group.command(name="all", aliases=["everything"])
-    @has_any_role(*MODERATION_ROLES)
-    async def clean_all(
-        self,
-        ctx: Context,
-        amount: Optional[int] = 10,
-        channels: commands.Greedy[TextChannel] = None
-    ) -> None:
-        """Delete all messages, regardless of poster, stop cleaning after traversing `amount` messages."""
-        await self._clean_messages(amount, ctx, channels=channels)
-
-    @clean_group.command(name="bots", aliases=["bot"])
-    @has_any_role(*MODERATION_ROLES)
-    async def clean_bots(
-        self,
-        ctx: Context,
-        amount: Optional[int] = 10,
-        channels: commands.Greedy[TextChannel] = None
-    ) -> None:
-        """Delete all messages posted by a bot, stop cleaning after traversing `amount` messages."""
-        await self._clean_messages(amount, ctx, bots_only=True, channels=channels)
-
-    @clean_group.command(name="regex", aliases=["word", "expression"])
-    @has_any_role(*MODERATION_ROLES)
-    async def clean_regex(
-        self,
-        ctx: Context,
-        regex: str,
-        amount: Optional[int] = 10,
-        channels: commands.Greedy[TextChannel] = None
-    ) -> None:
-        """Delete all messages that match a certain regex, stop cleaning after traversing `amount` messages."""
-        await self._clean_messages(amount, ctx, regex=regex, channels=channels)
-
-    @clean_group.command(name="message", aliases=["messages"])
-    @has_any_role(*MODERATION_ROLES)
-    async def clean_message(self, ctx: Context, message: Message) -> None:
-        """Delete all messages until certain message, stop cleaning after hitting the `message`."""
-        await self._clean_messages(
-            CleanMessages.message_limit,
-            ctx,
-            channels=[message.channel],
-            until_message=message
-        )
-
-    @clean_group.command(name="stop", aliases=["cancel", "abort"])
-    @has_any_role(*MODERATION_ROLES)
-    async def clean_cancel(self, ctx: Context) -> None:
-        """If there is an ongoing cleaning process, attempt to immediately cancel it."""
-        self.cleaning = False
-
-        embed = Embed(
-            color=Colour.blurple(),
-            description="Clean interrupted."
-        )
-        await ctx.send(embed=embed, delete_after=10)
-
-
-def setup(bot: Bot) -> None:
-    """Load the Clean cog."""
-    bot.add_cog(Clean(bot))
diff --git a/bot/exts/utils/extensions.py b/bot/exts/utils/extensions.py
index 8a1ed98f4..fda1e49e2 100644
--- a/bot/exts/utils/extensions.py
+++ b/bot/exts/utils/extensions.py
@@ -1,5 +1,4 @@
 import functools
-import logging
 import typing as t
 from enum import Enum
 
@@ -10,10 +9,12 @@ from discord.ext.commands import Context, group
 from bot import exts
 from bot.bot import Bot
 from bot.constants import Emojis, MODERATION_ROLES, Roles, URLs
+from bot.converters import Extension
+from bot.log import get_logger
 from bot.pagination import LinePaginator
-from bot.utils.extensions import EXTENSIONS, unqualify
+from bot.utils.extensions import EXTENSIONS
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 
 UNLOAD_BLACKLIST = {f"{exts.__name__}.utils.extensions", f"{exts.__name__}.moderation.modlog"}
@@ -29,51 +30,13 @@ class Action(Enum):
     RELOAD = functools.partial(Bot.reload_extension)
 
 
-class Extension(commands.Converter):
-    """
-    Fully qualify the name of an extension and ensure it exists.
-
-    The * and ** values bypass this when used with the reload command.
-    """
-
-    async def convert(self, ctx: Context, argument: str) -> str:
-        """Fully qualify the name of an extension and ensure it exists."""
-        # Special values to reload all extensions
-        if argument == "*" or argument == "**":
-            return argument
-
-        argument = argument.lower()
-
-        if argument in EXTENSIONS:
-            return argument
-        elif (qualified_arg := f"{exts.__name__}.{argument}") in EXTENSIONS:
-            return qualified_arg
-
-        matches = []
-        for ext in EXTENSIONS:
-            if argument == unqualify(ext):
-                matches.append(ext)
-
-        if len(matches) > 1:
-            matches.sort()
-            names = "\n".join(matches)
-            raise commands.BadArgument(
-                f":x: `{argument}` is an ambiguous extension name. "
-                f"Please use one of the following fully-qualified names.```\n{names}```"
-            )
-        elif matches:
-            return matches[0]
-        else:
-            raise commands.BadArgument(f":x: Could not find the extension `{argument}`.")
-
-
 class Extensions(commands.Cog):
     """Extension management commands."""
 
     def __init__(self, bot: Bot):
         self.bot = bot
 
-    @group(name="extensions", aliases=("ext", "exts", "c", "cogs"), invoke_without_command=True)
+    @group(name="extensions", aliases=("ext", "exts", "c", "cog", "cogs"), invoke_without_command=True)
     async def extensions_group(self, ctx: Context) -> None:
         """Load, unload, reload, and list loaded extensions."""
         await ctx.send_help(ctx.command)
@@ -150,7 +113,7 @@ class Extensions(commands.Cog):
         Grey indicates that the extension is unloaded.
         Green indicates that the extension is currently loaded.
         """
-        embed = Embed(colour=Colour.blurple())
+        embed = Embed(colour=Colour.og_blurple())
         embed.set_author(
             name="Extensions List",
             url=URLs.github_bot_repo,
diff --git a/bot/exts/utils/internal.py b/bot/exts/utils/internal.py
index 6f2da3131..e7113c09c 100644
--- a/bot/exts/utils/internal.py
+++ b/bot/exts/utils/internal.py
@@ -1,23 +1,23 @@
 import contextlib
 import inspect
-import logging
 import pprint
 import re
 import textwrap
 import traceback
 from collections import Counter
-from datetime import datetime
 from io import StringIO
 from typing import Any, Optional, Tuple
 
+import arrow
 import discord
-from discord.ext.commands import Cog, Context, group, has_any_role
+from discord.ext.commands import Cog, Context, group, has_any_role, is_owner
 
 from bot.bot import Bot
-from bot.constants import Roles
+from bot.constants import DEBUG_MODE, Roles
+from bot.log import get_logger
 from bot.utils import find_nth_occurrence, send_to_paste_service
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 
 class Internal(Cog):
@@ -29,16 +29,18 @@ class Internal(Cog):
         self.ln = 0
         self.stdout = StringIO()
 
-        self.socket_since = datetime.utcnow()
+        self.socket_since = arrow.utcnow()
         self.socket_event_total = 0
         self.socket_events = Counter()
 
+        if DEBUG_MODE:
+            self.eval.add_check(is_owner().predicate)
+
     @Cog.listener()
-    async def on_socket_response(self, msg: dict) -> None:
+    async def on_socket_event_type(self, event_type: str) -> None:
         """When a websocket event is received, increase our counters."""
-        if event_type := msg.get("t"):
-            self.socket_event_total += 1
-            self.socket_events[event_type] += 1
+        self.socket_event_total += 1
+        self.socket_events[event_type] += 1
 
     def _format(self, inp: str, out: Any) -> Tuple[str, Optional[discord.Embed]]:
         """Format the eval output into a string & attempt to format it into an Embed."""
@@ -234,14 +236,14 @@ async def func():  # (None,) -> Any
     @has_any_role(Roles.admins, Roles.owners, Roles.core_developers)
     async def socketstats(self, ctx: Context) -> None:
         """Fetch information on the socket events received from Discord."""
-        running_s = (datetime.utcnow() - self.socket_since).total_seconds()
+        running_s = (arrow.utcnow() - self.socket_since).total_seconds()
 
         per_s = self.socket_event_total / running_s
 
         stats_embed = discord.Embed(
             title="WebSocket statistics",
             description=f"Receiving {per_s:0.2f} events per second.",
-            color=discord.Color.blurple()
+            color=discord.Color.og_blurple()
         )
 
         for event_type, count in self.socket_events.most_common(25):
diff --git a/bot/exts/utils/jams.py b/bot/exts/utils/jams.py
deleted file mode 100644
index 98fbcb303..000000000
--- a/bot/exts/utils/jams.py
+++ /dev/null
@@ -1,145 +0,0 @@
-import logging
-import typing as t
-
-from discord import CategoryChannel, Guild, Member, PermissionOverwrite, Role
-from discord.ext import commands
-from more_itertools import unique_everseen
-
-from bot.bot import Bot
-from bot.constants import Roles
-
-log = logging.getLogger(__name__)
-
-MAX_CHANNELS = 50
-CATEGORY_NAME = "Code Jam"
-
-
-class CodeJams(commands.Cog):
-    """Manages the code-jam related parts of our server."""
-
-    def __init__(self, bot: Bot):
-        self.bot = bot
-
-    @commands.command()
-    @commands.has_any_role(Roles.admins)
-    async def createteam(self, ctx: commands.Context, team_name: str, members: commands.Greedy[Member]) -> None:
-        """
-        Create team channels (voice and text) in the Code Jams category, assign roles, and add overwrites for the team.
-
-        The first user passed will always be the team leader.
-        """
-        # Ignore duplicate members
-        members = list(unique_everseen(members))
-
-        # We had a little issue during Code Jam 4 here, the greedy converter did it's job
-        # and ignored anything which wasn't a valid argument which left us with teams of
-        # two members or at some times even 1 member. This fixes that by checking that there
-        # are always 3 members in the members list.
-        if len(members) < 3:
-            await ctx.send(
-                ":no_entry_sign: One of your arguments was invalid\n"
-                f"There must be a minimum of 3 valid members in your team. Found: {len(members)}"
-                " members"
-            )
-            return
-
-        team_channel = await self.create_channels(ctx.guild, team_name, members)
-        await self.add_roles(ctx.guild, members)
-
-        await ctx.send(
-            f":ok_hand: Team created: {team_channel}\n"
-            f"**Team Leader:** {members[0].mention}\n"
-            f"**Team Members:** {' '.join(member.mention for member in members[1:])}"
-        )
-
-    async def get_category(self, guild: Guild) -> CategoryChannel:
-        """
-        Return a code jam category.
-
-        If all categories are full or none exist, create a new category.
-        """
-        for category in guild.categories:
-            # Need 2 available spaces: one for the text channel and one for voice.
-            if category.name == CATEGORY_NAME and MAX_CHANNELS - len(category.channels) >= 2:
-                return category
-
-        return await self.create_category(guild)
-
-    @staticmethod
-    async def create_category(guild: Guild) -> CategoryChannel:
-        """Create a new code jam category and return it."""
-        log.info("Creating a new code jam category.")
-
-        category_overwrites = {
-            guild.default_role: PermissionOverwrite(read_messages=False),
-            guild.me: PermissionOverwrite(read_messages=True)
-        }
-
-        return await guild.create_category_channel(
-            CATEGORY_NAME,
-            overwrites=category_overwrites,
-            reason="It's code jam time!"
-        )
-
-    @staticmethod
-    def get_overwrites(members: t.List[Member], guild: Guild) -> t.Dict[t.Union[Member, Role], PermissionOverwrite]:
-        """Get code jam team channels permission overwrites."""
-        # First member is always the team leader
-        team_channel_overwrites = {
-            members[0]: PermissionOverwrite(
-                manage_messages=True,
-                read_messages=True,
-                manage_webhooks=True,
-                connect=True
-            ),
-            guild.default_role: PermissionOverwrite(read_messages=False, connect=False),
-        }
-
-        # Rest of members should just have read_messages
-        for member in members[1:]:
-            team_channel_overwrites[member] = PermissionOverwrite(
-                read_messages=True,
-                connect=True
-            )
-
-        return team_channel_overwrites
-
-    async def create_channels(self, guild: Guild, team_name: str, members: t.List[Member]) -> str:
-        """Create team text and voice channels. Return the mention for the text channel."""
-        # Get permission overwrites and category
-        team_channel_overwrites = self.get_overwrites(members, guild)
-        code_jam_category = await self.get_category(guild)
-
-        # Create a text channel for the team
-        team_channel = await guild.create_text_channel(
-            team_name,
-            overwrites=team_channel_overwrites,
-            category=code_jam_category
-        )
-
-        # Create a voice channel for the team
-        team_voice_name = " ".join(team_name.split("-")).title()
-
-        await guild.create_voice_channel(
-            team_voice_name,
-            overwrites=team_channel_overwrites,
-            category=code_jam_category
-        )
-
-        return team_channel.mention
-
-    @staticmethod
-    async def add_roles(guild: Guild, members: t.List[Member]) -> None:
-        """Assign team leader and jammer roles."""
-        # Assign team leader role
-        await members[0].add_roles(guild.get_role(Roles.team_leaders))
-
-        # Assign rest of roles
-        jammer_role = guild.get_role(Roles.jammers)
-        for member in members:
-            await member.add_roles(jammer_role)
-
-
-def setup(bot: Bot) -> None:
-    """Load the CodeJams cog."""
-    bot.add_cog(CodeJams(bot))
diff --git a/bot/exts/utils/ping.py b/bot/exts/utils/ping.py
index 750ff46d2..9fb5b7b8f 100644
--- a/bot/exts/utils/ping.py
+++ b/bot/exts/utils/ping.py
@@ -1,18 +1,15 @@
-import socket
-import urllib.parse
-from datetime import datetime
-
-import aioping
+import arrow
+from aiohttp import client_exceptions
 from discord import Embed
 from discord.ext import commands
 
 from bot.bot import Bot
-from bot.constants import Channels, Emojis, STAFF_ROLES, URLs
+from bot.constants import Channels, STAFF_PARTNERS_COMMUNITY_ROLES, URLs
 from bot.decorators import in_whitelist
 
 DESCRIPTIONS = (
     "Command processing time",
-    "Python Discord website latency",
+    "Python Discord website status",
     "Discord API latency"
 )
 ROUND_LATENCY = 3
@@ -25,7 +22,7 @@ class Latency(commands.Cog):
         self.bot = bot
 
     @commands.command()
-    @in_whitelist(channels=(Channels.bot_commands,), roles=STAFF_ROLES)
+    @in_whitelist(channels=(Channels.bot_commands,), roles=STAFF_PARTNERS_COMMUNITY_ROLES)
     async def ping(self, ctx: commands.Context) -> None:
         """
         Gets different measures of latency within the bot.
@@ -34,30 +31,30 @@ class Latency(commands.Cog):
         """
         # datetime.datetime objects do not have the "milliseconds" attribute.
         # It must be converted to seconds before converting to milliseconds.
-        bot_ping = (datetime.utcnow() - ctx.message.created_at).total_seconds() * 1000
+        bot_ping = (arrow.utcnow() - ctx.message.created_at).total_seconds() * 1000
         if bot_ping <= 0:
             bot_ping = "Your clock is out of sync, could not calculate ping."
         else:
             bot_ping = f"{bot_ping:.{ROUND_LATENCY}f} ms"
 
         try:
-            url = urllib.parse.urlparse(URLs.site_schema + URLs.site).hostname
-            try:
-                delay = await aioping.ping(url, family=socket.AddressFamily.AF_INET) * 1000
-                site_ping = f"{delay:.{ROUND_LATENCY}f} ms"
-            except OSError:
-                # Some machines do not have permission to run ping
-                site_ping = "Permission denied, could not ping."
+            async with self.bot.http_session.get(f"{URLs.site_api_schema}{URLs.site_api}/healthcheck") as request:
+                request.raise_for_status()
+                site_status = "Healthy"
 
-        except TimeoutError:
-            site_ping = f"{Emojis.cross_mark} Connection timed out."
+        except client_exceptions.ClientResponseError as e:
+            """The site returned an unexpected response."""
+            site_status = f"The site returned an error in the response: ({e.status}) {e}"
+        except client_exceptions.ClientConnectionError:
+            """Something went wrong with the connection."""
+            site_status = "Could not establish connection with the site."
 
         # Discord Protocol latency return value is in seconds, must be multiplied by 1000 to get milliseconds.
         discord_ping = f"{self.bot.latency * 1000:.{ROUND_LATENCY}f} ms"
 
         embed = Embed(title="Pong!")
 
-        for desc, latency in zip(DESCRIPTIONS, [bot_ping, site_ping, discord_ping]):
+        for desc, latency in zip(DESCRIPTIONS, [bot_ping, site_status, discord_ping]):
             embed.add_field(name=desc, value=latency, inline=False)
 
         await ctx.send(embed=embed)
diff --git a/bot/exts/utils/reminders.py b/bot/exts/utils/reminders.py
index 6c21920a1..90677b2dd 100644
--- a/bot/exts/utils/reminders.py
+++ b/bot/exts/utils/reminders.py
@@ -1,33 +1,34 @@
-import asyncio
-import logging
 import random
 import textwrap
 import typing as t
-from datetime import datetime, timedelta
+from datetime import datetime, timezone
 from operator import itemgetter
 
 import discord
 from dateutil.parser import isoparse
-from dateutil.relativedelta import relativedelta
 from discord.ext.commands import Cog, Context, Greedy, group
 
 from bot.bot import Bot
-from bot.constants import Guild, Icons, MODERATION_ROLES, POSITIVE_REPLIES, Roles, STAFF_ROLES
-from bot.converters import Duration
+from bot.constants import Guild, Icons, MODERATION_ROLES, POSITIVE_REPLIES, Roles, STAFF_PARTNERS_COMMUNITY_ROLES
+from bot.converters import Duration, UnambiguousUser
+from bot.log import get_logger
 from bot.pagination import LinePaginator
+from bot.utils import scheduling
 from bot.utils.checks import has_any_role_check, has_no_roles_check
 from bot.utils.lock import lock_arg
+from bot.utils.members import get_or_fetch_member
 from bot.utils.messages import send_denial
 from bot.utils.scheduling import Scheduler
-from bot.utils.time import humanize_delta
+from bot.utils.time import TimestampFormats, discord_timestamp
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 LOCK_NAMESPACE = "reminder"
 WHITELISTED_CHANNELS = Guild.reminder_whitelist
 MAXIMUM_REMINDERS = 5
 
 Mentionable = t.Union[discord.Member, discord.Role]
+ReminderMention = t.Union[UnambiguousUser, discord.Role]
 
 
 class Reminders(Cog):
@@ -37,7 +38,7 @@ class Reminders(Cog):
         self.bot = bot
         self.scheduler = Scheduler(self.__class__.__name__)
 
-        self.bot.loop.create_task(self.reschedule_reminders())
+        scheduling.create_task(self.reschedule_reminders(), event_loop=self.bot.loop)
 
     def cog_unload(self) -> None:
         """Cancel scheduled tasks."""
@@ -51,19 +52,18 @@ class Reminders(Cog):
             params={'active': 'true'}
         )
 
-        now = datetime.utcnow()
+        now = datetime.now(timezone.utc)
 
         for reminder in response:
             is_valid, *_ = self.ensure_valid_reminder(reminder)
             if not is_valid:
                 continue
 
-            remind_at = isoparse(reminder['expiration']).replace(tzinfo=None)
+            remind_at = isoparse(reminder['expiration'])
 
             # If the reminder is already overdue ...
             if remind_at < now:
-                late = relativedelta(now, remind_at)
-                await self.send_reminder(reminder, late)
+                await self.send_reminder(reminder, remind_at)
             else:
                 self.schedule_reminder(reminder)
 
@@ -78,7 +78,7 @@ class Reminders(Cog):
                 f"Reminder {reminder['id']} invalid: "
                 f"User {reminder['author']}={user}, Channel {reminder['channel_id']}={channel}."
             )
-            asyncio.create_task(self.bot.api_client.delete(f"bot/reminders/{reminder['id']}"))
+            scheduling.create_task(self.bot.api_client.delete(f"bot/reminders/{reminder['id']}"))
 
         return is_valid, user, channel
 
@@ -86,8 +86,7 @@ class Reminders(Cog):
     async def _send_confirmation(
         ctx: Context,
         on_success: str,
-        reminder_id: t.Union[str, int],
-        delivery_dt: t.Optional[datetime],
+        reminder_id: t.Union[str, int]
     ) -> None:
         """Send an embed confirming the reminder change was made successfully."""
         embed = discord.Embed(
@@ -98,11 +97,6 @@ class Reminders(Cog):
 
         footer_str = f"ID: {reminder_id}"
 
-        if delivery_dt:
-            # Reminder deletion will have a `None` `delivery_dt`
-            footer_str += ', Due'
-            embed.timestamp = delivery_dt
-
         embed.set_footer(text=footer_str)
 
         await ctx.send(embed=embed)
@@ -118,10 +112,10 @@ class Reminders(Cog):
 
         If mentions aren't allowed, also return the type of mention(s) disallowed.
         """
-        if await has_no_roles_check(ctx, *STAFF_ROLES):
+        if await has_no_roles_check(ctx, *STAFF_PARTNERS_COMMUNITY_ROLES):
             return False, "members/roles"
         elif await has_no_roles_check(ctx, *MODERATION_ROLES):
-            return all(isinstance(mention, discord.Member) for mention in mentions), "roles"
+            return all(isinstance(mention, (discord.User, discord.Member)) for mention in mentions), "roles"
         else:
             return True, ""
 
@@ -140,16 +134,17 @@ class Reminders(Cog):
             await send_denial(ctx, f"You can't mention other {disallowed_mentions} in your reminder!")
             return False
 
-    def get_mentionables(self, mention_ids: t.List[int]) -> t.Iterator[Mentionable]:
+    async def get_mentionables(self, mention_ids: t.List[int]) -> t.Iterator[Mentionable]:
         """Converts Role and Member ids to their corresponding objects if possible."""
         guild = self.bot.get_guild(Guild.id)
         for mention_id in mention_ids:
-            if (mentionable := (guild.get_member(mention_id) or guild.get_role(mention_id))):
+            member = await get_or_fetch_member(guild, mention_id)
+            if mentionable := (member or guild.get_role(mention_id)):
                 yield mentionable
 
     def schedule_reminder(self, reminder: dict) -> None:
         """A coroutine which sends the reminder once the time is reached, and cancels the running task."""
-        reminder_datetime = isoparse(reminder['expiration']).replace(tzinfo=None)
+        reminder_datetime = isoparse(reminder['expiration'])
         self.scheduler.schedule_at(reminder_datetime, reminder["id"], self.send_reminder(reminder))
 
     async def _edit_reminder(self, reminder_id: int, payload: dict) -> dict:
@@ -174,59 +169,90 @@ class Reminders(Cog):
         self.schedule_reminder(reminder)
 
     @lock_arg(LOCK_NAMESPACE, "reminder", itemgetter("id"), raise_error=True)
-    async def send_reminder(self, reminder: dict, late: relativedelta = None) -> None:
+    async def send_reminder(self, reminder: dict, expected_time: datetime = None) -> None:
         """Send the reminder."""
         is_valid, user, channel = self.ensure_valid_reminder(reminder)
         if not is_valid:
             # No need to cancel the task too; it'll simply be done once this coroutine returns.
             return
-
         embed = discord.Embed()
-        embed.colour = discord.Colour.blurple()
-        embed.set_author(
-            icon_url=Icons.remind_blurple,
-            name="It has arrived!"
-        )
-
-        embed.description = f"Here's your reminder: `{reminder['content']}`."
-
-        if reminder.get("jump_url"):  # keep backward compatibility
-            embed.description += f"\n[Jump back to when you created the reminder]({reminder['jump_url']})"
-
-        if late:
+        if expected_time:
             embed.colour = discord.Colour.red()
             embed.set_author(
                 icon_url=Icons.remind_red,
-                name=f"Sorry it arrived {humanize_delta(late, max_units=2)} late!"
+                name="Sorry, your reminder should have arrived earlier!"
+            )
+        else:
+            embed.colour = discord.Colour.og_blurple()
+            embed.set_author(
+                icon_url=Icons.remind_blurple,
+                name="It has arrived!"
             )
 
-        additional_mentions = ' '.join(
-            mentionable.mention for mentionable in self.get_mentionables(reminder["mentions"])
-        )
+        # Let's not use a codeblock to keep emojis and mentions working. Embeds are safe anyway.
+        embed.description = f"Here's your reminder: {reminder['content']}"
 
-        await channel.send(content=f"{user.mention} {additional_mentions}", embed=embed)
+        # Here the jump URL is in the format of base_url/guild_id/channel_id/message_id
+        additional_mentions = ' '.join([
+            mentionable.mention async for mentionable in self.get_mentionables(reminder["mentions"])
+        ])
+
+        jump_url = reminder.get("jump_url")
+        embed.description += f"\n[Jump back to when you created the reminder]({jump_url})"
+        partial_message = channel.get_partial_message(int(jump_url.split("/")[-1]))
+        try:
+            await partial_message.reply(content=f"{additional_mentions}", embed=embed)
+        except discord.HTTPException as e:
+            log.info(
+                f"There was an error when trying to reply to a reminder invocation message, {e}, "
+                "fall back to using jump_url"
+            )
+            await channel.send(content=f"{user.mention} {additional_mentions}", embed=embed)
 
         log.debug(f"Deleting reminder #{reminder['id']} (the user has been reminded).")
         await self.bot.api_client.delete(f"bot/reminders/{reminder['id']}")
 
     @group(name="remind", aliases=("reminder", "reminders", "remindme"), invoke_without_command=True)
     async def remind_group(
-        self, ctx: Context, mentions: Greedy[Mentionable], expiration: Duration, *, content: str
+        self, ctx: Context, mentions: Greedy[ReminderMention], expiration: Duration, *, content: t.Optional[str] = None
     ) -> None:
-        """Commands for managing your reminders."""
+        """
+        Commands for managing your reminders.
+
+        The `expiration` duration of `!remind new` supports the following symbols for each unit of time:
+        - years: `Y`, `y`, `year`, `years`
+        - months: `m`, `month`, `months`
+        - weeks: `w`, `W`, `week`, `weeks`
+        - days: `d`, `D`, `day`, `days`
+        - hours: `H`, `h`, `hour`, `hours`
+        - minutes: `M`, `minute`, `minutes`
+        - seconds: `S`, `s`, `second`, `seconds`
+
+        For example, to set a reminder that expires in 3 days and 1 minute, you can do `!remind new 3d1M Do something`.
+        """
         await self.new_reminder(ctx, mentions=mentions, expiration=expiration, content=content)
 
     @remind_group.command(name="new", aliases=("add", "create"))
     async def new_reminder(
-        self, ctx: Context, mentions: Greedy[Mentionable], expiration: Duration, *, content: str
+        self, ctx: Context, mentions: Greedy[ReminderMention], expiration: Duration, *, content: t.Optional[str] = None
     ) -> None:
         """
         Set yourself a simple reminder.
 
-        Expiration is parsed per: http://strftime.org/
+        The `expiration` duration supports the following symbols for each unit of time:
+        - years: `Y`, `y`, `year`, `years`
+        - months: `m`, `month`, `months`
+        - weeks: `w`, `W`, `week`, `weeks`
+        - days: `d`, `D`, `day`, `days`
+        - hours: `H`, `h`, `hour`, `hours`
+        - minutes: `M`, `minute`, `minutes`
+        - seconds: `S`, `s`, `second`, `seconds`
+
+        For example, to set a reminder that expires in 3 days and 1 minute, you can do `!remind new 3d1M Do something`.
         """
-        # If the user is not staff, we need to verify whether or not to make a reminder at all.
-        if await has_no_roles_check(ctx, *STAFF_ROLES):
+        # If the user is not staff, partner or part of the python community,
+        # we need to verify whether or not to make a reminder at all.
+        if await has_no_roles_check(ctx, *STAFF_PARTNERS_COMMUNITY_ROLES):
 
             # If they don't have permission to set a reminder in this channel
             if ctx.channel.id not in WHITELISTED_CHANNELS:
@@ -257,6 +283,20 @@ class Reminders(Cog):
 
         mention_ids = [mention.id for mention in mentions]
 
+        # If `content` isn't provided then we try to get message content of a replied message
+        if not content:
+            if reference := ctx.message.reference:
+                if isinstance((resolved_message := reference.resolved), discord.Message):
+                    content = resolved_message.content
+            # If we weren't able to get the content of a replied message
+            if content is None:
+                await send_denial(ctx, "Your reminder must have a content and/or reply to a message.")
+                return
+
+            # If the replied message has no content (e.g. only attachments/embeds)
+            if content == "":
+                content = "See referenced message."
+
         # Now we can attempt to actually set the reminder.
         reminder = await self.bot.api_client.post(
             'bot/reminders',
@@ -270,9 +310,7 @@ class Reminders(Cog):
             }
         )
 
-        now = datetime.utcnow() - timedelta(seconds=1)
-        humanized_delta = humanize_delta(relativedelta(expiration, now))
-        mention_string = f"Your reminder will arrive in {humanized_delta}"
+        mention_string = f"Your reminder will arrive on {discord_timestamp(expiration, TimestampFormats.DAY_TIME)}"
 
         if mentions:
             mention_string += f" and will mention {len(mentions)} other(s)"
@@ -282,8 +320,7 @@ class Reminders(Cog):
         await self._send_confirmation(
             ctx,
             on_success=mention_string,
-            reminder_id=reminder["id"],
-            delivery_dt=expiration,
+            reminder_id=reminder["id"]
         )
 
         self.schedule_reminder(reminder)
@@ -297,8 +334,6 @@ class Reminders(Cog):
             params={'author__id': str(ctx.author.id)}
         )
 
-        now = datetime.utcnow()
-
         # Make a list of tuples so it can be sorted by time.
         reminders = sorted(
             (
@@ -312,24 +347,24 @@ class Reminders(Cog):
 
         for content, remind_at, id_, mentions in reminders:
             # Parse and humanize the time, make it pretty :D
-            remind_datetime = isoparse(remind_at).replace(tzinfo=None)
-            time = humanize_delta(relativedelta(remind_datetime, now))
+            remind_datetime = isoparse(remind_at)
+            time = discord_timestamp(remind_datetime, TimestampFormats.RELATIVE)
 
-            mentions = ", ".join(
+            mentions = ", ".join([
                 # Both Role and User objects have the `name` attribute
-                mention.name for mention in self.get_mentionables(mentions)
-            )
+                mention.name async for mention in self.get_mentionables(mentions)
+            ])
             mention_string = f"\n**Mentions:** {mentions}" if mentions else ""
 
             text = textwrap.dedent(f"""
-            **Reminder #{id_}:** *expires in {time}* (ID: {id_}){mention_string}
+            **Reminder #{id_}:** *expires {time}* (ID: {id_}){mention_string}
             {content}
             """).strip()
 
             lines.append(text)
 
         embed = discord.Embed()
-        embed.colour = discord.Colour.blurple()
+        embed.colour = discord.Colour.og_blurple()
         embed.title = f"Reminders for {ctx.author}"
 
         # Remind the user that they have no reminders :^)
@@ -339,7 +374,7 @@ class Reminders(Cog):
             return
 
         # Construct the embed and paginate it.
-        embed.colour = discord.Colour.blurple()
+        embed.colour = discord.Colour.og_blurple()
 
         await LinePaginator.paginate(
             lines,
@@ -350,7 +385,20 @@ class Reminders(Cog):
 
     @remind_group.group(name="edit", aliases=("change", "modify"), invoke_without_command=True)
     async def edit_reminder_group(self, ctx: Context) -> None:
-        """Commands for modifying your current reminders."""
+        """
+        Commands for modifying your current reminders.
+
+        The `expiration` duration supports the following symbols for each unit of time:
+        - years: `Y`, `y`, `year`, `years`
+        - months: `m`, `month`, `months`
+        - weeks: `w`, `W`, `week`, `weeks`
+        - days: `d`, `D`, `day`, `days`
+        - hours: `H`, `h`, `hour`, `hours`
+        - minutes: `M`, `minute`, `minutes`
+        - seconds: `S`, `s`, `second`, `seconds`
+
+        For example, to edit a reminder to expire in 3 days and 1 minute, you can do `!remind edit duration 1234 3d1M`.
+        """
         await ctx.send_help(ctx.command)
 
     @edit_reminder_group.command(name="duration", aliases=("time",))
@@ -358,7 +406,16 @@ class Reminders(Cog):
         """
         Edit one of your reminder's expiration.
 
-        Expiration is parsed per: http://strftime.org/
+        The `expiration` duration supports the following symbols for each unit of time:
+        - years: `Y`, `y`, `year`, `years`
+        - months: `m`, `month`, `months`
+        - weeks: `w`, `W`, `week`, `weeks`
+        - days: `d`, `D`, `day`, `days`
+        - hours: `H`, `h`, `hour`, `hours`
+        - minutes: `M`, `minute`, `minutes`
+        - seconds: `S`, `s`, `second`, `seconds`
+
+        For example, to edit a reminder to expire in 3 days and 1 minute, you can do `!remind edit duration 1234 3d1M`.
         """
         await self.edit_reminder(ctx, id_, {'expiration': expiration.isoformat()})
 
@@ -368,7 +425,7 @@ class Reminders(Cog):
         await self.edit_reminder(ctx, id_, {"content": content})
 
     @edit_reminder_group.command(name="mentions", aliases=("pings",))
-    async def edit_reminder_mentions(self, ctx: Context, id_: int, mentions: Greedy[Mentionable]) -> None:
+    async def edit_reminder_mentions(self, ctx: Context, id_: int, mentions: Greedy[ReminderMention]) -> None:
         """Edit one of your reminder's mentions."""
         # Remove duplicate mentions
         mentions = set(mentions)
@@ -388,15 +445,11 @@ class Reminders(Cog):
             return
         reminder = await self._edit_reminder(id_, payload)
 
-        # Parse the reminder expiration back into a datetime
-        expiration = isoparse(reminder["expiration"]).replace(tzinfo=None)
-
         # Send a confirmation message to the channel
         await self._send_confirmation(
             ctx,
             on_success="That reminder has been edited successfully!",
             reminder_id=id_,
-            delivery_dt=expiration,
         )
         await self._reschedule_reminder(reminder)
 
@@ -413,8 +466,7 @@ class Reminders(Cog):
         await self._send_confirmation(
             ctx,
             on_success="That reminder has been deleted successfully!",
-            reminder_id=id_,
-            delivery_dt=None,
+            reminder_id=id_
         )
 
     async def _can_modify(self, ctx: Context, reminder_id: t.Union[str, int]) -> bool:
diff --git a/bot/exts/utils/snekbox.py b/bot/exts/utils/snekbox.py
index 3d37f214b..bd521a4ee 100644
--- a/bot/exts/utils/snekbox.py
+++ b/bot/exts/utils/snekbox.py
@@ -1,23 +1,23 @@
 import asyncio
 import contextlib
 import datetime
-import logging
 import re
 import textwrap
 from functools import partial
 from signal import Signals
 from typing import Awaitable, Callable, Optional, Tuple
 
-from discord import HTTPException, Message, NotFound, Reaction, User
+from discord import AllowedMentions, HTTPException, Message, NotFound, Reaction, User
 from discord.ext.commands import Cog, Command, Context, command, guild_only
 
 from bot.bot import Bot
 from bot.constants import Categories, Channels, Roles, URLs
 from bot.decorators import redirect_output
-from bot.utils import send_to_paste_service
+from bot.log import get_logger
+from bot.utils import scheduling, send_to_paste_service
 from bot.utils.messages import wait_for_deletion
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 ESCAPE_REGEX = re.compile("[`\u202E\u200B]{3,}")
 FORMATTED_CODE_REGEX = re.compile(
@@ -241,8 +241,9 @@ class Snekbox(Cog):
             if filter_triggered:
                 response = await ctx.send("Attempt to circumvent filter detected. Moderator team has been alerted.")
             else:
-                response = await ctx.send(msg)
-            self.bot.loop.create_task(wait_for_deletion(response, (ctx.author.id,)))
+                allowed_mentions = AllowedMentions(everyone=False, roles=False, users=[ctx.author])
+                response = await ctx.send(msg, allowed_mentions=allowed_mentions)
+            scheduling.create_task(wait_for_deletion(response, (ctx.author.id,)), event_loop=self.bot.loop)
 
             log.info(f"{ctx.author}'s job had a return code of {results['returncode']}")
         return response
diff --git a/bot/exts/utils/utils.py b/bot/exts/utils/utils.py
index 4c39a7c2a..f76eea516 100644
--- a/bot/exts/utils/utils.py
+++ b/bot/exts/utils/utils.py
@@ -1,5 +1,4 @@
 import difflib
-import logging
 import re
 import unicodedata
 from typing import Tuple, Union
@@ -9,15 +8,15 @@ from discord.ext.commands import BadArgument, Cog, Context, clean_content, comma
 from discord.utils import snowflake_time
 
 from bot.bot import Bot
-from bot.constants import Channels, MODERATION_ROLES, Roles, STAFF_ROLES
+from bot.constants import Channels, MODERATION_ROLES, Roles, STAFF_PARTNERS_COMMUNITY_ROLES
 from bot.converters import Snowflake
 from bot.decorators import in_whitelist
+from bot.log import get_logger
 from bot.pagination import LinePaginator
 from bot.utils import messages
-from bot.utils.checks import has_no_roles_check
 from bot.utils.time import time_since
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 ZEN_OF_PYTHON = """\
 Beautiful is better than ugly.
@@ -40,6 +39,7 @@ If the implementation is hard to explain, it's a bad idea.
 If the implementation is easy to explain, it may be a good idea.
 Namespaces are one honking great idea -- let's do more of those!
 """
+LEADS_AND_COMMUNITY = (Roles.project_leads, Roles.domain_leads, Roles.partners, Roles.python_community)
 
 
 class Utils(Cog):
@@ -49,20 +49,22 @@ class Utils(Cog):
         self.bot = bot
 
     @command()
-    @in_whitelist(channels=(Channels.bot_commands,), roles=STAFF_ROLES)
+    @in_whitelist(channels=(Channels.bot_commands, Channels.discord_bots), roles=STAFF_PARTNERS_COMMUNITY_ROLES)
     async def charinfo(self, ctx: Context, *, characters: str) -> None:
         """Shows you information on up to 50 unicode characters."""
         match = re.match(r"<(a?):(\w+):(\d+)>", characters)
         if match:
-            return await messages.send_denial(
+            await messages.send_denial(
                 ctx,
                 "**Non-Character Detected**\n"
                 "Only unicode characters can be processed, but a custom Discord emoji "
                 "was found. Please remove it and try again."
             )
+            return
 
         if len(characters) > 50:
-            return await messages.send_denial(ctx, f"Too many characters ({len(characters)}/50)")
+            await messages.send_denial(ctx, f"Too many characters ({len(characters)}/50)")
+            return
 
         def get_info(char: str) -> Tuple[str, str]:
             digit = f"{ord(char):x}"
@@ -94,7 +96,7 @@ class Utils(Cog):
         If a string is provided, the line which matches best will be produced.
         """
         embed = Embed(
-            colour=Colour.blurple(),
+            colour=Colour.og_blurple(),
             title="The Zen of Python",
             description=ZEN_OF_PYTHON
         )
@@ -156,12 +158,9 @@ class Utils(Cog):
         await ctx.send(embed=embed)
 
     @command(aliases=("snf", "snfl", "sf"))
-    @in_whitelist(channels=(Channels.bot_commands,), roles=STAFF_ROLES)
+    @in_whitelist(channels=(Channels.bot_commands,), roles=STAFF_PARTNERS_COMMUNITY_ROLES)
     async def snowflake(self, ctx: Context, *snowflakes: Snowflake) -> None:
         """Get Discord snowflake creation time."""
-        if len(snowflakes) > 1 and await has_no_roles_check(ctx, *STAFF_ROLES):
-            raise BadArgument("Cannot process more than one snowflake in one invocation.")
-
         if not snowflakes:
             raise BadArgument("At least one snowflake must be provided.")
 
@@ -174,7 +173,7 @@ class Utils(Cog):
         lines = []
         for snowflake in snowflakes:
             created_at = snowflake_time(snowflake)
-            lines.append(f"**{snowflake}**\nCreated at {created_at} ({time_since(created_at, max_units=3)}).")
+            lines.append(f"**{snowflake}**\nCreated at {created_at} ({time_since(created_at)}).")
 
         await LinePaginator.paginate(
             lines,
@@ -185,7 +184,7 @@ class Utils(Cog):
         )
 
     @command(aliases=("poll",))
-    @has_any_role(*MODERATION_ROLES, Roles.project_leads, Roles.domain_leads)
+    @has_any_role(*MODERATION_ROLES, *LEADS_AND_COMMUNITY)
     async def vote(self, ctx: Context, title: clean_content(fix_channel_mentions=True), *options: str) -> None:
         """
         Build a quick voting poll with matching reactions with the provided options.
diff --git a/bot/log.py b/bot/log.py
index 4e20c005e..100cd06f6 100644
--- a/bot/log.py
+++ b/bot/log.py
@@ -3,6 +3,7 @@ import os
 import sys
 from logging import Logger, handlers
 from pathlib import Path
+from typing import Optional, TYPE_CHECKING, cast
 
 import coloredlogs
 import sentry_sdk
@@ -14,22 +15,50 @@ from bot import constants
 TRACE_LEVEL = 5
 
 
+if TYPE_CHECKING:
+    LoggerClass = Logger
+else:
+    LoggerClass = logging.getLoggerClass()
+
+
+class CustomLogger(LoggerClass):
+    """Custom implementation of the `Logger` class with an added `trace` method."""
+
+    def trace(self, msg: str, *args, **kwargs) -> None:
+        """
+        Log 'msg % args' with severity 'TRACE'.
+
+        To pass exception information, use the keyword argument exc_info with
+        a true value, e.g.
+
+        logger.trace("Houston, we have an %s", "interesting problem", exc_info=1)
+        """
+        if self.isEnabledFor(TRACE_LEVEL):
+            self.log(TRACE_LEVEL, msg, *args, **kwargs)
+
+
+def get_logger(name: Optional[str] = None) -> CustomLogger:
+    """Utility to make mypy recognise that logger is of type `CustomLogger`."""
+    return cast(CustomLogger, logging.getLogger(name))
+
+
 def setup() -> None:
     """Set up loggers."""
     logging.TRACE = TRACE_LEVEL
     logging.addLevelName(TRACE_LEVEL, "TRACE")
-    Logger.trace = _monkeypatch_trace
+    logging.setLoggerClass(CustomLogger)
+
+    root_log = get_logger()
 
     format_string = "%(asctime)s | %(name)s | %(levelname)s | %(message)s"
     log_format = logging.Formatter(format_string)
 
-    log_file = Path("logs", "bot.log")
-    log_file.parent.mkdir(exist_ok=True)
-    file_handler = handlers.RotatingFileHandler(log_file, maxBytes=5242880, backupCount=7, encoding="utf8")
-    file_handler.setFormatter(log_format)
-
-    root_log = logging.getLogger()
-    root_log.addHandler(file_handler)
+    if constants.FILE_LOGS:
+        log_file = Path("logs", "bot.log")
+        log_file.parent.mkdir(exist_ok=True)
+        file_handler = handlers.RotatingFileHandler(log_file, maxBytes=5242880, backupCount=7, encoding="utf8")
+        file_handler.setFormatter(log_format)
+        root_log.addHandler(file_handler)
 
     if "COLOREDLOGS_LEVEL_STYLES" not in os.environ:
         coloredlogs.DEFAULT_LEVEL_STYLES = {
@@ -42,16 +71,16 @@ def setup() -> None:
     if "COLOREDLOGS_LOG_FORMAT" not in os.environ:
         coloredlogs.DEFAULT_LOG_FORMAT = format_string
 
-    coloredlogs.install(level=logging.TRACE, logger=root_log, stream=sys.stdout)
+    coloredlogs.install(level=TRACE_LEVEL, logger=root_log, stream=sys.stdout)
 
     root_log.setLevel(logging.DEBUG if constants.DEBUG_MODE else logging.INFO)
-    logging.getLogger("discord").setLevel(logging.WARNING)
-    logging.getLogger("websockets").setLevel(logging.WARNING)
-    logging.getLogger("chardet").setLevel(logging.WARNING)
-    logging.getLogger("async_rediscache").setLevel(logging.WARNING)
+    get_logger("discord").setLevel(logging.WARNING)
+    get_logger("websockets").setLevel(logging.WARNING)
+    get_logger("chardet").setLevel(logging.WARNING)
+    get_logger("async_rediscache").setLevel(logging.WARNING)
 
     # Set back to the default of INFO even if asyncio's debug mode is enabled.
-    logging.getLogger("asyncio").setLevel(logging.INFO)
+    get_logger("asyncio").setLevel(logging.INFO)
 
     _set_trace_loggers()
 
@@ -73,19 +102,6 @@ def setup_sentry() -> None:
     )
 
 
-def _monkeypatch_trace(self: logging.Logger, msg: str, *args, **kwargs) -> None:
-    """
-    Log 'msg % args' with severity 'TRACE'.
-
-    To pass exception information, use the keyword argument exc_info with
-    a true value, e.g.
-
-    logger.trace("Houston, we have an %s", "interesting problem", exc_info=1)
-    """
-    if self.isEnabledFor(TRACE_LEVEL):
-        self._log(TRACE_LEVEL, msg, args, **kwargs)
-
-
 def _set_trace_loggers() -> None:
     """
     Set loggers to the trace level according to the value from the BOT_TRACE_LOGGERS env var.
@@ -101,13 +117,13 @@ def _set_trace_loggers() -> None:
     level_filter = constants.Bot.trace_loggers
     if level_filter:
         if level_filter.startswith("*"):
-            logging.getLogger().setLevel(logging.TRACE)
+            get_logger().setLevel(TRACE_LEVEL)
 
         elif level_filter.startswith("!"):
-            logging.getLogger().setLevel(logging.TRACE)
+            get_logger().setLevel(TRACE_LEVEL)
             for logger_name in level_filter.strip("!,").split(","):
-                logging.getLogger(logger_name).setLevel(logging.DEBUG)
+                get_logger(logger_name).setLevel(logging.DEBUG)
 
         else:
             for logger_name in level_filter.strip(",").split(","):
-                logging.getLogger(logger_name).setLevel(logging.TRACE)
+                get_logger(logger_name).setLevel(TRACE_LEVEL)
diff --git a/bot/monkey_patches.py b/bot/monkey_patches.py
new file mode 100644
index 000000000..b5c0de8d9
--- /dev/null
+++ b/bot/monkey_patches.py
@@ -0,0 +1,75 @@
+from datetime import timedelta
+
+import arrow
+from discord import Forbidden, http
+from discord.ext import commands
+
+from bot.log import get_logger
+from bot.utils.regex import MESSAGE_ID_RE
+
+log = get_logger(__name__)
+
+
+class Command(commands.Command):
+    """
+    A `discord.ext.commands.Command` subclass which supports root aliases.
+
+    A `root_aliases` keyword argument is added, which is a sequence of alias names that will act as
+    top-level commands rather than being aliases of the command's group. It's stored as an attribute
+    also named `root_aliases`.
+    """
+
+    def __init__(self, *args, **kwargs):
+        super().__init__(*args, **kwargs)
+        self.root_aliases = kwargs.get("root_aliases", [])
+
+        if not isinstance(self.root_aliases, (list, tuple)):
+            raise TypeError("Root aliases of a command must be a list or a tuple of strings.")
+
+
+def patch_typing() -> None:
+    """
+    Sometimes discord turns off typing events by throwing 403's.
+
+    Handle those issues by patching the trigger_typing method so it ignores 403's in general.
+    """
+    log.debug("Patching send_typing, which should fix things breaking when discord disables typing events. Stay safe!")
+
+    original = http.HTTPClient.send_typing
+    last_403 = None
+
+    async def honeybadger_type(self, channel_id: int) -> None:  # noqa: ANN001
+        nonlocal last_403
+        if last_403 and (arrow.utcnow() - last_403) < timedelta(minutes=5):
+            log.warning("Not sending typing event, we got a 403 less than 5 minutes ago.")
+            return
+        try:
+            await original(self, channel_id)
+        except Forbidden:
+            last_403 = arrow.utcnow()
+            log.warning("Got a 403 from typing event!")
+            pass
+
+    http.HTTPClient.send_typing = honeybadger_type
+
+
+class FixedPartialMessageConverter(commands.PartialMessageConverter):
+    """
+    Make the Message converter infer channelID from the given context if only a messageID is given.
+
+    Discord.py's Message converter is supposed to infer channelID based
+    on ctx.channel if only a messageID is given. A refactor commit, linked below,
+    a few weeks before d.py's archival broke this defined behaviour of the converter.
+    Currently, if only a messageID is given to the converter, it will only find that message
+    if it's in the bot's cache.
+
+    https://github.com/Rapptz/discord.py/commit/1a4e73d59932cdbe7bf2c281f25e32529fc7ae1f
+    """
+
+    @staticmethod
+    def _get_id_matches(ctx: commands.Context, argument: str) -> tuple[int, int, int]:
+        """Inserts ctx.channel.id before calling super method if argument is just a messageID."""
+        match = MESSAGE_ID_RE.match(argument)
+        if match:
+            argument = f"{ctx.channel.id}-{match.group('message_id')}"
+        return commands.PartialMessageConverter._get_id_matches(ctx, argument)
diff --git a/bot/pagination.py b/bot/pagination.py
index c5c84afd9..8f4353eb1 100644
--- a/bot/pagination.py
+++ b/bot/pagination.py
@@ -1,5 +1,4 @@
 import asyncio
-import logging
 import typing as t
 from contextlib import suppress
 from functools import partial
@@ -9,6 +8,7 @@ from discord.abc import User
 from discord.ext.commands import Context, Paginator
 
 from bot import constants
+from bot.log import get_logger
 from bot.utils import messages
 
 FIRST_EMOJI = "\u23EE"   # [:track_previous:]
@@ -19,10 +19,10 @@ DELETE_EMOJI = constants.Emojis.trashcan  # [:trashcan:]
 
 PAGINATION_EMOJI = (FIRST_EMOJI, LEFT_EMOJI, RIGHT_EMOJI, LAST_EMOJI, DELETE_EMOJI)
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 
-class EmptyPaginatorEmbed(Exception):
+class EmptyPaginatorEmbedError(Exception):
     """Raised when attempting to paginate with empty contents."""
 
     pass
@@ -49,30 +49,33 @@ class LinePaginator(Paginator):
         self,
         prefix: str = '```',
         suffix: str = '```',
-        max_size: int = 2000,
-        scale_to_size: int = 2000,
-        max_lines: t.Optional[int] = None
+        max_size: int = 4000,
+        scale_to_size: int = 4000,
+        max_lines: t.Optional[int] = None,
+        linesep: str = "\n"
     ) -> None:
         """
         This function overrides the Paginator.__init__ from inside discord.ext.commands.
 
         It overrides in order to allow us to configure the maximum number of lines per page.
         """
-        self.prefix = prefix
-        self.suffix = suffix
-
-        # Embeds that exceed 2048 characters will result in an HTTPException
-        # (Discord API limit), so we've set a limit of 2000
-        if max_size > 2000:
-            raise ValueError(f"max_size must be <= 2,000 characters. ({max_size} > 2000)")
-
-        self.max_size = max_size - len(suffix)
+        # Embeds that exceed 4096 characters will result in an HTTPException
+        # (Discord API limit), so we've set a limit of 4000
+        if max_size > 4000:
+            raise ValueError(f"max_size must be <= 4,000 characters. ({max_size} > 4000)")
+
+        super().__init__(
+            prefix,
+            suffix,
+            max_size - len(suffix),
+            linesep
+        )
 
         if scale_to_size < max_size:
             raise ValueError(f"scale_to_size must be >= max_size. ({scale_to_size} < {max_size})")
 
-        if scale_to_size > 2000:
-            raise ValueError(f"scale_to_size must be <= 2,000 characters. ({scale_to_size} > 2000)")
+        if scale_to_size > 4000:
+            raise ValueError(f"scale_to_size must be <= 4,000 characters. ({scale_to_size} > 4000)")
 
         self.scale_to_size = scale_to_size - len(suffix)
         self.max_lines = max_lines
@@ -194,7 +197,7 @@ class LinePaginator(Paginator):
         suffix: str = "",
         max_lines: t.Optional[int] = None,
         max_size: int = 500,
-        scale_to_size: int = 2000,
+        scale_to_size: int = 4000,
         empty: bool = True,
         restrict_to_user: User = None,
         timeout: int = 300,
@@ -230,7 +233,7 @@ class LinePaginator(Paginator):
         if not lines:
             if exception_on_empty_embed:
                 log.exception("Pagination asked for empty lines iterable")
-                raise EmptyPaginatorEmbed("No lines to paginate")
+                raise EmptyPaginatorEmbedError("No lines to paginate")
 
             log.debug("No lines to add to paginator, adding '(nothing to display)' message")
             lines.append("(nothing to display)")
diff --git a/bot/resources/tags/async-await.md b/bot/resources/tags/async-await.md
new file mode 100644
index 000000000..01ab28fe3
--- /dev/null
+++ b/bot/resources/tags/async-await.md
@@ -0,0 +1,27 @@
+**Concurrency in Python**
+
+Python provides the ability to run multiple tasks and coroutines simultaneously with the use of the `asyncio` library, which is included in the Python standard library.
+
+This works by running these coroutines in an event loop, where the context of the running coroutine switches periodically to allow all other coroutines to run, thus giving the appearance of running at the same time. This is different to using threads or processes in that all code runs in the main process and thread, although it is possible to run coroutines in other threads.
+
+To call an async function we can either `await` it, or run it in an event loop which we get from `asyncio`.
+
+To create a coroutine that can be used with asyncio we need to define a function using the `async` keyword:
+```py
+async def main():
+    await something_awaitable()
+```
+Which means we can call `await something_awaitable()` directly from within the function. If this were a non-async function, it would raise the exception `SyntaxError: 'await' outside async function`
+
+To run the top level async function from outside the event loop we need to use [`asyncio.run()`](https://docs.python.org/3/library/asyncio-task.html#asyncio.run), like this:
+```py
+import asyncio
+
+async def main():
+    await something_awaitable()
+
+asyncio.run(main())
+```
+Note that in the `asyncio.run()`, where we appear to be calling `main()`, this does not execute the code in `main`. Rather, it creates and returns a new `coroutine` object (i.e `main() is not main()`) which is then handled and run by the event loop via `asyncio.run()`.
+
+To learn more about asyncio and its use, see the [asyncio documentation](https://docs.python.org/3/library/asyncio.html).
diff --git a/bot/resources/tags/blocking.md b/bot/resources/tags/blocking.md
index 31d91294c..5554d7eba 100644
--- a/bot/resources/tags/blocking.md
+++ b/bot/resources/tags/blocking.md
@@ -1,9 +1,7 @@
 **Why do we need asynchronous programming?**
-
 Imagine that you're coding a Discord bot and every time somebody uses a command, you need to get some information from a database. But there's a catch: the database servers are acting up today and take a whole 10 seconds to respond. If you do **not** use asynchronous methods, your whole bot will stop running until it gets a response from the database. How do you fix this? Asynchronous programming.
 
 **What is asynchronous programming?**
-
 An asynchronous program utilises the `async` and `await` keywords. An asynchronous program pauses what it's doing and does something else whilst it waits for some third-party service to complete whatever it's supposed to do. Any code within an `async` context manager or function marked with the `await` keyword indicates to Python, that whilst this operation is being completed, it can do something else. For example:
 
 ```py
@@ -14,13 +12,10 @@ import discord
 async def ping(ctx):
     await ctx.send("Pong!")
 ```
-
 **What does the term "blocking" mean?**
-
 A blocking operation is wherever you do something without `await`ing it. This tells Python that this step must be completed before it can do anything else. Common examples of blocking operations, as simple as they may seem, include: outputting text, adding two numbers and appending an item onto a list. Most common Python libraries have an asynchronous version available to use in asynchronous contexts.
 
 **`async` libraries**
-
 The standard async library - `asyncio`
 Asynchronous web requests - `aiohttp`
 Talking to PostgreSQL asynchronously - `asyncpg`
diff --git a/bot/resources/tags/botvar.md b/bot/resources/tags/botvar.md
new file mode 100644
index 000000000..3db6ae7ac
--- /dev/null
+++ b/bot/resources/tags/botvar.md
@@ -0,0 +1,23 @@
+Python allows you to set custom attributes to most objects, like your bot! By storing things as attributes of the bot object, you can access them anywhere you access your bot. In the discord.py library, these custom attributes are commonly known as "bot variables" and can be a lifesaver if your bot is divided into many different files. An example on how to use custom attributes on your bot is shown below:
+
+```py
+bot = commands.Bot(command_prefix="!")
+# Set an attribute on our bot
+bot.test = "I am accessible everywhere!"
+
[email protected]()
+async def get(ctx: commands.Context):
+    """A command to get the current value of `test`."""
+    # Send what the test attribute is currently set to
+    await ctx.send(ctx.bot.test)
+
[email protected]()
+async def setval(ctx: commands.Context, *, new_text: str):
+    """A command to set a new value of `test`."""
+    # Here we change the attribute to what was specified in new_text
+    bot.test = new_text
+```
+
+This all applies to cogs as well! You can set attributes to `self` as you wish.
+
+*Be sure **not** to overwrite attributes discord.py uses, like `cogs` or `users`. Name your attributes carefully!*
diff --git a/bot/resources/tags/contribute.md b/bot/resources/tags/contribute.md
new file mode 100644
index 000000000..070975646
--- /dev/null
+++ b/bot/resources/tags/contribute.md
@@ -0,0 +1,12 @@
+**Contribute to Python Discord's Open Source Projects**
+Looking to contribute to Open Source Projects for the first time? Want to add a feature or fix a bug on the bots on this server? We have on-going projects that people can contribute to, even if you've never contributed to open source before!
+
+**Projects to Contribute to**
+• [Sir Lancebot](https://github.com/python-discord/sir-lancebot) - our fun, beginner-friendly bot
+• [Python](https://github.com/python-discord/bot) - our utility & moderation bot
+• [Site](https://github.com/python-discord/site) - resources, guides, and more
+
+**Where to start**
+1. Read our [contributing guidelines](https://pythondiscord.com/pages/guides/pydis-guides/contributing/)
+2. Chat with us in <#635950537262759947> if you're ready to jump in or have any questions
+3. Open an issue or ask to be assigned to an issue to work on
diff --git a/bot/resources/tags/docstring.md b/bot/resources/tags/docstring.md
new file mode 100644
index 000000000..20043131e
--- /dev/null
+++ b/bot/resources/tags/docstring.md
@@ -0,0 +1,18 @@
+A [`docstring`](https://docs.python.org/3/glossary.html#term-docstring) is a string - always using triple quotes - that's placed at the top of files, classes and functions. A docstring should contain a clear explanation of what it's describing. You can also include descriptions of the subject's parameter(s) and what it returns, as shown below:
+```py
+def greet(name: str, age: int) -> str:
+    """
+    Return a string that greets the given person, using their name and age.
+
+    :param name: The name of the person to greet.
+    :param age: The age of the person to greet.
+
+    :return: The greeting.
+    """
+    return f"Hello {name}, you are {age} years old!"
+```
+You can get the docstring by using the [`inspect.getdoc`](https://docs.python.org/3/library/inspect.html#inspect.getdoc) function, from the built-in [`inspect`](https://docs.python.org/3/library/inspect.html) module, or by accessing the `.__doc__` attribute. `inspect.getdoc` is often preferred, as it clears indents from the docstring.
+
+For the last example, you can print it by doing this: `print(inspect.getdoc(greet))`.
+
+For more details about what a docstring is and its usage, check out this guide by [Real Python](https://realpython.com/documenting-python-code/#docstrings-background), or the [official docstring specification](https://www.python.org/dev/peps/pep-0257/#what-is-a-docstring).
diff --git a/bot/resources/tags/dunder-methods.md b/bot/resources/tags/dunder-methods.md
new file mode 100644
index 000000000..be2b97b7b
--- /dev/null
+++ b/bot/resources/tags/dunder-methods.md
@@ -0,0 +1,28 @@
+**Dunder methods**
+
+Double-underscore methods, or "dunder" methods, are special methods defined in a class that are invoked implicitly. Like the name suggests, they are prefixed and suffixed with dunders. You've probably already seen some, such as the `__init__` dunder method, also known as the "constructor" of a class, which is implicitly invoked when you instantiate an instance of a class.
+
+When you create a new class, there will be default dunder methods inherited from the `object` class. However, we can override them by redefining these methods within the new class. For example, the default `__init__` method from `object` doesn't take any arguments, so we almost always override that to fit our needs.
+
+Other common dunder methods to override are `__str__` and `__repr__`. `__repr__` is the developer-friendly string representation of an object - usually the syntax to recreate it - and is implicitly called on arguments passed into the `repr` function. `__str__` is the user-friendly string representation of an object, and is called by the `str` function. Note here that, if not overriden, the default `__str__` invokes `__repr__` as a fallback.
+
+```py
+class Foo:
+    def __init__(self, value):  # constructor
+        self.value = value
+    def __str__(self):
+        return f"This is a Foo object, with a value of {self.value}!"  # string representation
+    def __repr__(self):
+        return f"Foo({self.value!r})"  # way to recreate this object
+
+
+bar = Foo(5)
+
+# print also implicitly calls __str__
+print(bar)  # Output: This is a Foo object, with a value of 5!
+
+# dev-friendly representation
+print(repr(bar))  # Output: Foo(5)
+```
+
+Another example: did you know that when you use the `<left operand> + <right operand>` syntax, you're implicitly calling `<left operand>.__add__(<right operand>)`? The same applies to other operators, and you can look at the [`operator` built-in module documentation](https://docs.python.org/3/library/operator.html) for more information!
diff --git a/bot/resources/tags/faq.md b/bot/resources/tags/faq.md
new file mode 100644
index 000000000..e1c57b3a0
--- /dev/null
+++ b/bot/resources/tags/faq.md
@@ -0,0 +1,6 @@
+---
+embed:
+    title: "Frequently asked questions"
+---
+
+As the largest Python community on Discord, we get hundreds of questions every day. Many of these questions have been asked before. We've compiled a list of the most frequently asked questions along with their answers, which can be found on our [FAQ page](https://www.pythondiscord.com/pages/frequently-asked-questions/).
diff --git a/bot/resources/tags/floats.md b/bot/resources/tags/floats.md
index 7129b91bb..03fcd7268 100644
--- a/bot/resources/tags/floats.md
+++ b/bot/resources/tags/floats.md
@@ -5,7 +5,7 @@ You may have noticed that when doing arithmetic with floats in Python you someti
 0.30000000000000004
 ```
 **Why this happens**
-Internally your computer stores floats as as binary fractions. Many decimal values cannot be stored as exact binary fractions, which means an approximation has to be used.
+Internally your computer stores floats as binary fractions. Many decimal values cannot be stored as exact binary fractions, which means an approximation has to be used.
 
 **How you can avoid this**
  You can use [math.isclose](https://docs.python.org/3/library/math.html#math.isclose) to check if two floats are close, or to get an exact decimal representation, you can use the [decimal](https://docs.python.org/3/library/decimal.html) or [fractions](https://docs.python.org/3/library/fractions.html) module. Here are some examples:
diff --git a/bot/resources/tags/for-else.md b/bot/resources/tags/for-else.md
new file mode 100644
index 000000000..e102e4e75
--- /dev/null
+++ b/bot/resources/tags/for-else.md
@@ -0,0 +1,17 @@
+**for-else**
+
+In Python it's possible to attach an `else` clause to a for loop. The code under the `else` block will be run when the iterable is exhausted (there are no more items to iterate over). Code within the else block will **not** run if the loop is broken out using `break`.
+
+Here's an example of its usage:
+```py
+numbers = [1, 3, 5, 7, 9, 11]
+
+for number in numbers:
+    if number % 2 == 0:
+        print(f"Found an even number: {number}")
+        break
+    print(f"{number} is odd.")
+else:
+    print("All numbers are odd. How odd.")
+```
+Try running this example but with an even number in the list, see how the output changes as you do so.
diff --git a/bot/resources/tags/modmail.md b/bot/resources/tags/modmail.md
index 7545419ee..8ac19c8a7 100644
--- a/bot/resources/tags/modmail.md
+++ b/bot/resources/tags/modmail.md
@@ -6,4 +6,4 @@ It supports attachments, codeblocks, and reactions. As communication happens ove
 
 **To use it, simply send a direct message to the bot.**
 
-Should there be an urgent and immediate need for a moderator or admin to look at a channel, feel free to ping the <@&267629731250176001> or <@&267628507062992896> role instead.
+Should there be an urgent and immediate need for a moderator to look at a channel, feel free to ping the <@&831776746206265384> role instead.
diff --git a/bot/resources/tags/off-topic-names.md b/bot/resources/tags/off-topic-names.md
new file mode 100644
index 000000000..5d0614aaa
--- /dev/null
+++ b/bot/resources/tags/off-topic-names.md
@@ -0,0 +1,10 @@
+**Off-topic channels**
+
+There are three off-topic channels:
+• <#291284109232308226>
+• <#463035241142026251>
+• <#463035268514185226>
+
+The channel names change every night at midnight UTC and are often fun meta references to jokes or conversations that happened on the server.
+
+See our [off-topic etiquette](https://pythondiscord.com/pages/resources/guides/off-topic-etiquette/) page for more guidance on how the channels should be used.
diff --git a/bot/resources/tags/off-topic.md b/bot/resources/tags/off-topic.md
deleted file mode 100644
index 6a864a1d5..000000000
--- a/bot/resources/tags/off-topic.md
+++ /dev/null
@@ -1,10 +0,0 @@
-**Off-topic channels**
-
-There are three off-topic channels:  
-• <#291284109232308226>  
-• <#463035241142026251>  
-• <#463035268514185226>  
-
-Their names change randomly every 24 hours, but you can always find them under the `OFF-TOPIC/GENERAL` category in the channel list.
-
-Please read our [off-topic etiquette](https://pythondiscord.com/pages/resources/guides/off-topic-etiquette/) before participating in conversations.
diff --git a/bot/resources/tags/ot.md b/bot/resources/tags/ot.md
new file mode 100644
index 000000000..636e59110
--- /dev/null
+++ b/bot/resources/tags/ot.md
@@ -0,0 +1,3 @@
+**Off-topic channel:** <#463035268514185226>
+
+Please read our [off-topic etiquette](https://pythondiscord.com/pages/resources/guides/off-topic-etiquette/) before participating in conversations.
diff --git a/bot/resources/tags/paste.md b/bot/resources/tags/paste.md
index 2ed51def7..8c3c2985d 100644
--- a/bot/resources/tags/paste.md
+++ b/bot/resources/tags/paste.md
@@ -1,6 +1,6 @@
 **Pasting large amounts of code**
 
 If your code is too long to fit in a codeblock in discord, you can paste your code here:
-https://paste.pydis.com/
+https://paste.pythondiscord.com/
 
 After pasting your code, **save** it by clicking the floppy disk icon in the top right, or by typing `ctrl + S`. After doing that, the URL should **change**. Copy the URL and post it here so others can see it.
diff --git a/bot/resources/tags/resources.md b/bot/resources/tags/resources.md
new file mode 100644
index 000000000..201e0eb1e
--- /dev/null
+++ b/bot/resources/tags/resources.md
@@ -0,0 +1,6 @@
+---
+embed:
+    title: "Resources"
+---
+
+The [Resources page](https://www.pythondiscord.com/resources/) on our website contains a list of hand-selected learning resources that we regularly recommend to both beginners and experts.
diff --git a/bot/resources/tags/site.md b/bot/resources/tags/site.md
new file mode 100644
index 000000000..376f84742
--- /dev/null
+++ b/bot/resources/tags/site.md
@@ -0,0 +1,6 @@
+---
+embed:
+    title: "Python Discord Website"
+---
+
+[Our official website](https://www.pythondiscord.com/) is an open-source community project created with Python and Django. It contains information about the server itself, lets you sign up for upcoming events, has its own wiki, contains a list of valuable learning resources, and much more.
diff --git a/bot/resources/tags/sql-fstring.md b/bot/resources/tags/sql-fstring.md
new file mode 100644
index 000000000..94dd870fd
--- /dev/null
+++ b/bot/resources/tags/sql-fstring.md
@@ -0,0 +1,16 @@
+**SQL & f-strings**
+Don't use f-strings (`f""`) or other forms of "string interpolation" (`%`, `+`, `.format`) to inject data into a SQL query. It is an endless source of bugs and syntax errors. Additionally, in user-facing applications, it presents a major security risk via SQL injection.
+
+Your database library should support "query parameters". A query parameter is a placeholder that you put in the SQL query. When the query is executed, you provide data to the database library, and the library inserts the data into the query for you, **safely**.
+
+For example, the sqlite3 package supports using `?` as a placeholder:
+```py
+query = "SELECT * FROM stocks WHERE symbol = ?;"
+params = ("RHAT",)
+db.execute(query, params)
+```
+Note: Different database libraries support different placeholder styles, e.g. `%s` and `$1`. Consult your library's documentation for details.
+
+**See Also**
+• [Extended Example with SQLite](https://docs.python.org/3/library/sqlite3.html) (search for "Instead, use the DB-API's parameter substitution")
+• [PEP-249](https://www.python.org/dev/peps/pep-0249) - A specification of how database libraries in Python should work
diff --git a/bot/resources/tags/star-imports.md b/bot/resources/tags/star-imports.md
index 2be6aab6e..3b1b6a858 100644
--- a/bot/resources/tags/star-imports.md
+++ b/bot/resources/tags/star-imports.md
@@ -16,33 +16,24 @@ Example:
 >>> from math import *
 >>> sin(pi / 2)  # uses sin from math rather than your custom sin
 ```
-
 • Potential namespace collision. Names defined from a previous import might get shadowed by a wildcard import.
-
 • Causes ambiguity. From the example, it is unclear which `sin` function is actually being used. From the Zen of Python **[3]**: `Explicit is better than implicit.`
-
 • Makes import order significant, which they shouldn't. Certain IDE's `sort import` functionality may end up breaking code due to namespace collision.
 
 **How should you import?**
 
 • Import the module under the module's namespace (Only import the name of the module, and names defined in the module can be used by prefixing the module's name)
-
 ```python
 >>> import math
 >>> math.sin(math.pi / 2)
 ```
-
 • Explicitly import certain names from the module
-
 ```python
 >>> from math import sin, pi
 >>> sin(pi / 2)
 ```
-
 Conclusion: Namespaces are one honking great idea -- let's do more of those! *[3]*
 
 **[1]** If the module defines the variable `__all__`, the names defined in `__all__` will get imported by the wildcard import, otherwise all the names in the module get imported (except for names with a leading underscore)
-
 **[2]** [Namespaces and scopes](https://www.programiz.com/python-programming/namespace)
-
 **[3]** [Zen of Python](https://www.python.org/dev/peps/pep-0020/)
diff --git a/bot/resources/tags/string-formatting.md b/bot/resources/tags/string-formatting.md
new file mode 100644
index 000000000..707d19c90
--- /dev/null
+++ b/bot/resources/tags/string-formatting.md
@@ -0,0 +1,24 @@
+**String Formatting Mini-Language**
+The String Formatting Language in Python is a powerful way to tailor the display of strings and other data structures. This string formatting mini language works for f-strings and `.format()`.
+
+Take a look at some of these examples!
+```py
+>>> my_num = 2134234523
+>>> print(f"{my_num:,}")
+2,134,234,523
+
+>>> my_smaller_num = -30.0532234
+>>> print(f"{my_smaller_num:=09.2f}")
+-00030.05
+
+>>> my_str = "Center me!"
+>>> print(f"{my_str:-^20}")
+-----Center me!-----
+
+>>> repr_str = "Spam \t Ham"
+>>> print(f"{repr_str!r}")
+'Spam \t Ham'
+```
+**Full Specification & Resources**
+[String Formatting Mini Language Specification](https://docs.python.org/3/library/string.html#format-specification-mini-language)
+[pyformat.info](https://pyformat.info/)
diff --git a/bot/resources/tags/strip-gotcha.md b/bot/resources/tags/strip-gotcha.md
new file mode 100644
index 000000000..9ad495cd2
--- /dev/null
+++ b/bot/resources/tags/strip-gotcha.md
@@ -0,0 +1,17 @@
+When working with `strip`, `lstrip`, or `rstrip`, you might think that this would be the case:
+```py
+>>> "Monty Python".rstrip(" Python")
+"Monty"
+```
+While this seems intuitive, it would actually result in:
+```py
+"M"
+```
+as Python interprets the argument to these functions as a set of characters rather than a substring.
+
+If you want to remove a prefix/suffix from a string, `str.removeprefix` and `str.removesuffix` are recommended and were added in 3.9.
+```py
+>>> "Monty Python".removesuffix(" Python")
+"Monty"
+```
+See the documentation of [str.removeprefix](https://docs.python.org/3.10/library/stdtypes.html#str.removeprefix) and [str.removesuffix](https://docs.python.org/3.10/library/stdtypes.html#str.removesuffix) for more information.
diff --git a/bot/resources/tags/tools.md b/bot/resources/tags/tools.md
new file mode 100644
index 000000000..3cae75552
--- /dev/null
+++ b/bot/resources/tags/tools.md
@@ -0,0 +1,6 @@
+---
+embed:
+    title: "Tools"
+---
+
+The [Tools page](https://www.pythondiscord.com/resources/tools/) on our website contains a couple of the most popular tools for programming in Python.
diff --git a/bot/resources/tags/traceback.md b/bot/resources/tags/traceback.md
index e770fa86d..321737aac 100644
--- a/bot/resources/tags/traceback.md
+++ b/bot/resources/tags/traceback.md
@@ -1,4 +1,4 @@
-Please provide a full traceback to your exception in order for us to identify your issue.
+Please provide the full traceback for your exception in order to help us identify your issue.
 
 A full traceback could look like:
 ```py
@@ -6,13 +6,13 @@ Traceback (most recent call last):
     File "tiny", line 3, in
         do_something()
     File "tiny", line 2, in do_something
-        a = 6 / 0
-ZeroDivisionError: integer division or modulo by zero
+        a = 6 / b
+ZeroDivisionError: division by zero
 ```
 The best way to read your traceback is bottom to top.
 
-• Identify the exception raised (e.g. ZeroDivisionError)  
-• Make note of the line number, and navigate there in your program.  
-• Try to understand why the error occurred.  
+• Identify the exception raised (in this case `ZeroDivisionError`)  
+• Make note of the line number (in this case `2`), and navigate there in your program.  
+• Try to understand why the error occurred (in this case because `b` is `0`).
 
-To read more about exceptions and errors, please refer to the [PyDis Wiki](https://pythondiscord.com/pages/asking-good-questions/#examining-tracebacks) or the [official Python tutorial.](https://docs.python.org/3.7/tutorial/errors.html)
+To read more about exceptions and errors, please refer to the [PyDis Wiki](https://pythondiscord.com/pages/guides/pydis-guides/asking-good-questions/#examining-tracebacks) or the [official Python tutorial](https://docs.python.org/3.7/tutorial/errors.html).
diff --git a/bot/resources/tags/venv.md b/bot/resources/tags/venv.md
new file mode 100644
index 000000000..a4fc62151
--- /dev/null
+++ b/bot/resources/tags/venv.md
@@ -0,0 +1,20 @@
+**Virtual Environments**
+
+Virtual environments are isolated Python environments, which make it easier to keep your system clean and manage dependencies. By default, when activated, only libraries and scripts installed in the virtual environment are accessible, preventing cross-project dependency conflicts, and allowing easy isolation of requirements.
+
+To create a new virtual environment, you can use the standard library `venv` module: `python3 -m venv .venv` (replace `python3` with `python` or `py` on Windows)
+
+Then, to activate the new virtual environment:
+
+**Windows** (PowerShell): `.venv\Scripts\Activate.ps1`
+or (Command Prompt): `.venv\Scripts\activate.bat`
+**MacOS / Linux** (Bash): `source .venv/bin/activate`
+
+Packages can then be installed to the virtual environment using `pip`, as normal.
+
+For more information, take a read of the [documentation](https://docs.python.org/3/library/venv.html). If you run code through your editor, check its documentation on how to make it use your virtual environment. For example, see the [VSCode](https://code.visualstudio.com/docs/python/environments#_select-and-activate-an-environment) or [PyCharm](https://www.jetbrains.com/help/pycharm/creating-virtual-environment.html) docs.
+
+Tools such as [poetry](https://python-poetry.org/docs/basic-usage/) and [pipenv](https://pipenv.pypa.io/en/latest/) can manage the creation of virtual environments as well as project dependencies, making packaging and installing your project easier.
+
+**Note:** When using Windows PowerShell, you may need to change the [execution policy](https://docs.microsoft.com/en-us/powershell/module/microsoft.powershell.core/about/about_execution_policies) first. This is only required once:
+`Set-ExecutionPolicy -ExecutionPolicy RemoteSigned -Scope CurrentUser`
diff --git a/bot/resources/tags/windows-path.md b/bot/resources/tags/windows-path.md
index da8edf685..b2b0da029 100644
--- a/bot/resources/tags/windows-path.md
+++ b/bot/resources/tags/windows-path.md
@@ -1,30 +1,17 @@
 **PATH on Windows**
 
-If you have installed Python but you forgot to check the *Add Python to PATH* option during the installation you may still be able to access your installation with ease.
+If you have installed Python but forgot to check the `Add Python to PATH` option during the installation, you may still be able to access your installation with ease.
 
-If you did not uncheck the option to install the Python launcher then you will find a `py` command on your system. If you want to be able to open your Python installation by running `python` then your best option is to re-install Python.
+If you did not uncheck the option to install the `py launcher`, then you'll instead have a `py` command which can be used in the same way. If you want to be able to access your Python installation via the `python` command, then your best option is to re-install Python (remembering to tick the `Add Python to PATH` checkbox).
 
-Otherwise, you can access your install using the `py` command in Command Prompt. Where you may type something with the `python` command like:
-```
-C:\Users\Username> python3 my_application_file.py
-```
-
-You can achieve the same result using the `py` command like this:
-```
-C:\Users\Username> py -3 my_application_file.py
-```
-
-You can pass any options to the Python interpreter after you specify a version, for example, to install a Python module using `pip` you can run:
-```
-C:\Users\Username> py -3 -m pip install numpy
-```
+You can pass any options to the Python interpreter, e.g. to install the `[numpy](https://pypi.org/project/numpy/)` module from PyPI you can run `py -3 -m pip install numpy` or `python -m pip install numpy`.
 
-You can also access different versions of Python using the version flag, like so:
+You can also access different versions of Python using the version flag of the `py` command, like so:
 ```
 C:\Users\Username> py -3.7
 ... Python 3.7 starts ...
 C:\Users\Username> py -3.6
-... Python 3.6 stars ...
+... Python 3.6 starts ...
 C:\Users\Username> py -2
 ... Python 2 (any version installed) starts ...
 ```
diff --git a/bot/resources/tags/xy-problem.md b/bot/resources/tags/xy-problem.md
index b77bd27e8..8c508f18c 100644
--- a/bot/resources/tags/xy-problem.md
+++ b/bot/resources/tags/xy-problem.md
@@ -1,7 +1,7 @@
 **xy-problem**
 
-Asking about your attempted solution rather than your actual problem.
+The XY problem can be summarised as asking about your attempted solution, rather than your actual problem.
 
 Often programmers will get distracted with a potential solution they've come up with, and will try asking for help getting it to work. However, it's possible this solution either wouldn't work as they expect, or there's a much better solution instead.
 
-For more information and examples: http://xyproblem.info/
+For more information and examples, see http://xyproblem.info/
diff --git a/bot/resources/tags/ytdl.md b/bot/resources/tags/ytdl.md
index f96b7f853..68a0a0cdb 100644
--- a/bot/resources/tags/ytdl.md
+++ b/bot/resources/tags/ytdl.md
@@ -1,4 +1,4 @@
-Per [Python Discord's Rule 5](https://pythondiscord.com/pages/rules), we are unable to assist with questions related to youtube-dl, pytube, or other YouTube video downloaders as their usage violates YouTube's Terms of Service.
+Per [Python Discord's Rule 5](https://pythondiscord.com/pages/rules), we are unable to assist with questions related to youtube-dl, pytube, or other YouTube video downloaders, as their usage violates YouTube's Terms of Service.
 
 For reference, this usage is covered by the following clauses in [YouTube's TOS](https://www.youtube.com/static?gl=GB&template=terms), as of 2021-03-17:
 ```
diff --git a/bot/resources/tags/zip.md b/bot/resources/tags/zip.md
index 6b05f0282..6f3157f71 100644
--- a/bot/resources/tags/zip.md
+++ b/bot/resources/tags/zip.md
@@ -3,7 +3,7 @@ The zip function allows you to iterate through multiple iterables simultaneously
 ```py
 letters = 'abc'
 numbers = [1, 2, 3]
-# zip(letters, numbers) --> [('a', 1), ('b', 2), ('c', 3)]
+# list(zip(letters, numbers)) --> [('a', 1), ('b', 2), ('c', 3)]
 for letter, number in zip(letters, numbers):
     print(letter, number)
 ```
diff --git a/bot/rules/discord_emojis.py b/bot/rules/discord_emojis.py
index 41faf7ee8..d979ac5e7 100644
--- a/bot/rules/discord_emojis.py
+++ b/bot/rules/discord_emojis.py
@@ -4,7 +4,6 @@ from typing import Dict, Iterable, List, Optional, Tuple
 from discord import Member, Message
 from emoji import demojize
 
-
 DISCORD_EMOJI_RE = re.compile(r"<:\w+:\d+>|:\w+:")
 CODE_BLOCK_RE = re.compile(r"```.*?```", flags=re.DOTALL)
 
diff --git a/bot/rules/links.py b/bot/rules/links.py
index ec75a19c5..c46b783c5 100644
--- a/bot/rules/links.py
+++ b/bot/rules/links.py
@@ -3,7 +3,6 @@ from typing import Dict, Iterable, List, Optional, Tuple
 
 from discord import Member, Message
 
-
 LINK_RE = re.compile(r"(https?://[^\s]+)")
 
 
diff --git a/bot/rules/mentions.py b/bot/rules/mentions.py
index 79725a4b1..6f5addad1 100644
--- a/bot/rules/mentions.py
+++ b/bot/rules/mentions.py
@@ -13,7 +13,11 @@ async def apply(
         if msg.author == last_message.author
     )
 
-    total_recent_mentions = sum(len(msg.mentions) for msg in relevant_messages)
+    total_recent_mentions = sum(
+        not user.bot
+        for msg in relevant_messages
+        for user in msg.mentions
+    )
 
     if total_recent_mentions > config['max']:
         return (
diff --git a/bot/utils/cache.py b/bot/utils/caching.py
index 68ce15607..68ce15607 100644
--- a/bot/utils/cache.py
+++ b/bot/utils/caching.py
diff --git a/bot/utils/channel.py b/bot/utils/channel.py
index 72603c521..954a10e56 100644
--- a/bot/utils/channel.py
+++ b/bot/utils/channel.py
@@ -1,12 +1,13 @@
-import logging
+from typing import Union
 
 import discord
 
 import bot
 from bot import constants
 from bot.constants import Categories
+from bot.log import get_logger
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 
 def is_help_channel(channel: discord.TextChannel) -> bool:
@@ -17,8 +18,11 @@ def is_help_channel(channel: discord.TextChannel) -> bool:
     return any(is_in_category(channel, category) for category in categories)
 
 
-def is_mod_channel(channel: discord.TextChannel) -> bool:
-    """True if `channel` is considered a mod channel."""
+def is_mod_channel(channel: Union[discord.TextChannel, discord.Thread]) -> bool:
+    """True if channel, or channel.parent for threads, is considered a mod channel."""
+    if isinstance(channel, discord.Thread):
+        channel = channel.parent
+
     if channel.id in constants.MODERATION_CHANNELS:
         log.trace(f"Channel #{channel} is a configured mod channel")
         return True
@@ -53,7 +57,7 @@ def is_in_category(channel: discord.TextChannel, category_id: int) -> bool:
     return getattr(channel, "category_id", None) == category_id
 
 
-async def try_get_channel(channel_id: int) -> discord.abc.GuildChannel:
+async def get_or_fetch_channel(channel_id: int) -> discord.abc.GuildChannel:
     """Attempt to get or fetch a channel and return it."""
     log.trace(f"Getting the channel {channel_id}.")
 
diff --git a/bot/utils/checks.py b/bot/utils/checks.py
index 3d0c8a50c..188285684 100644
--- a/bot/utils/checks.py
+++ b/bot/utils/checks.py
@@ -1,23 +1,14 @@
-import datetime
-import logging
 from typing import Callable, Container, Iterable, Optional, Union
 
 from discord.ext.commands import (
-    BucketType,
-    CheckFailure,
-    Cog,
-    Command,
-    CommandOnCooldown,
-    Context,
-    Cooldown,
-    CooldownMapping,
-    NoPrivateMessage,
-    has_any_role,
+    BucketType, CheckFailure, Cog, Command, CommandOnCooldown, Context, Cooldown, CooldownMapping, NoPrivateMessage,
+    has_any_role
 )
 
 from bot import constants
+from bot.log import get_logger
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 
 class ContextCheckFailure(CheckFailure):
@@ -134,7 +125,7 @@ def cooldown_with_role_bypass(rate: int, per: float, type: BucketType = BucketTy
     bypass = set(bypass_roles)
 
     # this handles the actual cooldown logic
-    buckets = CooldownMapping(Cooldown(rate, per, type))
+    buckets = CooldownMapping(Cooldown(rate, per), type)
 
     # will be called after the command has been parse but before it has been invoked, ensures that
     # the cooldown won't be updated if the user screws up their input to the command
@@ -145,11 +136,11 @@ def cooldown_with_role_bypass(rate: int, per: float, type: BucketType = BucketTy
             return
 
         # cooldown logic, taken from discord.py internals
-        current = ctx.message.created_at.replace(tzinfo=datetime.timezone.utc).timestamp()
+        current = ctx.message.created_at.timestamp()
         bucket = buckets.get_bucket(ctx.message)
         retry_after = bucket.update_rate_limit(current)
         if retry_after:
-            raise CommandOnCooldown(bucket, retry_after)
+            raise CommandOnCooldown(bucket, retry_after, type)
 
     def wrapper(command: Command) -> Command:
         # NOTE: this could be changed if a subclass of Command were to be used. I didn't see the need for it
diff --git a/bot/utils/function.py b/bot/utils/function.py
index 9bc44e753..55115d7d3 100644
--- a/bot/utils/function.py
+++ b/bot/utils/function.py
@@ -2,11 +2,12 @@
 
 import functools
 import inspect
-import logging
 import types
 import typing as t
 
-log = logging.getLogger(__name__)
+from bot.log import get_logger
+
+log = get_logger(__name__)
 
 Argument = t.Union[int, str]
 BoundArgs = t.OrderedDict[str, t.Any]
diff --git a/bot/utils/lock.py b/bot/utils/lock.py
index ec6f92cd4..c039a4f25 100644
--- a/bot/utils/lock.py
+++ b/bot/utils/lock.py
@@ -1,6 +1,5 @@
 import asyncio
 import inspect
-import logging
 import types
 from collections import defaultdict
 from functools import partial
@@ -8,10 +7,11 @@ from typing import Any, Awaitable, Callable, Hashable, Union
 from weakref import WeakValueDictionary
 
 from bot.errors import LockedResourceError
+from bot.log import get_logger
 from bot.utils import function
 from bot.utils.function import command_wraps
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 __lock_dicts = defaultdict(WeakValueDictionary)
 
 _IdCallableReturn = Union[Hashable, Awaitable[Hashable]]
diff --git a/bot/utils/members.py b/bot/utils/members.py
new file mode 100644
index 000000000..693286045
--- /dev/null
+++ b/bot/utils/members.py
@@ -0,0 +1,48 @@
+import typing as t
+
+import discord
+
+from bot.log import get_logger
+
+log = get_logger(__name__)
+
+
+async def get_or_fetch_member(guild: discord.Guild, member_id: int) -> t.Optional[discord.Member]:
+    """
+    Attempt to get a member from cache; on failure fetch from the API.
+
+    Return `None` to indicate the member could not be found.
+    """
+    if member := guild.get_member(member_id):
+        log.trace("%s retrieved from cache.", member)
+    else:
+        try:
+            member = await guild.fetch_member(member_id)
+        except discord.errors.NotFound:
+            log.trace("Failed to fetch %d from API.", member_id)
+            return None
+        log.trace("%s fetched from API.", member)
+    return member
+
+
+async def handle_role_change(
+    member: discord.Member,
+    coro: t.Callable[..., t.Coroutine],
+    role: discord.Role
+) -> None:
+    """
+    Change `member`'s cooldown role via awaiting `coro` and handle errors.
+
+    `coro` is intended to be `discord.Member.add_roles` or `discord.Member.remove_roles`.
+    """
+    try:
+        await coro(role)
+    except discord.NotFound:
+        log.debug(f"Failed to change role for {member} ({member.id}): member not found")
+    except discord.Forbidden:
+        log.debug(
+            f"Forbidden to change role for {member} ({member.id}); "
+            f"possibly due to role hierarchy"
+        )
+    except discord.HTTPException as e:
+        log.error(f"Failed to change role for {member} ({member.id}): {e.status} {e.code}")
diff --git a/bot/utils/message_cache.py b/bot/utils/message_cache.py
new file mode 100644
index 000000000..f68d280c9
--- /dev/null
+++ b/bot/utils/message_cache.py
@@ -0,0 +1,197 @@
+import typing as t
+from math import ceil
+
+from discord import Message
+
+
+class MessageCache:
+    """
+    A data structure for caching messages.
+
+    The cache is implemented as a circular buffer to allow constant time append, prepend, pop from either side,
+    and lookup by index. The cache therefore does not support removal at an arbitrary index (although it can be
+    implemented to work in linear time relative to the maximum size).
+
+    The object additionally holds a mapping from Discord message ID's to the index in which the corresponding message
+    is stored, to allow for constant time lookup by message ID.
+
+    The cache has a size limit operating the same as with a collections.deque, and most of its method names mirror those
+    of a deque.
+
+    The implementation is transparent to the user: to the user the first element is always at index 0, and there are
+    only as many elements as were inserted (meaning, without any pre-allocated placeholder values).
+    """
+
+    def __init__(self, maxlen: int, *, newest_first: bool = False):
+        if maxlen <= 0:
+            raise ValueError("maxlen must be positive")
+        self.maxlen = maxlen
+        self.newest_first = newest_first
+
+        self._start = 0
+        self._end = 0
+
+        self._messages: list[t.Optional[Message]] = [None] * self.maxlen
+        self._message_id_mapping = {}
+
+    def append(self, message: Message) -> None:
+        """Add the received message to the cache, depending on the order of messages defined by `newest_first`."""
+        if self.newest_first:
+            self._appendleft(message)
+        else:
+            self._appendright(message)
+
+    def _appendright(self, message: Message) -> None:
+        """Add the received message to the end of the cache."""
+        if self._is_full():
+            del self._message_id_mapping[self._messages[self._start].id]
+            self._start = (self._start + 1) % self.maxlen
+
+        self._messages[self._end] = message
+        self._message_id_mapping[message.id] = self._end
+        self._end = (self._end + 1) % self.maxlen
+
+    def _appendleft(self, message: Message) -> None:
+        """Add the received message to the beginning of the cache."""
+        if self._is_full():
+            self._end = (self._end - 1) % self.maxlen
+            del self._message_id_mapping[self._messages[self._end].id]
+
+        self._start = (self._start - 1) % self.maxlen
+        self._messages[self._start] = message
+        self._message_id_mapping[message.id] = self._start
+
+    def pop(self) -> Message:
+        """Remove the last message in the cache and return it."""
+        if self._is_empty():
+            raise IndexError("pop from an empty cache")
+
+        self._end = (self._end - 1) % self.maxlen
+        message = self._messages[self._end]
+        del self._message_id_mapping[message.id]
+        self._messages[self._end] = None
+
+        return message
+
+    def popleft(self) -> Message:
+        """Return the first message in the cache and return it."""
+        if self._is_empty():
+            raise IndexError("pop from an empty cache")
+
+        message = self._messages[self._start]
+        del self._message_id_mapping[message.id]
+        self._messages[self._start] = None
+        self._start = (self._start + 1) % self.maxlen
+
+        return message
+
+    def clear(self) -> None:
+        """Remove all messages from the cache."""
+        self._messages = [None] * self.maxlen
+        self._message_id_mapping = {}
+
+        self._start = 0
+        self._end = 0
+
+    def get_message(self, message_id: int) -> t.Optional[Message]:
+        """Return the message that has the given message ID, if it is cached."""
+        index = self._message_id_mapping.get(message_id, None)
+        return self._messages[index] if index is not None else None
+
+    def update(self, message: Message) -> bool:
+        """
+        Update a cached message with new contents.
+
+        Return True if the given message had a matching ID in the cache.
+        """
+        index = self._message_id_mapping.get(message.id, None)
+        if index is None:
+            return False
+        self._messages[index] = message
+        return True
+
+    def __contains__(self, message_id: int) -> bool:
+        """Return True if the cache contains a message with the given ID ."""
+        return message_id in self._message_id_mapping
+
+    def __getitem__(self, item: t.Union[int, slice]) -> t.Union[Message, list[Message]]:
+        """
+        Return the message(s) in the index or slice provided.
+
+        This method makes the circular buffer implementation transparent to the user.
+        Providing 0 will return the message at the position perceived by the user to be the beginning of the cache,
+        meaning at `self._start`.
+        """
+        # Keep in mind that for the modulo operator used throughout this function, Python modulo behaves similarly when
+        # the left operand is negative. E.g -1 % 5 == 4, because the closest number from the bottom that wholly divides
+        # by 5 is -5.
+        if isinstance(item, int):
+            if item >= len(self) or item < -len(self):
+                raise IndexError("cache index out of range")
+            return self._messages[(item + self._start) % self.maxlen]
+
+        elif isinstance(item, slice):
+            length = len(self)
+            start, stop, step = item.indices(length)
+
+            # This needs to be checked explicitly now, because otherwise self._start >= self._end is a valid state.
+            if (start >= stop and step >= 0) or (start <= stop and step <= 0):
+                return []
+
+            start = (start + self._start) % self.maxlen
+            stop = (stop + self._start) % self.maxlen
+
+            # Having empty cells is an implementation detail. To the user the cache contains as many elements as they
+            # inserted, therefore any empty cells should be ignored. There can only be Nones at the tail.
+            if step > 0:
+                if (
+                    (self._start < self._end and not self._start < stop <= self._end)
+                    or (self._start > self._end and self._end < stop <= self._start)
+                ):
+                    stop = self._end
+            else:
+                lower_boundary = (self._start - 1) % self.maxlen
+                if (
+                    (self._start < self._end and not self._start - 1 <= stop < self._end)
+                    or (self._start > self._end and self._end < stop < lower_boundary)
+                ):
+                    stop = lower_boundary
+
+            if (start < stop and step > 0) or (start > stop and step < 0):
+                return self._messages[start:stop:step]
+            # step != 1 may require a start offset in the second slicing.
+            if step > 0:
+                offset = ceil((self.maxlen - start) / step) * step + start - self.maxlen
+                return self._messages[start::step] + self._messages[offset:stop:step]
+            else:
+                offset = ceil((start + 1) / -step) * -step - start - 1
+                return self._messages[start::step] + self._messages[self.maxlen - 1 - offset:stop:step]
+
+        else:
+            raise TypeError(f"cache indices must be integers or slices, not {type(item)}")
+
+    def __iter__(self) -> t.Iterator[Message]:
+        if self._is_empty():
+            return
+
+        if self._start < self._end:
+            yield from self._messages[self._start:self._end]
+        else:
+            yield from self._messages[self._start:]
+            yield from self._messages[:self._end]
+
+    def __len__(self):
+        """Get the number of non-empty cells in the cache."""
+        if self._is_empty():
+            return 0
+        if self._end > self._start:
+            return self._end - self._start
+        return self.maxlen - self._start + self._end
+
+    def _is_empty(self) -> bool:
+        """Return True if the cache has no messages."""
+        return self._messages[self._start] is None
+
+    def _is_full(self) -> bool:
+        """Return True if every cell in the cache already contains a message."""
+        return self._messages[self._end] is not None
diff --git a/bot/utils/messages.py b/bot/utils/messages.py
index b6f6c1f66..e55c07062 100644
--- a/bot/utils/messages.py
+++ b/bot/utils/messages.py
@@ -1,6 +1,4 @@
 import asyncio
-import contextlib
-import logging
 import random
 import re
 from functools import partial
@@ -8,15 +6,14 @@ from io import BytesIO
 from typing import Callable, List, Optional, Sequence, Union
 
 import discord
-from discord import Message, MessageType, Reaction, User
-from discord.errors import HTTPException
 from discord.ext.commands import Context
 
 import bot
 from bot.constants import Emojis, MODERATION_ROLES, NEGATIVE_REPLIES
+from bot.log import get_logger
 from bot.utils import scheduling
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 
 def reaction_check(
@@ -54,7 +51,7 @@ def reaction_check(
         log.trace(f"Removing reaction {reaction} by {user} on {reaction.message.id}: disallowed user.")
         scheduling.create_task(
             reaction.message.remove_reaction(reaction.emoji, user),
-            HTTPException,  # Suppress the HTTPException if adding the reaction fails
+            suppressed_exceptions=(discord.HTTPException,),
             name=f"remove_reaction-{reaction}-{reaction.message.id}-{user}"
         )
         return False
@@ -69,7 +66,9 @@ async def wait_for_deletion(
     allow_mods: bool = True
 ) -> None:
     """
-    Wait for up to `timeout` seconds for a reaction by any of the specified `user_ids` to delete the message.
+    Wait for any of `user_ids` to react with one of the `deletion_emojis` within `timeout` seconds to delete `message`.
+
+    If `timeout` expires then reactions are cleared to indicate the option to delete has expired.
 
     An `attach_emojis` bool may be specified to determine whether to attach the given
     `deletion_emojis` to the message in the given `context`.
@@ -95,9 +94,15 @@ async def wait_for_deletion(
         allow_mods=allow_mods,
     )
 
-    with contextlib.suppress(asyncio.TimeoutError):
-        await bot.instance.wait_for('reaction_add', check=check, timeout=timeout)
-        await message.delete()
+    try:
+        try:
+            await bot.instance.wait_for('reaction_add', check=check, timeout=timeout)
+        except asyncio.TimeoutError:
+            await message.clear_reactions()
+        else:
+            await message.delete()
+    except discord.NotFound:
+        log.trace(f"wait_for_deletion: message {message.id} deleted prematurely.")
 
 
 async def send_attachments(
@@ -116,7 +121,7 @@ async def send_attachments(
     """
     webhook_send_kwargs = {
         'username': message.author.display_name,
-        'avatar_url': message.author.avatar_url,
+        'avatar_url': message.author.display_avatar.url,
     }
     webhook_send_kwargs.update(kwargs)
     webhook_send_kwargs['username'] = sub_clyde(webhook_send_kwargs['username'])
@@ -146,7 +151,7 @@ async def send_attachments(
                 large.append(attachment)
             else:
                 log.info(f"{failure_msg} because it's too large.")
-        except HTTPException as e:
+        except discord.HTTPException as e:
             if link_large and e.status == 413:
                 large.append(attachment)
             else:
@@ -167,8 +172,8 @@ async def send_attachments(
 
 async def count_unique_users_reaction(
     message: discord.Message,
-    reaction_predicate: Callable[[Reaction], bool] = lambda _: True,
-    user_predicate: Callable[[User], bool] = lambda _: True,
+    reaction_predicate: Callable[[discord.Reaction], bool] = lambda _: True,
+    user_predicate: Callable[[discord.User], bool] = lambda _: True,
     count_bots: bool = True
 ) -> int:
     """
@@ -188,7 +193,7 @@ async def count_unique_users_reaction(
     return len(unique_users)
 
 
-async def pin_no_system_message(message: Message) -> bool:
+async def pin_no_system_message(message: discord.Message) -> bool:
     """Pin the given message, wait a couple of seconds and try to delete the system message."""
     await message.pin()
 
@@ -196,7 +201,7 @@ async def pin_no_system_message(message: Message) -> bool:
     await asyncio.sleep(2)
     # Search for the system message in the last 10 messages
     async for historical_message in message.channel.history(limit=10):
-        if historical_message.type == MessageType.pins_add:
+        if historical_message.type == discord.MessageType.pins_add:
             await historical_message.delete()
             return True
 
diff --git a/bot/utils/regex.py b/bot/utils/regex.py
index 0d2068f90..9dc1eba9d 100644
--- a/bot/utils/regex.py
+++ b/bot/utils/regex.py
@@ -1,12 +1,15 @@
 import re
 
 INVITE_RE = re.compile(
-    r"(?:discord(?:[\.,]|dot)gg|"                     # Could be discord.gg/
-    r"discord(?:[\.,]|dot)com(?:\/|slash)invite|"     # or discord.com/invite/
-    r"discordapp(?:[\.,]|dot)com(?:\/|slash)invite|"  # or discordapp.com/invite/
-    r"discord(?:[\.,]|dot)me|"                        # or discord.me
-    r"discord(?:[\.,]|dot)io"                         # or discord.io.
-    r")(?:[\/]|slash)"                                # / or 'slash'
-    r"([a-zA-Z0-9\-]+)",                              # the invite code itself
+    r"(discord([\.,]|dot)gg|"                     # Could be discord.gg/
+    r"discord([\.,]|dot)com(\/|slash)invite|"     # or discord.com/invite/
+    r"discordapp([\.,]|dot)com(\/|slash)invite|"  # or discordapp.com/invite/
+    r"discord([\.,]|dot)me|"                      # or discord.me
+    r"discord([\.,]|dot)li|"                      # or discord.li
+    r"discord([\.,]|dot)io|"                      # or discord.io.
+    r"((?<!\w)([\.,]|dot))gg"                     # or .gg/
+    r")([\/]|slash)"                              # / or 'slash'
+    r"(?P<invite>[a-zA-Z0-9\-]+)",                # the invite code itself
     flags=re.IGNORECASE
 )
+MESSAGE_ID_RE = re.compile(r'(?P<message_id>[0-9]{15,20})$')
diff --git a/bot/utils/scheduling.py b/bot/utils/scheduling.py
index 2dc485f24..7b4c8e2de 100644
--- a/bot/utils/scheduling.py
+++ b/bot/utils/scheduling.py
@@ -1,11 +1,12 @@
 import asyncio
 import contextlib
 import inspect
-import logging
 import typing as t
 from datetime import datetime
 from functools import partial
 
+from bot.log import get_logger
+
 
 class Scheduler:
     """
@@ -27,7 +28,7 @@ class Scheduler:
     def __init__(self, name: str):
         self.name = name
 
-        self._log = logging.getLogger(f"{__name__}.{name}")
+        self._log = get_logger(f"{__name__}.{name}")
         self._scheduled_tasks: t.Dict[t.Hashable, asyncio.Task] = {}
 
     def __contains__(self, task_id: t.Hashable) -> bool:
@@ -161,9 +162,22 @@ class Scheduler:
                 self._log.error(f"Error in task #{task_id} {id(done_task)}!", exc_info=exception)
 
 
-def create_task(coro: t.Awaitable, *suppressed_exceptions: t.Type[Exception], **kwargs) -> asyncio.Task:
-    """Wrapper for `asyncio.create_task` which logs exceptions raised in the task."""
-    task = asyncio.create_task(coro, **kwargs)
+def create_task(
+    coro: t.Awaitable,
+    *,
+    suppressed_exceptions: tuple[t.Type[Exception]] = (),
+    event_loop: t.Optional[asyncio.AbstractEventLoop] = None,
+    **kwargs,
+) -> asyncio.Task:
+    """
+    Wrapper for creating asyncio `Task`s which logs exceptions raised in the task.
+
+    If the loop kwarg is provided, the task is created from that event loop, otherwise the running loop is used.
+    """
+    if event_loop is not None:
+        task = event_loop.create_task(coro, **kwargs)
+    else:
+        task = asyncio.create_task(coro, **kwargs)
     task.add_done_callback(partial(_log_task_exception, suppressed_exceptions=suppressed_exceptions))
     return task
 
@@ -174,5 +188,5 @@ def _log_task_exception(task: asyncio.Task, *, suppressed_exceptions: t.Tuple[t.
         exception = task.exception()
         # Log the exception if one exists.
         if exception and not isinstance(exception, suppressed_exceptions):
-            log = logging.getLogger(__name__)
+            log = get_logger(__name__)
             log.error(f"Error in task {task.get_name()} {id(task)}!", exc_info=exception)
diff --git a/bot/utils/services.py b/bot/utils/services.py
index db9c93d0f..439c8d500 100644
--- a/bot/utils/services.py
+++ b/bot/utils/services.py
@@ -1,12 +1,12 @@
-import logging
 from typing import Optional
 
 from aiohttp import ClientConnectorError
 
 import bot
 from bot.constants import URLs
+from bot.log import get_logger
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 FAILED_REQUEST_ATTEMPTS = 3
 
diff --git a/bot/utils/time.py b/bot/utils/time.py
index d55a0e532..eaa9b72e9 100644
--- a/bot/utils/time.py
+++ b/bot/utils/time.py
@@ -1,12 +1,14 @@
 import datetime
 import re
-from typing import Optional
+from enum import Enum
+from typing import Optional, Union
 
+import arrow
 import dateutil.parser
 from dateutil.relativedelta import relativedelta
 
 RFC1123_FORMAT = "%a, %d %b %Y %H:%M:%S GMT"
-INFRACTION_FORMAT = "%Y-%m-%d %H:%M"
+DISCORD_TIMESTAMP_REGEX = re.compile(r"<t:(\d+):f>")
 
 _DURATION_REGEX = re.compile(
     r"((?P<years>\d+?) ?(years|year|Y|y) ?)?"
@@ -19,6 +21,25 @@ _DURATION_REGEX = re.compile(
 )
 
 
+ValidTimestamp = Union[int, datetime.datetime, datetime.date, datetime.timedelta, relativedelta]
+
+
+class TimestampFormats(Enum):
+    """
+    Represents the different formats possible for Discord timestamps.
+
+    Examples are given in epoch time.
+    """
+
+    DATE_TIME = "f"  # January 1, 1970 1:00 AM
+    DAY_TIME = "F"  # Thursday, January 1, 1970 1:00 AM
+    DATE_SHORT = "d"  # 01/01/1970
+    DATE = "D"  # January 1, 1970
+    TIME = "t"  # 1:00 AM
+    TIME_SECONDS = "T"  # 1:00:00 AM
+    RELATIVE = "R"  # 52 years ago
+
+
 def _stringify_time_unit(value: int, unit: str) -> str:
     """
     Returns a string to represent a value and time unit, ensuring that it uses the right plural form of the unit.
@@ -40,6 +61,24 @@ def _stringify_time_unit(value: int, unit: str) -> str:
         return f"{value} {unit}"
 
 
+def discord_timestamp(timestamp: ValidTimestamp, format: TimestampFormats = TimestampFormats.DATE_TIME) -> str:
+    """Create and format a Discord flavored markdown timestamp."""
+    if format not in TimestampFormats:
+        raise ValueError(f"Format can only be one of {', '.join(TimestampFormats.args)}, not {format}.")
+
+    # Convert each possible timestamp class to an integer.
+    if isinstance(timestamp, datetime.datetime):
+        timestamp = (timestamp - arrow.get(0)).total_seconds()
+    elif isinstance(timestamp, datetime.date):
+        timestamp = (timestamp - arrow.get(0)).total_seconds()
+    elif isinstance(timestamp, datetime.timedelta):
+        timestamp = timestamp.total_seconds()
+    elif isinstance(timestamp, relativedelta):
+        timestamp = timestamp.seconds
+
+    return f"<t:{int(timestamp)}:{format.value}>"
+
+
 def humanize_delta(delta: relativedelta, precision: str = "seconds", max_units: int = 6) -> str:
     """
     Returns a human-readable version of the relativedelta.
@@ -86,8 +125,8 @@ def humanize_delta(delta: relativedelta, precision: str = "seconds", max_units:
 
 def get_time_delta(time_string: str) -> str:
     """Returns the time in human-readable time delta format."""
-    date_time = dateutil.parser.isoparse(time_string).replace(tzinfo=None)
-    time_delta = time_since(date_time, precision="minutes", max_units=1)
+    date_time = dateutil.parser.isoparse(time_string)
+    time_delta = time_since(date_time)
 
     return time_delta
 
@@ -119,23 +158,13 @@ def parse_duration_string(duration: str) -> Optional[relativedelta]:
 
 def relativedelta_to_timedelta(delta: relativedelta) -> datetime.timedelta:
     """Converts a relativedelta object to a timedelta object."""
-    utcnow = datetime.datetime.utcnow()
+    utcnow = arrow.utcnow()
     return utcnow + delta - utcnow
 
 
-def time_since(past_datetime: datetime.datetime, precision: str = "seconds", max_units: int = 6) -> str:
-    """
-    Takes a datetime and returns a human-readable string that describes how long ago that datetime was.
-
-    precision specifies the smallest unit of time to include (e.g. "seconds", "minutes").
-    max_units specifies the maximum number of units of time to include (e.g. 1 may include days but not hours).
-    """
-    now = datetime.datetime.utcnow()
-    delta = abs(relativedelta(now, past_datetime))
-
-    humanized = humanize_delta(delta, precision, max_units)
-
-    return f"{humanized} ago"
+def time_since(past_datetime: datetime.datetime) -> str:
+    """Takes a datetime and returns a discord timestamp that describes how long ago that datetime was."""
+    return discord_timestamp(past_datetime, TimestampFormats.RELATIVE)
 
 
 def parse_rfc1123(stamp: str) -> datetime.datetime:
@@ -144,8 +173,8 @@ def parse_rfc1123(stamp: str) -> datetime.datetime:
 
 
 def format_infraction(timestamp: str) -> str:
-    """Format an infraction timestamp to a more readable ISO 8601 format."""
-    return dateutil.parser.isoparse(timestamp).strftime(INFRACTION_FORMAT)
+    """Format an infraction timestamp to a discord timestamp."""
+    return discord_timestamp(dateutil.parser.isoparse(timestamp))
 
 
 def format_infraction_with_duration(
@@ -155,11 +184,7 @@ def format_infraction_with_duration(
     absolute: bool = True
 ) -> Optional[str]:
     """
-    Return `date_to` formatted as a readable ISO-8601 with the humanized duration since `date_from`.
-
-    `date_from` must be an ISO-8601 formatted timestamp. The duration is calculated as from
-    `date_from` until `date_to` with a precision of seconds. If `date_from` is unspecified, the
-    current time is used.
+    Return `date_to` formatted as a discord timestamp with the timestamp duration since `date_from`.
 
     `max_units` specifies the maximum number of units of time to include in the duration. For
     example, a value of 1 may include days but not hours.
@@ -172,8 +197,8 @@ def format_infraction_with_duration(
 
     date_to_formatted = format_infraction(date_to)
 
-    date_from = date_from or datetime.datetime.utcnow()
-    date_to = dateutil.parser.isoparse(date_to).replace(tzinfo=None, microsecond=0)
+    date_from = date_from or datetime.datetime.now(datetime.timezone.utc)
+    date_to = dateutil.parser.isoparse(date_to).replace(microsecond=0)
 
     delta = relativedelta(date_to, date_from)
     if absolute:
@@ -186,25 +211,22 @@ def format_infraction_with_duration(
 
 
 def until_expiration(
-    expiry: Optional[str],
-    now: Optional[datetime.datetime] = None,
-    max_units: int = 2
+    expiry: Optional[str]
 ) -> Optional[str]:
     """
-    Get the remaining time until infraction's expiration, in a human-readable version of the relativedelta.
+    Get the remaining time until infraction's expiration, in a discord timestamp.
 
-    Returns a human-readable version of the remaining duration between datetime.utcnow() and an expiry.
-    Unlike `humanize_delta`, this function will force the `precision` to be `seconds` by not passing it.
-    `max_units` specifies the maximum number of units of time to include (e.g. 1 may include days but not hours).
-    By default, max_units is 2.
+    Returns a human-readable version of the remaining duration between arrow.utcnow() and an expiry.
+    Similar to time_since, except that this function doesn't error on a null input
+    and return null if the expiry is in the paste
     """
     if not expiry:
         return None
 
-    now = now or datetime.datetime.utcnow()
-    since = dateutil.parser.isoparse(expiry).replace(tzinfo=None, microsecond=0)
+    now = arrow.utcnow()
+    since = dateutil.parser.isoparse(expiry).replace(microsecond=0)
 
     if since < now:
         return None
 
-    return humanize_delta(relativedelta(since, now), max_units=max_units)
+    return discord_timestamp(since, TimestampFormats.RELATIVE)
diff --git a/bot/utils/webhooks.py b/bot/utils/webhooks.py
index 66f82ec66..9c916b63a 100644
--- a/bot/utils/webhooks.py
+++ b/bot/utils/webhooks.py
@@ -1,12 +1,12 @@
-import logging
 from typing import Optional
 
 import discord
 from discord import Embed
 
+from bot.log import get_logger
 from bot.utils.messages import sub_clyde
 
-log = logging.getLogger(__name__)
+log = get_logger(__name__)
 
 
 async def send_webhook(
diff --git a/config-default.yml b/config-default.yml
index 394c51c26..583733fda 100644
--- a/config-default.yml
+++ b/config-default.yml
@@ -1,3 +1,7 @@
+debug:     !ENV ["BOT_DEBUG", "true"]
+file_logs: !ENV ["FILE_LOGS", "false"]
+
+
 bot:
     prefix:         "!"
     sentry_dsn:     !ENV "BOT_SENTRY_DSN"
@@ -141,7 +145,10 @@ guild:
         logs:               &LOGS           468520609152892958
         moderators:         &MODS_CATEGORY  749736277464842262
         modmail:            &MODMAIL        714494672835444826
+        appeals:            &APPEALS        890331800025563216
+        appeals2:           &APPEALS2       895417395261341766
         voice:                              356013253765234688
+        summer_code_jam:                    861692638540857384
 
     channels:
         # Public announcement and news channels
@@ -153,9 +160,10 @@ guild:
         reddit:                     &REDDIT_CHANNEL     458224812528238616
 
         # Development
-        dev_contrib:        &DEV_CONTRIB    635950537262759947
-        dev_core:           &DEV_CORE       411200599653351425
-        dev_log:            &DEV_LOG        622895325144940554
+        dev_contrib:        &DEV_CONTRIB     635950537262759947
+        dev_core:           &DEV_CORE        411200599653351425
+        dev_voting:         &DEV_CORE_VOTING 839162966519447552
+        dev_log:            &DEV_LOG         622895325144940554
 
         # Discussion
         meta:                               429409067623251969
@@ -166,7 +174,7 @@ guild:
         how_to_get_help:    704250143020417084
 
         # Topical
-        discord_py:         343944376055103488
+        discord_bots:         343944376055103488
 
         # Logs
         attachment_log:     &ATTACH_LOG     649243850006855680
@@ -176,6 +184,9 @@ guild:
         user_log:                           528976905546760203
         voice_log:                          640292421988646961
 
+        # Open Source Projects
+        black_formatter:    &BLACK_FORMATTER 846434317021741086
+
         # Off-topic
         off_topic_0:    291284109232308226
         off_topic_1:    463035241142026251
@@ -185,6 +196,7 @@ guild:
         bot_commands:       &BOT_CMD        267659945086812160
         esoteric:                           470884583684964352
         voice_gate:                         764802555427029012
+        code_jam_planning:                  490217981872177157
 
         # Staff
         admins:             &ADMINS         365960823622991872
@@ -195,6 +207,8 @@ guild:
         incidents:                          714214212200562749
         incidents_archive:                  720668923636351037
         mod_alerts:                         473092532147060736
+        mods:               &MODS           305126844661760000
+        mod_meta:                           775412552795947058
         nominations:                        822920136150745168
         nomination_voting:                  822853512709931008
         organisation:       &ORGANISATION   551789653284356126
@@ -208,34 +222,37 @@ guild:
 
         # Voice Channels
         admins_voice:       &ADMINS_VOICE   500734494840717332
-        code_help_voice_1:                  751592231726481530
-        code_help_voice_2:                  764232549840846858
-        general_voice:                      751591688538947646
+        code_help_voice_0:                  751592231726481530
+        code_help_voice_1:                  764232549840846858
+        general_voice_0:                    751591688538947646
+        general_voice_1:                    799641437645701151
         staff_voice:        &STAFF_VOICE    412375055910043655
 
         # Voice Chat
-        code_help_chat_1:                   755154969761677312
-        code_help_chat_2:                   766330079135268884
+        code_help_chat_0:                   755154969761677312
+        code_help_chat_1:                   766330079135268884
         staff_voice_chat:                   541638762007101470
-        voice_chat:                         412357430186344448
+        voice_chat_0:                       412357430186344448
+        voice_chat_1:                       799647045886541885
 
         # Watch
         big_brother_logs:   &BB_LOGS        468507907357409333
-        talent_pool:        &TALENT_POOL    534321732593647616
 
     moderation_categories:
         - *MODS_CATEGORY
         - *MODMAIL
         - *LOGS
+        - *APPEALS
+        - *APPEALS2
 
     moderation_channels:
         - *ADMINS
         - *ADMIN_SPAM
+        - *MODS
 
-    # Modlog cog ignores events which occur in these channels
+    # Modlog cog explicitly ignores events which occur in these channels.
+    # This is on top of implicitly ignoring events in channels that the mod team cannot view.
     modlog_blacklist:
-        - *ADMINS
-        - *ADMINS_VOICE
         - *ATTACH_LOG
         - *MESSAGE_LOG
         - *MOD_LOG
@@ -244,13 +261,19 @@ guild:
     reminder_whitelist:
         - *BOT_CMD
         - *DEV_CONTRIB
+        - *BLACK_FORMATTER
 
     roles:
+        # Self-assignable roles, see the Subscribe cog
+        advent_of_code:                         518565788744024082
         announcements:                          463658397560995840
+        lovefest:                               542431903886606399
+        pyweek_announcements:                   897568414044938310
+
         contributors:                           295488872404484098
         help_cooldown:                          699189276025421825
         muted:              &MUTED_ROLE         277914926603829249
-        partners:                               323426753857191936
+        partners:           &PY_PARTNER_ROLE    323426753857191936
         python_community:   &PY_COMMUNITY_ROLE  458226413825294336
         sprinters:          &SPRINTERS          758422482289426471
         voice_verified:                         764802720779337729
@@ -258,8 +281,10 @@ guild:
         # Staff
         admins:             &ADMINS_ROLE    267628507062992896
         core_developers:                    587606783669829632
+        code_jam_event_team:                787816728474288181
         devops:                             409416496733880320
         domain_leads:                       807415650778742785
+        events_lead:                        778361735739998228
         helpers:            &HELPERS_ROLE   267630620367257601
         moderators:         &MODS_ROLE      831776746206265384
         mod_team:           &MOD_TEAM_ROLE  267629731250176001
@@ -268,7 +293,6 @@ guild:
 
         # Code Jam
         jammers:        737249140966162473
-        team_leaders:   737250302834638889
 
         # Streaming
         video:          764245844798079016
@@ -289,9 +313,9 @@ guild:
         big_brother:                        569133704568373283
         dev_log:                            680501655111729222
         duck_pond:                          637821475327311927
+        incidents:                          816650601844572212
         incidents_archive:                  720671599790915702
         python_news:        &PYNEWS_WEBHOOK 704381182279942324
-        talent_pool:                        569145364800602132
 
 
 filter:
@@ -322,7 +346,6 @@ filter:
         - *MESSAGE_LOG
         - *MOD_LOG
         - *STAFF_LOUNGE
-        - *TALENT_POOL
 
     role_whitelist:
         - *ADMINS_ROLE
@@ -331,6 +354,7 @@ filter:
         - *OWNERS_ROLE
         - *PY_COMMUNITY_ROLE
         - *SPRINTERS
+        - *PY_PARTNER_ROLE
 
 
 keys:
@@ -343,17 +367,17 @@ urls:
     connect_max_retries:       3
     connect_cooldown:          5
     site:        &DOMAIN       "pythondiscord.com"
-    site_api:    &API          "pydis-api.default.svc.cluster.local"
+    site_api:    &API          "site.default.svc.cluster.local/api"
     site_api_schema:           "http://"
     site_paste:  &PASTE  !JOIN ["paste.", *DOMAIN]
     site_schema: &SCHEMA       "https://"
-    site_staff:  &STAFF  !JOIN ["staff.", *DOMAIN]
+    site_staff:  &STAFF  !JOIN [*SCHEMA, *DOMAIN, "/staff"]
 
     paste_service:                      !JOIN [*SCHEMA, *PASTE, "/{key}"]
-    site_logs_view:                     !JOIN [*SCHEMA, *STAFF, "/bot/logs"]
+    site_logs_view:                     !JOIN [*STAFF, "/bot/logs"]
 
     # Snekbox
-    snekbox_eval_api: "http://snekbox.default.svc.cluster.local/eval"
+    snekbox_eval_api: !ENV ["SNEKBOX_EVAL_API", "http://snekbox.default.svc.cluster.local/eval"]
 
     # Discord API URLs
     discord_api:        &DISCORD_API "https://discordapp.com/api/v7/"
@@ -365,6 +389,8 @@ urls:
 
 
 anti_spam:
+    cache_size: 100
+
     # Clean messages that violate a rule.
     clean_offending: true
     ping_everyone: true
@@ -392,7 +418,7 @@ anti_spam:
 
         chars:
             interval: 5
-            max: 3_000
+            max: 4_200
 
         discord_emojis:
             interval: 10
@@ -420,14 +446,13 @@ anti_spam:
             max: 3
 
 
-
 metabase:
-    username: !ENV "METABASE_USERNAME"
-    password: !ENV "METABASE_PASSWORD"
-    url: "http://metabase.default.svc.cluster.local/api"
+    username: !ENV      "METABASE_USERNAME"
+    password: !ENV      "METABASE_PASSWORD"
+    base_url:           "http://metabase.default.svc.cluster.local"
+    public_url:         "https://metabase.pythondiscord.com"
     # 14 days, see https://www.metabase.com/docs/latest/operations-guide/environment-variables.html#max_session_age
-    max_session_age: 20160
-
+    max_session_age:    20160
 
 
 big_brother:
@@ -463,9 +488,6 @@ free:
 help_channels:
     enable: true
 
-    # Minimum interval before allowing a certain user to claim a new help channel
-    claim_minutes: 15
-
     # Roles which are allowed to use the command which makes channels dormant
     cmd_whitelist:
         - *HELPERS_ROLE
@@ -511,7 +533,7 @@ redirect_output:
 
 
 duck_pond:
-    threshold: 5
+    threshold: 7
     channel_blacklist:
         - *ANNOUNCEMENTS
         - *PYNEWS_CHANNEL
diff --git a/docker-compose.yml b/docker-compose.yml
index bdfedf5c2..869d9acb6 100644
--- a/docker-compose.yml
+++ b/docker-compose.yml
@@ -12,17 +12,22 @@ x-logging: &logging
       max-size: "10m"
 
 x-restart-policy: &restart_policy
-  restart: always
+  restart: unless-stopped
 
 services:
   postgres:
     << : *logging
     << : *restart_policy
-    image: postgres:12-alpine
+    image: postgres:13-alpine
     environment:
       POSTGRES_DB: pysite
       POSTGRES_PASSWORD: pysite
       POSTGRES_USER: pysite
+    healthcheck:
+      test: ["CMD-SHELL", "pg_isready -U pysite"]
+      interval: 2s
+      timeout: 1s
+      retries: 5
 
   redis:
     << : *logging
@@ -31,6 +36,21 @@ services:
     ports:
       - "127.0.0.1:6379:6379"
 
+  metricity:
+    << : *logging
+    restart: on-failure  # USE_METRICITY=false will stop the container, so this ensures it only restarts on error
+    depends_on:
+      postgres:
+        condition: service_healthy
+    image: ghcr.io/python-discord/metricity:latest
+    env_file:
+      - .env
+    environment:
+      DATABASE_URI: postgres://pysite:pysite@postgres/metricity
+      USE_METRICITY: ${USE_METRICITY-false}
+    volumes:
+      - .:/tmp/bot:ro
+
   snekbox:
     << : *logging
     << : *restart_policy
@@ -56,7 +76,7 @@ services:
       - "127.0.0.1:8000:8000"
     tty: true
     depends_on:
-      - postgres
+      - metricity
     environment:
       DATABASE_URL: postgres://pysite:pysite@postgres:5432/pysite
       METRICITY_DB_URL: postgres://pysite:pysite@postgres:5432/metricity
@@ -70,7 +90,6 @@ services:
       context: .
       dockerfile: Dockerfile
     volumes:
-      - ./logs:/bot/logs
       - .:/bot:ro
     tty: true
     depends_on:
diff --git a/poetry.lock b/poetry.lock
index ba8b7af4b..68eebf8de 100644
--- a/poetry.lock
+++ b/poetry.lock
@@ -1,10 +1,10 @@
 [[package]]
 name = "aio-pika"
-version = "6.8.0"
+version = "6.8.1"
 description = "Wrapper for the aiormq for asyncio and humans."
 category = "main"
 optional = false
-python-versions = ">3.5.*, <4"
+python-versions = ">=3.5, <4"
 
 [package.dependencies]
 aiormq = ">=3.2.3,<4"
@@ -44,18 +44,6 @@ yarl = ">=1.0,<2.0"
 speedups = ["aiodns", "brotlipy", "cchardet"]
 
 [[package]]
-name = "aioping"
-version = "0.3.1"
-description = "Asyncio ping implementation"
-category = "main"
-optional = false
-python-versions = "*"
-
-[package.dependencies]
-aiodns = "*"
-async-timeout = "*"
-
-[[package]]
 name = "aioredis"
 version = "1.3.1"
 description = "asyncio (PEP 3156) Redis support"
@@ -83,14 +71,6 @@ yarl = "*"
 develop = ["aiomisc (>=11.0,<12.0)", "async-generator", "coverage (!=4.3)", "coveralls", "pylava", "pytest", "pytest-cov", "tox (>=2.4)"]
 
 [[package]]
-name = "appdirs"
-version = "1.4.4"
-description = "A small Python module for determining appropriate platform-specific dirs, e.g. a \"user data dir\"."
-category = "dev"
-optional = false
-python-versions = "*"
-
-[[package]]
 name = "arrow"
 version = "1.0.3"
 description = "Better dates & times for Python"
@@ -125,6 +105,14 @@ optional = false
 python-versions = ">=3.5.3"
 
 [[package]]
+name = "atomicwrites"
+version = "1.4.0"
+description = "Atomic file writes."
+category = "dev"
+optional = false
+python-versions = ">=2.7, !=3.0.*, !=3.1.*, !=3.2.*, !=3.3.*"
+
+[[package]]
 name = "attrs"
 version = "21.2.0"
 description = "Classes Without Boilerplate"
@@ -139,15 +127,27 @@ tests = ["coverage[toml] (>=5.0.2)", "hypothesis", "pympler", "pytest (>=4.3.0)"
 tests_no_zope = ["coverage[toml] (>=5.0.2)", "hypothesis", "pympler", "pytest (>=4.3.0)", "six", "mypy", "pytest-mypy-plugins"]
 
 [[package]]
+name = "backports.entry-points-selectable"
+version = "1.1.1"
+description = "Compatibility shim providing selectable entry points for older implementations"
+category = "dev"
+optional = false
+python-versions = ">=2.7"
+
+[package.extras]
+docs = ["sphinx", "jaraco.packaging (>=8.2)", "rst.linker (>=1.9)"]
+testing = ["pytest", "pytest-flake8", "pytest-cov", "pytest-black (>=0.3.7)", "pytest-mypy", "pytest-checkdocs (>=2.4)", "pytest-enabler (>=1.0.1)"]
+
+[[package]]
 name = "beautifulsoup4"
-version = "4.9.3"
+version = "4.10.0"
 description = "Screen-scraping library"
 category = "main"
 optional = false
-python-versions = "*"
+python-versions = ">3.0.0"
 
 [package.dependencies]
-soupsieve = {version = ">1.2", markers = "python_version >= \"3.0\""}
+soupsieve = ">1.2"
 
 [package.extras]
 html5lib = ["html5lib"]
@@ -155,7 +155,7 @@ lxml = ["lxml"]
 
 [[package]]
 name = "certifi"
-version = "2020.12.5"
+version = "2021.10.8"
 description = "Python package for providing Mozilla's CA Bundle."
 category = "main"
 optional = false
@@ -163,7 +163,7 @@ python-versions = "*"
 
 [[package]]
 name = "cffi"
-version = "1.14.5"
+version = "1.15.0"
 description = "Foreign Function Interface for Python calling C code."
 category = "main"
 optional = false
@@ -174,7 +174,7 @@ pycparser = "*"
 
 [[package]]
 name = "cfgv"
-version = "3.2.0"
+version = "3.3.1"
 description = "Validate configuration and produce human readable error messages."
 category = "dev"
 optional = false
@@ -189,6 +189,17 @@ optional = false
 python-versions = ">=2.7, !=3.0.*, !=3.1.*, !=3.2.*, !=3.3.*, !=3.4.*"
 
 [[package]]
+name = "charset-normalizer"
+version = "2.0.9"
+description = "The Real First Universal Charset Detector. Open, modern and actively maintained alternative to Chardet."
+category = "main"
+optional = false
+python-versions = ">=3.5.0"
+
+[package.extras]
+unicode_backport = ["unicodedata2"]
+
+[[package]]
 name = "colorama"
 version = "0.4.4"
 description = "Cross-platform colored terminal text."
@@ -252,23 +263,41 @@ ordered-set = ">=3.1.1"
 murmur = ["mmh3"]
 
 [[package]]
+name = "deprecated"
+version = "1.2.13"
+description = "Python @deprecated decorator to deprecate old python classes, functions or methods."
+category = "main"
+optional = false
+python-versions = ">=2.7, !=3.0.*, !=3.1.*, !=3.2.*, !=3.3.*"
+
+[package.dependencies]
+wrapt = ">=1.10,<2"
+
+[package.extras]
+dev = ["tox", "bump2version (<1)", "sphinx (<2)", "importlib-metadata (<3)", "importlib-resources (<4)", "configparser (<5)", "sphinxcontrib-websupport (<2)", "zipp (<2)", "PyTest (<5)", "PyTest-Cov (<2.6)", "pytest", "pytest-cov"]
+
+[[package]]
 name = "discord.py"
-version = "1.6.0"
+version = "2.0.0a0"
 description = "A Python wrapper for the Discord API"
 category = "main"
 optional = false
-python-versions = ">=3.5.3"
+python-versions = ">=3.8.0"
 
 [package.dependencies]
 aiohttp = ">=3.6.0,<3.8.0"
 
 [package.extras]
-docs = ["sphinx (==3.0.3)", "sphinxcontrib-trio (==1.1.2)", "sphinxcontrib-websupport"]
+docs = ["sphinx (==4.0.2)", "sphinxcontrib-trio (==1.1.2)", "sphinxcontrib-websupport"]
+speed = ["orjson (>=3.5.4)"]
 voice = ["PyNaCl (>=1.3.0,<1.5)"]
 
+[package.source]
+type = "url"
+url = "https://github.com/Rapptz/discord.py/archive/45d498c1b76deaf3b394d17ccf56112fa691d160.zip"
 [[package]]
 name = "distlib"
-version = "0.3.1"
+version = "0.3.4"
 description = "Distribution utilities"
 category = "dev"
 optional = false
@@ -294,15 +323,27 @@ python-versions = "*"
 dev = ["pytest", "coverage", "coveralls"]
 
 [[package]]
+name = "execnet"
+version = "1.9.0"
+description = "execnet: rapid multi-Python deployment"
+category = "dev"
+optional = false
+python-versions = ">=2.7, !=3.0.*, !=3.1.*, !=3.2.*, !=3.3.*, !=3.4.*"
+
+[package.extras]
+testing = ["pre-commit"]
+
+[[package]]
 name = "fakeredis"
-version = "1.5.0"
+version = "1.7.0"
 description = "Fake implementation of redis API for testing purposes."
 category = "main"
 optional = false
 python-versions = ">=3.5"
 
 [package.dependencies]
-redis = "<3.6.0"
+packaging = "*"
+redis = "<4.1.0"
 six = ">=1.12"
 sortedcontainers = "*"
 
@@ -312,7 +353,7 @@ lua = ["lupa"]
 
 [[package]]
 name = "feedparser"
-version = "6.0.2"
+version = "6.0.8"
 description = "Universal feed parser, handles RSS 0.9x, RSS 1.0, RSS 2.0, CDF, Atom 0.3, and Atom 1.0 feeds"
 category = "main"
 optional = false
@@ -323,11 +364,15 @@ sgmllib3k = "*"
 
 [[package]]
 name = "filelock"
-version = "3.0.12"
+version = "3.4.0"
 description = "A platform independent file lock."
-category = "dev"
+category = "main"
 optional = false
-python-versions = "*"
+python-versions = ">=3.6"
+
+[package.extras]
+docs = ["furo (>=2021.8.17b43)", "sphinx (>=4.1)", "sphinx-autodoc-typehints (>=1.12)"]
+testing = ["covdefaults (>=1.2.0)", "coverage (>=4)", "pytest (>=4)", "pytest-cov", "pytest-timeout (>=1.4.2)"]
 
 [[package]]
 name = "flake8"
@@ -344,14 +389,14 @@ pyflakes = ">=2.3.0,<2.4.0"
 
 [[package]]
 name = "flake8-annotations"
-version = "2.6.2"
+version = "2.7.0"
 description = "Flake8 Type Annotation Checks"
 category = "dev"
 optional = false
-python-versions = ">=3.6.1,<4.0.0"
+python-versions = ">=3.6.2,<4.0.0"
 
 [package.dependencies]
-flake8 = ">=3.7,<4.0"
+flake8 = ">=3.7,<5.0"
 
 [[package]]
 name = "flake8-bugbear"
@@ -381,15 +426,20 @@ flake8 = ">=3"
 pydocstyle = ">=2.1"
 
 [[package]]
-name = "flake8-import-order"
-version = "0.18.1"
-description = "Flake8 and pylama plugin that checks the ordering of import statements."
+name = "flake8-isort"
+version = "4.1.1"
+description = "flake8 plugin that integrates isort ."
 category = "dev"
 optional = false
 python-versions = "*"
 
 [package.dependencies]
-pycodestyle = "*"
+flake8 = ">=3.2.1,<5"
+isort = ">=4.3.5,<6"
+testfixtures = ">=6.8.0,<7"
+
+[package.extras]
+test = ["pytest-cov"]
 
 [[package]]
 name = "flake8-polyfill"
@@ -415,14 +465,14 @@ flake8 = "*"
 
 [[package]]
 name = "flake8-tidy-imports"
-version = "4.3.0"
+version = "4.5.0"
 description = "A flake8 plugin that helps you write tidier imports."
 category = "dev"
 optional = false
 python-versions = ">=3.6"
 
 [package.dependencies]
-flake8 = ">=3.0,<3.2.0 || >3.2.0,<4"
+flake8 = ">=3.8.0,<5"
 
 [[package]]
 name = "flake8-todo"
@@ -436,17 +486,6 @@ python-versions = "*"
 pycodestyle = ">=2.0.0,<3.0.0"
 
 [[package]]
-name = "fuzzywuzzy"
-version = "0.18.0"
-description = "Fuzzy string matching in python"
-category = "main"
-optional = false
-python-versions = "*"
-
-[package.extras]
-speedup = ["python-levenshtein (>=0.12)"]
-
-[[package]]
 name = "hiredis"
 version = "2.0.0"
 description = "Python wrapper for hiredis"
@@ -456,37 +495,59 @@ python-versions = ">=3.6"
 
 [[package]]
 name = "humanfriendly"
-version = "9.1"
+version = "10.0"
 description = "Human friendly output for text interfaces using Python"
 category = "main"
 optional = false
 python-versions = ">=2.7, !=3.0.*, !=3.1.*, !=3.2.*, !=3.3.*, !=3.4.*"
 
 [package.dependencies]
-pyreadline = {version = "*", markers = "sys_platform == \"win32\""}
+pyreadline3 = {version = "*", markers = "sys_platform == \"win32\" and python_version >= \"3.8\""}
 
 [[package]]
 name = "identify"
-version = "2.2.4"
+version = "2.4.0"
 description = "File identification library for Python"
 category = "dev"
 optional = false
 python-versions = ">=3.6.1"
 
 [package.extras]
-license = ["editdistance-s"]
+license = ["ukkonen"]
 
 [[package]]
 name = "idna"
-version = "3.1"
+version = "3.3"
 description = "Internationalized Domain Names in Applications (IDNA)"
 category = "main"
 optional = false
-python-versions = ">=3.4"
+python-versions = ">=3.5"
+
+[[package]]
+name = "iniconfig"
+version = "1.1.1"
+description = "iniconfig: brain-dead simple config-ini parsing"
+category = "dev"
+optional = false
+python-versions = "*"
+
+[[package]]
+name = "isort"
+version = "5.10.1"
+description = "A Python utility / library to sort Python imports."
+category = "dev"
+optional = false
+python-versions = ">=3.6.1,<4.0"
+
+[package.extras]
+pipfile_deprecated_finder = ["pipreqs", "requirementslib"]
+requirements_deprecated_finder = ["pipreqs", "pip-api"]
+colors = ["colorama (>=0.4.3,<0.5.0)"]
+plugins = ["setuptools"]
 
 [[package]]
 name = "lxml"
-version = "4.6.3"
+version = "4.7.1"
 description = "Powerful and Pythonic XML processing library combining libxml2/libxslt with the ElementTree API."
 category = "main"
 optional = false
@@ -520,7 +581,7 @@ python-versions = "*"
 
 [[package]]
 name = "more-itertools"
-version = "8.7.0"
+version = "8.12.0"
 description = "More routines for operating on iterables, beyond itertools"
 category = "main"
 optional = false
@@ -536,7 +597,7 @@ python-versions = ">=3.5"
 
 [[package]]
 name = "multidict"
-version = "5.1.0"
+version = "5.2.0"
 description = "multidict implementation"
 category = "main"
 optional = false
@@ -559,6 +620,17 @@ optional = false
 python-versions = ">=3.5"
 
 [[package]]
+name = "packaging"
+version = "21.3"
+description = "Core utilities for Python packages"
+category = "main"
+optional = false
+python-versions = ">=3.6"
+
+[package.dependencies]
+pyparsing = ">=2.0.2,<3.0.5 || >3.0.5"
+
+[[package]]
 name = "pamqp"
 version = "2.3.0"
 description = "RabbitMQ Focused AMQP low-level library"
@@ -571,18 +643,57 @@ codegen = ["lxml"]
 
 [[package]]
 name = "pep8-naming"
-version = "0.11.1"
+version = "0.12.1"
 description = "Check PEP-8 naming conventions, plugin for flake8"
 category = "dev"
 optional = false
 python-versions = "*"
 
 [package.dependencies]
+flake8 = ">=3.9.1"
 flake8-polyfill = ">=1.0.2,<2"
 
 [[package]]
+name = "pip-licenses"
+version = "3.5.3"
+description = "Dump the software license list of Python packages installed with pip."
+category = "dev"
+optional = false
+python-versions = "~=3.6"
+
+[package.dependencies]
+PTable = "*"
+
+[package.extras]
+test = ["docutils", "pytest-cov", "pytest-pycodestyle", "pytest-runner"]
+
+[[package]]
+name = "platformdirs"
+version = "2.4.0"
+description = "A small Python module for determining appropriate platform-specific dirs, e.g. a \"user data dir\"."
+category = "dev"
+optional = false
+python-versions = ">=3.6"
+
+[package.extras]
+docs = ["Sphinx (>=4)", "furo (>=2021.7.5b38)", "proselint (>=0.10.2)", "sphinx-autodoc-typehints (>=1.12)"]
+test = ["appdirs (==1.4.4)", "pytest (>=6)", "pytest-cov (>=2.7)", "pytest-mock (>=3.6)"]
+
+[[package]]
+name = "pluggy"
+version = "1.0.0"
+description = "plugin and hook calling mechanisms for python"
+category = "dev"
+optional = false
+python-versions = ">=3.6"
+
+[package.extras]
+dev = ["pre-commit", "tox"]
+testing = ["pytest", "pytest-benchmark"]
+
+[[package]]
 name = "pre-commit"
-version = "2.12.1"
+version = "2.16.0"
 description = "A framework for managing and maintaining multi-language pre-commit hooks."
 category = "dev"
 optional = false
@@ -608,8 +719,24 @@ python-versions = ">=2.6, !=3.0.*, !=3.1.*, !=3.2.*, !=3.3.*"
 test = ["ipaddress", "mock", "unittest2", "enum34", "pywin32", "wmi"]
 
 [[package]]
+name = "ptable"
+version = "0.9.2"
+description = "A simple Python library for easily displaying tabular data in a visually appealing ASCII table format"
+category = "dev"
+optional = false
+python-versions = "*"
+
+[[package]]
+name = "py"
+version = "1.11.0"
+description = "library with cross-python path, ini-parsing, io, code, log facilities"
+category = "dev"
+optional = false
+python-versions = ">=2.7, !=3.0.*, !=3.1.*, !=3.2.*, !=3.3.*, !=3.4.*"
+
+[[package]]
 name = "pycares"
-version = "3.2.3"
+version = "4.1.2"
 description = "Python interface for c-ares"
 category = "main"
 optional = false
@@ -631,7 +758,7 @@ python-versions = ">=2.7, !=3.0.*, !=3.1.*, !=3.2.*, !=3.3.*"
 
 [[package]]
 name = "pycparser"
-version = "2.20"
+version = "2.21"
 description = "C parser in Python"
 category = "main"
 optional = false
@@ -639,7 +766,7 @@ python-versions = ">=2.7, !=3.0.*, !=3.1.*, !=3.2.*, !=3.3.*"
 
 [[package]]
 name = "pydocstyle"
-version = "6.0.0"
+version = "6.1.1"
 description = "Python docstring style checker"
 category = "dev"
 optional = false
@@ -648,6 +775,9 @@ python-versions = ">=3.6"
 [package.dependencies]
 snowballstemmer = "*"
 
+[package.extras]
+toml = ["toml"]
+
 [[package]]
 name = "pyflakes"
 version = "2.3.1"
@@ -657,16 +787,94 @@ optional = false
 python-versions = ">=2.7, !=3.0.*, !=3.1.*, !=3.2.*, !=3.3.*"
 
 [[package]]
-name = "pyreadline"
-version = "2.1"
-description = "A python implmementation of GNU readline."
+name = "pyparsing"
+version = "3.0.6"
+description = "Python parsing module"
+category = "main"
+optional = false
+python-versions = ">=3.6"
+
+[package.extras]
+diagrams = ["jinja2", "railroad-diagrams"]
+
+[[package]]
+name = "pyreadline3"
+version = "3.3"
+description = "A python implementation of GNU readline."
 category = "main"
 optional = false
 python-versions = "*"
 
 [[package]]
+name = "pytest"
+version = "6.2.5"
+description = "pytest: simple powerful testing with Python"
+category = "dev"
+optional = false
+python-versions = ">=3.6"
+
+[package.dependencies]
+atomicwrites = {version = ">=1.0", markers = "sys_platform == \"win32\""}
+attrs = ">=19.2.0"
+colorama = {version = "*", markers = "sys_platform == \"win32\""}
+iniconfig = "*"
+packaging = "*"
+pluggy = ">=0.12,<2.0"
+py = ">=1.8.2"
+toml = "*"
+
+[package.extras]
+testing = ["argcomplete", "hypothesis (>=3.56)", "mock", "nose", "requests", "xmlschema"]
+
+[[package]]
+name = "pytest-cov"
+version = "2.12.1"
+description = "Pytest plugin for measuring coverage."
+category = "dev"
+optional = false
+python-versions = ">=2.7, !=3.0.*, !=3.1.*, !=3.2.*, !=3.3.*, !=3.4.*"
+
+[package.dependencies]
+coverage = ">=5.2.1"
+pytest = ">=4.6"
+toml = "*"
+
+[package.extras]
+testing = ["fields", "hunter", "process-tests", "six", "pytest-xdist", "virtualenv"]
+
+[[package]]
+name = "pytest-forked"
+version = "1.4.0"
+description = "run tests in isolated forked subprocesses"
+category = "dev"
+optional = false
+python-versions = ">=3.6"
+
+[package.dependencies]
+py = "*"
+pytest = ">=3.10"
+
+[[package]]
+name = "pytest-xdist"
+version = "2.3.0"
+description = "pytest xdist plugin for distributed testing and loop-on-failing modes"
+category = "dev"
+optional = false
+python-versions = ">=3.6"
+
+[package.dependencies]
+execnet = ">=1.1"
+psutil = {version = ">=3.0", optional = true, markers = "extra == \"psutil\""}
+pytest = ">=6.0.0"
+pytest-forked = "*"
+
+[package.extras]
+psutil = ["psutil (>=3.0)"]
+testing = ["filelock"]
+
+[[package]]
 name = "python-dateutil"
-version = "2.8.1"
+version = "2.8.2"
 description = "Extensions to the standard Python datetime module"
 category = "main"
 optional = false
@@ -710,15 +918,29 @@ optional = false
 python-versions = ">=2.7, !=3.0.*, !=3.1.*, !=3.2.*, !=3.3.*, !=3.4.*, !=3.5.*"
 
 [[package]]
+name = "rapidfuzz"
+version = "1.9.1"
+description = "rapid fuzzy string matching"
+category = "main"
+optional = false
+python-versions = ">=2.7"
+
+[package.extras]
+full = ["numpy"]
+
+[[package]]
 name = "redis"
-version = "3.5.3"
-description = "Python client for Redis key-value store"
+version = "4.0.2"
+description = "Python client for Redis database and key-value store"
 category = "main"
 optional = false
-python-versions = ">=2.7, !=3.0.*, !=3.1.*, !=3.2.*, !=3.3.*, !=3.4.*"
+python-versions = ">=3.6"
+
+[package.dependencies]
+deprecated = "*"
 
 [package.extras]
-hiredis = ["hiredis (>=0.1.3)"]
+hiredis = ["hiredis (>=1.0.0)"]
 
 [[package]]
 name = "regex"
@@ -730,19 +952,37 @@ python-versions = "*"
 
 [[package]]
 name = "requests"
-version = "2.15.1"
+version = "2.26.0"
 description = "Python HTTP for Humans."
-category = "dev"
+category = "main"
 optional = false
-python-versions = "*"
+python-versions = ">=2.7, !=3.0.*, !=3.1.*, !=3.2.*, !=3.3.*, !=3.4.*, !=3.5.*"
+
+[package.dependencies]
+certifi = ">=2017.4.17"
+charset-normalizer = {version = ">=2.0.0,<2.1.0", markers = "python_version >= \"3\""}
+idna = {version = ">=2.5,<4", markers = "python_version >= \"3\""}
+urllib3 = ">=1.21.1,<1.27"
 
 [package.extras]
-security = ["cryptography (>=1.3.4)", "idna (>=2.0.0)", "pyOpenSSL (>=0.14)"]
 socks = ["PySocks (>=1.5.6,!=1.5.7)", "win-inet-pton"]
+use_chardet_on_py3 = ["chardet (>=3.0.2,<5)"]
+
+[[package]]
+name = "requests-file"
+version = "1.5.1"
+description = "File transport adapter for Requests"
+category = "main"
+optional = false
+python-versions = "*"
+
+[package.dependencies]
+requests = ">=1.0.0"
+six = "*"
 
 [[package]]
 name = "sentry-sdk"
-version = "0.20.3"
+version = "1.5.1"
 description = "Python client for Sentry (https://sentry.io)"
 category = "main"
 optional = false
@@ -761,6 +1001,7 @@ chalice = ["chalice (>=1.16.0)"]
 django = ["django (>=1.8)"]
 falcon = ["falcon (>=1.4)"]
 flask = ["flask (>=0.11)", "blinker (>=1.1)"]
+httpx = ["httpx (>=0.16.0)"]
 pure_eval = ["pure-eval", "executing", "asttokens"]
 pyspark = ["pyspark (>=2.4.4)"]
 rq = ["rq (>=0.6)"]
@@ -786,7 +1027,7 @@ python-versions = ">=2.7, !=3.0.*, !=3.1.*, !=3.2.*"
 
 [[package]]
 name = "snowballstemmer"
-version = "2.1.0"
+version = "2.2.0"
 description = "This package provides 29 stemmers for 28 languages generated from Snowball algorithms."
 category = "dev"
 optional = false
@@ -794,7 +1035,7 @@ python-versions = "*"
 
 [[package]]
 name = "sortedcontainers"
-version = "2.3.0"
+version = "2.4.0"
 description = "Sorted Containers -- Sorted List, Sorted Dict, Sorted Set"
 category = "main"
 optional = false
@@ -802,7 +1043,7 @@ python-versions = "*"
 
 [[package]]
 name = "soupsieve"
-version = "2.2.1"
+version = "2.3.1"
 description = "A modern CSS selector implementation for Beautiful Soup."
 category = "main"
 optional = false
@@ -830,6 +1071,33 @@ psutil = ">=5.7.2,<6.0.0"
 toml = ">=0.10.0,<0.11.0"
 
 [[package]]
+name = "testfixtures"
+version = "6.18.3"
+description = "A collection of helpers and mock objects for unit tests and doc tests."
+category = "dev"
+optional = false
+python-versions = "*"
+
+[package.extras]
+build = ["setuptools-git", "wheel", "twine"]
+docs = ["sphinx", "zope.component", "sybil", "twisted", "mock", "django (<2)", "django"]
+test = ["pytest (>=3.6)", "pytest-cov", "pytest-django", "zope.component", "sybil", "twisted", "mock", "django (<2)", "django"]
+
+[[package]]
+name = "tldextract"
+version = "3.1.2"
+description = "Accurately separate the TLD from the registered domain and subdomains of a URL, using the Public Suffix List. By default, this includes the public ICANN TLDs and their exceptions. You can optionally support the Public Suffix List's private domains as well."
+category = "main"
+optional = false
+python-versions = ">=3.6"
+
+[package.dependencies]
+filelock = ">=3.0.8"
+idna = "*"
+requests = ">=2.1.0"
+requests-file = ">=1.4"
+
+[[package]]
 name = "toml"
 version = "0.10.2"
 description = "Python Library for Tom's Obvious, Minimal Language"
@@ -839,46 +1107,55 @@ python-versions = ">=2.6, !=3.0.*, !=3.1.*, !=3.2.*"
 
 [[package]]
 name = "typing-extensions"
-version = "3.10.0.0"
-description = "Backported and Experimental Type Hints for Python 3.5+"
+version = "4.0.1"
+description = "Backported and Experimental Type Hints for Python 3.6+"
 category = "main"
 optional = false
-python-versions = "*"
+python-versions = ">=3.6"
 
 [[package]]
 name = "urllib3"
-version = "1.26.4"
+version = "1.26.7"
 description = "HTTP library with thread-safe connection pooling, file post, and more."
 category = "main"
 optional = false
 python-versions = ">=2.7, !=3.0.*, !=3.1.*, !=3.2.*, !=3.3.*, !=3.4.*, <4"
 
 [package.extras]
+brotli = ["brotlipy (>=0.6.0)"]
 secure = ["pyOpenSSL (>=0.14)", "cryptography (>=1.3.4)", "idna (>=2.0.0)", "certifi", "ipaddress"]
 socks = ["PySocks (>=1.5.6,!=1.5.7,<2.0)"]
-brotli = ["brotlipy (>=0.6.0)"]
 
 [[package]]
 name = "virtualenv"
-version = "20.4.6"
+version = "20.10.0"
 description = "Virtual Python Environment builder"
 category = "dev"
 optional = false
-python-versions = "!=3.0.*,!=3.1.*,!=3.2.*,!=3.3.*,>=2.7"
+python-versions = "!=3.0.*,!=3.1.*,!=3.2.*,!=3.3.*,!=3.4.*,>=2.7"
 
 [package.dependencies]
-appdirs = ">=1.4.3,<2"
+"backports.entry-points-selectable" = ">=1.0.4"
 distlib = ">=0.3.1,<1"
-filelock = ">=3.0.0,<4"
+filelock = ">=3.2,<4"
+platformdirs = ">=2,<3"
 six = ">=1.9.0,<2"
 
 [package.extras]
-docs = ["proselint (>=0.10.2)", "sphinx (>=3)", "sphinx-argparse (>=0.2.5)", "sphinx-rtd-theme (>=0.4.3)", "towncrier (>=19.9.0rc1)"]
-testing = ["coverage (>=4)", "coverage-enable-subprocess (>=1)", "flaky (>=3)", "pytest (>=4)", "pytest-env (>=0.6.2)", "pytest-freezegun (>=0.4.1)", "pytest-mock (>=2)", "pytest-randomly (>=1)", "pytest-timeout (>=1)", "packaging (>=20.0)", "xonsh (>=0.9.16)"]
+docs = ["proselint (>=0.10.2)", "sphinx (>=3)", "sphinx-argparse (>=0.2.5)", "sphinx-rtd-theme (>=0.4.3)", "towncrier (>=21.3)"]
+testing = ["coverage (>=4)", "coverage-enable-subprocess (>=1)", "flaky (>=3)", "pytest (>=4)", "pytest-env (>=0.6.2)", "pytest-freezegun (>=0.4.1)", "pytest-mock (>=2)", "pytest-randomly (>=1)", "pytest-timeout (>=1)", "packaging (>=20.0)"]
+
+[[package]]
+name = "wrapt"
+version = "1.13.3"
+description = "Module for decorators, wrappers and monkey patching."
+category = "main"
+optional = false
+python-versions = "!=3.0.*,!=3.1.*,!=3.2.*,!=3.3.*,!=3.4.*,>=2.7"
 
 [[package]]
 name = "yarl"
-version = "1.6.3"
+version = "1.7.2"
 description = "Yet another URL library"
 category = "main"
 optional = false
@@ -891,12 +1168,12 @@ multidict = ">=4.0"
 [metadata]
 lock-version = "1.1"
 python-versions = "3.9.*"
-content-hash = "ece3b915901a62911ff7ff4a616b3972e815c0e1c7097c8994163af13cadde0e"
+content-hash = "14ad70153b8c2f4a7e8492bf89f60bf7c468a939da36ce62871b677495f75302"
 
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 aio-pika = [
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+    {file = "aio-pika-6.8.1.tar.gz", hash = "sha256:c2b2b46949a34252ff0e64c3bc208eef1893e5791b51aeefabf1676788d56b66"},
+    {file = "aio_pika-6.8.1-py3-none-any.whl", hash = "sha256:059ab8ecc03d73997f64ed28df7269105984232174d0e6406389c4e8ed30941c"},
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@@ -941,10 +1218,6 @@ aiohttp = [
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 ]
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-    {file = "aioping-0.3.1.tar.gz", hash = "sha256:f983d86acab3a04c322731ce88d42c55d04d2842565fc8532fe10c838abfd275"},
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@@ -953,10 +1226,6 @@ aiormq = [
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@@ -969,66 +1238,90 @@ async-timeout = [
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 ]
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 ]
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 ]
diff --git a/pyproject.toml b/pyproject.toml
index 320bf88cc..928435975 100644
--- a/pyproject.toml
+++ b/pyproject.toml
@@ -7,10 +7,10 @@ license = "MIT"
 
 [tool.poetry.dependencies]
 python = "3.9.*"
+"discord.py" = {url = "https://github.com/Rapptz/discord.py/archive/45d498c1b76deaf3b394d17ccf56112fa691d160.zip"}
 aio-pika = "~=6.1"
 aiodns = "~=2.0"
 aiohttp = "~=3.7"
-aioping = "~=0.3.1"
 aioredis = "~=1.3.1"
 arrow = "~=1.0.3"
 async-rediscache = { version = "~=0.1.2", extras = ["fakeredis"] }
@@ -18,19 +18,19 @@ beautifulsoup4 = "~=4.9"
 colorama = { version = "~=0.4.3", markers = "sys_platform == 'win32'" }
 coloredlogs = "~=14.0"
 deepdiff = "~=4.0"
-"discord.py" = "~=1.6.0"
 emoji = "~=0.6"
 feedparser = "~=6.0.2"
-fuzzywuzzy = "~=0.17"
-lxml = "~=4.4"
+rapidfuzz = "~=1.4"
+lxml = "~=4.6"
 markdownify = "==0.6.1"
 more_itertools = "~=8.2"
 python-dateutil = "~=2.8"
 python-frontmatter = "~=1.0.0"
 pyyaml = "~=5.1"
 regex = "==2021.4.4"
-sentry-sdk = "~=0.19"
+sentry-sdk = "~=1.3"
 statsd = "~=3.3"
+tldextract = "^3.1.2"
 
 [tool.poetry.dev-dependencies]
 coverage = "~=5.0"
@@ -39,14 +39,18 @@ flake8 = "~=3.8"
 flake8-annotations = "~=2.0"
 flake8-bugbear = "~=20.1"
 flake8-docstrings = "~=1.4"
-flake8-import-order = "~=0.18"
 flake8-string-format = "~=0.2"
 flake8-tidy-imports = "~=4.0"
 flake8-todo = "~=0.7"
+flake8-isort = "~=4.0"
 pep8-naming = "~=0.9"
 pre-commit = "~=2.1"
 taskipy = "~=1.7.0"
+pip-licenses = "~=3.5.3"
 python-dotenv = "~=0.17.1"
+pytest = "~=6.2.4"
+pytest-cov = "~=2.12.1"
+pytest-xdist = { version = "~=2.3.0", extras = ["psutil"] }
 
 [build-system]
 requires = ["poetry-core>=1.0.0"]
@@ -58,6 +62,22 @@ lint = "pre-commit run --all-files"
 precommit = "pre-commit install"
 build = "docker build -t ghcr.io/python-discord/bot:latest -f Dockerfile ."
 push = "docker push ghcr.io/python-discord/bot:latest"
-test = "coverage run -m unittest"
+test-nocov = "pytest -n auto"
+test = "pytest -n auto --cov-report= --cov --ff"
+retest = "pytest -n auto --cov-report= --cov --lf"
 html = "coverage html"
 report = "coverage report"
+isort = "isort ."
+
+[tool.coverage.run]
+branch = true
+source_pkgs = ["bot"]
+source = ["tests"]
+
+[tool.isort]
+multi_line_output = 6
+order_by_type = false
+case_sensitive = true
+combine_as_imports = true
+line_length = 120
+atomic = true
diff --git a/tests/README.md b/tests/README.md
index 1a17c09bd..b7fddfaa2 100644
--- a/tests/README.md
+++ b/tests/README.md
@@ -4,6 +4,14 @@ Our bot is one of the most important tools we have for running our community. As
 
 _**Note:** This is a practical guide to getting started with writing tests for our bot, not a general introduction to writing unit tests in Python. If you're looking for a more general introduction, you can take a look at the [Additional resources](#additional-resources) section at the bottom of this page._
 
+### Table of contents:
+- [Tools](#tools)
+- [Running tests](#running-tests)  
+- [Writing tests](#writing-tests)
+- [Mocking](#mocking)
+- [Some considerations](#some-considerations)
+- [Additional resources](#additional-resources)
+
 ## Tools
 
 We are using the following modules and packages for our unit tests:
@@ -11,15 +19,43 @@ We are using the following modules and packages for our unit tests:
 - [unittest](https://docs.python.org/3/library/unittest.html) (standard library)
 - [unittest.mock](https://docs.python.org/3/library/unittest.mock.html) (standard library)
 - [coverage.py](https://coverage.readthedocs.io/en/stable/)
+- [pytest-cov](https://pytest-cov.readthedocs.io/en/latest/index.html)
+
+We also use the following package as a test runner:
+- [pytest](https://docs.pytest.org/en/6.2.x/)
 
-To ensure the results you obtain on your personal machine are comparable to those generated in the CI, please make sure to run your tests with the virtual environment defined by our [Poetry Project](/pyproject.toml). To run your tests with `poetry`, we've provided two "scripts" shortcuts:
+To ensure the results you obtain on your personal machine are comparable to those generated in the CI, please make sure to run your tests with the virtual environment defined by our [Poetry Project](/pyproject.toml). To run your tests with `poetry`, we've provided the following "script" shortcuts:
 
-- `poetry run task test` will run `unittest` with `coverage.py`
+- `poetry run task test-nocov` will run `pytest`.
+- `poetry run task test` will run `pytest` with `pytest-cov`.
 - `poetry run task test path/to/test.py` will run a specific test.
 - `poetry run task report` will generate a coverage report of the tests you've run with `poetry run task test`. If you append the `-m` flag to this command, the report will include the lines and branches not covered by tests in addition to the test coverage report.
 
 If you want a coverage report, make sure to run the tests with `poetry run task test` *first*.
 
+## Running tests
+There are multiple ways to run the tests, which one you use will be determined by your goal, and stage in development.
+
+When actively developing, you'll most likely be working on one portion of the codebase, and as a result, won't need to run the entire test suite.
+To run just one file, and save time, you can use the following command:
+```shell
+poetry run task test-nocov <path/to/file.py>
+```
+
+For example:
+```shell
+poetry run task test-nocov tests/bot/exts/test_cogs.py
+```
+will run the test suite in the `test_cogs` file.
+
+If you'd like to collect coverage as well, you can append `--cov` to the command above.
+
+
+If you're done and are preparing to commit and push your code, it's a good idea to run the entire test suite as a sanity check:
+```shell
+poetry run task test
+```
+
 ## Writing tests
 
 Since consistency is an important consideration for collaborative projects, we have written some guidelines on writing tests for the bot. In addition to these guidelines, it's a good idea to look at the existing code base for examples (e.g., [`test_converters.py`](/tests/bot/test_converters.py)).
diff --git a/tests/__init__.py b/tests/__init__.py
index 2228110ad..c2b9d12dc 100644
--- a/tests/__init__.py
+++ b/tests/__init__.py
@@ -1,5 +1,6 @@
 import logging
 
+from bot.log import get_logger
 
-log = logging.getLogger()
+log = get_logger()
 log.setLevel(logging.CRITICAL)
diff --git a/tests/base.py b/tests/base.py
index d99b9ac31..5e304ea9d 100644
--- a/tests/base.py
+++ b/tests/base.py
@@ -6,6 +6,7 @@ from typing import Dict
 import discord
 from discord.ext import commands
 
+from bot.log import get_logger
 from tests import helpers
 
 
@@ -42,7 +43,7 @@ class LoggingTestsMixin:
         manager when we're testing under the assumption that no log records will be emitted.
         """
         if not isinstance(logger, logging.Logger):
-            logger = logging.getLogger(logger)
+            logger = get_logger(logger)
 
         if level:
             level = logging._nameToLevel.get(level, level)
@@ -102,4 +103,4 @@ class CommandTestCase(unittest.IsolatedAsyncioTestCase):
         with self.assertRaises(commands.MissingPermissions) as cm:
             await cmd.can_run(ctx)
 
-        self.assertCountEqual(permissions.keys(), cm.exception.missing_perms)
+        self.assertCountEqual(permissions.keys(), cm.exception.missing_permissions)
diff --git a/tests/bot/exts/backend/sync/test_base.py b/tests/bot/exts/backend/sync/test_base.py
index 3ad9db9c3..9dc46005b 100644
--- a/tests/bot/exts/backend/sync/test_base.py
+++ b/tests/bot/exts/backend/sync/test_base.py
@@ -1,7 +1,6 @@
 import unittest
 from unittest import mock
 
-
 from bot.api import ResponseCodeError
 from bot.exts.backend.sync._syncers import Syncer
 from tests import helpers
diff --git a/tests/bot/exts/backend/sync/test_cog.py b/tests/bot/exts/backend/sync/test_cog.py
index 22a07313e..fdd0ab74a 100644
--- a/tests/bot/exts/backend/sync/test_cog.py
+++ b/tests/bot/exts/backend/sync/test_cog.py
@@ -60,13 +60,13 @@ class SyncCogTestCase(unittest.IsolatedAsyncioTestCase):
 class SyncCogTests(SyncCogTestCase):
     """Tests for the Sync cog."""
 
+    @mock.patch("bot.utils.scheduling.create_task")
     @mock.patch.object(Sync, "sync_guild", new_callable=mock.MagicMock)
-    def test_sync_cog_init(self, sync_guild):
+    def test_sync_cog_init(self, sync_guild, create_task):
         """Should instantiate syncers and run a sync for the guild."""
         # Reset because a Sync cog was already instantiated in setUp.
         self.RoleSyncer.reset_mock()
         self.UserSyncer.reset_mock()
-        self.bot.loop.create_task = mock.MagicMock()
 
         mock_sync_guild_coro = mock.MagicMock()
         sync_guild.return_value = mock_sync_guild_coro
@@ -74,7 +74,8 @@ class SyncCogTests(SyncCogTestCase):
         Sync(self.bot)
 
         sync_guild.assert_called_once_with()
-        self.bot.loop.create_task.assert_called_once_with(mock_sync_guild_coro)
+        create_task.assert_called_once()
+        self.assertEqual(create_task.call_args.args[0], mock_sync_guild_coro)
 
     async def test_sync_cog_sync_guild(self):
         """Roles and users should be synced only if a guild is successfully retrieved."""
diff --git a/tests/bot/exts/backend/sync/test_users.py b/tests/bot/exts/backend/sync/test_users.py
index 27932be95..2fc97af2d 100644
--- a/tests/bot/exts/backend/sync/test_users.py
+++ b/tests/bot/exts/backend/sync/test_users.py
@@ -1,6 +1,8 @@
 import unittest
 from unittest import mock
 
+from discord.errors import NotFound
+
 from bot.exts.backend.sync._syncers import UserSyncer, _Diff
 from tests import helpers
 
@@ -10,7 +12,7 @@ def fake_user(**kwargs):
     kwargs.setdefault("id", 43)
     kwargs.setdefault("name", "bob the test man")
     kwargs.setdefault("discriminator", 1337)
-    kwargs.setdefault("roles", [666])
+    kwargs.setdefault("roles", [helpers.MockRole(id=666)])
     kwargs.setdefault("in_guild", True)
 
     return kwargs
@@ -134,6 +136,7 @@ class UserSyncerDiffTests(unittest.IsolatedAsyncioTestCase):
             self.get_mock_member(fake_user()),
             None
         ]
+        guild.fetch_member.side_effect = NotFound(mock.Mock(status=404), "Not found")
 
         actual_diff = await UserSyncer._get_diff(guild)
         expected_diff = ([], [{"id": 63, "in_guild": False}], None)
@@ -158,6 +161,7 @@ class UserSyncerDiffTests(unittest.IsolatedAsyncioTestCase):
             self.get_mock_member(updated_user),
             None
         ]
+        guild.fetch_member.side_effect = NotFound(mock.Mock(status=404), "Not found")
 
         actual_diff = await UserSyncer._get_diff(guild)
         expected_diff = ([new_user], [{"id": 55, "name": "updated"}, {"id": 63, "in_guild": False}], None)
@@ -177,6 +181,7 @@ class UserSyncerDiffTests(unittest.IsolatedAsyncioTestCase):
             self.get_mock_member(fake_user()),
             None
         ]
+        guild.fetch_member.side_effect = NotFound(mock.Mock(status=404), "Not found")
 
         actual_diff = await UserSyncer._get_diff(guild)
         expected_diff = ([], [], None)
diff --git a/tests/bot/exts/backend/test_error_handler.py b/tests/bot/exts/backend/test_error_handler.py
index bd4fb5942..35fa0ee59 100644
--- a/tests/bot/exts/backend/test_error_handler.py
+++ b/tests/bot/exts/backend/test_error_handler.py
@@ -4,12 +4,12 @@ from unittest.mock import AsyncMock, MagicMock, call, patch
 from discord.ext.commands import errors
 
 from bot.api import ResponseCodeError
-from bot.errors import InvalidInfractedUser, LockedResourceError
+from bot.errors import InvalidInfractedUserError, LockedResourceError
 from bot.exts.backend.error_handler import ErrorHandler, setup
 from bot.exts.info.tags import Tags
 from bot.exts.moderation.silence import Silence
 from bot.utils.checks import InWhitelistCheckFailure
-from tests.helpers import MockBot, MockContext, MockGuild, MockRole
+from tests.helpers import MockBot, MockContext, MockGuild, MockRole, MockTextChannel
 
 
 class ErrorHandlerTests(unittest.IsolatedAsyncioTestCase):
@@ -107,7 +107,7 @@ class ErrorHandlerTests(unittest.IsolatedAsyncioTestCase):
         """Should send error with `ctx.send` when error is `CommandOnCooldown`."""
         self.ctx.reset_mock()
         cog = ErrorHandler(self.bot)
-        error = errors.CommandOnCooldown(10, 9)
+        error = errors.CommandOnCooldown(10, 9, type=None)
         self.assertIsNone(await cog.on_command_error(self.ctx, error))
         self.ctx.send.assert_awaited_once_with(error)
 
@@ -130,7 +130,7 @@ class ErrorHandlerTests(unittest.IsolatedAsyncioTestCase):
                 "expect_mock_call": "send"
             },
             {
-                "args": (self.ctx, errors.CommandInvokeError(InvalidInfractedUser(self.ctx.author))),
+                "args": (self.ctx, errors.CommandInvokeError(InvalidInfractedUserError(self.ctx.author))),
                 "expect_mock_call": "send"
             }
         )
@@ -226,8 +226,8 @@ class TrySilenceTests(unittest.IsolatedAsyncioTestCase):
         self.bot.get_command.return_value.can_run = AsyncMock(side_effect=errors.CommandError())
         self.assertFalse(await self.cog.try_silence(self.ctx))
 
-    async def test_try_silence_silencing(self):
-        """Should run silence command with correct arguments."""
+    async def test_try_silence_silence_duration(self):
+        """Should run silence command with correct duration argument."""
         self.bot.get_command.return_value.can_run = AsyncMock(return_value=True)
         test_cases = ("shh", "shhh", "shhhhhh", "shhhhhhhhhhhhhhhhhhh")
 
@@ -238,21 +238,85 @@ class TrySilenceTests(unittest.IsolatedAsyncioTestCase):
                 self.assertTrue(await self.cog.try_silence(self.ctx))
                 self.ctx.invoke.assert_awaited_once_with(
                     self.bot.get_command.return_value,
-                    duration=min(case.count("h")*2, 15)
+                    duration_or_channel=None,
+                    duration=min(case.count("h")*2, 15),
+                    kick=False
                 )
 
+    async def test_try_silence_silence_arguments(self):
+        """Should run silence with the correct channel, duration, and kick arguments."""
+        self.bot.get_command.return_value.can_run = AsyncMock(return_value=True)
+
+        test_cases = (
+            (MockTextChannel(), None),  # None represents the case when no argument is passed
+            (MockTextChannel(), False),
+            (MockTextChannel(), True)
+        )
+
+        for channel, kick in test_cases:
+            with self.subTest(kick=kick, channel=channel):
+                self.ctx.reset_mock()
+                self.ctx.invoked_with = "shh"
+
+                self.ctx.message.content = f"!shh {channel.name} {kick if kick is not None else ''}"
+                self.ctx.guild.text_channels = [channel]
+
+                self.assertTrue(await self.cog.try_silence(self.ctx))
+                self.ctx.invoke.assert_awaited_once_with(
+                    self.bot.get_command.return_value,
+                    duration_or_channel=channel,
+                    duration=4,
+                    kick=(kick if kick is not None else False)
+                )
+
+    async def test_try_silence_silence_message(self):
+        """If the words after the command could not be converted to a channel, None should be passed as channel."""
+        self.bot.get_command.return_value.can_run = AsyncMock(return_value=True)
+        self.ctx.invoked_with = "shh"
+        self.ctx.message.content = "!shh not_a_channel true"
+
+        self.assertTrue(await self.cog.try_silence(self.ctx))
+        self.ctx.invoke.assert_awaited_once_with(
+            self.bot.get_command.return_value,
+            duration_or_channel=None,
+            duration=4,
+            kick=False
+        )
+
     async def test_try_silence_unsilence(self):
-        """Should call unsilence command."""
+        """Should call unsilence command with correct duration and channel arguments."""
         self.silence.silence.can_run = AsyncMock(return_value=True)
-        test_cases = ("unshh", "unshhhhh", "unshhhhhhhhh")
+        test_cases = (
+            ("unshh", None),
+            ("unshhhhh", None),
+            ("unshhhhhhhhh", None),
+            ("unshh", MockTextChannel())
+        )
 
-        for case in test_cases:
-            with self.subTest(message=case):
+        for invoke, channel in test_cases:
+            with self.subTest(message=invoke, channel=channel):
                 self.bot.get_command.side_effect = (self.silence.silence, self.silence.unsilence)
                 self.ctx.reset_mock()
-                self.ctx.invoked_with = case
+
+                self.ctx.invoked_with = invoke
+                self.ctx.message.content = f"!{invoke}"
+                if channel is not None:
+                    self.ctx.message.content += f" {channel.name}"
+                    self.ctx.guild.text_channels = [channel]
+
                 self.assertTrue(await self.cog.try_silence(self.ctx))
-                self.ctx.invoke.assert_awaited_once_with(self.silence.unsilence)
+                self.ctx.invoke.assert_awaited_once_with(self.silence.unsilence, channel=channel)
+
+    async def test_try_silence_unsilence_message(self):
+        """If the words after the command could not be converted to a channel, None should be passed as channel."""
+        self.silence.silence.can_run = AsyncMock(return_value=True)
+        self.bot.get_command.side_effect = (self.silence.silence, self.silence.unsilence)
+
+        self.ctx.invoked_with = "unshh"
+        self.ctx.message.content = "!unshh not_a_channel"
+
+        self.assertTrue(await self.cog.try_silence(self.ctx))
+        self.ctx.invoke.assert_awaited_once_with(self.silence.unsilence, channel=None)
 
     async def test_try_silence_no_match(self):
         """Should return `False` when message don't match."""
@@ -273,14 +337,12 @@ class TryGetTagTests(unittest.IsolatedAsyncioTestCase):
     async def test_try_get_tag_get_command(self):
         """Should call `Bot.get_command` with `tags get` argument."""
         self.bot.get_command.reset_mock()
-        self.ctx.invoked_with = "foo"
         await self.cog.try_get_tag(self.ctx)
         self.bot.get_command.assert_called_once_with("tags get")
 
     async def test_try_get_tag_invoked_from_error_handler(self):
         """`self.ctx` should have `invoked_from_error_handler` `True`."""
         self.ctx.invoked_from_error_handler = False
-        self.ctx.invoked_with = "foo"
         await self.cog.try_get_tag(self.ctx)
         self.assertTrue(self.ctx.invoked_from_error_handler)
 
@@ -295,38 +357,12 @@ class TryGetTagTests(unittest.IsolatedAsyncioTestCase):
         err = errors.CommandError()
         self.tag.get_command.can_run = AsyncMock(side_effect=err)
         self.cog.on_command_error = AsyncMock()
-        self.ctx.invoked_with = "foo"
         self.assertIsNone(await self.cog.try_get_tag(self.ctx))
         self.cog.on_command_error.assert_awaited_once_with(self.ctx, err)
 
-    @patch("bot.exts.backend.error_handler.TagNameConverter")
-    async def test_try_get_tag_convert_success(self, tag_converter):
-        """Converting tag should successful."""
-        self.ctx.invoked_with = "foo"
-        tag_converter.convert = AsyncMock(return_value="foo")
-        self.assertIsNone(await self.cog.try_get_tag(self.ctx))
-        tag_converter.convert.assert_awaited_once_with(self.ctx, "foo")
-        self.ctx.invoke.assert_awaited_once()
-
-    @patch("bot.exts.backend.error_handler.TagNameConverter")
-    async def test_try_get_tag_convert_fail(self, tag_converter):
-        """Converting tag should raise `BadArgument`."""
-        self.ctx.reset_mock()
-        self.ctx.invoked_with = "bar"
-        tag_converter.convert = AsyncMock(side_effect=errors.BadArgument())
-        self.assertIsNone(await self.cog.try_get_tag(self.ctx))
-        self.ctx.invoke.assert_not_awaited()
-
-    async def test_try_get_tag_ctx_invoke(self):
-        """Should call `ctx.invoke` with proper args/kwargs."""
-        self.ctx.reset_mock()
-        self.ctx.invoked_with = "foo"
-        self.assertIsNone(await self.cog.try_get_tag(self.ctx))
-        self.ctx.invoke.assert_awaited_once_with(self.tag.get_command, tag_name="foo")
-
     async def test_dont_call_suggestion_tag_sent(self):
         """Should never call command suggestion if tag is already sent."""
-        self.ctx.invoked_with = "foo"
+        self.ctx.message = MagicMock(content="foo")
         self.ctx.invoke = AsyncMock(return_value=True)
         self.cog.send_command_suggestion = AsyncMock()
 
@@ -508,38 +544,6 @@ class IndividualErrorHandlerTests(unittest.IsolatedAsyncioTestCase):
                 push_scope_mock.set_extra.has_calls(set_extra_calls)
 
 
-class OtherErrorHandlerTests(unittest.IsolatedAsyncioTestCase):
-    """Other `ErrorHandler` tests."""
-
-    def setUp(self):
-        self.bot = MockBot()
-        self.ctx = MockContext()
-
-    async def test_get_help_command_command_specified(self):
-        """Should return coroutine of help command of specified command."""
-        self.ctx.command = "foo"
-        result = ErrorHandler.get_help_command(self.ctx)
-        expected = self.ctx.send_help("foo")
-        self.assertEqual(result.__qualname__, expected.__qualname__)
-        self.assertEqual(result.cr_frame.f_locals, expected.cr_frame.f_locals)
-
-        # Await coroutines to avoid warnings
-        await result
-        await expected
-
-    async def test_get_help_command_no_command_specified(self):
-        """Should return coroutine of help command."""
-        self.ctx.command = None
-        result = ErrorHandler.get_help_command(self.ctx)
-        expected = self.ctx.send_help()
-        self.assertEqual(result.__qualname__, expected.__qualname__)
-        self.assertEqual(result.cr_frame.f_locals, expected.cr_frame.f_locals)
-
-        # Await coroutines to avoid warnings
-        await result
-        await expected
-
-
 class ErrorHandlerSetupTests(unittest.TestCase):
     """Tests for `ErrorHandler` `setup` function."""
 
diff --git a/tests/bot/exts/events/__init__.py b/tests/bot/exts/events/__init__.py
new file mode 100644
index 000000000..e69de29bb
--- /dev/null
+++ b/tests/bot/exts/events/__init__.py
diff --git a/tests/bot/exts/events/test_code_jams.py b/tests/bot/exts/events/test_code_jams.py
new file mode 100644
index 000000000..0856546af
--- /dev/null
+++ b/tests/bot/exts/events/test_code_jams.py
@@ -0,0 +1,170 @@
+import unittest
+from unittest.mock import AsyncMock, MagicMock, create_autospec, patch
+
+from discord import CategoryChannel
+from discord.ext.commands import BadArgument
+
+from bot.constants import Roles
+from bot.exts.events import code_jams
+from bot.exts.events.code_jams import _channels, _cog
+from tests.helpers import (
+    MockAttachment, MockBot, MockCategoryChannel, MockContext, MockGuild, MockMember, MockRole, MockTextChannel,
+    autospec
+)
+
+TEST_CSV = b"""\
+Team Name,Team Member Discord ID,Team Leader
+Annoyed Alligators,12345,Y
+Annoyed Alligators,54321,N
+Oscillating Otters,12358,Y
+Oscillating Otters,74832,N
+Oscillating Otters,19903,N
+Annoyed Alligators,11111,N
+"""
+
+
+def get_mock_category(channel_count: int, name: str) -> CategoryChannel:
+    """Return a mocked code jam category."""
+    category = create_autospec(CategoryChannel, spec_set=True, instance=True)
+    category.name = name
+    category.channels = [MockTextChannel() for _ in range(channel_count)]
+
+    return category
+
+
+class JamCodejamCreateTests(unittest.IsolatedAsyncioTestCase):
+    """Tests for `codejam create` command."""
+
+    def setUp(self):
+        self.bot = MockBot()
+        self.admin_role = MockRole(name="Admins", id=Roles.admins)
+        self.command_user = MockMember([self.admin_role])
+        self.guild = MockGuild([self.admin_role])
+        self.ctx = MockContext(bot=self.bot, author=self.command_user, guild=self.guild)
+        self.cog = _cog.CodeJams(self.bot)
+
+    async def test_message_without_attachments(self):
+        """If no link or attachments are provided, commands.BadArgument should be raised."""
+        self.ctx.message.attachments = []
+
+        with self.assertRaises(BadArgument):
+            await self.cog.create(self.cog, self.ctx, None)
+
+    @patch.object(_channels, "create_team_channel")
+    @patch.object(_channels, "create_team_leader_channel")
+    async def test_result_sending(self, create_leader_channel, create_team_channel):
+        """Should call `ctx.send` when everything goes right."""
+        self.ctx.message.attachments = [MockAttachment()]
+        self.ctx.message.attachments[0].read = AsyncMock()
+        self.ctx.message.attachments[0].read.return_value = TEST_CSV
+
+        team_leaders = MockRole()
+
+        self.guild.get_member.return_value = MockMember()
+
+        self.ctx.guild.create_role = AsyncMock()
+        self.ctx.guild.create_role.return_value = team_leaders
+        self.cog.add_roles = AsyncMock()
+
+        await self.cog.create(self.cog, self.ctx, None)
+
+        create_team_channel.assert_awaited()
+        create_leader_channel.assert_awaited_once_with(
+            self.ctx.guild, team_leaders
+        )
+        self.ctx.send.assert_awaited_once()
+
+    async def test_link_returning_non_200_status(self):
+        """When the URL passed returns a non 200 status, it should send a message informing them."""
+        self.bot.http_session.get.return_value = mock = MagicMock()
+        mock.status = 404
+        await self.cog.create(self.cog, self.ctx, "https://not-a-real-link.com")
+
+        self.ctx.send.assert_awaited_once()
+
+    @patch.object(_channels, "_send_status_update")
+    async def test_category_doesnt_exist(self, update):
+        """Should create a new code jam category."""
+        subtests = (
+            [],
+            [get_mock_category(_channels.MAX_CHANNELS, _channels.CATEGORY_NAME)],
+            [get_mock_category(_channels.MAX_CHANNELS - 2, "other")],
+        )
+
+        for categories in subtests:
+            update.reset_mock()
+            self.guild.reset_mock()
+            self.guild.categories = categories
+
+            with self.subTest(categories=categories):
+                actual_category = await _channels._get_category(self.guild)
+
+                update.assert_called_once()
+                self.guild.create_category_channel.assert_awaited_once()
+                category_overwrites = self.guild.create_category_channel.call_args[1]["overwrites"]
+
+                self.assertFalse(category_overwrites[self.guild.default_role].read_messages)
+                self.assertTrue(category_overwrites[self.guild.me].read_messages)
+                self.assertEqual(self.guild.create_category_channel.return_value, actual_category)
+
+    async def test_category_channel_exist(self):
+        """Should not try to create category channel."""
+        expected_category = get_mock_category(_channels.MAX_CHANNELS - 2, _channels.CATEGORY_NAME)
+        self.guild.categories = [
+            get_mock_category(_channels.MAX_CHANNELS - 2, "other"),
+            expected_category,
+            get_mock_category(0, _channels.CATEGORY_NAME),
+        ]
+
+        actual_category = await _channels._get_category(self.guild)
+        self.assertEqual(expected_category, actual_category)
+
+    async def test_channel_overwrites(self):
+        """Should have correct permission overwrites for users and roles."""
+        leader = (MockMember(), True)
+        members = [leader] + [(MockMember(), False) for _ in range(4)]
+        overwrites = _channels._get_overwrites(members, self.guild)
+
+        for member, _ in members:
+            self.assertTrue(overwrites[member].read_messages)
+
+    @patch.object(_channels, "_get_overwrites")
+    @patch.object(_channels, "_get_category")
+    @autospec(_channels, "_add_team_leader_roles", pass_mocks=False)
+    async def test_team_channels_creation(self, get_category, get_overwrites):
+        """Should create a text channel for a team."""
+        team_leaders = MockRole()
+        members = [(MockMember(), True)] + [(MockMember(), False) for _ in range(5)]
+        category = MockCategoryChannel()
+        category.create_text_channel = AsyncMock()
+
+        get_category.return_value = category
+        await _channels.create_team_channel(self.guild, "my-team", members, team_leaders)
+
+        category.create_text_channel.assert_awaited_once_with(
+            "my-team",
+            overwrites=get_overwrites.return_value
+        )
+
+    async def test_jam_roles_adding(self):
+        """Should add team leader role to leader and jam role to every team member."""
+        leader_role = MockRole(name="Team Leader")
+
+        leader = MockMember()
+        members = [(leader, True)] + [(MockMember(), False) for _ in range(4)]
+        await _channels._add_team_leader_roles(members, leader_role)
+
+        leader.add_roles.assert_awaited_once_with(leader_role)
+        for member, is_leader in members:
+            if not is_leader:
+                member.add_roles.assert_not_awaited()
+
+
+class CodeJamSetup(unittest.TestCase):
+    """Test for `setup` function of `CodeJam` cog."""
+
+    def test_setup(self):
+        """Should call `bot.add_cog`."""
+        bot = MockBot()
+        code_jams.setup(bot)
+        bot.add_cog.assert_called_once()
diff --git a/tests/bot/exts/filters/test_antimalware.py b/tests/bot/exts/filters/test_antimalware.py
index 3393c6cdc..06d78de9d 100644
--- a/tests/bot/exts/filters/test_antimalware.py
+++ b/tests/bot/exts/filters/test_antimalware.py
@@ -104,24 +104,39 @@ class AntiMalwareCogTests(unittest.IsolatedAsyncioTestCase):
         self.assertEqual(embed.description, antimalware.PY_EMBED_DESCRIPTION)
 
     async def test_txt_file_redirect_embed_description(self):
-        """A message containing a .txt file should result in the correct embed."""
-        attachment = MockAttachment(filename="python.txt")
-        self.message.attachments = [attachment]
-        self.message.channel.send = AsyncMock()
-        antimalware.TXT_EMBED_DESCRIPTION = Mock()
-        antimalware.TXT_EMBED_DESCRIPTION.format.return_value = "test"
-
-        await self.cog.on_message(self.message)
-        self.message.channel.send.assert_called_once()
-        args, kwargs = self.message.channel.send.call_args
-        embed = kwargs.pop("embed")
-        cmd_channel = self.bot.get_channel(Channels.bot_commands)
+        """A message containing a .txt/.json/.csv file should result in the correct embed."""
+        test_values = (
+            ("text", ".txt"),
+            ("json", ".json"),
+            ("csv", ".csv"),
+        )
 
-        self.assertEqual(embed.description, antimalware.TXT_EMBED_DESCRIPTION.format.return_value)
-        antimalware.TXT_EMBED_DESCRIPTION.format.assert_called_with(cmd_channel_mention=cmd_channel.mention)
+        for file_name, disallowed_extension in test_values:
+            with self.subTest(file_name=file_name, disallowed_extension=disallowed_extension):
+
+                attachment = MockAttachment(filename=f"{file_name}{disallowed_extension}")
+                self.message.attachments = [attachment]
+                self.message.channel.send = AsyncMock()
+                antimalware.TXT_EMBED_DESCRIPTION = Mock()
+                antimalware.TXT_EMBED_DESCRIPTION.format.return_value = "test"
+
+                await self.cog.on_message(self.message)
+                self.message.channel.send.assert_called_once()
+                args, kwargs = self.message.channel.send.call_args
+                embed = kwargs.pop("embed")
+                cmd_channel = self.bot.get_channel(Channels.bot_commands)
+
+                self.assertEqual(
+                    embed.description,
+                    antimalware.TXT_EMBED_DESCRIPTION.format.return_value
+                )
+                antimalware.TXT_EMBED_DESCRIPTION.format.assert_called_with(
+                    blocked_extension=disallowed_extension,
+                    cmd_channel_mention=cmd_channel.mention
+                )
 
     async def test_other_disallowed_extension_embed_description(self):
-        """Test the description for a non .py/.txt disallowed extension."""
+        """Test the description for a non .py/.txt/.json/.csv disallowed extension."""
         attachment = MockAttachment(filename="python.disallowed")
         self.message.attachments = [attachment]
         self.message.channel.send = AsyncMock()
diff --git a/tests/bot/exts/filters/test_filtering.py b/tests/bot/exts/filters/test_filtering.py
new file mode 100644
index 000000000..8ae59c1f1
--- /dev/null
+++ b/tests/bot/exts/filters/test_filtering.py
@@ -0,0 +1,40 @@
+import unittest
+from unittest.mock import patch
+
+from bot.exts.filters import filtering
+from tests.helpers import MockBot, autospec
+
+
+class FilteringCogTests(unittest.IsolatedAsyncioTestCase):
+    """Tests the `Filtering` cog."""
+
+    def setUp(self):
+        """Instantiate the bot and cog."""
+        self.bot = MockBot()
+        with patch("bot.utils.scheduling.create_task", new=lambda task, **_: task.close()):
+            self.cog = filtering.Filtering(self.bot)
+
+    @autospec(filtering.Filtering, "_get_filterlist_items", pass_mocks=False, return_value=["TOKEN"])
+    async def test_token_filter(self):
+        """Ensure that a filter token is correctly detected in a message."""
+        messages = {
+            "": False,
+            "no matches": False,
+            "TOKEN": True,
+
+            # See advisory https://github.com/python-discord/bot/security/advisories/GHSA-j8c3-8x46-8pp6
+            "https://google.com TOKEN": True,
+            "https://google.com something else": False,
+        }
+
+        for message, match in messages.items():
+            with self.subTest(input=message, match=match):
+                result, _ = await self.cog._has_watch_regex_match(message)
+
+                self.assertEqual(
+                    match,
+                    bool(result),
+                    msg=f"Hit was {'expected' if match else 'not expected'} for this input."
+                )
+                if result:
+                    self.assertEqual("TOKEN", result.group())
diff --git a/tests/bot/exts/filters/test_token_remover.py b/tests/bot/exts/filters/test_token_remover.py
index 51feae9cb..4db27269a 100644
--- a/tests/bot/exts/filters/test_token_remover.py
+++ b/tests/bot/exts/filters/test_token_remover.py
@@ -26,7 +26,7 @@ class TokenRemoverTests(unittest.IsolatedAsyncioTestCase):
         self.msg.guild.get_member.return_value.bot = False
         self.msg.guild.get_member.return_value.__str__.return_value = "Woody"
         self.msg.author.__str__ = MagicMock(return_value=self.msg.author.name)
-        self.msg.author.avatar_url_as.return_value = "picture-lemon.png"
+        self.msg.author.display_avatar.url = "picture-lemon.png"
 
     def test_extract_user_id_valid(self):
         """Should consider user IDs valid if they decode into an integer ID."""
@@ -295,20 +295,21 @@ class TokenRemoverTests(unittest.IsolatedAsyncioTestCase):
         )
 
     @autospec("bot.exts.filters.token_remover", "UNKNOWN_USER_LOG_MESSAGE")
-    def test_format_userid_log_message_unknown(self, unknown_user_log_message):
+    async def test_format_userid_log_message_unknown(self, unknown_user_log_message,):
         """Should correctly format the user ID portion when the actual user it belongs to is unknown."""
         token = Token("NDcyMjY1OTQzMDYyNDEzMzMy", "XsySD_", "s45jqDV_Iisn-symw0yDRrk_jf4")
         unknown_user_log_message.format.return_value = " Partner"
         msg = MockMessage(id=555, content="hello world")
         msg.guild.get_member.return_value = None
+        msg.guild.fetch_member.side_effect = NotFound(mock.Mock(status=404), "Not found")
 
-        return_value = TokenRemover.format_userid_log_message(msg, token)
+        return_value = await TokenRemover.format_userid_log_message(msg, token)
 
         self.assertEqual(return_value, (unknown_user_log_message.format.return_value, False))
         unknown_user_log_message.format.assert_called_once_with(user_id=472265943062413332)
 
     @autospec("bot.exts.filters.token_remover", "KNOWN_USER_LOG_MESSAGE")
-    def test_format_userid_log_message_bot(self, known_user_log_message):
+    async def test_format_userid_log_message_bot(self, known_user_log_message):
         """Should correctly format the user ID portion when the ID belongs to a known bot."""
         token = Token("NDcyMjY1OTQzMDYyNDEzMzMy", "XsySD_", "s45jqDV_Iisn-symw0yDRrk_jf4")
         known_user_log_message.format.return_value = " Partner"
@@ -316,7 +317,7 @@ class TokenRemoverTests(unittest.IsolatedAsyncioTestCase):
         msg.guild.get_member.return_value.__str__.return_value = "Sam"
         msg.guild.get_member.return_value.bot = True
 
-        return_value = TokenRemover.format_userid_log_message(msg, token)
+        return_value = await TokenRemover.format_userid_log_message(msg, token)
 
         self.assertEqual(return_value, (known_user_log_message.format.return_value, True))
 
@@ -327,12 +328,12 @@ class TokenRemoverTests(unittest.IsolatedAsyncioTestCase):
         )
 
     @autospec("bot.exts.filters.token_remover", "KNOWN_USER_LOG_MESSAGE")
-    def test_format_log_message_user_token_user(self, user_token_message):
+    async def test_format_log_message_user_token_user(self, user_token_message):
         """Should correctly format the user ID portion when the ID belongs to a known user."""
         token = Token("NDY3MjIzMjMwNjUwNzc3NjQx", "XsySD_", "s45jqDV_Iisn-symw0yDRrk_jf4")
         user_token_message.format.return_value = "Partner"
 
-        return_value = TokenRemover.format_userid_log_message(self.msg, token)
+        return_value = await TokenRemover.format_userid_log_message(self.msg, token)
 
         self.assertEqual(return_value, (user_token_message.format.return_value, True))
         user_token_message.format.assert_called_once_with(
@@ -375,7 +376,7 @@ class TokenRemoverTests(unittest.IsolatedAsyncioTestCase):
             colour=Colour(constants.Colours.soft_red),
             title="Token removed!",
             text=log_msg + "\n" + userid_log_message,
-            thumbnail=self.msg.author.avatar_url_as.return_value,
+            thumbnail=self.msg.author.display_avatar.url,
             channel_id=constants.Channels.mod_alerts,
             ping_everyone=True,
         )
diff --git a/tests/bot/exts/info/test_help.py b/tests/bot/exts/info/test_help.py
new file mode 100644
index 000000000..604c69671
--- /dev/null
+++ b/tests/bot/exts/info/test_help.py
@@ -0,0 +1,23 @@
+import unittest
+
+import rapidfuzz
+
+from bot.exts.info import help
+from tests.helpers import MockBot, MockContext, autospec
+
+
+class HelpCogTests(unittest.IsolatedAsyncioTestCase):
+    def setUp(self) -> None:
+        """Attach an instance of the cog to the class for tests."""
+        self.bot = MockBot()
+        self.cog = help.Help(self.bot)
+        self.ctx = MockContext(bot=self.bot)
+        self.bot.help_command.context = self.ctx
+
+    @autospec(help.CustomHelpCommand, "get_all_help_choices", return_value={"help"}, pass_mocks=False)
+    async def test_help_fuzzy_matching(self):
+        """Test fuzzy matching of commands when called from help."""
+        result = await self.bot.help_command.command_not_found("holp")
+
+        match = {"help": rapidfuzz.fuzz.ratio("help", "holp")}
+        self.assertEqual(match, result.possible_matches)
diff --git a/tests/bot/exts/info/test_information.py b/tests/bot/exts/info/test_information.py
index 770660fe3..30e5258fb 100644
--- a/tests/bot/exts/info/test_information.py
+++ b/tests/bot/exts/info/test_information.py
@@ -42,7 +42,7 @@ class InformationCogTests(unittest.IsolatedAsyncioTestCase):
         embed = kwargs.pop('embed')
 
         self.assertEqual(embed.title, "Role information (Total 1 role)")
-        self.assertEqual(embed.colour, discord.Colour.blurple())
+        self.assertEqual(embed.colour, discord.Colour.og_blurple())
         self.assertEqual(embed.description, f"\n`{self.moderator_role.id}` - {self.moderator_role.mention}\n")
 
     async def test_role_info_command(self):
@@ -50,7 +50,7 @@ class InformationCogTests(unittest.IsolatedAsyncioTestCase):
         dummy_role = helpers.MockRole(
             name="Dummy",
             id=112233445566778899,
-            colour=discord.Colour.blurple(),
+            colour=discord.Colour.og_blurple(),
             position=10,
             members=[self.ctx.author],
             permissions=discord.Permissions(0)
@@ -80,7 +80,7 @@ class InformationCogTests(unittest.IsolatedAsyncioTestCase):
         admin_embed = admin_kwargs["embed"]
 
         self.assertEqual(dummy_embed.title, "Dummy info")
-        self.assertEqual(dummy_embed.colour, discord.Colour.blurple())
+        self.assertEqual(dummy_embed.colour, discord.Colour.og_blurple())
 
         self.assertEqual(dummy_embed.fields[0].value, str(dummy_role.id))
         self.assertEqual(dummy_embed.fields[1].value, f"#{dummy_role.colour.value:0>6x}")
@@ -262,7 +262,6 @@ class UserInfractionHelperMethodTests(unittest.IsolatedAsyncioTestCase):
         await self._method_subtests(self.cog.user_nomination_counts, test_values, header)
 
 
[email protected]("bot.exts.info.information.time_since", new=unittest.mock.MagicMock(return_value="1 year ago"))
 @unittest.mock.patch("bot.exts.info.information.constants.MODERATION_CHANNELS", new=[50])
 class UserEmbedTests(unittest.IsolatedAsyncioTestCase):
     """Tests for the creation of the `!user` embed."""
@@ -277,6 +276,10 @@ class UserEmbedTests(unittest.IsolatedAsyncioTestCase):
         f"{COG_PATH}.basic_user_infraction_counts",
         new=unittest.mock.AsyncMock(return_value=("Infractions", "basic infractions"))
     )
+    @unittest.mock.patch(
+        f"{COG_PATH}.user_messages",
+        new=unittest.mock.AsyncMock(return_value=("Messsages", "user message count"))
+    )
     async def test_create_user_embed_uses_string_representation_of_user_in_title_if_nick_is_not_available(self):
         """The embed should use the string representation of the user if they don't have a nick."""
         ctx = helpers.MockContext(channel=helpers.MockTextChannel(id=1))
@@ -286,7 +289,7 @@ class UserEmbedTests(unittest.IsolatedAsyncioTestCase):
         user.__str__ = unittest.mock.Mock(return_value="Mr. Hemlock")
         user.colour = 0
 
-        embed = await self.cog.create_user_embed(ctx, user)
+        embed = await self.cog.create_user_embed(ctx, user, False)
 
         self.assertEqual(embed.title, "Mr. Hemlock")
 
@@ -294,6 +297,10 @@ class UserEmbedTests(unittest.IsolatedAsyncioTestCase):
         f"{COG_PATH}.basic_user_infraction_counts",
         new=unittest.mock.AsyncMock(return_value=("Infractions", "basic infractions"))
     )
+    @unittest.mock.patch(
+        f"{COG_PATH}.user_messages",
+        new=unittest.mock.AsyncMock(return_value=("Messsages", "user message count"))
+    )
     async def test_create_user_embed_uses_nick_in_title_if_available(self):
         """The embed should use the nick if it's available."""
         ctx = helpers.MockContext(channel=helpers.MockTextChannel(id=1))
@@ -303,7 +310,7 @@ class UserEmbedTests(unittest.IsolatedAsyncioTestCase):
         user.__str__ = unittest.mock.Mock(return_value="Mr. Hemlock")
         user.colour = 0
 
-        embed = await self.cog.create_user_embed(ctx, user)
+        embed = await self.cog.create_user_embed(ctx, user, False)
 
         self.assertEqual(embed.title, "Cat lover (Mr. Hemlock)")
 
@@ -311,6 +318,10 @@ class UserEmbedTests(unittest.IsolatedAsyncioTestCase):
         f"{COG_PATH}.basic_user_infraction_counts",
         new=unittest.mock.AsyncMock(return_value=("Infractions", "basic infractions"))
     )
+    @unittest.mock.patch(
+        f"{COG_PATH}.user_messages",
+        new=unittest.mock.AsyncMock(return_value=("Messsages", "user message count"))
+    )
     async def test_create_user_embed_ignores_everyone_role(self):
         """Created `!user` embeds should not contain mention of the @everyone-role."""
         ctx = helpers.MockContext(channel=helpers.MockTextChannel(id=1))
@@ -319,13 +330,17 @@ class UserEmbedTests(unittest.IsolatedAsyncioTestCase):
         # A `MockMember` has the @Everyone role by default; we add the Admins to that.
         user = helpers.MockMember(roles=[admins_role], colour=100)
 
-        embed = await self.cog.create_user_embed(ctx, user)
+        embed = await self.cog.create_user_embed(ctx, user, False)
 
         self.assertIn("&Admins", embed.fields[1].value)
         self.assertNotIn("&Everyone", embed.fields[1].value)
 
     @unittest.mock.patch(f"{COG_PATH}.expanded_user_infraction_counts", new_callable=unittest.mock.AsyncMock)
     @unittest.mock.patch(f"{COG_PATH}.user_nomination_counts", new_callable=unittest.mock.AsyncMock)
+    @unittest.mock.patch(
+        f"{COG_PATH}.user_messages",
+        new=unittest.mock.AsyncMock(return_value=("Messsages", "user message count"))
+    )
     async def test_create_user_embed_expanded_information_in_moderation_channels(
             self,
             nomination_counts,
@@ -340,14 +355,14 @@ class UserEmbedTests(unittest.IsolatedAsyncioTestCase):
         nomination_counts.return_value = ("Nominations", "nomination info")
 
         user = helpers.MockMember(id=314, roles=[moderators_role], colour=100)
-        embed = await self.cog.create_user_embed(ctx, user)
+        embed = await self.cog.create_user_embed(ctx, user, False)
 
         infraction_counts.assert_called_once_with(user)
         nomination_counts.assert_called_once_with(user)
 
         self.assertEqual(
             textwrap.dedent(f"""
-                Created: {"1 year ago"}
+                Created: {"<t:1:R>"}
                 Profile: {user.mention}
                 ID: {user.id}
             """).strip(),
@@ -356,7 +371,7 @@ class UserEmbedTests(unittest.IsolatedAsyncioTestCase):
 
         self.assertEqual(
             textwrap.dedent(f"""
-                Joined: {"1 year ago"}
+                Joined: {"<t:1:R>"}
                 Verified: {"True"}
                 Roles: &Moderators
             """).strip(),
@@ -364,22 +379,28 @@ class UserEmbedTests(unittest.IsolatedAsyncioTestCase):
         )
 
     @unittest.mock.patch(f"{COG_PATH}.basic_user_infraction_counts", new_callable=unittest.mock.AsyncMock)
-    async def test_create_user_embed_basic_information_outside_of_moderation_channels(self, infraction_counts):
+    @unittest.mock.patch(f"{COG_PATH}.user_messages", new_callable=unittest.mock.AsyncMock)
+    async def test_create_user_embed_basic_information_outside_of_moderation_channels(
+        self,
+        user_messages,
+        infraction_counts,
+    ):
         """The embed should contain only basic infraction data outside of mod channels."""
         ctx = helpers.MockContext(channel=helpers.MockTextChannel(id=100))
 
         moderators_role = helpers.MockRole(name='Moderators')
 
         infraction_counts.return_value = ("Infractions", "basic infractions info")
+        user_messages.return_value = ("Messages", "user message counts")
 
         user = helpers.MockMember(id=314, roles=[moderators_role], colour=100)
-        embed = await self.cog.create_user_embed(ctx, user)
+        embed = await self.cog.create_user_embed(ctx, user, False)
 
         infraction_counts.assert_called_once_with(user)
 
         self.assertEqual(
             textwrap.dedent(f"""
-                Created: {"1 year ago"}
+                Created: {"<t:1:R>"}
                 Profile: {user.mention}
                 ID: {user.id}
             """).strip(),
@@ -388,21 +409,30 @@ class UserEmbedTests(unittest.IsolatedAsyncioTestCase):
 
         self.assertEqual(
             textwrap.dedent(f"""
-                Joined: {"1 year ago"}
+                Joined: {"<t:1:R>"}
                 Roles: &Moderators
             """).strip(),
             embed.fields[1].value
         )
 
         self.assertEqual(
-            "basic infractions info",
+            "user message counts",
             embed.fields[2].value
         )
 
+        self.assertEqual(
+            "basic infractions info",
+            embed.fields[3].value
+        )
+
     @unittest.mock.patch(
         f"{COG_PATH}.basic_user_infraction_counts",
         new=unittest.mock.AsyncMock(return_value=("Infractions", "basic infractions"))
     )
+    @unittest.mock.patch(
+        f"{COG_PATH}.user_messages",
+        new=unittest.mock.AsyncMock(return_value=("Messsages", "user message count"))
+    )
     async def test_create_user_embed_uses_top_role_colour_when_user_has_roles(self):
         """The embed should be created with the colour of the top role, if a top role is available."""
         ctx = helpers.MockContext()
@@ -410,7 +440,7 @@ class UserEmbedTests(unittest.IsolatedAsyncioTestCase):
         moderators_role = helpers.MockRole(name='Moderators')
 
         user = helpers.MockMember(id=314, roles=[moderators_role], colour=100)
-        embed = await self.cog.create_user_embed(ctx, user)
+        embed = await self.cog.create_user_embed(ctx, user, False)
 
         self.assertEqual(embed.colour, discord.Colour(100))
 
@@ -418,28 +448,35 @@ class UserEmbedTests(unittest.IsolatedAsyncioTestCase):
         f"{COG_PATH}.basic_user_infraction_counts",
         new=unittest.mock.AsyncMock(return_value=("Infractions", "basic infractions"))
     )
-    async def test_create_user_embed_uses_blurple_colour_when_user_has_no_roles(self):
-        """The embed should be created with a blurple colour if the user has no assigned roles."""
+    @unittest.mock.patch(
+        f"{COG_PATH}.user_messages",
+        new=unittest.mock.AsyncMock(return_value=("Messsages", "user message count"))
+    )
+    async def test_create_user_embed_uses_og_blurple_colour_when_user_has_no_roles(self):
+        """The embed should be created with the og blurple colour if the user has no assigned roles."""
         ctx = helpers.MockContext()
 
         user = helpers.MockMember(id=217, colour=discord.Colour.default())
-        embed = await self.cog.create_user_embed(ctx, user)
+        embed = await self.cog.create_user_embed(ctx, user, False)
 
-        self.assertEqual(embed.colour, discord.Colour.blurple())
+        self.assertEqual(embed.colour, discord.Colour.og_blurple())
 
     @unittest.mock.patch(
         f"{COG_PATH}.basic_user_infraction_counts",
         new=unittest.mock.AsyncMock(return_value=("Infractions", "basic infractions"))
     )
+    @unittest.mock.patch(
+        f"{COG_PATH}.user_messages",
+        new=unittest.mock.AsyncMock(return_value=("Messsages", "user message count"))
+    )
     async def test_create_user_embed_uses_png_format_of_user_avatar_as_thumbnail(self):
         """The embed thumbnail should be set to the user's avatar in `png` format."""
         ctx = helpers.MockContext()
 
         user = helpers.MockMember(id=217, colour=0)
-        user.avatar_url_as.return_value = "avatar url"
-        embed = await self.cog.create_user_embed(ctx, user)
+        user.display_avatar.url = "avatar url"
+        embed = await self.cog.create_user_embed(ctx, user, False)
 
-        user.avatar_url_as.assert_called_once_with(static_format="png")
         self.assertEqual(embed.thumbnail.url, "avatar url")
 
 
@@ -491,7 +528,7 @@ class UserCommandTests(unittest.IsolatedAsyncioTestCase):
 
         await self.cog.user_info(self.cog, ctx)
 
-        create_embed.assert_called_once_with(ctx, self.author)
+        create_embed.assert_called_once_with(ctx, self.author, False)
         ctx.send.assert_called_once()
 
     @unittest.mock.patch("bot.exts.info.information.Information.create_user_embed")
@@ -502,28 +539,28 @@ class UserCommandTests(unittest.IsolatedAsyncioTestCase):
 
         await self.cog.user_info(self.cog, ctx, self.author)
 
-        create_embed.assert_called_once_with(ctx, self.author)
+        create_embed.assert_called_once_with(ctx, self.author, False)
         ctx.send.assert_called_once()
 
     @unittest.mock.patch("bot.exts.info.information.Information.create_user_embed")
     async def test_staff_members_can_bypass_channel_restriction(self, create_embed, constants):
         """Staff members should be able to bypass the bot-commands channel restriction."""
-        constants.STAFF_ROLES = [self.moderator_role.id]
+        constants.STAFF_PARTNERS_COMMUNITY_ROLES = [self.moderator_role.id]
         ctx = helpers.MockContext(author=self.moderator, channel=helpers.MockTextChannel(id=200))
 
         await self.cog.user_info(self.cog, ctx)
 
-        create_embed.assert_called_once_with(ctx, self.moderator)
+        create_embed.assert_called_once_with(ctx, self.moderator, False)
         ctx.send.assert_called_once()
 
     @unittest.mock.patch("bot.exts.info.information.Information.create_user_embed")
     async def test_moderators_can_target_another_member(self, create_embed, constants):
         """A moderator should be able to use `!user` targeting another user."""
         constants.MODERATION_ROLES = [self.moderator_role.id]
-        constants.STAFF_ROLES = [self.moderator_role.id]
+        constants.STAFF_PARTNERS_COMMUNITY_ROLES = [self.moderator_role.id]
         ctx = helpers.MockContext(author=self.moderator, channel=helpers.MockTextChannel(id=50))
 
         await self.cog.user_info(self.cog, ctx, self.target)
 
-        create_embed.assert_called_once_with(ctx, self.target)
+        create_embed.assert_called_once_with(ctx, self.target, False)
         ctx.send.assert_called_once()
diff --git a/tests/bot/exts/moderation/infraction/test_infractions.py b/tests/bot/exts/moderation/infraction/test_infractions.py
index b9d527770..4d01e18a5 100644
--- a/tests/bot/exts/moderation/infraction/test_infractions.py
+++ b/tests/bot/exts/moderation/infraction/test_infractions.py
@@ -3,6 +3,8 @@ import textwrap
 import unittest
 from unittest.mock import ANY, AsyncMock, MagicMock, Mock, patch
 
+from discord.errors import NotFound
+
 from bot.constants import Event
 from bot.exts.moderation.infraction import _utils
 from bot.exts.moderation.infraction.infractions import Infractions
@@ -13,12 +15,13 @@ class TruncationTests(unittest.IsolatedAsyncioTestCase):
     """Tests for ban and kick command reason truncation."""
 
     def setUp(self):
+        self.me = MockMember(id=7890, roles=[MockRole(id=7890, position=5)])
         self.bot = MockBot()
         self.cog = Infractions(self.bot)
-        self.user = MockMember(id=1234, top_role=MockRole(id=3577, position=10))
-        self.target = MockMember(id=1265, top_role=MockRole(id=9876, position=0))
+        self.user = MockMember(id=1234, roles=[MockRole(id=3577, position=10)])
+        self.target = MockMember(id=1265, roles=[MockRole(id=9876, position=1)])
         self.guild = MockGuild(id=4567)
-        self.ctx = MockContext(bot=self.bot, author=self.user, guild=self.guild)
+        self.ctx = MockContext(me=self.me, bot=self.bot, author=self.user, guild=self.guild)
 
     @patch("bot.exts.moderation.infraction._utils.get_active_infraction")
     @patch("bot.exts.moderation.infraction._utils.post_infraction")
@@ -64,8 +67,8 @@ class VoiceBanTests(unittest.IsolatedAsyncioTestCase):
 
     def setUp(self):
         self.bot = MockBot()
-        self.mod = MockMember(top_role=10)
-        self.user = MockMember(top_role=1, roles=[MockRole(id=123456)])
+        self.mod = MockMember(roles=[MockRole(id=7890123, position=10)])
+        self.user = MockMember(roles=[MockRole(id=123456, position=1)])
         self.guild = MockGuild()
         self.ctx = MockContext(bot=self.bot, author=self.mod)
         self.cog = Infractions(self.bot)
@@ -195,7 +198,8 @@ class VoiceBanTests(unittest.IsolatedAsyncioTestCase):
     async def test_voice_unban_user_not_found(self):
         """Should include info to return dict when user was not found from guild."""
         self.guild.get_member.return_value = None
-        result = await self.cog.pardon_voice_ban(self.user.id, self.guild, "foobar")
+        self.guild.fetch_member.side_effect = NotFound(Mock(status=404), "Not found")
+        result = await self.cog.pardon_voice_ban(self.user.id, self.guild)
         self.assertEqual(result, {"Info": "User was not found in the guild."})
 
     @patch("bot.exts.moderation.infraction.infractions._utils.notify_pardon")
@@ -206,7 +210,7 @@ class VoiceBanTests(unittest.IsolatedAsyncioTestCase):
         notify_pardon_mock.return_value = True
         format_user_mock.return_value = "my-user"
 
-        result = await self.cog.pardon_voice_ban(self.user.id, self.guild, "foobar")
+        result = await self.cog.pardon_voice_ban(self.user.id, self.guild)
         self.assertEqual(result, {
             "Member": "my-user",
             "DM": "Sent"
@@ -221,7 +225,7 @@ class VoiceBanTests(unittest.IsolatedAsyncioTestCase):
         notify_pardon_mock.return_value = False
         format_user_mock.return_value = "my-user"
 
-        result = await self.cog.pardon_voice_ban(self.user.id, self.guild, "foobar")
+        result = await self.cog.pardon_voice_ban(self.user.id, self.guild)
         self.assertEqual(result, {
             "Member": "my-user",
             "DM": "**Failed**"
diff --git a/tests/bot/exts/moderation/infraction/test_utils.py b/tests/bot/exts/moderation/infraction/test_utils.py
index ee9ff650c..350274ecd 100644
--- a/tests/bot/exts/moderation/infraction/test_utils.py
+++ b/tests/bot/exts/moderation/infraction/test_utils.py
@@ -94,8 +94,8 @@ class ModerationUtilsTests(unittest.IsolatedAsyncioTestCase):
         test_case = namedtuple("test_case", ["get_return_value", "expected_output", "infraction_nr", "send_msg"])
         test_cases = [
             test_case([], None, None, True),
-            test_case([{"id": 123987}], {"id": 123987}, "123987", False),
-            test_case([{"id": 123987}], {"id": 123987}, "123987", True)
+            test_case([{"id": 123987, "type": "ban"}], {"id": 123987, "type": "ban"}, "123987", False),
+            test_case([{"id": 123987, "type": "ban"}], {"id": 123987, "type": "ban"}, "123987", True)
         ]
 
         for case in test_cases:
@@ -132,95 +132,103 @@ class ModerationUtilsTests(unittest.IsolatedAsyncioTestCase):
         """
         test_cases = [
             {
-                "args": (self.user, "ban", "2020-02-26 09:20 (23 hours and 59 minutes)"),
+                "args": (self.bot, self.user, 0, "ban", "2020-02-26 09:20 (23 hours and 59 minutes)"),
                 "expected_output": Embed(
                     title=utils.INFRACTION_TITLE,
                     description=utils.INFRACTION_DESCRIPTION_TEMPLATE.format(
                         type="Ban",
                         expires="2020-02-26 09:20 (23 hours and 59 minutes)",
                         reason="No reason provided."
-                    ),
+                    ) + utils.INFRACTION_APPEAL_SERVER_FOOTER,
                     colour=Colours.soft_red,
                     url=utils.RULES_URL
                 ).set_author(
                     name=utils.INFRACTION_AUTHOR_NAME,
                     url=utils.RULES_URL,
                     icon_url=Icons.token_removed
-                ).set_footer(text=utils.INFRACTION_APPEAL_MODMAIL_FOOTER),
+                ),
                 "send_result": True
             },
             {
-                "args": (self.user, "warning", None, "Test reason."),
+                "args": (self.bot, self.user, 0, "warning", None, "Test reason."),
                 "expected_output": Embed(
                     title=utils.INFRACTION_TITLE,
                     description=utils.INFRACTION_DESCRIPTION_TEMPLATE.format(
                         type="Warning",
                         expires="N/A",
                         reason="Test reason."
-                    ),
+                    ) + utils.INFRACTION_APPEAL_MODMAIL_FOOTER,
                     colour=Colours.soft_red,
                     url=utils.RULES_URL
                 ).set_author(
                     name=utils.INFRACTION_AUTHOR_NAME,
                     url=utils.RULES_URL,
                     icon_url=Icons.token_removed
-                ).set_footer(text=utils.INFRACTION_APPEAL_MODMAIL_FOOTER),
+                ),
                 "send_result": False
             },
             # Note that this test case asserts that the DM that *would* get sent to the user is formatted
             # correctly, even though that message is deliberately never sent.
             {
-                "args": (self.user, "note", None, None, Icons.defcon_denied),
+                "args": (self.bot, self.user, 0, "note", None, None, Icons.defcon_denied),
                 "expected_output": Embed(
                     title=utils.INFRACTION_TITLE,
                     description=utils.INFRACTION_DESCRIPTION_TEMPLATE.format(
                         type="Note",
                         expires="N/A",
                         reason="No reason provided."
-                    ),
+                    ) + utils.INFRACTION_APPEAL_MODMAIL_FOOTER,
                     colour=Colours.soft_red,
                     url=utils.RULES_URL
                 ).set_author(
                     name=utils.INFRACTION_AUTHOR_NAME,
                     url=utils.RULES_URL,
                     icon_url=Icons.defcon_denied
-                ).set_footer(text=utils.INFRACTION_APPEAL_MODMAIL_FOOTER),
+                ),
                 "send_result": False
             },
             {
-                "args": (self.user, "mute", "2020-02-26 09:20 (23 hours and 59 minutes)", "Test", Icons.defcon_denied),
+                "args": (
+                    self.bot,
+                    self.user,
+                    0,
+                    "mute",
+                    "2020-02-26 09:20 (23 hours and 59 minutes)",
+                    "Test",
+                    Icons.defcon_denied
+                ),
                 "expected_output": Embed(
                     title=utils.INFRACTION_TITLE,
                     description=utils.INFRACTION_DESCRIPTION_TEMPLATE.format(
                         type="Mute",
                         expires="2020-02-26 09:20 (23 hours and 59 minutes)",
                         reason="Test"
-                    ),
+                    ) + utils.INFRACTION_APPEAL_MODMAIL_FOOTER,
                     colour=Colours.soft_red,
                     url=utils.RULES_URL
                 ).set_author(
                     name=utils.INFRACTION_AUTHOR_NAME,
                     url=utils.RULES_URL,
                     icon_url=Icons.defcon_denied
-                ).set_footer(text=utils.INFRACTION_APPEAL_MODMAIL_FOOTER),
+                ),
                 "send_result": False
             },
             {
-                "args": (self.user, "mute", None, "foo bar" * 4000, Icons.defcon_denied),
+                "args": (self.bot, self.user, 0, "mute", None, "foo bar" * 4000, Icons.defcon_denied),
                 "expected_output": Embed(
                     title=utils.INFRACTION_TITLE,
                     description=utils.INFRACTION_DESCRIPTION_TEMPLATE.format(
                         type="Mute",
                         expires="N/A",
                         reason="foo bar" * 4000
-                    )[:2045] + "...",
+                    )[:4093-utils.LONGEST_EXTRAS] + "..." + utils.INFRACTION_APPEAL_MODMAIL_FOOTER,
                     colour=Colours.soft_red,
                     url=utils.RULES_URL
                 ).set_author(
                     name=utils.INFRACTION_AUTHOR_NAME,
                     url=utils.RULES_URL,
                     icon_url=Icons.defcon_denied
-                ).set_footer(text=utils.INFRACTION_APPEAL_MODMAIL_FOOTER),
+                ),
                 "send_result": True
             }
         ]
@@ -238,7 +246,7 @@ class ModerationUtilsTests(unittest.IsolatedAsyncioTestCase):
 
                 self.assertEqual(embed.to_dict(), case["expected_output"].to_dict())
 
-                send_private_embed_mock.assert_awaited_once_with(case["args"][0], embed)
+                send_private_embed_mock.assert_awaited_once_with(case["args"][1], embed)
 
     @patch("bot.exts.moderation.infraction._utils.send_private_embed")
     async def test_notify_pardon(self, send_private_embed_mock):
@@ -313,7 +321,8 @@ class TestPostInfraction(unittest.IsolatedAsyncioTestCase):
             "type": "ban",
             "user": self.member.id,
             "active": False,
-            "expires_at": now.isoformat()
+            "expires_at": now.isoformat(),
+            "dm_sent": False
         }
 
         self.ctx.bot.api_client.post.return_value = "foo"
@@ -350,7 +359,8 @@ class TestPostInfraction(unittest.IsolatedAsyncioTestCase):
             "reason": "Test reason",
             "type": "mute",
             "user": self.user.id,
-            "active": True
+            "active": True,
+            "dm_sent": False
         }
 
         self.bot.api_client.post.side_effect = [ResponseCodeError(MagicMock(status=400), {"user": "foo"}), "foo"]
diff --git a/tests/bot/exts/moderation/test_incidents.py b/tests/bot/exts/moderation/test_incidents.py
index cbf7f7bcf..cfe0c4b03 100644
--- a/tests/bot/exts/moderation/test_incidents.py
+++ b/tests/bot/exts/moderation/test_incidents.py
@@ -3,23 +3,19 @@ import enum
 import logging
 import typing as t
 import unittest
-from unittest.mock import AsyncMock, MagicMock, call, patch
+from unittest import mock
+from unittest.mock import AsyncMock, MagicMock, Mock, call, patch
 
 import aiohttp
 import discord
+from async_rediscache import RedisSession
 
 from bot.constants import Colours
 from bot.exts.moderation import incidents
+from bot.utils.messages import format_user
 from tests.helpers import (
-    MockAsyncWebhook,
-    MockAttachment,
-    MockBot,
-    MockMember,
-    MockMessage,
-    MockReaction,
-    MockRole,
-    MockTextChannel,
-    MockUser,
+    MockAsyncWebhook, MockAttachment, MockBot, MockMember, MockMessage, MockReaction, MockRole, MockTextChannel,
+    MockUser
 )
 
 
@@ -283,6 +279,22 @@ class TestIncidents(unittest.IsolatedAsyncioTestCase):
     the instance as they wish.
     """
 
+    session = None
+
+    async def flush(self):
+        """Flush everything from the database to prevent carry-overs between tests."""
+        with await self.session.pool as connection:
+            await connection.flushall()
+
+    async def asyncSetUp(self):  # noqa: N802
+        self.session = RedisSession(use_fakeredis=True)
+        await self.session.connect()
+        await self.flush()
+
+    async def asyncTearDown(self):  # noqa: N802
+        if self.session:
+            await self.session.close()
+
     def setUp(self):
         """
         Prepare a fresh `Incidents` instance for each test.
@@ -379,7 +391,7 @@ class TestArchive(TestIncidents):
         # Define our own `incident` to be archived
         incident = MockMessage(
             content="this is an incident",
-            author=MockUser(name="author_name", avatar_url="author_avatar"),
+            author=MockUser(name="author_name", display_avatar=Mock(url="author_avatar")),
             id=123,
         )
         built_embed = MagicMock(discord.Embed, id=123)  # We patch `make_embed` to return this
@@ -513,7 +525,7 @@ class TestProcessEvent(TestIncidents):
         with patch("bot.exts.moderation.incidents.Incidents.make_confirmation_task", mock_task):
             await self.cog_instance.process_event(
                 reaction=incidents.Signal.ACTIONED.value,
-                incident=MockMessage(),
+                incident=MockMessage(id=123),
                 member=MockMember(roles=[MockRole(id=1)])
             )
 
@@ -533,7 +545,7 @@ class TestProcessEvent(TestIncidents):
             with patch("bot.exts.moderation.incidents.Incidents.make_confirmation_task", mock_task):
                 await self.cog_instance.process_event(
                     reaction=incidents.Signal.ACTIONED.value,
-                    incident=MockMessage(),
+                    incident=MockMessage(id=123),
                     member=MockMember(roles=[MockRole(id=1)])
                 )
         except asyncio.TimeoutError:
@@ -768,3 +780,74 @@ class TestOnMessage(TestIncidents):
             await self.cog_instance.on_message(MockMessage())
 
         mock_add_signals.assert_not_called()
+
+
+class TestMessageLinkEmbeds(TestIncidents):
+    """Tests for `extract_message_links` coroutine."""
+
+    async def test_shorten_text(self):
+        """Test all cases of text shortening by mocking messages."""
+        tests = {
+            "thisisasingleword"*10: "thisisasinglewordthisisasinglewordthisisasinglewor...",
+
+            "\n".join("Lets make a new line test".split()): "Lets\nmake\na...",
+
+            'Hello, World!' * 300: (
+                "Hello, World!Hello, World!Hello, World!Hello, World!Hello, World!Hello, World!Hello, World!"
+                "Hello, World!Hello, World!Hello, World!Hello, World!Hello, World!Hello, World!Hello, World!"
+                "Hello, World!Hello, World!Hello, World!Hello, World!Hello, World!Hello, World!Hello, World!"
+                "Hello, World!Hello, World!H..."
+            )
+        }
+
+        for content, expected_conversion in tests.items():
+            with self.subTest(content=content, expected_conversion=expected_conversion):
+                conversion = incidents.shorten_text(content)
+                self.assertEqual(conversion, expected_conversion)
+
+    async def extract_and_form_message_link_embeds(self):
+        """
+        Extract message links from a mocked message and form the message link embed.
+
+        Considers all types of message links, discord supports.
+        """
+        self.guild_id_patcher = mock.patch("bot.exts.backend.sync._cog.constants.Guild.id", 5)
+        self.guild_id = self.guild_id_patcher.start()
+
+        msg = MockMessage(id=555, content="Hello, World!" * 3000)
+        msg.channel.mention = "#lemonade-stand"
+
+        msg_links = [
+            # Valid Message links
+            f"https://discord.com/channels/{self.guild_id}/{msg.channel.discord_id}/{msg.discord_id}",
+            f"http://canary.discord.com/channels/{self.guild_id}/{msg.channel.discord_id}/{msg.discord_id}",
+
+            # Invalid Message links
+            f"https://discord.com/channels/{msg.channel.discord_id}/{msg.discord_id}",
+            f"https://discord.com/channels/{self.guild_id}/{msg.channel.discord_id}000/{msg.discord_id}",
+        ]
+
+        incident_msg = MockMessage(
+            id=777,
+            content=(
+                f"I would like to report the following messages, "
+                f"as they break our rules: \n{', '.join(msg_links)}"
+            )
+        )
+
+        with patch(
+                "bot.exts.moderation.incidents.Incidents.extract_message_links", AsyncMock()
+        ) as mock_extract_message_links:
+            embeds = mock_extract_message_links(incident_msg)
+            description = (
+                f"**Author:** {format_user(msg.author)}\n"
+                f"**Channel:** {msg.channel.mention} ({msg.channel.category}/#{msg.channel.name})\n"
+                f"**Content:** {('Hello, World!' * 3000)[:300] + '...'}\n"
+            )
+
+            # Check number of embeds returned with number of valid links
+            self.assertEqual(len(embeds), 2)
+
+            # Check for the embed descriptions
+            for embed in embeds:
+                self.assertEqual(embed.description, description)
diff --git a/tests/bot/exts/moderation/test_modlog.py b/tests/bot/exts/moderation/test_modlog.py
index f8f142484..79e04837d 100644
--- a/tests/bot/exts/moderation/test_modlog.py
+++ b/tests/bot/exts/moderation/test_modlog.py
@@ -25,5 +25,5 @@ class ModLogTests(unittest.IsolatedAsyncioTestCase):
         )
         embed = self.channel.send.call_args[1]["embed"]
         self.assertEqual(
-            embed.description, ("foo bar" * 3000)[:2045] + "..."
+            embed.description, ("foo bar" * 3000)[:4093] + "..."
         )
diff --git a/tests/bot/exts/moderation/test_silence.py b/tests/bot/exts/moderation/test_silence.py
index fa5fc9e81..92ce3418a 100644
--- a/tests/bot/exts/moderation/test_silence.py
+++ b/tests/bot/exts/moderation/test_silence.py
@@ -1,15 +1,19 @@
 import asyncio
+import itertools
 import unittest
 from datetime import datetime, timezone
+from typing import List, Tuple
 from unittest import mock
-from unittest.mock import Mock
+from unittest.mock import AsyncMock, Mock
 
 from async_rediscache import RedisSession
 from discord import PermissionOverwrite
 
-from bot.constants import Channels, Guild, Roles
+from bot.constants import Channels, Guild, MODERATION_ROLES, Roles
 from bot.exts.moderation import silence
-from tests.helpers import MockBot, MockContext, MockTextChannel, autospec
+from tests.helpers import (
+    MockBot, MockContext, MockGuild, MockMember, MockRole, MockTextChannel, MockVoiceChannel, autospec
+)
 
 redis_session = None
 redis_loop = asyncio.get_event_loop()
@@ -149,7 +153,7 @@ class SilenceCogTests(unittest.IsolatedAsyncioTestCase):
         self.assertTrue(self.cog._init_task.cancelled())
 
     @autospec("discord.ext.commands", "has_any_role")
-    @mock.patch.object(silence, "MODERATION_ROLES", new=(1, 2, 3))
+    @mock.patch.object(silence.constants, "MODERATION_ROLES", new=(1, 2, 3))
     async def test_cog_check(self, role_check):
         """Role check was called with `MODERATION_ROLES`"""
         ctx = MockContext()
@@ -159,6 +163,170 @@ class SilenceCogTests(unittest.IsolatedAsyncioTestCase):
         role_check.assert_called_once_with(*(1, 2, 3))
         role_check.return_value.predicate.assert_awaited_once_with(ctx)
 
+    async def test_force_voice_sync(self):
+        """Tests the _force_voice_sync helper function."""
+        await self.cog._async_init()
+
+        # Create a regular member, and one member for each of the moderation roles
+        moderation_members = [MockMember(roles=[MockRole(id=role)]) for role in MODERATION_ROLES]
+        members = [MockMember(), *moderation_members]
+
+        channel = MockVoiceChannel(members=members)
+
+        await self.cog._force_voice_sync(channel)
+        for member in members:
+            if member in moderation_members:
+                member.move_to.assert_not_called()
+            else:
+                self.assertEqual(member.move_to.call_count, 2)
+                calls = member.move_to.call_args_list
+
+                # Tests that the member was moved to the afk channel, and back.
+                self.assertEqual((channel.guild.afk_channel,), calls[0].args)
+                self.assertEqual((channel,), calls[1].args)
+
+    async def test_force_voice_sync_no_channel(self):
+        """Test to ensure _force_voice_sync can create its own voice channel if one is not available."""
+        await self.cog._async_init()
+
+        channel = MockVoiceChannel(guild=MockGuild(afk_channel=None))
+        new_channel = MockVoiceChannel(delete=AsyncMock())
+        channel.guild.create_voice_channel.return_value = new_channel
+
+        await self.cog._force_voice_sync(channel)
+
+        # Check channel creation
+        overwrites = {
+            channel.guild.default_role: PermissionOverwrite(speak=False, connect=False, view_channel=False)
+        }
+        channel.guild.create_voice_channel.assert_awaited_once_with("mute-temp", overwrites=overwrites)
+
+        # Check bot deleted channel
+        new_channel.delete.assert_awaited_once()
+
+    async def test_voice_kick(self):
+        """Test to ensure kick function can remove all members from a voice channel."""
+        await self.cog._async_init()
+
+        # Create a regular member, and one member for each of the moderation roles
+        moderation_members = [MockMember(roles=[MockRole(id=role)]) for role in MODERATION_ROLES]
+        members = [MockMember(), *moderation_members]
+
+        channel = MockVoiceChannel(members=members)
+        await self.cog._kick_voice_members(channel)
+
+        for member in members:
+            if member in moderation_members:
+                member.move_to.assert_not_called()
+            else:
+                self.assertEqual((None,), member.move_to.call_args_list[0].args)
+
+    @staticmethod
+    def create_erroneous_members() -> Tuple[List[MockMember], List[MockMember]]:
+        """
+        Helper method to generate a list of members that error out on move_to call.
+
+        Returns the list of erroneous members,
+        as well as a list of regular and erroneous members combined, in that order.
+        """
+        erroneous_member = MockMember(move_to=AsyncMock(side_effect=Exception()))
+        members = [MockMember(), erroneous_member]
+
+        return erroneous_member, members
+
+    async def test_kick_move_to_error(self):
+        """Test to ensure move_to gets called on all members during kick, even if some fail."""
+        await self.cog._async_init()
+        _, members = self.create_erroneous_members()
+
+        await self.cog._kick_voice_members(MockVoiceChannel(members=members))
+        for member in members:
+            member.move_to.assert_awaited_once()
+
+    async def test_sync_move_to_error(self):
+        """Test to ensure move_to gets called on all members during sync, even if some fail."""
+        await self.cog._async_init()
+        failing_member, members = self.create_erroneous_members()
+
+        await self.cog._force_voice_sync(MockVoiceChannel(members=members))
+        for member in members:
+            self.assertEqual(member.move_to.call_count, 1 if member == failing_member else 2)
+
+
+class SilenceArgumentParserTests(unittest.IsolatedAsyncioTestCase):
+    """Tests for the silence argument parser utility function."""
+
+    def setUp(self):
+        self.bot = MockBot()
+        self.cog = silence.Silence(self.bot)
+        self.cog._init_task = asyncio.Future()
+        self.cog._init_task.set_result(None)
+
+    @autospec(silence.Silence, "send_message", pass_mocks=False)
+    @autospec(silence.Silence, "_set_silence_overwrites", return_value=False, pass_mocks=False)
+    @autospec(silence.Silence, "parse_silence_args")
+    async def test_command(self, parser_mock):
+        """Test that the command passes in the correct arguments for different calls."""
+        test_cases = (
+            (),
+            (15, ),
+            (MockTextChannel(),),
+            (MockTextChannel(), 15),
+        )
+
+        ctx = MockContext()
+        parser_mock.return_value = (ctx.channel, 10)
+
+        for case in test_cases:
+            with self.subTest("Test command converters", args=case):
+                await self.cog.silence.callback(self.cog, ctx, *case)
+
+                try:
+                    first_arg = case[0]
+                except IndexError:
+                    # Default value when the first argument is not passed
+                    first_arg = None
+
+                try:
+                    second_arg = case[1]
+                except IndexError:
+                    # Default value when the second argument is not passed
+                    second_arg = 10
+
+                parser_mock.assert_called_with(ctx, first_arg, second_arg)
+
+    async def test_no_arguments(self):
+        """Test the parser when no arguments are passed to the command."""
+        ctx = MockContext()
+        channel, duration = self.cog.parse_silence_args(ctx, None, 10)
+
+        self.assertEqual(ctx.channel, channel)
+        self.assertEqual(10, duration)
+
+    async def test_channel_only(self):
+        """Test the parser when just the channel argument is passed."""
+        expected_channel = MockTextChannel()
+        actual_channel, duration = self.cog.parse_silence_args(MockContext(), expected_channel, 10)
+
+        self.assertEqual(expected_channel, actual_channel)
+        self.assertEqual(10, duration)
+
+    async def test_duration_only(self):
+        """Test the parser when just the duration argument is passed."""
+        ctx = MockContext()
+        channel, duration = self.cog.parse_silence_args(ctx, 15, 10)
+
+        self.assertEqual(ctx.channel, channel)
+        self.assertEqual(15, duration)
+
+    async def test_all_args(self):
+        """Test the parser when both channel and duration are passed."""
+        expected_channel = MockTextChannel()
+        actual_channel, duration = self.cog.parse_silence_args(MockContext(), expected_channel, 15)
+
+        self.assertEqual(expected_channel, actual_channel)
+        self.assertEqual(15, duration)
+
 
 @autospec(silence.Silence, "previous_overwrites", "unsilence_timestamps", pass_mocks=False)
 class RescheduleTests(unittest.IsolatedAsyncioTestCase):
@@ -235,6 +403,16 @@ class RescheduleTests(unittest.IsolatedAsyncioTestCase):
         self.cog.notifier.add_channel.assert_not_called()
 
 
+def voice_sync_helper(function):
+    """Helper wrapper to test the sync and kick functions for voice channels."""
+    @autospec(silence.Silence, "_force_voice_sync", "_kick_voice_members", "_set_silence_overwrites")
+    async def inner(self, sync, kick, overwrites):
+        overwrites.return_value = True
+        await function(self, MockContext(), sync, kick)
+
+    return inner
+
+
 @autospec(silence.Silence, "previous_overwrites", "unsilence_timestamps", pass_mocks=False)
 class SilenceTests(unittest.IsolatedAsyncioTestCase):
     """Tests for the silence command and its related helper methods."""
@@ -242,7 +420,7 @@ class SilenceTests(unittest.IsolatedAsyncioTestCase):
     @autospec(silence.Silence, "_reschedule", pass_mocks=False)
     @autospec(silence, "Scheduler", "SilenceNotifier", pass_mocks=False)
     def setUp(self) -> None:
-        self.bot = MockBot()
+        self.bot = MockBot(get_channel=lambda _: MockTextChannel())
         self.cog = silence.Silence(self.bot)
         self.cog._init_task = asyncio.Future()
         self.cog._init_task.set_result(None)
@@ -252,62 +430,188 @@ class SilenceTests(unittest.IsolatedAsyncioTestCase):
 
         asyncio.run(self.cog._async_init())  # Populate instance attributes.
 
-        self.channel = MockTextChannel()
-        self.overwrite = PermissionOverwrite(stream=True, send_messages=True, add_reactions=False)
-        self.channel.overwrites_for.return_value = self.overwrite
+        self.text_channel = MockTextChannel()
+        self.text_overwrite = PermissionOverwrite(
+            send_messages=True,
+            add_reactions=False,
+            create_private_threads=True,
+            create_public_threads=False,
+            send_messages_in_threads=True
+        )
+        self.text_channel.overwrites_for.return_value = self.text_overwrite
+
+        self.voice_channel = MockVoiceChannel()
+        self.voice_overwrite = PermissionOverwrite(connect=True, speak=True)
+        self.voice_channel.overwrites_for.return_value = self.voice_overwrite
 
     async def test_sent_correct_message(self):
-        """Appropriate failure/success message was sent by the command."""
+        """Appropriate failure/success message was sent by the command to the correct channel."""
+        # The following test tuples are made up of:
+        # duration, expected message, and the success of the _set_silence_overwrites function
         test_cases = (
             (0.0001, silence.MSG_SILENCE_SUCCESS.format(duration=0.0001), True,),
             (None, silence.MSG_SILENCE_PERMANENT, True,),
             (5, silence.MSG_SILENCE_FAIL, False,),
         )
-        for duration, message, was_silenced in test_cases:
-            ctx = MockContext()
+
+        targets = (MockTextChannel(), MockVoiceChannel(), None)
+
+        for (duration, message, was_silenced), target in itertools.product(test_cases, targets):
             with mock.patch.object(self.cog, "_set_silence_overwrites", return_value=was_silenced):
-                with self.subTest(was_silenced=was_silenced, message=message, duration=duration):
-                    await self.cog.silence.callback(self.cog, ctx, duration)
-                    ctx.send.assert_called_once_with(message)
+                with self.subTest(was_silenced=was_silenced, target=target, message=message):
+                    with mock.patch.object(self.cog, "send_message") as send_message:
+                        ctx = MockContext()
+                        await self.cog.silence.callback(self.cog, ctx, target, duration)
+                        send_message.assert_called_once_with(
+                            message,
+                            ctx.channel,
+                            target or ctx.channel,
+                            alert_target=was_silenced
+                        )
+
+    @voice_sync_helper
+    async def test_sync_called(self, ctx, sync, kick):
+        """Tests if silence command calls sync on a voice channel."""
+        channel = MockVoiceChannel()
+        await self.cog.silence.callback(self.cog, ctx, channel, 10, kick=False)
+
+        sync.assert_awaited_once_with(self.cog, channel)
+        kick.assert_not_called()
+
+    @voice_sync_helper
+    async def test_kick_called(self, ctx, sync, kick):
+        """Tests if silence command calls kick on a voice channel."""
+        channel = MockVoiceChannel()
+        await self.cog.silence.callback(self.cog, ctx, channel, 10, kick=True)
+
+        kick.assert_awaited_once_with(channel)
+        sync.assert_not_called()
+
+    @voice_sync_helper
+    async def test_sync_not_called(self, ctx, sync, kick):
+        """Tests that silence command does not call sync on a text channel."""
+        channel = MockTextChannel()
+        await self.cog.silence.callback(self.cog, ctx, channel, 10, kick=False)
+
+        sync.assert_not_called()
+        kick.assert_not_called()
+
+    @voice_sync_helper
+    async def test_kick_not_called(self, ctx, sync, kick):
+        """Tests that silence command does not call kick on a text channel."""
+        channel = MockTextChannel()
+        await self.cog.silence.callback(self.cog, ctx, channel, 10, kick=True)
+
+        sync.assert_not_called()
+        kick.assert_not_called()
 
     async def test_skipped_already_silenced(self):
         """Permissions were not set and `False` was returned for an already silenced channel."""
         subtests = (
-            (False, PermissionOverwrite(send_messages=False, add_reactions=False)),
-            (True, PermissionOverwrite(send_messages=True, add_reactions=True)),
-            (True, PermissionOverwrite(send_messages=False, add_reactions=False)),
+            (
+                False,
+                MockTextChannel(),
+                PermissionOverwrite(
+                    send_messages=False,
+                    add_reactions=False,
+                    create_private_threads=False,
+                    create_public_threads=False,
+                    send_messages_in_threads=False
+                )
+            ),
+            (
+                True,
+                MockTextChannel(),
+                PermissionOverwrite(
+                    send_messages=True,
+                    add_reactions=True,
+                    create_private_threads=True,
+                    create_public_threads=True,
+                    send_messages_in_threads=True
+                )
+            ),
+            (
+                True,
+                MockTextChannel(),
+                PermissionOverwrite(
+                    send_messages=False,
+                    add_reactions=False,
+                    create_private_threads=False,
+                    create_public_threads=False,
+                    send_messages_in_threads=False
+                )
+            ),
+            (False, MockVoiceChannel(), PermissionOverwrite(connect=False, speak=False)),
+            (True, MockVoiceChannel(), PermissionOverwrite(connect=True, speak=True)),
+            (True, MockVoiceChannel(), PermissionOverwrite(connect=False, speak=False)),
         )
 
-        for contains, overwrite in subtests:
-            with self.subTest(contains=contains, overwrite=overwrite):
+        for contains, channel, overwrite in subtests:
+            with self.subTest(contains=contains, is_text=isinstance(channel, MockTextChannel), overwrite=overwrite):
                 self.cog.scheduler.__contains__.return_value = contains
-                channel = MockTextChannel()
                 channel.overwrites_for.return_value = overwrite
 
                 self.assertFalse(await self.cog._set_silence_overwrites(channel))
                 channel.set_permissions.assert_not_called()
 
-    async def test_silenced_channel(self):
+    async def test_silenced_text_channel(self):
         """Channel had `send_message` and `add_reactions` permissions revoked for verified role."""
-        self.assertTrue(await self.cog._set_silence_overwrites(self.channel))
-        self.assertFalse(self.overwrite.send_messages)
-        self.assertFalse(self.overwrite.add_reactions)
-        self.channel.set_permissions.assert_awaited_once_with(
+        self.assertTrue(await self.cog._set_silence_overwrites(self.text_channel))
+        self.assertFalse(self.text_overwrite.send_messages)
+        self.assertFalse(self.text_overwrite.add_reactions)
+        self.text_channel.set_permissions.assert_awaited_once_with(
             self.cog._everyone_role,
-            overwrite=self.overwrite
+            overwrite=self.text_overwrite
         )
 
-    async def test_preserved_other_overwrites(self):
-        """Channel's other unrelated overwrites were not changed."""
-        prev_overwrite_dict = dict(self.overwrite)
-        await self.cog._set_silence_overwrites(self.channel)
-        new_overwrite_dict = dict(self.overwrite)
+    async def test_silenced_voice_channel_speak(self):
+        """Channel had `speak` permissions revoked for verified role."""
+        self.assertTrue(await self.cog._set_silence_overwrites(self.voice_channel))
+        self.assertFalse(self.voice_overwrite.speak)
+        self.voice_channel.set_permissions.assert_awaited_once_with(
+            self.cog._verified_voice_role,
+            overwrite=self.voice_overwrite
+        )
 
-        # Remove 'send_messages' & 'add_reactions' keys because they were changed by the method.
-        del prev_overwrite_dict['send_messages']
-        del prev_overwrite_dict['add_reactions']
-        del new_overwrite_dict['send_messages']
-        del new_overwrite_dict['add_reactions']
+    async def test_silenced_voice_channel_full(self):
+        """Channel had `speak` and `connect` permissions revoked for verified role."""
+        self.assertTrue(await self.cog._set_silence_overwrites(self.voice_channel, kick=True))
+        self.assertFalse(self.voice_overwrite.speak or self.voice_overwrite.connect)
+        self.voice_channel.set_permissions.assert_awaited_once_with(
+            self.cog._verified_voice_role,
+            overwrite=self.voice_overwrite
+        )
+
+    async def test_preserved_other_overwrites_text(self):
+        """Channel's other unrelated overwrites were not changed for a text channel mute."""
+        prev_overwrite_dict = dict(self.text_overwrite)
+        await self.cog._set_silence_overwrites(self.text_channel)
+        new_overwrite_dict = dict(self.text_overwrite)
+
+        # Remove related permission keys because they were changed by the method.
+        for perm_name in (
+                "send_messages",
+                "add_reactions",
+                "create_private_threads",
+                "create_public_threads",
+                "send_messages_in_threads"
+        ):
+            del prev_overwrite_dict[perm_name]
+            del new_overwrite_dict[perm_name]
+
+        self.assertDictEqual(prev_overwrite_dict, new_overwrite_dict)
+
+    async def test_preserved_other_overwrites_voice(self):
+        """Channel's other unrelated overwrites were not changed for a voice channel mute."""
+        prev_overwrite_dict = dict(self.voice_overwrite)
+        await self.cog._set_silence_overwrites(self.voice_channel)
+        new_overwrite_dict = dict(self.voice_overwrite)
+
+        # Remove 'connect' & 'speak' keys because they were changed by the method.
+        del prev_overwrite_dict['connect']
+        del prev_overwrite_dict['speak']
+        del new_overwrite_dict['connect']
+        del new_overwrite_dict['speak']
 
         self.assertDictEqual(prev_overwrite_dict, new_overwrite_dict)
 
@@ -320,7 +624,7 @@ class SilenceTests(unittest.IsolatedAsyncioTestCase):
     async def test_indefinite_added_to_notifier(self):
         """Channel was added to notifier if a duration was not set for the silence."""
         with mock.patch.object(self.cog, "_set_silence_overwrites", return_value=True):
-            await self.cog.silence.callback(self.cog, MockContext(), None)
+            await self.cog.silence.callback(self.cog, MockContext(), None, None)
             self.cog.notifier.add_channel.assert_called_once()
 
     async def test_silenced_not_added_to_notifier(self):
@@ -331,9 +635,12 @@ class SilenceTests(unittest.IsolatedAsyncioTestCase):
 
     async def test_cached_previous_overwrites(self):
         """Channel's previous overwrites were cached."""
-        overwrite_json = '{"send_messages": true, "add_reactions": false}'
-        await self.cog._set_silence_overwrites(self.channel)
-        self.cog.previous_overwrites.set.assert_called_once_with(self.channel.id, overwrite_json)
+        overwrite_json = (
+            '{"send_messages": true, "add_reactions": false, "create_private_threads": true, '
+            '"create_public_threads": false, "send_messages_in_threads": true}'
+        )
+        await self.cog._set_silence_overwrites(self.text_channel)
+        self.cog.previous_overwrites.set.assert_awaited_once_with(self.text_channel.id, overwrite_json)
 
     @autospec(silence, "datetime")
     async def test_cached_unsilence_time(self, datetime_mock):
@@ -343,7 +650,7 @@ class SilenceTests(unittest.IsolatedAsyncioTestCase):
         timestamp = now_timestamp + duration * 60
         datetime_mock.now.return_value = datetime.fromtimestamp(now_timestamp, tz=timezone.utc)
 
-        ctx = MockContext(channel=self.channel)
+        ctx = MockContext(channel=self.text_channel)
         await self.cog.silence.callback(self.cog, ctx, duration)
 
         self.cog.unsilence_timestamps.set.assert_awaited_once_with(ctx.channel.id, timestamp)
@@ -351,26 +658,33 @@ class SilenceTests(unittest.IsolatedAsyncioTestCase):
 
     async def test_cached_indefinite_time(self):
         """A value of -1 was cached for a permanent silence."""
-        ctx = MockContext(channel=self.channel)
-        await self.cog.silence.callback(self.cog, ctx, None)
+        ctx = MockContext(channel=self.text_channel)
+        await self.cog.silence.callback(self.cog, ctx, None, None)
         self.cog.unsilence_timestamps.set.assert_awaited_once_with(ctx.channel.id, -1)
 
     async def test_scheduled_task(self):
         """An unsilence task was scheduled."""
-        ctx = MockContext(channel=self.channel, invoke=mock.MagicMock())
+        ctx = MockContext(channel=self.text_channel, invoke=mock.MagicMock())
 
         await self.cog.silence.callback(self.cog, ctx, 5)
 
         args = (300, ctx.channel.id, ctx.invoke.return_value)
         self.cog.scheduler.schedule_later.assert_called_once_with(*args)
-        ctx.invoke.assert_called_once_with(self.cog.unsilence)
+        ctx.invoke.assert_called_once_with(self.cog.unsilence, channel=ctx.channel)
 
     async def test_permanent_not_scheduled(self):
         """A task was not scheduled for a permanent silence."""
-        ctx = MockContext(channel=self.channel)
-        await self.cog.silence.callback(self.cog, ctx, None)
+        ctx = MockContext(channel=self.text_channel)
+        await self.cog.silence.callback(self.cog, ctx, None, None)
         self.cog.scheduler.schedule_later.assert_not_called()
 
+    async def test_indefinite_silence(self):
+        """Test silencing a channel forever."""
+        with mock.patch.object(self.cog, "_schedule_unsilence") as unsilence:
+            ctx = MockContext(channel=self.text_channel)
+            await self.cog.silence.callback(self.cog, ctx, -1)
+            unsilence.assert_awaited_once_with(ctx, ctx.channel, None)
+
 
 @autospec(silence.Silence, "unsilence_timestamps", pass_mocks=False)
 class UnsilenceTests(unittest.IsolatedAsyncioTestCase):
@@ -391,9 +705,13 @@ class UnsilenceTests(unittest.IsolatedAsyncioTestCase):
 
         self.cog.scheduler.__contains__.return_value = True
         overwrites_cache.get.return_value = '{"send_messages": true, "add_reactions": false}'
-        self.channel = MockTextChannel()
-        self.overwrite = PermissionOverwrite(stream=True, send_messages=False, add_reactions=False)
-        self.channel.overwrites_for.return_value = self.overwrite
+        self.text_channel = MockTextChannel()
+        self.text_overwrite = PermissionOverwrite(send_messages=False, add_reactions=False)
+        self.text_channel.overwrites_for.return_value = self.text_overwrite
+
+        self.voice_channel = MockVoiceChannel()
+        self.voice_overwrite = PermissionOverwrite(connect=True, speak=True)
+        self.voice_channel.overwrites_for.return_value = self.voice_overwrite
 
     async def test_sent_correct_message(self):
         """Appropriate failure/success message was sent by the command."""
@@ -401,88 +719,128 @@ class UnsilenceTests(unittest.IsolatedAsyncioTestCase):
         test_cases = (
             (True, silence.MSG_UNSILENCE_SUCCESS, unsilenced_overwrite),
             (False, silence.MSG_UNSILENCE_FAIL, unsilenced_overwrite),
-            (False, silence.MSG_UNSILENCE_MANUAL, self.overwrite),
+            (False, silence.MSG_UNSILENCE_MANUAL, self.text_overwrite),
             (False, silence.MSG_UNSILENCE_MANUAL, PermissionOverwrite(send_messages=False)),
             (False, silence.MSG_UNSILENCE_MANUAL, PermissionOverwrite(add_reactions=False)),
         )
-        for was_unsilenced, message, overwrite in test_cases:
+
+        targets = (None, MockTextChannel())
+
+        for (was_unsilenced, message, overwrite), target in itertools.product(test_cases, targets):
             ctx = MockContext()
-            with self.subTest(was_unsilenced=was_unsilenced, message=message, overwrite=overwrite):
-                with mock.patch.object(self.cog, "_unsilence", return_value=was_unsilenced):
-                    ctx.channel.overwrites_for.return_value = overwrite
-                    await self.cog.unsilence.callback(self.cog, ctx)
-                    ctx.channel.send.assert_called_once_with(message)
+            ctx.channel.overwrites_for.return_value = overwrite
+            if target:
+                target.overwrites_for.return_value = overwrite
+
+            with mock.patch.object(self.cog, "_unsilence", return_value=was_unsilenced):
+                with mock.patch.object(self.cog, "send_message") as send_message:
+                    with self.subTest(was_unsilenced=was_unsilenced, overwrite=overwrite, target=target):
+                        await self.cog.unsilence.callback(self.cog, ctx, channel=target)
+
+                        call_args = (message, ctx.channel, target or ctx.channel)
+                        send_message.assert_awaited_once_with(*call_args, alert_target=was_unsilenced)
 
     async def test_skipped_already_unsilenced(self):
         """Permissions were not set and `False` was returned for an already unsilenced channel."""
         self.cog.scheduler.__contains__.return_value = False
         self.cog.previous_overwrites.get.return_value = None
-        channel = MockTextChannel()
 
-        self.assertFalse(await self.cog._unsilence(channel))
-        channel.set_permissions.assert_not_called()
+        for channel in (MockVoiceChannel(), MockTextChannel()):
+            with self.subTest(channel=channel):
+                self.assertFalse(await self.cog._unsilence(channel))
+                channel.set_permissions.assert_not_called()
 
-    async def test_restored_overwrites(self):
-        """Channel's `send_message` and `add_reactions` overwrites were restored."""
-        await self.cog._unsilence(self.channel)
-        self.channel.set_permissions.assert_awaited_once_with(
+    async def test_restored_overwrites_text(self):
+        """Text channel's `send_message` and `add_reactions` overwrites were restored."""
+        await self.cog._unsilence(self.text_channel)
+        self.text_channel.set_permissions.assert_awaited_once_with(
             self.cog._everyone_role,
-            overwrite=self.overwrite,
+            overwrite=self.text_overwrite,
         )
 
         # Recall that these values are determined by the fixture.
-        self.assertTrue(self.overwrite.send_messages)
-        self.assertFalse(self.overwrite.add_reactions)
+        self.assertTrue(self.text_overwrite.send_messages)
+        self.assertFalse(self.text_overwrite.add_reactions)
+
+    async def test_restored_overwrites_voice(self):
+        """Voice channel's `connect` and `speak` overwrites were restored."""
+        await self.cog._unsilence(self.voice_channel)
+        self.voice_channel.set_permissions.assert_awaited_once_with(
+            self.cog._verified_voice_role,
+            overwrite=self.voice_overwrite,
+        )
 
-    async def test_cache_miss_used_default_overwrites(self):
-        """Both overwrites were set to None due previous values not being found in the cache."""
+        # Recall that these values are determined by the fixture.
+        self.assertTrue(self.voice_overwrite.connect)
+        self.assertTrue(self.voice_overwrite.speak)
+
+    async def test_cache_miss_used_default_overwrites_text(self):
+        """Text overwrites were set to None due previous values not being found in the cache."""
         self.cog.previous_overwrites.get.return_value = None
 
-        await self.cog._unsilence(self.channel)
-        self.channel.set_permissions.assert_awaited_once_with(
+        await self.cog._unsilence(self.text_channel)
+        self.text_channel.set_permissions.assert_awaited_once_with(
             self.cog._everyone_role,
-            overwrite=self.overwrite,
+            overwrite=self.text_overwrite,
         )
 
-        self.assertIsNone(self.overwrite.send_messages)
-        self.assertIsNone(self.overwrite.add_reactions)
+        self.assertIsNone(self.text_overwrite.send_messages)
+        self.assertIsNone(self.text_overwrite.add_reactions)
 
-    async def test_cache_miss_sent_mod_alert(self):
-        """A message was sent to the mod alerts channel."""
+    async def test_cache_miss_used_default_overwrites_voice(self):
+        """Voice overwrites were set to None due previous values not being found in the cache."""
         self.cog.previous_overwrites.get.return_value = None
 
-        await self.cog._unsilence(self.channel)
+        await self.cog._unsilence(self.voice_channel)
+        self.voice_channel.set_permissions.assert_awaited_once_with(
+            self.cog._verified_voice_role,
+            overwrite=self.voice_overwrite,
+        )
+
+        self.assertIsNone(self.voice_overwrite.connect)
+        self.assertIsNone(self.voice_overwrite.speak)
+
+    async def test_cache_miss_sent_mod_alert_text(self):
+        """A message was sent to the mod alerts channel upon muting a text channel."""
+        self.cog.previous_overwrites.get.return_value = None
+        await self.cog._unsilence(self.text_channel)
+        self.cog._mod_alerts_channel.send.assert_awaited_once()
+
+    async def test_cache_miss_sent_mod_alert_voice(self):
+        """A message was sent to the mod alerts channel upon muting a voice channel."""
+        self.cog.previous_overwrites.get.return_value = None
+        await self.cog._unsilence(MockVoiceChannel())
         self.cog._mod_alerts_channel.send.assert_awaited_once()
 
     async def test_removed_notifier(self):
         """Channel was removed from `notifier`."""
-        await self.cog._unsilence(self.channel)
-        self.cog.notifier.remove_channel.assert_called_once_with(self.channel)
+        await self.cog._unsilence(self.text_channel)
+        self.cog.notifier.remove_channel.assert_called_once_with(self.text_channel)
 
     async def test_deleted_cached_overwrite(self):
         """Channel was deleted from the overwrites cache."""
-        await self.cog._unsilence(self.channel)
-        self.cog.previous_overwrites.delete.assert_awaited_once_with(self.channel.id)
+        await self.cog._unsilence(self.text_channel)
+        self.cog.previous_overwrites.delete.assert_awaited_once_with(self.text_channel.id)
 
     async def test_deleted_cached_time(self):
         """Channel was deleted from the timestamp cache."""
-        await self.cog._unsilence(self.channel)
-        self.cog.unsilence_timestamps.delete.assert_awaited_once_with(self.channel.id)
+        await self.cog._unsilence(self.text_channel)
+        self.cog.unsilence_timestamps.delete.assert_awaited_once_with(self.text_channel.id)
 
     async def test_cancelled_task(self):
         """The scheduled unsilence task should be cancelled."""
-        await self.cog._unsilence(self.channel)
-        self.cog.scheduler.cancel.assert_called_once_with(self.channel.id)
+        await self.cog._unsilence(self.text_channel)
+        self.cog.scheduler.cancel.assert_called_once_with(self.text_channel.id)
 
-    async def test_preserved_other_overwrites(self):
-        """Channel's other unrelated overwrites were not changed, including cache misses."""
+    async def test_preserved_other_overwrites_text(self):
+        """Text channel's other unrelated overwrites were not changed, including cache misses."""
         for overwrite_json in ('{"send_messages": true, "add_reactions": null}', None):
             with self.subTest(overwrite_json=overwrite_json):
                 self.cog.previous_overwrites.get.return_value = overwrite_json
 
-                prev_overwrite_dict = dict(self.overwrite)
-                await self.cog._unsilence(self.channel)
-                new_overwrite_dict = dict(self.overwrite)
+                prev_overwrite_dict = dict(self.text_overwrite)
+                await self.cog._unsilence(self.text_channel)
+                new_overwrite_dict = dict(self.text_overwrite)
 
                 # Remove these keys because they were modified by the unsilence.
                 del prev_overwrite_dict['send_messages']
@@ -491,3 +849,114 @@ class UnsilenceTests(unittest.IsolatedAsyncioTestCase):
                 del new_overwrite_dict['add_reactions']
 
                 self.assertDictEqual(prev_overwrite_dict, new_overwrite_dict)
+
+    async def test_preserved_other_overwrites_voice(self):
+        """Voice channel's other unrelated overwrites were not changed, including cache misses."""
+        for overwrite_json in ('{"connect": true, "speak": true}', None):
+            with self.subTest(overwrite_json=overwrite_json):
+                self.cog.previous_overwrites.get.return_value = overwrite_json
+
+                prev_overwrite_dict = dict(self.voice_overwrite)
+                await self.cog._unsilence(self.voice_channel)
+                new_overwrite_dict = dict(self.voice_overwrite)
+
+                # Remove these keys because they were modified by the unsilence.
+                del prev_overwrite_dict['connect']
+                del prev_overwrite_dict['speak']
+                del new_overwrite_dict['connect']
+                del new_overwrite_dict['speak']
+
+                self.assertDictEqual(prev_overwrite_dict, new_overwrite_dict)
+
+    async def test_unsilence_role(self):
+        """Tests unsilence_wrapper applies permission to the correct role."""
+        test_cases = (
+            (MockTextChannel(), self.cog.bot.get_guild(Guild.id).default_role),
+            (MockVoiceChannel(), self.cog.bot.get_guild(Guild.id).get_role(Roles.voice_verified))
+        )
+
+        for channel, role in test_cases:
+            with self.subTest(channel=channel, role=role):
+                await self.cog._unsilence_wrapper(channel, MockContext())
+                channel.overwrites_for.assert_called_with(role)
+
+
+class SendMessageTests(unittest.IsolatedAsyncioTestCase):
+    """Unittests for the send message helper function."""
+
+    def setUp(self) -> None:
+        self.bot = MockBot()
+        self.cog = silence.Silence(self.bot)
+
+        self.text_channels = [MockTextChannel() for _ in range(2)]
+        self.bot.get_channel.return_value = self.text_channels[1]
+
+        self.voice_channel = MockVoiceChannel()
+
+    async def test_send_to_channel(self):
+        """Tests a basic case for the send function."""
+        message = "Test basic message."
+        await self.cog.send_message(message, *self.text_channels, alert_target=False)
+
+        self.text_channels[0].send.assert_awaited_once_with(message)
+        self.text_channels[1].send.assert_not_called()
+
+    async def test_send_to_multiple_channels(self):
+        """Tests sending messages to two channels."""
+        message = "Test basic message."
+        await self.cog.send_message(message, *self.text_channels, alert_target=True)
+
+        self.text_channels[0].send.assert_awaited_once_with(message)
+        self.text_channels[1].send.assert_awaited_once_with(message)
+
+    async def test_duration_replacement(self):
+        """Tests that the channel name was set correctly for one target channel."""
+        message = "Current. The following should be replaced: {channel}."
+        await self.cog.send_message(message, *self.text_channels, alert_target=False)
+
+        updated_message = message.format(channel=self.text_channels[0].mention)
+        self.text_channels[0].send.assert_awaited_once_with(updated_message)
+        self.text_channels[1].send.assert_not_called()
+
+    async def test_name_replacement_multiple_channels(self):
+        """Tests that the channel name was set correctly for two channels."""
+        message = "Current. The following should be replaced: {channel}."
+        await self.cog.send_message(message, *self.text_channels, alert_target=True)
+
+        self.text_channels[0].send.assert_awaited_once_with(message.format(channel=self.text_channels[0].mention))
+        self.text_channels[1].send.assert_awaited_once_with(message.format(channel="current channel"))
+
+    async def test_silence_voice(self):
+        """Tests that the correct message was sent when a voice channel is muted without alerting."""
+        message = "This should show up just here."
+        await self.cog.send_message(message, self.text_channels[0], self.voice_channel, alert_target=False)
+        self.text_channels[0].send.assert_awaited_once_with(message)
+        self.text_channels[1].send.assert_not_called()
+
+    async def test_silence_voice_alert(self):
+        """Tests that the correct message was sent when a voice channel is muted with alerts."""
+        with unittest.mock.patch.object(silence, "VOICE_CHANNELS") as mock_voice_channels:
+            mock_voice_channels.get.return_value = self.text_channels[1].id
+
+            message = "This should show up as {channel}."
+            await self.cog.send_message(message, self.text_channels[0], self.voice_channel, alert_target=True)
+
+        updated_message = message.format(channel=self.voice_channel.mention)
+        self.text_channels[0].send.assert_awaited_once_with(updated_message)
+        self.text_channels[1].send.assert_awaited_once_with(updated_message)
+
+        mock_voice_channels.get.assert_called_once_with(self.voice_channel.id)
+
+    async def test_silence_voice_sibling_channel(self):
+        """Tests silencing a voice channel from the related text channel."""
+        with unittest.mock.patch.object(silence, "VOICE_CHANNELS") as mock_voice_channels:
+            mock_voice_channels.get.return_value = self.text_channels[1].id
+
+            message = "This should show up as {channel}."
+            await self.cog.send_message(message, self.text_channels[1], self.voice_channel, alert_target=True)
+
+            updated_message = message.format(channel=self.voice_channel.mention)
+            self.text_channels[1].send.assert_awaited_once_with(updated_message)
+
+            mock_voice_channels.get.assert_called_once_with(self.voice_channel.id)
+            self.bot.get_channel.assert_called_once_with(self.text_channels[1].id)
diff --git a/tests/bot/exts/utils/test_jams.py b/tests/bot/exts/utils/test_jams.py
deleted file mode 100644
index 85d6a1173..000000000
--- a/tests/bot/exts/utils/test_jams.py
+++ /dev/null
@@ -1,171 +0,0 @@
-import unittest
-from unittest.mock import AsyncMock, MagicMock, create_autospec
-
-from discord import CategoryChannel
-
-from bot.constants import Roles
-from bot.exts.utils import jams
-from tests.helpers import MockBot, MockContext, MockGuild, MockMember, MockRole, MockTextChannel
-
-
-def get_mock_category(channel_count: int, name: str) -> CategoryChannel:
-    """Return a mocked code jam category."""
-    category = create_autospec(CategoryChannel, spec_set=True, instance=True)
-    category.name = name
-    category.channels = [MockTextChannel() for _ in range(channel_count)]
-
-    return category
-
-
-class JamCreateTeamTests(unittest.IsolatedAsyncioTestCase):
-    """Tests for `createteam` command."""
-
-    def setUp(self):
-        self.bot = MockBot()
-        self.admin_role = MockRole(name="Admins", id=Roles.admins)
-        self.command_user = MockMember([self.admin_role])
-        self.guild = MockGuild([self.admin_role])
-        self.ctx = MockContext(bot=self.bot, author=self.command_user, guild=self.guild)
-        self.cog = jams.CodeJams(self.bot)
-
-    async def test_too_small_amount_of_team_members_passed(self):
-        """Should `ctx.send` and exit early when too small amount of members."""
-        for case in (1, 2):
-            with self.subTest(amount_of_members=case):
-                self.cog.create_channels = AsyncMock()
-                self.cog.add_roles = AsyncMock()
-
-                self.ctx.reset_mock()
-                members = (MockMember() for _ in range(case))
-                await self.cog.createteam(self.cog, self.ctx, "foo", members)
-
-                self.ctx.send.assert_awaited_once()
-                self.cog.create_channels.assert_not_awaited()
-                self.cog.add_roles.assert_not_awaited()
-
-    async def test_duplicate_members_provided(self):
-        """Should `ctx.send` and exit early because duplicate members provided and total there is only 1 member."""
-        self.cog.create_channels = AsyncMock()
-        self.cog.add_roles = AsyncMock()
-
-        member = MockMember()
-        await self.cog.createteam(self.cog, self.ctx, "foo", (member for _ in range(5)))
-
-        self.ctx.send.assert_awaited_once()
-        self.cog.create_channels.assert_not_awaited()
-        self.cog.add_roles.assert_not_awaited()
-
-    async def test_result_sending(self):
-        """Should call `ctx.send` when everything goes right."""
-        self.cog.create_channels = AsyncMock()
-        self.cog.add_roles = AsyncMock()
-
-        members = [MockMember() for _ in range(5)]
-        await self.cog.createteam(self.cog, self.ctx, "foo", members)
-
-        self.cog.create_channels.assert_awaited_once()
-        self.cog.add_roles.assert_awaited_once()
-        self.ctx.send.assert_awaited_once()
-
-    async def test_category_doesnt_exist(self):
-        """Should create a new code jam category."""
-        subtests = (
-            [],
-            [get_mock_category(jams.MAX_CHANNELS - 1, jams.CATEGORY_NAME)],
-            [get_mock_category(jams.MAX_CHANNELS - 2, "other")],
-        )
-
-        for categories in subtests:
-            self.guild.reset_mock()
-            self.guild.categories = categories
-
-            with self.subTest(categories=categories):
-                actual_category = await self.cog.get_category(self.guild)
-
-                self.guild.create_category_channel.assert_awaited_once()
-                category_overwrites = self.guild.create_category_channel.call_args[1]["overwrites"]
-
-                self.assertFalse(category_overwrites[self.guild.default_role].read_messages)
-                self.assertTrue(category_overwrites[self.guild.me].read_messages)
-                self.assertEqual(self.guild.create_category_channel.return_value, actual_category)
-
-    async def test_category_channel_exist(self):
-        """Should not try to create category channel."""
-        expected_category = get_mock_category(jams.MAX_CHANNELS - 2, jams.CATEGORY_NAME)
-        self.guild.categories = [
-            get_mock_category(jams.MAX_CHANNELS - 2, "other"),
-            expected_category,
-            get_mock_category(0, jams.CATEGORY_NAME),
-        ]
-
-        actual_category = await self.cog.get_category(self.guild)
-        self.assertEqual(expected_category, actual_category)
-
-    async def test_channel_overwrites(self):
-        """Should have correct permission overwrites for users and roles."""
-        leader = MockMember()
-        members = [leader] + [MockMember() for _ in range(4)]
-        overwrites = self.cog.get_overwrites(members, self.guild)
-
-        # Leader permission overwrites
-        self.assertTrue(overwrites[leader].manage_messages)
-        self.assertTrue(overwrites[leader].read_messages)
-        self.assertTrue(overwrites[leader].manage_webhooks)
-        self.assertTrue(overwrites[leader].connect)
-
-        # Other members permission overwrites
-        for member in members[1:]:
-            self.assertTrue(overwrites[member].read_messages)
-            self.assertTrue(overwrites[member].connect)
-
-        # Everyone role overwrite
-        self.assertFalse(overwrites[self.guild.default_role].read_messages)
-        self.assertFalse(overwrites[self.guild.default_role].connect)
-
-    async def test_team_channels_creation(self):
-        """Should create new voice and text channel for team."""
-        members = [MockMember() for _ in range(5)]
-
-        self.cog.get_overwrites = MagicMock()
-        self.cog.get_category = AsyncMock()
-        self.ctx.guild.create_text_channel.return_value = MockTextChannel(mention="foobar-channel")
-        actual = await self.cog.create_channels(self.guild, "my-team", members)
-
-        self.assertEqual("foobar-channel", actual)
-        self.cog.get_overwrites.assert_called_once_with(members, self.guild)
-        self.cog.get_category.assert_awaited_once_with(self.guild)
-
-        self.guild.create_text_channel.assert_awaited_once_with(
-            "my-team",
-            overwrites=self.cog.get_overwrites.return_value,
-            category=self.cog.get_category.return_value
-        )
-        self.guild.create_voice_channel.assert_awaited_once_with(
-            "My Team",
-            overwrites=self.cog.get_overwrites.return_value,
-            category=self.cog.get_category.return_value
-        )
-
-    async def test_jam_roles_adding(self):
-        """Should add team leader role to leader and jam role to every team member."""
-        leader_role = MockRole(name="Team Leader")
-        jam_role = MockRole(name="Jammer")
-        self.guild.get_role.side_effect = [leader_role, jam_role]
-
-        leader = MockMember()
-        members = [leader] + [MockMember() for _ in range(4)]
-        await self.cog.add_roles(self.guild, members)
-
-        leader.add_roles.assert_any_await(leader_role)
-        for member in members:
-            member.add_roles.assert_any_await(jam_role)
-
-
-class CodeJamSetup(unittest.TestCase):
-    """Test for `setup` function of `CodeJam` cog."""
-
-    def test_setup(self):
-        """Should call `bot.add_cog`."""
-        bot = MockBot()
-        jams.setup(bot)
-        bot.add_cog.assert_called_once()
diff --git a/tests/bot/exts/utils/test_snekbox.py b/tests/bot/exts/utils/test_snekbox.py
index 1b3d61094..cbffaa6b0 100644
--- a/tests/bot/exts/utils/test_snekbox.py
+++ b/tests/bot/exts/utils/test_snekbox.py
@@ -2,6 +2,7 @@ import asyncio
 import unittest
 from unittest.mock import AsyncMock, MagicMock, Mock, call, create_autospec, patch
 
+from discord import AllowedMentions
 from discord.ext import commands
 
 from bot import constants
@@ -199,7 +200,7 @@ class SnekboxTests(unittest.IsolatedAsyncioTestCase):
         ctx = MockContext()
         ctx.message = MockMessage()
         ctx.send = AsyncMock()
-        ctx.author.mention = '@LemonLemonishBeard#0042'
+        ctx.author = MockUser(mention='@LemonLemonishBeard#0042')
 
         self.cog.post_eval = AsyncMock(return_value={'stdout': '', 'returncode': 0})
         self.cog.get_results_message = MagicMock(return_value=('Return code 0', ''))
@@ -211,9 +212,16 @@ class SnekboxTests(unittest.IsolatedAsyncioTestCase):
         self.bot.get_cog.return_value = mocked_filter_cog
 
         await self.cog.send_eval(ctx, 'MyAwesomeCode', format_func=self.cog.format_output)
-        ctx.send.assert_called_once_with(
+
+        ctx.send.assert_called_once()
+        self.assertEqual(
+            ctx.send.call_args.args[0],
             '@LemonLemonishBeard#0042 :yay!: Return code 0.\n\n```\n[No output]\n```'
         )
+        allowed_mentions = ctx.send.call_args.kwargs['allowed_mentions']
+        expected_allowed_mentions = AllowedMentions(everyone=False, roles=False, users=[ctx.author])
+        self.assertEqual(allowed_mentions.to_dict(), expected_allowed_mentions.to_dict())
+
         self.cog.post_eval.assert_called_once_with('MyAwesomeCode', args=None)
         self.cog.get_status_emoji.assert_called_once_with({'stdout': '', 'returncode': 0})
         self.cog.get_results_message.assert_called_once_with({'stdout': '', 'returncode': 0})
@@ -236,10 +244,14 @@ class SnekboxTests(unittest.IsolatedAsyncioTestCase):
         self.bot.get_cog.return_value = mocked_filter_cog
 
         await self.cog.send_eval(ctx, 'MyAwesomeCode', format_func=self.cog.format_output)
-        ctx.send.assert_called_once_with(
+
+        ctx.send.assert_called_once()
+        self.assertEqual(
+            ctx.send.call_args.args[0],
             '@LemonLemonishBeard#0042 :yay!: Return code 0.'
             '\n\n```\nWay too long beard\n```\nFull output: lookatmybeard.com'
         )
+
         self.cog.post_eval.assert_called_once_with('MyAwesomeCode', args=None)
         self.cog.get_status_emoji.assert_called_once_with({'stdout': 'Way too long beard', 'returncode': 0})
         self.cog.get_results_message.assert_called_once_with({'stdout': 'Way too long beard', 'returncode': 0})
@@ -261,9 +273,13 @@ class SnekboxTests(unittest.IsolatedAsyncioTestCase):
         self.bot.get_cog.return_value = mocked_filter_cog
 
         await self.cog.send_eval(ctx, 'MyAwesomeCode', format_func=self.cog.format_output)
-        ctx.send.assert_called_once_with(
+
+        ctx.send.assert_called_once()
+        self.assertEqual(
+            ctx.send.call_args.args[0],
             '@LemonLemonishBeard#0042 :nope!: Return code 127.\n\n```\nBeard got stuck in the eval\n```'
         )
+
         self.cog.post_eval.assert_called_once_with('MyAwesomeCode', args=None)
         self.cog.get_status_emoji.assert_called_once_with({'stdout': 'ERROR', 'returncode': 127})
         self.cog.get_results_message.assert_called_once_with({'stdout': 'ERROR', 'returncode': 127})
diff --git a/tests/bot/rules/test_mentions.py b/tests/bot/rules/test_mentions.py
index 6444532f2..f8805ac48 100644
--- a/tests/bot/rules/test_mentions.py
+++ b/tests/bot/rules/test_mentions.py
@@ -2,12 +2,14 @@ from typing import Iterable
 
 from bot.rules import mentions
 from tests.bot.rules import DisallowedCase, RuleTest
-from tests.helpers import MockMessage
+from tests.helpers import MockMember, MockMessage
 
 
-def make_msg(author: str, total_mentions: int) -> MockMessage:
+def make_msg(author: str, total_user_mentions: int, total_bot_mentions: int = 0) -> MockMessage:
     """Makes a message with `total_mentions` mentions."""
-    return MockMessage(author=author, mentions=list(range(total_mentions)))
+    user_mentions = [MockMember() for _ in range(total_user_mentions)]
+    bot_mentions = [MockMember(bot=True) for _ in range(total_bot_mentions)]
+    return MockMessage(author=author, mentions=user_mentions+bot_mentions)
 
 
 class TestMentions(RuleTest):
@@ -48,11 +50,27 @@ class TestMentions(RuleTest):
                 [make_msg("bob", 2), make_msg("alice", 3), make_msg("bob", 2)],
                 ("bob",),
                 4,
-            )
+            ),
+            DisallowedCase(
+                [make_msg("bob", 3, 1)],
+                ("bob",),
+                3,
+            ),
         )
 
         await self.run_disallowed(cases)
 
+    async def test_ignore_bot_mentions(self):
+        """Messages with an allowed amount of mentions, also containing bot mentions."""
+        cases = (
+            [make_msg("bob", 0, 3)],
+            [make_msg("bob", 2, 1)],
+            [make_msg("bob", 1, 2), make_msg("bob", 1, 2)],
+            [make_msg("bob", 1, 5), make_msg("alice", 2, 5)]
+        )
+
+        await self.run_allowed(cases)
+
     def relevant_messages(self, case: DisallowedCase) -> Iterable[MockMessage]:
         last_message = case.recent_messages[0]
         return tuple(
diff --git a/tests/bot/test_converters.py b/tests/bot/test_converters.py
index 4af84dde5..1bb678db2 100644
--- a/tests/bot/test_converters.py
+++ b/tests/bot/test_converters.py
@@ -1,19 +1,12 @@
-import datetime
 import re
 import unittest
+from datetime import MAXYEAR, datetime, timezone
 from unittest.mock import MagicMock, patch
 
 from dateutil.relativedelta import relativedelta
 from discord.ext.commands import BadArgument
 
-from bot.converters import (
-    Duration,
-    HushDurationConverter,
-    ISODateTime,
-    PackageName,
-    TagContentConverter,
-    TagNameConverter,
-)
+from bot.converters import Duration, HushDurationConverter, ISODateTime, PackageName
 
 
 class ConverterTests(unittest.IsolatedAsyncioTestCase):
@@ -24,59 +17,7 @@ class ConverterTests(unittest.IsolatedAsyncioTestCase):
         cls.context = MagicMock
         cls.context.author = 'bob'
 
-        cls.fixed_utc_now = datetime.datetime.fromisoformat('2019-01-01T00:00:00')
-
-    async def test_tag_content_converter_for_valid(self):
-        """TagContentConverter should return correct values for valid input."""
-        test_values = (
-            ('hello', 'hello'),
-            ('  h ello  ', 'h ello'),
-        )
-
-        for content, expected_conversion in test_values:
-            with self.subTest(content=content, expected_conversion=expected_conversion):
-                conversion = await TagContentConverter.convert(self.context, content)
-                self.assertEqual(conversion, expected_conversion)
-
-    async def test_tag_content_converter_for_invalid(self):
-        """TagContentConverter should raise the proper exception for invalid input."""
-        test_values = (
-            ('', "Tag contents should not be empty, or filled with whitespace."),
-            ('   ', "Tag contents should not be empty, or filled with whitespace."),
-        )
-
-        for value, exception_message in test_values:
-            with self.subTest(tag_content=value, exception_message=exception_message):
-                with self.assertRaisesRegex(BadArgument, re.escape(exception_message)):
-                    await TagContentConverter.convert(self.context, value)
-
-    async def test_tag_name_converter_for_valid(self):
-        """TagNameConverter should return the correct values for valid tag names."""
-        test_values = (
-            ('tracebacks', 'tracebacks'),
-            ('Tracebacks', 'tracebacks'),
-            ('  Tracebacks  ', 'tracebacks'),
-        )
-
-        for name, expected_conversion in test_values:
-            with self.subTest(name=name, expected_conversion=expected_conversion):
-                conversion = await TagNameConverter.convert(self.context, name)
-                self.assertEqual(conversion, expected_conversion)
-
-    async def test_tag_name_converter_for_invalid(self):
-        """TagNameConverter should raise the correct exception for invalid tag names."""
-        test_values = (
-            ('👋', "Don't be ridiculous, you can't use that character!"),
-            ('', "Tag names should not be empty, or filled with whitespace."),
-            ('  ', "Tag names should not be empty, or filled with whitespace."),
-            ('42', "Tag names must contain at least one letter."),
-            ('x' * 128, "Are you insane? That's way too long!"),
-        )
-
-        for invalid_name, exception_message in test_values:
-            with self.subTest(invalid_name=invalid_name, exception_message=exception_message):
-                with self.assertRaisesRegex(BadArgument, re.escape(exception_message)):
-                    await TagNameConverter.convert(self.context, invalid_name)
+        cls.fixed_utc_now = datetime.fromisoformat('2019-01-01T00:00:00+00:00')
 
     async def test_package_name_for_valid(self):
         """PackageName returns valid package names unchanged."""
@@ -155,7 +96,7 @@ class ConverterTests(unittest.IsolatedAsyncioTestCase):
             expected_datetime = self.fixed_utc_now + relativedelta(**duration_dict)
 
             with patch('bot.converters.datetime') as mock_datetime:
-                mock_datetime.utcnow.return_value = self.fixed_utc_now
+                mock_datetime.now.return_value = self.fixed_utc_now
 
                 with self.subTest(duration=duration, duration_dict=duration_dict):
                     converted_datetime = await converter.convert(self.context, duration)
@@ -201,52 +142,53 @@ class ConverterTests(unittest.IsolatedAsyncioTestCase):
     async def test_duration_converter_out_of_range(self, mock_datetime):
         """Duration converter should raise BadArgument if datetime raises a ValueError."""
         mock_datetime.__add__.side_effect = ValueError
-        mock_datetime.utcnow.return_value = mock_datetime
+        mock_datetime.now.return_value = mock_datetime
 
-        duration = f"{datetime.MAXYEAR}y"
+        duration = f"{MAXYEAR}y"
         exception_message = f"`{duration}` results in a datetime outside the supported range."
         with self.assertRaisesRegex(BadArgument, re.escape(exception_message)):
             await Duration().convert(self.context, duration)
 
     async def test_isodatetime_converter_for_valid(self):
         """ISODateTime converter returns correct datetime for valid datetime string."""
+        utc = timezone.utc
         test_values = (
             # `YYYY-mm-ddTHH:MM:SSZ` | `YYYY-mm-dd HH:MM:SSZ`
-            ('2019-09-02T02:03:05Z', datetime.datetime(2019, 9, 2, 2, 3, 5)),
-            ('2019-09-02 02:03:05Z', datetime.datetime(2019, 9, 2, 2, 3, 5)),
+            ('2019-09-02T02:03:05Z', datetime(2019, 9, 2, 2, 3, 5, tzinfo=utc)),
+            ('2019-09-02 02:03:05Z', datetime(2019, 9, 2, 2, 3, 5, tzinfo=utc)),
 
             # `YYYY-mm-ddTHH:MM:SS±HH:MM` | `YYYY-mm-dd HH:MM:SS±HH:MM`
-            ('2019-09-02T03:18:05+01:15', datetime.datetime(2019, 9, 2, 2, 3, 5)),
-            ('2019-09-02 03:18:05+01:15', datetime.datetime(2019, 9, 2, 2, 3, 5)),
-            ('2019-09-02T00:48:05-01:15', datetime.datetime(2019, 9, 2, 2, 3, 5)),
-            ('2019-09-02 00:48:05-01:15', datetime.datetime(2019, 9, 2, 2, 3, 5)),
+            ('2019-09-02T03:18:05+01:15', datetime(2019, 9, 2, 2, 3, 5, tzinfo=utc)),
+            ('2019-09-02 03:18:05+01:15', datetime(2019, 9, 2, 2, 3, 5, tzinfo=utc)),
+            ('2019-09-02T00:48:05-01:15', datetime(2019, 9, 2, 2, 3, 5, tzinfo=utc)),
+            ('2019-09-02 00:48:05-01:15', datetime(2019, 9, 2, 2, 3, 5, tzinfo=utc)),
 
             # `YYYY-mm-ddTHH:MM:SS±HHMM` | `YYYY-mm-dd HH:MM:SS±HHMM`
-            ('2019-09-02T03:18:05+0115', datetime.datetime(2019, 9, 2, 2, 3, 5)),
-            ('2019-09-02 03:18:05+0115', datetime.datetime(2019, 9, 2, 2, 3, 5)),
-            ('2019-09-02T00:48:05-0115', datetime.datetime(2019, 9, 2, 2, 3, 5)),
-            ('2019-09-02 00:48:05-0115', datetime.datetime(2019, 9, 2, 2, 3, 5)),
+            ('2019-09-02T03:18:05+0115', datetime(2019, 9, 2, 2, 3, 5, tzinfo=utc)),
+            ('2019-09-02 03:18:05+0115', datetime(2019, 9, 2, 2, 3, 5, tzinfo=utc)),
+            ('2019-09-02T00:48:05-0115', datetime(2019, 9, 2, 2, 3, 5, tzinfo=utc)),
+            ('2019-09-02 00:48:05-0115', datetime(2019, 9, 2, 2, 3, 5, tzinfo=utc)),
 
             # `YYYY-mm-ddTHH:MM:SS±HH` | `YYYY-mm-dd HH:MM:SS±HH`
-            ('2019-09-02 03:03:05+01', datetime.datetime(2019, 9, 2, 2, 3, 5)),
-            ('2019-09-02T01:03:05-01', datetime.datetime(2019, 9, 2, 2, 3, 5)),
+            ('2019-09-02 03:03:05+01', datetime(2019, 9, 2, 2, 3, 5, tzinfo=utc)),
+            ('2019-09-02T01:03:05-01', datetime(2019, 9, 2, 2, 3, 5, tzinfo=utc)),
 
             # `YYYY-mm-ddTHH:MM:SS` | `YYYY-mm-dd HH:MM:SS`
-            ('2019-09-02T02:03:05', datetime.datetime(2019, 9, 2, 2, 3, 5)),
-            ('2019-09-02 02:03:05', datetime.datetime(2019, 9, 2, 2, 3, 5)),
+            ('2019-09-02T02:03:05', datetime(2019, 9, 2, 2, 3, 5, tzinfo=utc)),
+            ('2019-09-02 02:03:05', datetime(2019, 9, 2, 2, 3, 5, tzinfo=utc)),
 
             # `YYYY-mm-ddTHH:MM` | `YYYY-mm-dd HH:MM`
-            ('2019-11-12T09:15', datetime.datetime(2019, 11, 12, 9, 15)),
-            ('2019-11-12 09:15', datetime.datetime(2019, 11, 12, 9, 15)),
+            ('2019-11-12T09:15', datetime(2019, 11, 12, 9, 15, tzinfo=utc)),
+            ('2019-11-12 09:15', datetime(2019, 11, 12, 9, 15, tzinfo=utc)),
 
             # `YYYY-mm-dd`
-            ('2019-04-01', datetime.datetime(2019, 4, 1)),
+            ('2019-04-01', datetime(2019, 4, 1, tzinfo=utc)),
 
             # `YYYY-mm`
-            ('2019-02-01', datetime.datetime(2019, 2, 1)),
+            ('2019-02-01', datetime(2019, 2, 1, tzinfo=utc)),
 
             # `YYYY`
-            ('2025', datetime.datetime(2025, 1, 1)),
+            ('2025', datetime(2025, 1, 1, tzinfo=utc)),
         )
 
         converter = ISODateTime()
@@ -254,7 +196,6 @@ class ConverterTests(unittest.IsolatedAsyncioTestCase):
         for datetime_string, expected_dt in test_values:
             with self.subTest(datetime_string=datetime_string, expected_dt=expected_dt):
                 converted_dt = await converter.convert(self.context, datetime_string)
-                self.assertIsNone(converted_dt.tzinfo)
                 self.assertEqual(converted_dt, expected_dt)
 
     async def test_isodatetime_converter_for_invalid(self):
@@ -291,7 +232,7 @@ class ConverterTests(unittest.IsolatedAsyncioTestCase):
             ("10", 10),
             ("5m", 5),
             ("5M", 5),
-            ("forever", None),
+            ("forever", -1),
         )
         converter = HushDurationConverter()
         for minutes_string, expected_minutes in test_values:
diff --git a/tests/bot/utils/test_checks.py b/tests/bot/utils/test_checks.py
index 883465e0b..4ae11d5d3 100644
--- a/tests/bot/utils/test_checks.py
+++ b/tests/bot/utils/test_checks.py
@@ -32,6 +32,7 @@ class ChecksTests(unittest.IsolatedAsyncioTestCase):
     async def test_has_no_roles_check_without_guild(self):
         """`has_no_roles_check` should return `False` when `Context.guild` is None."""
         self.ctx.channel = MagicMock(DMChannel)
+        self.ctx.guild = None
         self.assertFalse(await checks.has_no_roles_check(self.ctx))
 
     async def test_has_no_roles_check_returns_false_with_unwanted_role(self):
diff --git a/tests/bot/utils/test_message_cache.py b/tests/bot/utils/test_message_cache.py
new file mode 100644
index 000000000..04bfd28d1
--- /dev/null
+++ b/tests/bot/utils/test_message_cache.py
@@ -0,0 +1,214 @@
+import unittest
+
+from bot.utils.message_cache import MessageCache
+from tests.helpers import MockMessage
+
+
+# noinspection SpellCheckingInspection
+class TestMessageCache(unittest.TestCase):
+    """Tests for the MessageCache class in the `bot.utils.caching` module."""
+
+    def test_first_append_sets_the_first_value(self):
+        """Test if the first append adds the message to the first cell."""
+        cache = MessageCache(maxlen=10)
+        message = MockMessage()
+
+        cache.append(message)
+
+        self.assertEqual(cache[0], message)
+
+    def test_append_adds_in_the_right_order(self):
+        """Test if two appends are added in the same order if newest_first is False, or in reverse order otherwise."""
+        messages = [MockMessage(), MockMessage()]
+
+        cache = MessageCache(maxlen=10, newest_first=False)
+        for msg in messages:
+            cache.append(msg)
+        self.assertListEqual(messages, list(cache))
+
+        cache = MessageCache(maxlen=10, newest_first=True)
+        for msg in messages:
+            cache.append(msg)
+        self.assertListEqual(messages[::-1], list(cache))
+
+    def test_appending_over_maxlen_removes_oldest(self):
+        """Test if three appends to a 2-cell cache leave the two newest messages."""
+        cache = MessageCache(maxlen=2)
+        messages = [MockMessage() for _ in range(3)]
+
+        for msg in messages:
+            cache.append(msg)
+
+        self.assertListEqual(messages[1:], list(cache))
+
+    def test_appending_over_maxlen_with_newest_first_removes_oldest(self):
+        """Test if three appends to a 2-cell cache leave the two newest messages if newest_first is True."""
+        cache = MessageCache(maxlen=2, newest_first=True)
+        messages = [MockMessage() for _ in range(3)]
+
+        for msg in messages:
+            cache.append(msg)
+
+        self.assertListEqual(messages[:0:-1], list(cache))
+
+    def test_pop_removes_from_the_end(self):
+        """Test if a pop removes the right-most message."""
+        cache = MessageCache(maxlen=3)
+        messages = [MockMessage() for _ in range(3)]
+
+        for msg in messages:
+            cache.append(msg)
+        msg = cache.pop()
+
+        self.assertEqual(msg, messages[-1])
+        self.assertListEqual(messages[:-1], list(cache))
+
+    def test_popleft_removes_from_the_beginning(self):
+        """Test if a popleft removes the left-most message."""
+        cache = MessageCache(maxlen=3)
+        messages = [MockMessage() for _ in range(3)]
+
+        for msg in messages:
+            cache.append(msg)
+        msg = cache.popleft()
+
+        self.assertEqual(msg, messages[0])
+        self.assertListEqual(messages[1:], list(cache))
+
+    def test_clear(self):
+        """Test if a clear makes the cache empty."""
+        cache = MessageCache(maxlen=5)
+        messages = [MockMessage() for _ in range(3)]
+
+        for msg in messages:
+            cache.append(msg)
+        cache.clear()
+
+        self.assertListEqual(list(cache), [])
+        self.assertEqual(len(cache), 0)
+
+    def test_get_message_returns_the_message(self):
+        """Test if get_message returns the cached message."""
+        cache = MessageCache(maxlen=5)
+        message = MockMessage(id=1234)
+
+        cache.append(message)
+
+        self.assertEqual(cache.get_message(1234), message)
+
+    def test_get_message_returns_none(self):
+        """Test if get_message returns None for an ID of a non-cached message."""
+        cache = MessageCache(maxlen=5)
+        message = MockMessage(id=1234)
+
+        cache.append(message)
+
+        self.assertIsNone(cache.get_message(4321))
+
+    def test_update_replaces_old_element(self):
+        """Test if an update replaced the old message with the same ID."""
+        cache = MessageCache(maxlen=5)
+        message = MockMessage(id=1234)
+
+        cache.append(message)
+        message = MockMessage(id=1234)
+        cache.update(message)
+
+        self.assertIs(cache.get_message(1234), message)
+        self.assertEqual(len(cache), 1)
+
+    def test_contains_returns_true_for_cached_message(self):
+        """Test if contains returns True for an ID of a cached message."""
+        cache = MessageCache(maxlen=5)
+        message = MockMessage(id=1234)
+
+        cache.append(message)
+
+        self.assertIn(1234, cache)
+
+    def test_contains_returns_false_for_non_cached_message(self):
+        """Test if contains returns False for an ID of a non-cached message."""
+        cache = MessageCache(maxlen=5)
+        message = MockMessage(id=1234)
+
+        cache.append(message)
+
+        self.assertNotIn(4321, cache)
+
+    def test_indexing(self):
+        """Test if the cache returns the correct messages by index."""
+        cache = MessageCache(maxlen=5)
+        messages = [MockMessage() for _ in range(5)]
+
+        for msg in messages:
+            cache.append(msg)
+
+        for current_loop in range(-5, 5):
+            with self.subTest(current_loop=current_loop):
+                self.assertEqual(cache[current_loop], messages[current_loop])
+
+    def test_bad_index_raises_index_error(self):
+        """Test if the cache raises IndexError for invalid indices."""
+        cache = MessageCache(maxlen=5)
+        messages = [MockMessage() for _ in range(3)]
+        test_cases = (-10, -4, 3, 4, 5)
+
+        for msg in messages:
+            cache.append(msg)
+
+        for current_loop in test_cases:
+            with self.subTest(current_loop=current_loop):
+                with self.assertRaises(IndexError):
+                    cache[current_loop]
+
+    def test_slicing_with_unfilled_cache(self):
+        """Test if slicing returns the correct messages if the cache is not yet fully filled."""
+        sizes = (5, 10, 55, 101)
+
+        slices = (
+            slice(None), slice(2, None), slice(None, 2), slice(None, None, 2), slice(None, None, 3), slice(-1, 2),
+            slice(-1, 3000), slice(-3, -1), slice(-10, 3), slice(-10, 4, 2), slice(None, None, -1), slice(None, 3, -2),
+            slice(None, None, -3), slice(-1, -10, -2), slice(-3, -7, -1)
+        )
+
+        for size in sizes:
+            cache = MessageCache(maxlen=size)
+            messages = [MockMessage() for _ in range(size // 3 * 2)]
+
+            for msg in messages:
+                cache.append(msg)
+
+            for slice_ in slices:
+                with self.subTest(current_loop=(size, slice_)):
+                    self.assertListEqual(cache[slice_], messages[slice_])
+
+    def test_slicing_with_overfilled_cache(self):
+        """Test if slicing returns the correct messages if the cache was appended with more messages it can contain."""
+        sizes = (5, 10, 55, 101)
+
+        slices = (
+            slice(None), slice(2, None), slice(None, 2), slice(None, None, 2), slice(None, None, 3), slice(-1, 2),
+            slice(-1, 3000), slice(-3, -1), slice(-10, 3), slice(-10, 4, 2), slice(None, None, -1), slice(None, 3, -2),
+            slice(None, None, -3), slice(-1, -10, -2), slice(-3, -7, -1)
+        )
+
+        for size in sizes:
+            cache = MessageCache(maxlen=size)
+            messages = [MockMessage() for _ in range(size * 3 // 2)]
+
+            for msg in messages:
+                cache.append(msg)
+            messages = messages[size // 2:]
+
+            for slice_ in slices:
+                with self.subTest(current_loop=(size, slice_)):
+                    self.assertListEqual(cache[slice_], messages[slice_])
+
+    def test_length(self):
+        """Test if len returns the correct number of items in the cache."""
+        cache = MessageCache(maxlen=5)
+
+        for current_loop in range(10):
+            with self.subTest(current_loop=current_loop):
+                self.assertEqual(len(cache), min(current_loop, 5))
+                cache.append(MockMessage())
diff --git a/tests/bot/utils/test_time.py b/tests/bot/utils/test_time.py
index 115ddfb0d..a3dcbfc0a 100644
--- a/tests/bot/utils/test_time.py
+++ b/tests/bot/utils/test_time.py
@@ -52,7 +52,7 @@ class TimeTests(unittest.TestCase):
 
     def test_format_infraction(self):
         """Testing format_infraction."""
-        self.assertEqual(time.format_infraction('2019-12-12T00:01:00Z'), '2019-12-12 00:01')
+        self.assertEqual(time.format_infraction('2019-12-12T00:01:00Z'), '<t:1576108860:f>')
 
     def test_format_infraction_with_duration_none_expiry(self):
         """format_infraction_with_duration should work for None expiry."""
@@ -72,10 +72,10 @@ class TimeTests(unittest.TestCase):
     def test_format_infraction_with_duration_custom_units(self):
         """format_infraction_with_duration should work for custom max_units."""
         test_cases = (
-            ('2019-12-12T00:01:00Z', datetime(2019, 12, 11, 12, 5, 5), 6,
-             '2019-12-12 00:01 (11 hours, 55 minutes and 55 seconds)'),
-            ('2019-11-23T20:09:00Z', datetime(2019, 4, 25, 20, 15), 20,
-             '2019-11-23 20:09 (6 months, 28 days, 23 hours and 54 minutes)')
+            ('3000-12-12T00:01:00Z', datetime(3000, 12, 11, 12, 5, 5, tzinfo=timezone.utc), 6,
+             '<t:32533488060:f> (11 hours, 55 minutes and 55 seconds)'),
+            ('3000-11-23T20:09:00Z', datetime(3000, 4, 25, 20, 15, tzinfo=timezone.utc), 20,
+             '<t:32531918940:f> (6 months, 28 days, 23 hours and 54 minutes)')
         )
 
         for expiry, date_from, max_units, expected in test_cases:
@@ -84,17 +84,22 @@ class TimeTests(unittest.TestCase):
 
     def test_format_infraction_with_duration_normal_usage(self):
         """format_infraction_with_duration should work for normal usage, across various durations."""
+        utc = timezone.utc
         test_cases = (
-            ('2019-12-12T00:01:00Z', datetime(2019, 12, 11, 12, 0, 5), 2, '2019-12-12 00:01 (12 hours and 55 seconds)'),
-            ('2019-12-12T00:01:00Z', datetime(2019, 12, 11, 12, 0, 5), 1, '2019-12-12 00:01 (12 hours)'),
-            ('2019-12-12T00:00:00Z', datetime(2019, 12, 11, 23, 59), 2, '2019-12-12 00:00 (1 minute)'),
-            ('2019-11-23T20:09:00Z', datetime(2019, 11, 15, 20, 15), 2, '2019-11-23 20:09 (7 days and 23 hours)'),
-            ('2019-11-23T20:09:00Z', datetime(2019, 4, 25, 20, 15), 2, '2019-11-23 20:09 (6 months and 28 days)'),
-            ('2019-11-23T20:58:00Z', datetime(2019, 11, 23, 20, 53), 2, '2019-11-23 20:58 (5 minutes)'),
-            ('2019-11-24T00:00:00Z', datetime(2019, 11, 23, 23, 59, 0), 2, '2019-11-24 00:00 (1 minute)'),
-            ('2019-11-23T23:59:00Z', datetime(2017, 7, 21, 23, 0), 2, '2019-11-23 23:59 (2 years and 4 months)'),
-            ('2019-11-23T23:59:00Z', datetime(2019, 11, 23, 23, 49, 5), 2,
-             '2019-11-23 23:59 (9 minutes and 55 seconds)'),
+            ('2019-12-12T00:01:00Z', datetime(2019, 12, 11, 12, 0, 5, tzinfo=utc), 2,
+                '<t:1576108860:f> (12 hours and 55 seconds)'),
+            ('2019-12-12T00:01:00Z', datetime(2019, 12, 11, 12, 0, 5, tzinfo=utc), 1, '<t:1576108860:f> (12 hours)'),
+            ('2019-12-12T00:00:00Z', datetime(2019, 12, 11, 23, 59, tzinfo=utc), 2, '<t:1576108800:f> (1 minute)'),
+            ('2019-11-23T20:09:00Z', datetime(2019, 11, 15, 20, 15, tzinfo=utc), 2,
+                '<t:1574539740:f> (7 days and 23 hours)'),
+            ('2019-11-23T20:09:00Z', datetime(2019, 4, 25, 20, 15, tzinfo=utc), 2,
+                '<t:1574539740:f> (6 months and 28 days)'),
+            ('2019-11-23T20:58:00Z', datetime(2019, 11, 23, 20, 53, tzinfo=utc), 2, '<t:1574542680:f> (5 minutes)'),
+            ('2019-11-24T00:00:00Z', datetime(2019, 11, 23, 23, 59, 0, tzinfo=utc), 2, '<t:1574553600:f> (1 minute)'),
+            ('2019-11-23T23:59:00Z', datetime(2017, 7, 21, 23, 0, tzinfo=utc), 2,
+             '<t:1574553540:f> (2 years and 4 months)'),
+            ('2019-11-23T23:59:00Z', datetime(2019, 11, 23, 23, 49, 5, tzinfo=utc), 2,
+             '<t:1574553540:f> (9 minutes and 55 seconds)'),
             (None, datetime(2019, 11, 23, 23, 49, 5), 2, None),
         )
 
@@ -104,45 +109,30 @@ class TimeTests(unittest.TestCase):
 
     def test_until_expiration_with_duration_none_expiry(self):
         """until_expiration should work for None expiry."""
-        test_cases = (
-            (None, None, None, None),
-
-            # To make sure that now and max_units are not touched
-            (None, 'Why hello there!', None, None),
-            (None, None, float('inf'), None),
-            (None, 'Why hello there!', float('inf'), None),
-        )
-
-        for expiry, now, max_units, expected in test_cases:
-            with self.subTest(expiry=expiry, now=now, max_units=max_units, expected=expected):
-                self.assertEqual(time.until_expiration(expiry, now, max_units), expected)
+        self.assertEqual(time.until_expiration(None), None)
 
     def test_until_expiration_with_duration_custom_units(self):
         """until_expiration should work for custom max_units."""
         test_cases = (
-            ('2019-12-12T00:01:00Z', datetime(2019, 12, 11, 12, 5, 5), 6, '11 hours, 55 minutes and 55 seconds'),
-            ('2019-11-23T20:09:00Z', datetime(2019, 4, 25, 20, 15), 20, '6 months, 28 days, 23 hours and 54 minutes')
+            ('3000-12-12T00:01:00Z', '<t:32533488060:R>'),
+            ('3000-11-23T20:09:00Z', '<t:32531918940:R>')
         )
 
-        for expiry, now, max_units, expected in test_cases:
-            with self.subTest(expiry=expiry, now=now, max_units=max_units, expected=expected):
-                self.assertEqual(time.until_expiration(expiry, now, max_units), expected)
+        for expiry, expected in test_cases:
+            with self.subTest(expiry=expiry, expected=expected):
+                self.assertEqual(time.until_expiration(expiry,), expected)
 
     def test_until_expiration_normal_usage(self):
         """until_expiration should work for normal usage, across various durations."""
         test_cases = (
-            ('2019-12-12T00:01:00Z', datetime(2019, 12, 11, 12, 0, 5), 2, '12 hours and 55 seconds'),
-            ('2019-12-12T00:01:00Z', datetime(2019, 12, 11, 12, 0, 5), 1, '12 hours'),
-            ('2019-12-12T00:00:00Z', datetime(2019, 12, 11, 23, 59), 2, '1 minute'),
-            ('2019-11-23T20:09:00Z', datetime(2019, 11, 15, 20, 15), 2, '7 days and 23 hours'),
-            ('2019-11-23T20:09:00Z', datetime(2019, 4, 25, 20, 15), 2, '6 months and 28 days'),
-            ('2019-11-23T20:58:00Z', datetime(2019, 11, 23, 20, 53), 2, '5 minutes'),
-            ('2019-11-24T00:00:00Z', datetime(2019, 11, 23, 23, 59, 0), 2, '1 minute'),
-            ('2019-11-23T23:59:00Z', datetime(2017, 7, 21, 23, 0), 2, '2 years and 4 months'),
-            ('2019-11-23T23:59:00Z', datetime(2019, 11, 23, 23, 49, 5), 2, '9 minutes and 55 seconds'),
-            (None, datetime(2019, 11, 23, 23, 49, 5), 2, None),
+            ('3000-12-12T00:01:00Z', '<t:32533488060:R>'),
+            ('3000-12-12T00:01:00Z', '<t:32533488060:R>'),
+            ('3000-12-12T00:00:00Z', '<t:32533488000:R>'),
+            ('3000-11-23T20:09:00Z', '<t:32531918940:R>'),
+            ('3000-11-23T20:09:00Z', '<t:32531918940:R>'),
+            (None, None),
         )
 
-        for expiry, now, max_units, expected in test_cases:
-            with self.subTest(expiry=expiry, now=now, max_units=max_units, expected=expected):
-                self.assertEqual(time.until_expiration(expiry, now, max_units), expected)
+        for expiry, expected in test_cases:
+            with self.subTest(expiry=expiry, expected=expected):
+                self.assertEqual(time.until_expiration(expiry), expected)
diff --git a/tests/helpers.py b/tests/helpers.py
index e3dc5fe5b..9d4988d23 100644
--- a/tests/helpers.py
+++ b/tests/helpers.py
@@ -16,7 +16,6 @@ from bot.async_stats import AsyncStatsClient
 from bot.bot import Bot
 from tests._autospec import autospec  # noqa: F401 other modules import it via this module
 
-
 for logger in logging.Logger.manager.loggerDict.values():
     # Set all loggers to CRITICAL by default to prevent screen clutter during testing
 
@@ -40,7 +39,7 @@ class HashableMixin(discord.mixins.EqualityComparable):
 
 
 class ColourMixin:
-    """A mixin for Mocks that provides the aliasing of color->colour like discord.py does."""
+    """A mixin for Mocks that provides the aliasing of (accent_)color->(accent_)colour like discord.py does."""
 
     @property
     def color(self) -> discord.Colour:
@@ -50,6 +49,14 @@ class ColourMixin:
     def color(self, color: discord.Colour) -> None:
         self.colour = color
 
+    @property
+    def accent_color(self) -> discord.Colour:
+        return self.accent_colour
+
+    @accent_color.setter
+    def accent_color(self, color: discord.Colour) -> None:
+        self.accent_colour = color
+
 
 class CustomMockMixin:
     """
@@ -236,13 +243,20 @@ class MockMember(CustomMockMixin, unittest.mock.Mock, ColourMixin, HashableMixin
         self.roles = [MockRole(name="@everyone", position=1, id=0)]
         if roles:
             self.roles.extend(roles)
+        self.top_role = max(self.roles)
 
         if 'mention' not in kwargs:
             self.mention = f"@{self.name}"
 
 
 # Create a User instance to get a realistic Mock of `discord.User`
-user_instance = discord.User(data=unittest.mock.MagicMock(), state=unittest.mock.MagicMock())
+_user_data_mock = collections.defaultdict(unittest.mock.MagicMock, {
+    "accent_color": 0
+})
+user_instance = discord.User(
+    data=unittest.mock.MagicMock(get=unittest.mock.Mock(side_effect=_user_data_mock.get)),
+    state=unittest.mock.MagicMock()
+)
 
 
 class MockUser(CustomMockMixin, unittest.mock.Mock, ColourMixin, HashableMixin):
@@ -279,7 +293,10 @@ def _get_mock_loop() -> unittest.mock.Mock:
     # Since calling `create_task` on our MockBot does not actually schedule the coroutine object
     # as a task in the asyncio loop, this `side_effect` calls `close()` on the coroutine object
     # to prevent "has not been awaited"-warnings.
-    loop.create_task.side_effect = lambda coroutine: coroutine.close()
+    def mock_create_task(coroutine, **kwargs):
+        coroutine.close()
+        return unittest.mock.Mock()
+    loop.create_task.side_effect = mock_create_task
 
     return loop
 
@@ -320,7 +337,10 @@ channel_data = {
 }
 state = unittest.mock.MagicMock()
 guild = unittest.mock.MagicMock()
-channel_instance = discord.TextChannel(state=state, guild=guild, data=channel_data)
+text_channel_instance = discord.TextChannel(state=state, guild=guild, data=channel_data)
+
+channel_data["type"] = "VoiceChannel"
+voice_channel_instance = discord.VoiceChannel(state=state, guild=guild, data=channel_data)
 
 
 class MockTextChannel(CustomMockMixin, unittest.mock.Mock, HashableMixin):
@@ -330,7 +350,24 @@ class MockTextChannel(CustomMockMixin, unittest.mock.Mock, HashableMixin):
     Instances of this class will follow the specifications of `discord.TextChannel` instances. For
     more information, see the `MockGuild` docstring.
     """
-    spec_set = channel_instance
+    spec_set = text_channel_instance
+
+    def __init__(self, **kwargs) -> None:
+        default_kwargs = {'id': next(self.discord_id), 'name': 'channel', 'guild': MockGuild()}
+        super().__init__(**collections.ChainMap(kwargs, default_kwargs))
+
+        if 'mention' not in kwargs:
+            self.mention = f"#{self.name}"
+
+
+class MockVoiceChannel(CustomMockMixin, unittest.mock.Mock, HashableMixin):
+    """
+    A MagicMock subclass to mock VoiceChannel objects.
+
+    Instances of this class will follow the specifications of `discord.VoiceChannel` instances. For
+    more information, see the `MockGuild` docstring.
+    """
+    spec_set = voice_channel_instance
 
     def __init__(self, **kwargs) -> None:
         default_kwargs = {'id': next(self.discord_id), 'name': 'channel', 'guild': MockGuild()}
@@ -361,6 +398,27 @@ class MockDMChannel(CustomMockMixin, unittest.mock.Mock, HashableMixin):
         super().__init__(**collections.ChainMap(kwargs, default_kwargs))
 
 
+# Create CategoryChannel instance to get a realistic MagicMock of `discord.CategoryChannel`
+category_channel_data = {
+    'id': 1,
+    'type': discord.ChannelType.category,
+    'name': 'category',
+    'position': 1,
+}
+
+state = unittest.mock.MagicMock()
+guild = unittest.mock.MagicMock()
+category_channel_instance = discord.CategoryChannel(
+    state=state, guild=guild, data=category_channel_data
+)
+
+
+class MockCategoryChannel(CustomMockMixin, unittest.mock.Mock, HashableMixin):
+    def __init__(self, **kwargs) -> None:
+        default_kwargs = {'id': next(self.discord_id)}
+        super().__init__(**collections.ChainMap(default_kwargs, kwargs))
+
+
 # Create a Message instance to get a realistic MagicMock of `discord.Message`
 message_data = {
     'id': 1,
@@ -384,7 +442,12 @@ message_instance = discord.Message(state=state, channel=channel, data=message_da
 
 
 # Create a Context instance to get a realistic MagicMock of `discord.ext.commands.Context`
-context_instance = Context(message=unittest.mock.MagicMock(), prefix=unittest.mock.MagicMock())
+context_instance = Context(
+    message=unittest.mock.MagicMock(),
+    prefix="$",
+    bot=MockBot(),
+    view=None
+)
 context_instance.invoked_from_error_handler = None
 
 
@@ -399,10 +462,12 @@ class MockContext(CustomMockMixin, unittest.mock.MagicMock):
 
     def __init__(self, **kwargs) -> None:
         super().__init__(**kwargs)
+        self.me = kwargs.get('me', MockMember())
         self.bot = kwargs.get('bot', MockBot())
         self.guild = kwargs.get('guild', MockGuild())
         self.author = kwargs.get('author', MockMember())
         self.channel = kwargs.get('channel', MockTextChannel())
+        self.message = kwargs.get('message', MockMessage())
         self.invoked_from_error_handler = kwargs.get('invoked_from_error_handler', False)
 
 
@@ -491,7 +556,7 @@ class MockReaction(CustomMockMixin, unittest.mock.MagicMock):
         self.__str__.return_value = str(self.emoji)
 
 
-webhook_instance = discord.Webhook(data=unittest.mock.MagicMock(), adapter=unittest.mock.MagicMock())
+webhook_instance = discord.Webhook(data=unittest.mock.MagicMock(), session=unittest.mock.MagicMock())
 
 
 class MockAsyncWebhook(CustomMockMixin, unittest.mock.MagicMock):
diff --git a/tests/test_base.py b/tests/test_base.py
index a7db4bf3e..365805a71 100644
--- a/tests/test_base.py
+++ b/tests/test_base.py
@@ -1,8 +1,7 @@
 import logging
-import unittest
 import unittest.mock
 
-
+from bot.log import get_logger
 from tests.base import LoggingTestsMixin, _CaptureLogHandler
 
 
@@ -15,7 +14,7 @@ class LoggingTestCaseTests(unittest.TestCase):
 
     @classmethod
     def setUpClass(cls):
-        cls.log = logging.getLogger(__name__)
+        cls.log = get_logger(__name__)
 
     def test_assert_not_logs_does_not_raise_with_no_logs(self):
         """Test if LoggingTestCase.assertNotLogs does not raise when no logs were emitted."""
@@ -56,15 +55,15 @@ class LoggingTestCaseTests(unittest.TestCase):
 
     def test_logging_test_case_works_with_logger_instance(self):
         """Test if the LoggingTestCase captures logging for provided logger."""
-        log = logging.getLogger("new_logger")
+        log = get_logger("new_logger")
         with self.assertRaises(AssertionError):
             with LoggingTestCase.assertNotLogs(self, logger=log):
                 log.info("Hello, this should raise an AssertionError")
 
     def test_logging_test_case_respects_alternative_logger(self):
         """Test if LoggingTestCase only checks the provided logger."""
-        log_one = logging.getLogger("log one")
-        log_two = logging.getLogger("log two")
+        log_one = get_logger("log one")
+        log_two = get_logger("log two")
         with LoggingTestCase.assertNotLogs(self, logger=log_one):
             log_two.info("Hello, this should not raise an AssertionError")
 
diff --git a/tox.ini b/tox.ini
index b8293a3b6..9472c32f9 100644
--- a/tox.ini
+++ b/tox.ini
@@ -5,7 +5,7 @@ import-order-style=pycharm
 application_import_names=bot,tests
 exclude=.cache,.venv,.git,constants.py
 ignore=
-    B311,W503,E226,S311,T000
+    B311,W503,E226,S311,T000,E731
     # Missing Docstrings
     D100,D104,D105,D107,
     # Docstring Whitespace