Merge branch 'main' into mbaruh/timeout

32 files changed, 2323 insertions, 2007 deletions

diff --git a/.github/workflows/lint-test.yml b/.github/workflows/lint-test.yml
index 051ca2265..af1d703c0 100644
--- a/.github/workflows/lint-test.yml
+++ b/.github/workflows/lint-test.yml
@@ -16,7 +16,8 @@ jobs:
         MIT License;
         Mozilla Public License 2.0 (MPL 2.0);
         Public Domain;
-        Python Software Foundation License
+        Python Software Foundation License;
+        The Unlicense (Unlicense)
 
       # Dummy values for required bot environment variables
       BOT_API_KEY: foo
@@ -83,7 +84,7 @@ jobs:
       - name: Upload a Build Artifact
         if: always() && steps.prepare-artifact.outcome == 'success'
         continue-on-error: true
-        uses: actions/upload-artifact@v2
+        uses: actions/upload-artifact@v3
         with:
           name: pull-request-payload
           path: pull_request_payload.json
diff --git a/.github/workflows/status_embed.yaml b/.github/workflows/status_embed.yaml
index 1923965ab..60bdaf770 100644
--- a/.github/workflows/status_embed.yaml
+++ b/.github/workflows/status_embed.yaml
@@ -58,7 +58,7 @@ jobs:
       # more information and we can fine tune when we actually want
       # to send an embed.
       - name: GitHub Actions Status Embed for Discord
-        uses: SebastiaanZ/[email protected]
+        uses: SebastiaanZ/[email protected]
         with:
           # Our GitHub Actions webhook
           webhook_id: '784184528997842985'
diff --git a/.gitignore b/.gitignore
index 6691dbea1..65a9af431 100644
--- a/.gitignore
+++ b/.gitignore
@@ -123,3 +123,4 @@ TEST-**.xml
 
 # Mac OS .DS_Store, which is a file that stores custom attributes of its containing folder
 .DS_Store
+*.env*
diff --git a/bot/constants.py b/bot/constants.py
index 7e8e7591a..983853e00 100644
--- a/bot/constants.py
+++ b/bot/constants.py
@@ -1,703 +1,721 @@
 """
-Loads bot configuration from YAML files.
-By default, this simply loads the default
-configuration located at `config-default.yml`.
-If a file called `config.yml` is found in the
-project directory, the default configuration
-is recursively updated with any settings from
-the custom configuration. Any settings left
-out in the custom user configuration will stay
-their default values from `config-default.yml`.
+Loads bot configuration from environment variables
+and `.env` files. By default, this simply loads the
+default configuration defined thanks to the `default`
+keyword argument in each instance of the `Field` class
+If two files called `.env` and `.env.server` are found
+in the project directory, the values will be loaded
+from both of them, thus overlooking the predefined defaults.
+Any settings left out in the custom user configuration
+will default to the values passed to the `default` kwarg.
 """
 import os
-from collections.abc import Mapping
 from enum import Enum
-from pathlib import Path
-from typing import Dict, List, Optional
+from typing import Optional
 
-import yaml
+from pydantic import BaseModel, BaseSettings, root_validator
 
-try:
-    import dotenv
-    dotenv.load_dotenv()
-except ModuleNotFoundError:
-    pass
 
+class EnvConfig(BaseSettings):
+    class Config:
+        env_file = ".env", ".env.server",
+        env_file_encoding = 'utf-8'
+        env_nested_delimiter = '__'
 
-def _env_var_constructor(loader, node):
-    """
-    Implements a custom YAML tag for loading optional environment
-    variables. If the environment variable is set, returns the
-    value of it. Otherwise, returns `None`.
 
-    Example usage in the YAML configuration:
+class _Miscellaneous(EnvConfig):
+    debug = True
+    file_logs = False
 
-        # Optional app configuration. Set `MY_APP_KEY` in the environment to use it.
-        application:
-            key: !ENV 'MY_APP_KEY'
-    """
 
-    default = None
+Miscellaneous = _Miscellaneous()
 
-    # Check if the node is a plain string value
-    if node.id == 'scalar':
-        value = loader.construct_scalar(node)
-        key = str(value)
-    else:
-        # The node value is a list
-        value = loader.construct_sequence(node)
 
-        if len(value) >= 2:
-            # If we have at least two values, then we have both a key and a default value
-            default = value[1]
-            key = value[0]
-        else:
-            # Otherwise, we just have a key
-            key = value[0]
+FILE_LOGS = Miscellaneous.file_logs
+DEBUG_MODE = Miscellaneous.debug
 
-    return os.getenv(key, default)
 
+class _Bot(EnvConfig):
+    EnvConfig.Config.env_prefix = "bot_"
 
-def _join_var_constructor(loader, node):
-    """
-    Implements a custom YAML tag for concatenating other tags in
-    the document to strings. This allows for a much more DRY configuration
-    file.
-    """
+    prefix = "!"
+    sentry_dsn = ""
+    token = ""
+    trace_loggers = "*"
 
-    fields = loader.construct_sequence(node)
-    return "".join(str(x) for x in fields)
 
+Bot = _Bot()
 
-yaml.SafeLoader.add_constructor("!ENV", _env_var_constructor)
-yaml.SafeLoader.add_constructor("!JOIN", _join_var_constructor)
 
-# Pointing old tag to !ENV constructor to avoid breaking existing configs
-yaml.SafeLoader.add_constructor("!REQUIRED_ENV", _env_var_constructor)
+class _Channels(EnvConfig):
+    EnvConfig.Config.env_prefix = "channels_"
 
+    announcements = 354619224620138496
+    changelog = 748238795236704388
+    mailing_lists = 704372456592506880
+    python_events = 729674110270963822
+    python_news = 704372456592506880
+    reddit = 458224812528238616
 
-with open("config-default.yml", encoding="UTF-8") as f:
-    _CONFIG_YAML = yaml.safe_load(f)
+    dev_contrib = 635950537262759947
+    dev_core = 411200599653351425
+    dev_log = 622895325144940554
 
+    meta = 429409067623251969
+    python_general = 267624335836053506
 
-def _recursive_update(original, new):
-    """
-    Helper method which implements a recursive `dict.update`
-    method, used for updating the original configuration with
-    configuration specified by the user.
-    """
+    python_help = 1035199133436354600
 
-    for key, value in original.items():
-        if key not in new:
-            continue
+    attachment_log = 649243850006855680
+    filter_log = 1014943924185473094
+    message_log = 467752170159079424
+    mod_log = 282638479504965634
+    nomination_voting_archive = 833371042046148738
+    user_log = 528976905546760203
+    voice_log = 640292421988646961
 
-        if isinstance(value, Mapping):
-            if not any(isinstance(subvalue, Mapping) for subvalue in value.values()):
-                original[key].update(new[key])
-            _recursive_update(original[key], new[key])
-        else:
-            original[key] = new[key]
+    off_topic_0 = 291284109232308226
+    off_topic_1 = 463035241142026251
+    off_topic_2 = 463035268514185226
 
+    bot_commands = 267659945086812160
+    discord_bots = 343944376055103488
+    esoteric = 470884583684964352
+    voice_gate = 764802555427029012
+    code_jam_planning = 490217981872177157
 
-if Path("config.yml").exists():
-    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)
+    # Staff
+    admins = 365960823622991872
+    admin_spam = 563594791770914816
+    defcon = 464469101889454091
+    helpers = 385474242440986624
+    incidents = 714214212200562749
+    incidents_archive = 720668923636351037
+    mod_alerts = 473092532147060736
+    mod_meta = 775412552795947058
+    mods = 305126844661760000
+    nominations = 822920136150745168
+    nomination_voting = 822853512709931008
+    organisation = 551789653284356126
 
+    # Staff announcement channels
+    admin_announcements = 749736155569848370
+    mod_announcements = 372115205867700225
+    staff_announcements = 464033278631084042
+    staff_info = 396684402404622347
+    staff_lounge = 464905259261755392
 
-def check_required_keys(keys):
-    """
-    Verifies that keys that are set to be required are present in the
-    loaded configuration.
-    """
-    for key_path in keys:
-        lookup = _CONFIG_YAML
-        try:
-            for key in key_path.split('.'):
-                lookup = lookup[key]
-                if lookup is None:
-                    raise KeyError(key)
-        except KeyError:
-            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."
-            )
-
-
-try:
-    required_keys = _CONFIG_YAML['config']['required_keys']
-except KeyError:
-    pass
-else:
-    check_required_keys(required_keys)
-
-
-class YAMLGetter(type):
+    # Voice Channels
+    admins_voice = 500734494840717332
+    code_help_voice_0 = 751592231726481530
+    code_help_voice_1 = 764232549840846858
+    general_voice_0 = 751591688538947646
+    general_voice_1 = 799641437645701151
+    staff_voice = 412375055910043655
+
+    black_formatter = 846434317021741086
+
+    # Voice Chat
+    code_help_chat_0 = 755154969761677312
+    code_help_chat_1 = 766330079135268884
+    staff_voice_chat = 541638762007101470
+    voice_chat_0 = 412357430186344448
+    voice_chat_1 = 799647045886541885
+
+    big_brother = 468507907357409333
+    duck_pond = 637820308341915648
+    roles = 851270062434156586
+
+
+Channels = _Channels()
+
+
+class _Roles(EnvConfig):
+
+    EnvConfig.Config.env_prefix = "roles_"
+
+    # Self-assignable roles, see the Subscribe cog
+    advent_of_code = 518565788744024082
+    announcements = 463658397560995840
+    lovefest = 542431903886606399
+    pyweek_announcements = 897568414044938310
+    revival_of_code = 988801794668908655
+    legacy_help_channels_access = 1074780483776417964
+
+    contributors = 295488872404484098
+    help_cooldown = 699189276025421825
+    muted = 277914926603829249  # TODO remove when no longer relevant.
+    partners = 323426753857191936
+    python_community = 458226413825294336
+    voice_verified = 764802720779337729
+
+    # Streaming
+    video = 764245844798079016
+
+    # Staff
+    admins = 267628507062992896
+    core_developers = 587606783669829632
+    code_jam_event_team = 787816728474288181
+    devops = 409416496733880320
+    domain_leads = 807415650778742785
+    events_lead = 778361735739998228
+    helpers = 267630620367257601
+    moderators = 831776746206265384
+    mod_team = 267629731250176001
+    owners = 267627879762755584
+    project_leads = 815701647526330398
+
+    # Code Jam
+    jammers = 737249140966162473
+
+    # Patreon
+    patreon_tier_1 = 505040943800516611
+    patreon_tier_2 = 743399725914390631
+    patreon_tier_3 = 743400204367036520
+
+
+Roles = _Roles()
+
+
+class _Categories(EnvConfig):
+    EnvConfig.Config.env_prefix = "categories_"
+
+    logs = 468520609152892958
+    moderators = 749736277464842262
+    modmail = 714494672835444826
+    appeals = 890331800025563216
+    appeals_2 = 895417395261341766
+    voice = 356013253765234688
+
+    # 2021 Summer Code Jam
+    summer_code_jam = 861692638540857384
+
+
+Categories = _Categories()
+
+
+class _Guild(EnvConfig):
+    EnvConfig.Config.env_prefix = "guild_"
+
+    id = 267624335836053506
+    invite = "https://discord.gg/python"
+
+    moderation_categories = [
+        Categories.moderators,
+        Categories.modmail,
+        Categories.logs,
+        Categories.appeals,
+        Categories.appeals_2
+    ]
+    moderation_channels = [Channels.admins, Channels.admin_spam, Channels.mods]
+    modlog_blacklist = [
+        Channels.attachment_log,
+        Channels.message_log,
+        Channels.mod_log,
+        Channels.staff_voice,
+        Channels.filter_log
+    ]
+    reminder_whitelist = [Channels.bot_commands, Channels.dev_contrib, Channels.black_formatter]
+    moderation_roles = [Roles.admins, Roles.mod_team, Roles.moderators, Roles.owners]
+    staff_roles = [Roles.admins, Roles.helpers, Roles.mod_team, Roles.owners]
+
+
+Guild = _Guild()
+
+
+class Event(Enum):
     """
-    Implements a custom metaclass used for accessing
-    configuration data by simply accessing class attributes.
-    Supports getting configuration from up to two levels
-    of nested configuration through `section` and `subsection`.
-
-    `section` specifies the YAML configuration section (or "key")
-    in which the configuration lives, and must be set.
-
-    `subsection` is an optional attribute specifying the section
-    within the section from which configuration should be loaded.
-
-    Example Usage:
-
-        # config.yml
-        bot:
-            prefixes:
-                direct_message: ''
-                guild: '!'
-
-        # config.py
-        class Prefixes(metaclass=YAMLGetter):
-            section = "bot"
-            subsection = "prefixes"
-
-        # Usage in Python code
-        from config import Prefixes
-        def get_prefix(bot, message):
-            if isinstance(message.channel, PrivateChannel):
-                return Prefixes.direct_message
-            return Prefixes.guild
+    Event names. This does not include every event (for example, raw
+    events aren't here), but only events used in ModLog for now.
     """
 
-    subsection = None
+    guild_channel_create = "guild_channel_create"
+    guild_channel_delete = "guild_channel_delete"
+    guild_channel_update = "guild_channel_update"
+    guild_role_create = "guild_role_create"
+    guild_role_delete = "guild_role_delete"
+    guild_role_update = "guild_role_update"
+    guild_update = "guild_update"
+
+    member_join = "member_join"
+    member_remove = "member_remove"
+    member_ban = "member_ban"
+    member_unban = "member_unban"
+    member_update = "member_update"
 
-    def __getattr__(cls, name):
-        name = name.lower()
+    message_delete = "message_delete"
+    message_edit = "message_edit"
 
-        try:
-            if cls.subsection is not None:
-                return _CONFIG_YAML[cls.section][cls.subsection][name]
-            return _CONFIG_YAML[cls.section][name]
-        except KeyError as e:
-            dotted_path = '.'.join(
-                (cls.section, cls.subsection, name)
-                if cls.subsection is not None else (cls.section, name)
-            )
-            print(f"Tried accessing configuration variable at `{dotted_path}`, but it could not be found.")
-            raise AttributeError(repr(name)) from e
+    voice_state_update = "voice_state_update"
 
-    def __getitem__(cls, name):
-        return cls.__getattr__(name)
 
-    def __iter__(cls):
-        """Return generator of key: value pairs of current constants class' config values."""
-        for name in cls.__annotations__:
-            yield name, getattr(cls, name)
+class ThreadArchiveTimes(Enum):
+    HOUR = 60
+    DAY = 1440
+    THREE_DAY = 4320
+    WEEK = 10080
 
 
-# Dataclasses
-class Bot(metaclass=YAMLGetter):
-    section = "bot"
+class Webhook(BaseModel):
+    id: int
+    channel: int
 
-    prefix: str
-    sentry_dsn: Optional[str]
-    token: str
-    trace_loggers: Optional[str]
 
+class _Webhooks(EnvConfig):
+    EnvConfig.Config.env_prefix = "webhooks_"
 
-class Redis(metaclass=YAMLGetter):
-    section = "bot"
-    subsection = "redis"
+    big_brother: Webhook = Webhook(id=569133704568373283, channel=Channels.big_brother)
+    dev_log: Webhook = Webhook(id=680501655111729222, channel=Channels.dev_log)
+    duck_pond: Webhook = Webhook(id=637821475327311927, channel=Channels.duck_pond)
+    incidents: Webhook = Webhook(id=816650601844572212, channel=Channels.incidents)
+    incidents_archive: Webhook = Webhook(id=720671599790915702, channel=Channels.incidents_archive)
+    python_news: Webhook = Webhook(id=704381182279942324, channel=Channels.python_news)
 
-    host: str
-    password: Optional[str]
-    port: int
-    use_fakeredis: bool  # If this is True, Bot will use fakeredis.aioredis
 
+Webhooks = _Webhooks()
 
-class Filter(metaclass=YAMLGetter):
-    section = "filter"
 
-    filter_domains: bool
-    filter_everyone_ping: bool
-    filter_invites: bool
-    filter_zalgo: bool
-    watch_regex: bool
-    watch_rich_embeds: bool
+class _BigBrother(EnvConfig):
+    EnvConfig.Config.env_prefix = "big_brother_"
 
-    # Notifications are not expected for "watchlist" type filters
+    header_message_limit = 15
+    log_delay = 15
 
-    notify_user_domains: bool
-    notify_user_everyone_ping: bool
-    notify_user_invites: bool
-    notify_user_zalgo: bool
 
-    offensive_msg_delete_days: int
-    ping_everyone: bool
+BigBrother = _BigBrother()
 
-    channel_whitelist: List[int]
-    role_whitelist: List[int]
 
+class _CodeBlock(EnvConfig):
+    EnvConfig.Config.env_prefix = "code_block_"
 
-class Cooldowns(metaclass=YAMLGetter):
-    section = "bot"
-    subsection = "cooldowns"
+    # The channels in which code blocks will be detected. They are not subject to a cooldown.
+    channel_whitelist: list[int] = [Channels.bot_commands]
+    # The channels which will be affected by a cooldown. These channels are also whitelisted.
+    cooldown_channels: list[int] = [Channels.python_general]
 
-    tags: int
+    cooldown_seconds = 300
+    minimum_lines = 4
 
 
-class Colours(metaclass=YAMLGetter):
-    section = "style"
-    subsection = "colours"
+CodeBlock = _CodeBlock()
 
-    blue: int
-    bright_green: int
-    orange: int
-    pink: int
-    purple: int
-    soft_green: int
-    soft_orange: int
-    soft_red: int
-    white: int
-    yellow: int
 
+class _Colours(EnvConfig):
+    EnvConfig.Config.env_prefix = "colours_"
 
-class DuckPond(metaclass=YAMLGetter):
-    section = "duck_pond"
+    blue = 0x3775a8
+    bright_green = 0x01d277
+    orange = 0xe67e22
+    pink = 0xcf84e0
+    purple = 0xb734eb
+    soft_green = 0x68c290
+    soft_orange = 0xf9cb54
+    soft_red = 0xcd6d6d
+    white = 0xfffffe
+    yellow = 0xffd241
 
-    threshold: int
-    channel_blacklist: List[int]
+    @root_validator(pre=True)
+    def parse_hex_values(cls, values):
+        for key, value in values.items():
+            values[key] = int(value, 16)
+        return values
 
 
-class Emojis(metaclass=YAMLGetter):
-    section = "style"
-    subsection = "emojis"
+Colours = _Colours()
 
-    badge_bug_hunter: str
-    badge_bug_hunter_level_2: str
-    badge_early_supporter: str
-    badge_hypesquad: str
-    badge_hypesquad_balance: str
-    badge_hypesquad_bravery: str
-    badge_hypesquad_brilliance: str
-    badge_partner: str
-    badge_staff: str
-    badge_verified_bot_developer: str
-    verified_bot: str
-    bot: str
 
-    defcon_shutdown: str  # noqa: E704
-    defcon_unshutdown: str  # noqa: E704
-    defcon_update: str  # noqa: E704
+class _Free(EnvConfig):
+    EnvConfig.Config.env_prefix = "free_"
 
-    failmail: str
+    activity_timeout = 600
+    cooldown_per = 60.0
+    cooldown_rate = 1
 
-    incident_actioned: str
-    incident_investigating: str
-    incident_unactioned: str
 
-    status_dnd: str
-    status_idle: str
-    status_offline: str
-    status_online: str
+Free = _Free()
 
-    ducky_dave: str
 
-    trashcan: str
+class Rule(BaseModel):
+    interval: int
+    max: int
 
-    bullet: str
-    check_mark: str
-    cross_mark: str
-    new: str
-    pencil: str
 
-    ok_hand: str
+# Some help in choosing an appropriate name for this is appreciated
+class ExtendedRule(Rule):
+    max_consecutive: int
 
 
-class Icons(metaclass=YAMLGetter):
-    section = "style"
-    subsection = "icons"
+class Rules(BaseModel):
+    attachments: Rule = Rule(interval=10, max=6)
+    burst: Rule = Rule(interval=10, max=7)
+    chars: Rule = Rule(interval=5, max=4_200)
+    discord_emojis: Rule = Rule(interval=10, max=20)
+    duplicates: Rule = Rule(interval=10, max=3)
+    links: Rule = Rule(interval=10, max=10)
+    mentions: Rule = Rule(interval=10, max=5)
+    newlines: ExtendedRule = ExtendedRule(interval=10, max=100, max_consecutive=10)
+    role_mentions: Rule = Rule(interval=10, max=3)
 
-    crown_blurple: str
-    crown_green: str
-    crown_red: str
 
-    defcon_denied: str    # noqa: E704
-    defcon_shutdown: str  # noqa: E704
-    defcon_unshutdown: str   # noqa: E704
-    defcon_update: str   # noqa: E704
+class _AntiSpam(EnvConfig):
+    EnvConfig.Config.env_prefix = 'anti_spam_'
 
-    filtering: str
+    cache_size = 100
 
-    green_checkmark: str
-    green_questionmark: str
-    guild_update: str
+    clean_offending = True
+    ping_everyone = True
 
-    hash_blurple: str
-    hash_green: str
-    hash_red: str
+    remove_timeout_after = 600
+    rules = Rules()
 
-    message_bulk_delete: str
-    message_delete: str
-    message_edit: str
 
-    pencil: str
+AntiSpam = _AntiSpam()
 
-    questionmark: str
 
-    remind_blurple: str
-    remind_green: str
-    remind_red: str
+class _HelpChannels(EnvConfig):
+    EnvConfig.Config.env_prefix = "help_channels_"
 
-    sign_in: str
-    sign_out: str
+    enable = True
+    idle_minutes = 30
+    deleted_idle_minutes = 5
+    # Roles which are allowed to use the command which makes channels dormant
+    cmd_whitelist: list[int] = [Roles.helpers]
 
-    superstarify: str
-    unsuperstarify: str
 
-    token_removed: str
+HelpChannels = _HelpChannels()
 
-    user_ban: str
-    user_timeout: str
-    user_unban: str
-    user_untimeout: str
-    user_update: str
-    user_verified: str
-    user_warn: str
 
-    voice_state_blue: str
-    voice_state_green: str
-    voice_state_red: str
+class _RedirectOutput(EnvConfig):
+    EnvConfig.Config.env_prefix = "redirect_output_"
 
+    delete_delay = 15
+    delete_invocation = True
 
-class CleanMessages(metaclass=YAMLGetter):
-    section = "bot"
-    subsection = "clean"
 
-    message_limit: int
+RedirectOutput = _RedirectOutput()
 
 
-class Stats(metaclass=YAMLGetter):
-    section = "bot"
-    subsection = "stats"
+class _DuckPond(EnvConfig):
+    EnvConfig.Config.env_prefix = "duck_pond_"
 
-    presence_update_timeout: int
-    statsd_host: str
+    threshold = 7
 
+    channel_blacklist: list[str] = [
+        Channels.announcements,
+        Channels.python_news,
+        Channels.python_events,
+        Channels.mailing_lists,
+        Channels.reddit,
+        Channels.duck_pond,
+        Channels.changelog,
+        Channels.staff_announcements,
+        Channels.mod_announcements,
+        Channels.admin_announcements,
+        Channels.staff_info
+    ]
 
-class Categories(metaclass=YAMLGetter):
-    section = "guild"
-    subsection = "categories"
 
-    moderators: int
-    modmail: int
-    voice: int
+DuckPond = _DuckPond()
 
-    # 2021 Summer Code Jam
-    summer_code_jam: int
-
-
-class Channels(metaclass=YAMLGetter):
-    section = "guild"
-    subsection = "channels"
-
-    announcements: int
-    change_log: int
-    mailing_lists: int
-    python_events: int
-    python_news: int
-    reddit: int
-
-    dev_contrib: int
-    dev_core: int
-    dev_log: int
-
-    meta: int
-    python_general: int
-
-    help_system_forum: int
-
-    attachment_log: int
-    filter_log: int
-    message_log: int
-    mod_log: int
-    nomination_archive: int
-    user_log: int
-    voice_log: int
-
-    off_topic_0: int
-    off_topic_1: int
-    off_topic_2: int
-
-    bot_commands: int
-    discord_bots: int
-    esoteric: int
-    voice_gate: int
-    code_jam_planning: int
-
-    admins: int
-    admin_spam: int
-    defcon: int
-    helpers: int
-    incidents: int
-    incidents_archive: int
-    mod_alerts: int
-    mod_meta: int
-    mods: int
-    nominations: int
-    nomination_voting: int
-    organisation: int
-
-    admin_announcements: int
-    mod_announcements: int
-    staff_announcements: int
-
-    admins_voice: int
-    code_help_voice_0: int
-    code_help_voice_1: int
-    general_voice_0: int
-    general_voice_1: int
-    staff_voice: int
-
-    code_help_chat_0: int
-    code_help_chat_1: int
-    staff_voice_chat: int
-    voice_chat_0: int
-    voice_chat_1: int
-
-    big_brother_logs: int
-
-    roles: int
-
-
-class Webhooks(metaclass=YAMLGetter):
-    section = "guild"
-    subsection = "webhooks"
-
-    big_brother: int
-    dev_log: int
-    duck_pond: int
-    incidents: int
-    incidents_archive: 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
-    revival_of_code: int
-    legacy_help_channels_access: int
-
-    contributors: int
-    help_cooldown: int
-    muted: int  # TODO remove when no longer relevant.
-    partners: int
-    python_community: int
-    sprinters: int
-    voice_verified: int
-    video: int
-
-    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
-    owners: int
-    project_leads: int
-
-    jammers: int
-
-    patreon_tier_1: int
-    patreon_tier_2: int
-    patreon_tier_3: int
-
-
-class Guild(metaclass=YAMLGetter):
-    section = "guild"
+class _PythonNews(EnvConfig):
+    EnvConfig.Config.env_prefix = "python_news_"
 
-    id: int
-    invite: str  # Discord invite, gets embedded in chat
+    channel: int = Webhooks.python_news.channel
+    webhook: int = Webhooks.python_news.id
+    mail_lists = ['python-ideas', 'python-announce-list', 'pypi-announce', 'python-dev']
+
+
+PythonNews = _PythonNews()
+
+
+class _VoiceGate(EnvConfig):
+    EnvConfig.Config.env_prefix = "voice_gate_"
+
+    bot_message_delete_delay = 10
+    minimum_activity_blocks = 3
+    minimum_days_member = 3
+    minimum_messages = 50
+    voice_ping_delete_delay = 60
+
+
+VoiceGate = _VoiceGate()
+
+
+class _Branding(EnvConfig):
+    EnvConfig.Config.env_prefix = "branding_"
+
+    cycle_frequency = 3
 
-    moderation_categories: List[int]
-    moderation_channels: List[int]
-    modlog_blacklist: List[int]
-    reminder_whitelist: List[int]
-    moderation_roles: List[int]
-    staff_roles: List[int]
 
+Branding = _Branding()
 
-class Keys(metaclass=YAMLGetter):
-    section = "keys"
 
-    github: Optional[str]
-    site_api: Optional[str]
+class _VideoPermission(EnvConfig):
+    EnvConfig.Config.env_prefix = "video_permission_"
 
+    default_permission_duration = 5
 
-class URLs(metaclass=YAMLGetter):
-    section = "urls"
+
+VideoPermission = _VideoPermission()
+
+
+class _Redis(EnvConfig):
+    EnvConfig.Config.env_prefix = "redis_"
+
+    host = "redis.default.svc.cluster.local"
+    password = ""
+    port = 6379
+    use_fakeredis = False  # If this is True, Bot will use fakeredis.aioredis
+
+
+Redis = _Redis()
+
+
+class _CleanMessages(EnvConfig):
+    EnvConfig.Config.env_prefix = "clean_"
+
+    message_limit = 10_000
+
+
+CleanMessages = _CleanMessages()
+
+
+class _Stats(EnvConfig):
+    EnvConfig.Config.env_prefix = "stats_"
+
+    presence_update_timeout = 30
+    statsd_host = "graphite.default.svc.cluster.local"
+
+
+Stats = _Stats()
+
+
+class _Cooldowns(EnvConfig):
+    EnvConfig.Config.env_prefix = "cooldowns_"
+
+    tags = 60
+
+
+Cooldowns = _Cooldowns()
+
+
+class _Metabase(EnvConfig):
+    EnvConfig.Config.env_prefix = "metabase_"
+
+    username = ""
+    password = ""
+    base_url = "http://metabase.default.svc.cluster.local"
+    public_url = "https://metabase.pythondiscord.com"
+    max_session_age = 20_160
+
+
+Metabase = _Metabase()
+
+
+class _BaseURLs(EnvConfig):
+    EnvConfig.Config.env_prefix = "urls_"
 
     # Snekbox endpoints
-    snekbox_eval_api: str
-    snekbox_311_eval_api: str
+    snekbox_eval_api = "http://snekbox-310.default.svc.cluster.local/eval"
+    snekbox_311_eval_api = "http://snekbox.default.svc.cluster.local/eval"
 
-    # Discord API endpoints
-    discord_api: str
-    discord_invite_api: str
+    # Discord API
+    discord_api = "https://discordapp.com/api/v7/"
 
     # Misc endpoints
-    bot_avatar: str
-    github_bot_repo: str
+    bot_avatar = "https://raw.githubusercontent.com/python-discord/branding/main/logos/logo_circle/logo_circle.png"
+
+    github_bot_repo = "https://github.com/python-discord/bot"
+
+    # Site
+    site = "pythondiscord.com"
+    site_schema = "https://"
+    site_api = "site.default.svc.cluster.local/api"
+    site_api_schema = "http://"
+
+
+BaseURLs = _BaseURLs()
+
+
+class _URLs(_BaseURLs):
+
+    # Discord API endpoints
+    discord_invite_api: str = "".join([BaseURLs.discord_api, "invites"])
 
     # Base site vars
-    connect_max_retries: int
-    connect_cooldown: int
-    site: str
-    site_api: str
-    site_schema: str
-    site_api_schema: str
+    connect_max_retries = 3
+    connect_cooldown = 5
+
+    site_staff: str = "".join([BaseURLs.site_schema, BaseURLs.site, "/staff"])
+    site_paste = "".join(["paste.", BaseURLs.site])
 
     # Site endpoints
-    site_logs_view: str
-    paste_service: str
+    site_logs_view: str = "".join([BaseURLs.site_schema, BaseURLs.site, "/staff/bot/logs"])
+    paste_service: str = "".join([BaseURLs.site_schema, "paste.", BaseURLs.site, "/{key}"])
 
 
-class Metabase(metaclass=YAMLGetter):
-    section = "metabase"
+URLs = _URLs()
 
-    username: Optional[str]
-    password: Optional[str]
-    base_url: str
-    public_url: str
-    max_session_age: int
 
+class _Emojis(EnvConfig):
+    EnvConfig.Config.env_prefix = "emojis_"
 
-class AntiSpam(metaclass=YAMLGetter):
-    section = 'anti_spam'
+    badge_bug_hunter = "<:bug_hunter_lvl1:743882896372269137>"
+    badge_bug_hunter_level_2 = "<:bug_hunter_lvl2:743882896611344505>"
+    badge_early_supporter = "<:early_supporter:743882896909140058>"
+    badge_hypesquad = "<:hypesquad_events:743882896892362873>"
+    badge_hypesquad_balance = "<:hypesquad_balance:743882896460480625>"
+    badge_hypesquad_bravery = "<:hypesquad_bravery:743882896745693335>"
+    badge_hypesquad_brilliance = "<:hypesquad_brilliance:743882896938631248>"
+    badge_partner = "<:partner:748666453242413136>"
+    badge_staff = "<:discord_staff:743882896498098226>"
+    badge_verified_bot_developer = "<:verified_bot_dev:743882897299210310>"
+    verified_bot = "<:verified_bot:811645219220750347>"
+    bot = "<:bot:812712599464443914>"
 
-    cache_size: int
+    defcon_shutdown = "<:defcondisabled:470326273952972810>"  # noqa: E704
+    defcon_unshutdown = "<:defconenabled:470326274213150730>"  # noqa: E704
+    defcon_update = "<:defconsettingsupdated:470326274082996224>"  # noqa: E704
 
-    clean_offending: bool
-    ping_everyone: bool
+    failmail = "<:failmail:633660039931887616>"
+    failed_file = "<:failed_file:1073298441968562226>"
 
-    punishment: Dict[str, Dict[str, int]]
-    rules: Dict[str, Dict[str, int]]
+    incident_actioned = "<:incident_actioned:714221559279255583>"
+    incident_investigating = "<:incident_investigating:714224190928191551>"
+    incident_unactioned = "<:incident_unactioned:714223099645526026>"
 
+    status_dnd = "<:status_dnd:470326272082313216>"
+    status_idle = "<:status_idle:470326266625785866>"
+    status_offline = "<:status_offline:470326266537705472>"
+    status_online = "<:status_online:470326272351010816>"
 
-class BigBrother(metaclass=YAMLGetter):
-    section = 'big_brother'
+    ducky_dave = "<:ducky_dave:742058418692423772>"
 
-    header_message_limit: int
-    log_delay: int
+    trashcan = "<:trashcan:637136429717389331>"
 
+    bullet = "\u2022"
+    check_mark = "\u2705"
+    cross_mark = "\u274C"
+    new = "\U0001F195"
+    pencil = "\u270F"
 
-class CodeBlock(metaclass=YAMLGetter):
-    section = 'code_block'
+    ok_hand = ":ok_hand:"
 
-    channel_whitelist: List[int]
-    cooldown_channels: List[int]
-    cooldown_seconds: int
-    minimum_lines: int
 
+Emojis = _Emojis()
 
-class Free(metaclass=YAMLGetter):
-    section = 'free'
 
-    activity_timeout: int
-    cooldown_per: float
-    cooldown_rate: int
+class _Icons(EnvConfig):
+    EnvConfig.Config.env_prefix = "icons_"
 
+    crown_blurple = "https://cdn.discordapp.com/emojis/469964153289965568.png"
+    crown_green = "https://cdn.discordapp.com/emojis/469964154719961088.png"
+    crown_red = "https://cdn.discordapp.com/emojis/469964154879344640.png"
 
-class HelpChannels(metaclass=YAMLGetter):
-    section = 'help_channels'
+    defcon_denied = "https://cdn.discordapp.com/emojis/472475292078964738.png"    # noqa: E704
+    defcon_shutdown = "https://cdn.discordapp.com/emojis/470326273952972810.png"  # noqa: E704
+    defcon_unshutdown = "https://cdn.discordapp.com/emojis/470326274213150730.png"   # noqa: E704
+    defcon_update = "https://cdn.discordapp.com/emojis/472472638342561793.png"   # noqa: E704
 
-    enable: bool
-    idle_minutes: int
-    deleted_idle_minutes: int
-    cmd_whitelist: List[int]
+    filtering = "https://cdn.discordapp.com/emojis/472472638594482195.png"
 
+    green_checkmark = "https://raw.githubusercontent.com/python-discord/branding/main/icons/checkmark/green-checkmark-dist.png"
+    green_questionmark = "https://raw.githubusercontent.com/python-discord/branding/main/icons/checkmark/green-question-mark-dist.png"
+    guild_update = "https://cdn.discordapp.com/emojis/469954765141442561.png"
 
-class RedirectOutput(metaclass=YAMLGetter):
-    section = 'redirect_output'
+    hash_blurple = "https://cdn.discordapp.com/emojis/469950142942806017.png"
+    hash_green = "https://cdn.discordapp.com/emojis/469950144918585344.png"
+    hash_red = "https://cdn.discordapp.com/emojis/469950145413251072.png"
 
-    delete_delay: int
-    delete_invocation: bool
+    message_bulk_delete = "https://cdn.discordapp.com/emojis/469952898994929668.png"
+    message_delete = "https://cdn.discordapp.com/emojis/472472641320648704.png"
+    message_edit = "https://cdn.discordapp.com/emojis/472472638976163870.png"
 
+    pencil = "https://cdn.discordapp.com/emojis/470326272401211415.png"
 
-class PythonNews(metaclass=YAMLGetter):
-    section = 'python_news'
+    questionmark = "https://cdn.discordapp.com/emojis/512367613339369475.png"
 
-    channel: int
-    webhook: int
-    mail_lists: List[str]
+    remind_blurple = "https://cdn.discordapp.com/emojis/477907609215827968.png"
+    remind_green = "https://cdn.discordapp.com/emojis/477907607785570310.png"
+    remind_red = "https://cdn.discordapp.com/emojis/477907608057937930.png"
 
+    sign_in = "https://cdn.discordapp.com/emojis/469952898181234698.png"
+    sign_out = "https://cdn.discordapp.com/emojis/469952898089091082.png"
 
-class VoiceGate(metaclass=YAMLGetter):
-    section = "voice_gate"
+    superstarify = "https://cdn.discordapp.com/emojis/636288153044516874.png"
+    unsuperstarify = "https://cdn.discordapp.com/emojis/636288201258172446.png"
 
-    bot_message_delete_delay: int
-    minimum_activity_blocks: int
-    minimum_days_member: int
-    minimum_messages: int
-    voice_ping_delete_delay: int
+    token_removed = "https://cdn.discordapp.com/emojis/470326273298792469.png"
 
+    user_ban = "https://cdn.discordapp.com/emojis/469952898026045441.png"
+    user_timeout = "https://cdn.discordapp.com/emojis/472472640100106250.png"
+    user_unban = "https://cdn.discordapp.com/emojis/469952898692808704.png"
+    user_untimeout = "https://cdn.discordapp.com/emojis/472472639206719508.png"
+    user_update = "https://cdn.discordapp.com/emojis/469952898684551168.png"
+    user_verified = "https://cdn.discordapp.com/emojis/470326274519334936.png"
+    user_warn = "https://cdn.discordapp.com/emojis/470326274238447633.png"
 
-class Branding(metaclass=YAMLGetter):
-    section = "branding"
+    voice_state_blue = "https://cdn.discordapp.com/emojis/656899769662439456.png"
+    voice_state_green = "https://cdn.discordapp.com/emojis/656899770094452754.png"
+    voice_state_red = "https://cdn.discordapp.com/emojis/656899769905709076.png"
 
-    cycle_frequency: int
 
+Icons = _Icons()
 
-class Event(Enum):
-    """
-    Event names. This does not include every event (for example, raw
-    events aren't here), but only events used in ModLog for now.
-    """
 
-    guild_channel_create = "guild_channel_create"
-    guild_channel_delete = "guild_channel_delete"
-    guild_channel_update = "guild_channel_update"
-    guild_role_create = "guild_role_create"
-    guild_role_delete = "guild_role_delete"
-    guild_role_update = "guild_role_update"
-    guild_update = "guild_update"
+class _Filter(EnvConfig):
+    EnvConfig.Config.env_prefix = "filters_"
 
-    member_join = "member_join"
-    member_remove = "member_remove"
-    member_ban = "member_ban"
-    member_unban = "member_unban"
-    member_update = "member_update"
+    filter_domains = True
+    filter_everyone_ping = True
+    filter_invites = True
+    filter_zalgo = False
+    watch_regex = True
+    watch_rich_embeds = True
 
-    message_delete = "message_delete"
-    message_edit = "message_edit"
+    # Notifications are not expected for "watchlist" type filters
 
-    voice_state_update = "voice_state_update"
+    notify_user_domains = False
+    notify_user_everyone_ping = True
+    notify_user_invites = True
+    notify_user_zalgo = False
 
+    offensive_msg_delete_days = 7
+    ping_everyone = True
 
-class VideoPermission(metaclass=YAMLGetter):
-    section = "video_permission"
+    channel_whitelist = [
+        Channels.admins,
+        Channels.big_brother,
+        Channels.dev_log,
+        Channels.message_log,
+        Channels.mod_log,
+        Channels.staff_lounge
+    ]
+    role_whitelist = [
+        Roles.admins,
+        Roles.helpers,
+        Roles.moderators,
+        Roles.owners,
+        Roles.python_community,
+        Roles.partners
+    ]
 
-    default_permission_duration: int
 
+Filter = _Filter()
 
-class ThreadArchiveTimes(Enum):
-    HOUR = 60
-    DAY = 1440
-    THREE_DAY = 4320
-    WEEK = 10080
 
+class _Keys(EnvConfig):
+
+    EnvConfig.Config.env_prefix = "api_keys_"
+
+    github = ""
+    site_api = ""
+
+
+Keys = _Keys()
 
-# Debug mode
-DEBUG_MODE: bool = _CONFIG_YAML["debug"] == "true"
-FILE_LOGS: bool = _CONFIG_YAML["file_logs"].lower() == "true"
 
-# Paths
 BOT_DIR = os.path.dirname(__file__)
 PROJECT_ROOT = os.path.abspath(os.path.join(BOT_DIR, os.pardir))
 
@@ -715,6 +733,7 @@ MODERATION_CATEGORIES = Guild.moderation_categories
 # Git SHA for Sentry
 GIT_SHA = os.environ.get("GIT_SHA", "development")
 
+
 # Bot replies
 NEGATIVE_REPLIES = [
     "Noooooo!!",
diff --git a/bot/exts/backend/branding/_cog.py b/bot/exts/backend/branding/_cog.py
index ff2704835..94429c172 100644
--- a/bot/exts/backend/branding/_cog.py
+++ b/bot/exts/backend/branding/_cog.py
@@ -325,7 +325,7 @@ class Branding(commands.Cog):
 
         # Notify guild of new event ~ this reads the information that we cached above.
         if event_changed and not event.meta.is_fallback:
-            await self.send_info_embed(Channels.change_log, is_notification=True)
+            await self.send_info_embed(Channels.changelog, is_notification=True)
         else:
             log.trace("Omitting #changelog notification. Event has not changed, or new event is fallback.")
 
diff --git a/bot/exts/backend/config_verifier.py b/bot/exts/backend/config_verifier.py
index 97c8869a1..84ae5ca92 100644
--- a/bot/exts/backend/config_verifier.py
+++ b/bot/exts/backend/config_verifier.py
@@ -24,12 +24,12 @@ class ConfigVerifier(Cog):
 
         server_channel_ids = {channel.id for channel in server.channels}
         invalid_channels = [
-            channel_name for channel_name, channel_id in constants.Channels
+            (channel_name, channel_id) for channel_name, channel_id in constants.Channels
             if channel_id not in server_channel_ids
         ]
 
         if invalid_channels:
-            log.warning(f"Configured channels do not exist in server: {', '.join(invalid_channels)}.")
+            log.warning(f"Configured channels do not exist in server: {invalid_channels}.")
 
 
 async def setup(bot: Bot) -> None:
diff --git a/bot/exts/filters/antispam.py b/bot/exts/filters/antispam.py
index 5473889f3..70a9c00b8 100644
--- a/bot/exts/filters/antispam.py
+++ b/bot/exts/filters/antispam.py
@@ -8,7 +8,7 @@ from operator import attrgetter, itemgetter
 from typing import Dict, Iterable, List, Set
 
 import arrow
-from discord import Colour, Member, Message, MessageType, NotFound, Object, TextChannel
+from discord import Colour, Member, Message, MessageType, NotFound, TextChannel
 from discord.ext.commands import Cog
 from pydis_core.utils import scheduling
 
@@ -41,6 +41,8 @@ RULE_FUNCTION_MAPPING = {
     'role_mentions': rules.apply_role_mentions,
 }
 
+ANTI_SPAM_RULES = AntiSpamConfig.rules.dict()
+
 
 @dataclass
 class DeletionContext:
@@ -121,15 +123,13 @@ class AntiSpam(Cog):
     def __init__(self, bot: Bot, validation_errors: Dict[str, str]) -> None:
         self.bot = bot
         self.validation_errors = validation_errors
-        role_id = AntiSpamConfig.punishment['role_id']
-        self.muted_role = Object(role_id)
         self.expiration_date_converter = Duration()
 
         self.message_deletion_queue = dict()
 
         # Fetch the rule configuration with the highest rule interval.
         max_interval_config = max(
-            AntiSpamConfig.rules.values(),
+            ANTI_SPAM_RULES.values(),
             key=itemgetter('interval')
         )
         self.max_interval = max_interval_config['interval']
@@ -178,8 +178,7 @@ class AntiSpam(Cog):
         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]
+        for rule_name, rule_config in ANTI_SPAM_RULES.items():
             rule_function = RULE_FUNCTION_MAPPING[rule_name]
 
             # Create a list of messages that were sent in the interval that the rule cares about.
@@ -229,7 +228,7 @@ class AntiSpam(Cog):
     async def punish(self, msg: Message, member: Member, reason: str) -> None:
         """Punishes the given member for triggering an antispam rule."""
         if not member.is_timed_out():
-            remove_timeout_after = AntiSpamConfig.punishment['remove_after']
+            remove_timeout_after = AntiSpamConfig.remove_timeout_after
 
             # Get context and make sure the bot becomes the actor of infraction by patching the `author` attributes
             context = await self.bot.get_context(msg)
@@ -297,10 +296,11 @@ class AntiSpam(Cog):
         self.cache.update(after)
 
 
-def validate_config(rules_: Mapping = AntiSpamConfig.rules) -> Dict[str, str]:
+def validate_config(rules_: Mapping = ANTI_SPAM_RULES) -> Dict[str, str]:
     """Validates the antispam configs."""
     validation_errors = {}
     for name, config in rules_.items():
+        config = config
         if name not in RULE_FUNCTION_MAPPING:
             log.error(
                 f"Unrecognized antispam rule `{name}`. "
diff --git a/bot/exts/fun/duck_pond.py b/bot/exts/fun/duck_pond.py
index 1815e54f2..fee933b47 100644
--- a/bot/exts/fun/duck_pond.py
+++ b/bot/exts/fun/duck_pond.py
@@ -21,7 +21,7 @@ class DuckPond(Cog):
 
     def __init__(self, bot: Bot):
         self.bot = bot
-        self.webhook_id = constants.Webhooks.duck_pond
+        self.webhook_id = constants.Webhooks.duck_pond.id
         self.webhook = None
         self.ducked_messages = []
         self.relay_lock = None
diff --git a/bot/exts/help_channels/_channel.py b/bot/exts/help_channels/_channel.py
index f64162006..670a10446 100644
--- a/bot/exts/help_channels/_channel.py
+++ b/bot/exts/help_channels/_channel.py
@@ -30,7 +30,7 @@ NEW_POST_ICON_URL = f"{BRANDING_REPO_RAW_URL}/main/icons/checkmark/green-checkma
 
 CLOSED_POST_MSG = f"""
 This help channel has been closed and it's no longer possible to send messages here. \
-If your question wasn't answered, feel free to create a new post in <#{constants.Channels.help_system_forum}>. \
+If your question wasn't answered, feel free to create a new post in <#{constants.Channels.python_help}>. \
 To maximize your chances of getting a response, check out this guide on [asking good questions]({ASKING_GUIDE_URL}).
 """
 CLOSED_POST_ICON_URL = f"{BRANDING_REPO_RAW_URL}/main/icons/zzz/zzz-dist.png"
@@ -39,7 +39,7 @@ CLOSED_POST_ICON_URL = f"{BRANDING_REPO_RAW_URL}/main/icons/zzz/zzz-dist.png"
 def is_help_forum_post(channel: discord.abc.GuildChannel) -> bool:
     """Return True if `channel` is a post in the help forum."""
     log.trace(f"Checking if #{channel} is a help channel.")
-    return getattr(channel, "parent_id", None) == constants.Channels.help_system_forum
+    return getattr(channel, "parent_id", None) == constants.Channels.python_help
 
 
 async def _close_help_post(closed_post: discord.Thread, closing_reason: _stats.ClosingReason) -> None:
diff --git a/bot/exts/help_channels/_cog.py b/bot/exts/help_channels/_cog.py
index bc6bd0303..29d238a5c 100644
--- a/bot/exts/help_channels/_cog.py
+++ b/bot/exts/help_channels/_cog.py
@@ -39,9 +39,9 @@ class HelpForum(commands.Cog):
     async def cog_load(self) -> None:
         """Archive all idle open posts, schedule check for later for active open posts."""
         log.trace("Initialising help forum cog.")
-        self.help_forum_channel = self.bot.get_channel(constants.Channels.help_system_forum)
+        self.help_forum_channel = self.bot.get_channel(constants.Channels.python_help)
         if not isinstance(self.help_forum_channel, discord.ForumChannel):
-            raise TypeError("Channels.help_system_forum is not a forum channel!")
+            raise TypeError("Channels.python_help is not a forum channel!")
 
         for post in self.help_forum_channel.threads:
             await _channel.maybe_archive_idle_post(post, self.scheduler, has_task=False)
diff --git a/bot/exts/help_channels/_stats.py b/bot/exts/help_channels/_stats.py
index 1075b439e..6ca40139b 100644
--- a/bot/exts/help_channels/_stats.py
+++ b/bot/exts/help_channels/_stats.py
@@ -22,7 +22,7 @@ class ClosingReason(Enum):
 
 def report_post_count() -> None:
     """Report post count stats of the help forum."""
-    help_forum = bot.instance.get_channel(constants.Channels.help_system_forum)
+    help_forum = bot.instance.get_channel(constants.Channels.python_help)
     bot.instance.stats.gauge("help.total.in_use", len(help_forum.threads))
 
 
diff --git a/bot/exts/info/codeblock/_cog.py b/bot/exts/info/codeblock/_cog.py
index a431175fd..073a91a53 100644
--- a/bot/exts/info/codeblock/_cog.py
+++ b/bot/exts/info/codeblock/_cog.py
@@ -50,7 +50,7 @@ class CodeBlockCog(Cog, name="Code Block"):
     The cog only detects messages in whitelisted channels. Channels may also have a cooldown on the
     instructions being sent. Note all help channels are also whitelisted with cooldowns enabled.
 
-    For configurable parameters, see the `code_block` section in config-default.py.
+    For configurable parameters, see the `_CodeBlock` class in constants.py.
     """
 
     def __init__(self, bot: Bot):
diff --git a/bot/exts/info/doc/_markdown.py b/bot/exts/info/doc/_markdown.py
index 1b7d8232b..315adda66 100644
--- a/bot/exts/info/doc/_markdown.py
+++ b/bot/exts/info/doc/_markdown.py
@@ -1,10 +1,14 @@
+import re
 from urllib.parse import urljoin
 
+import markdownify
 from bs4.element import PageElement
-from markdownify import MarkdownConverter
 
+# See https://github.com/matthewwithanm/python-markdownify/issues/31
+markdownify.whitespace_re = re.compile(r"[\r\n\s\t ]+")
 
-class DocMarkdownConverter(MarkdownConverter):
+
+class DocMarkdownConverter(markdownify.MarkdownConverter):
     """Subclass markdownify's MarkdownCoverter to provide custom conversion methods."""
 
     def __init__(self, *, page_url: str, **options):
@@ -56,3 +60,7 @@ class DocMarkdownConverter(MarkdownConverter):
         if parent is not None and parent.name == "li":
             return f"{text}\n"
         return super().convert_p(el, text, convert_as_inline)
+
+    def convert_hr(self, el: PageElement, text: str, convert_as_inline: bool) -> str:
+        """Ignore `hr` tag."""
+        return ""
diff --git a/bot/exts/info/stats.py b/bot/exts/info/stats.py
index d4001a7bb..65a4b5b6c 100644
--- a/bot/exts/info/stats.py
+++ b/bot/exts/info/stats.py
@@ -41,12 +41,11 @@ class Stats(Cog):
                 # of them for interesting statistics to be drawn out of this.
                 return
 
-        reformatted_name = message.channel.name.replace('-', '_')
-
-        if CHANNEL_NAME_OVERRIDES.get(message.channel.id):
-            reformatted_name = CHANNEL_NAME_OVERRIDES.get(message.channel.id)
-
-        reformatted_name = "".join(char for char in reformatted_name if char in ALLOWED_CHARS)
+        channel = message.channel
+        if hasattr(channel, 'parent') and channel.parent:
+            channel = channel.parent
+        reformatted_name = CHANNEL_NAME_OVERRIDES.get(channel.id, channel.name)
+        reformatted_name = "".join(char if char in ALLOWED_CHARS else '_' for char in reformatted_name)
 
         stat_name = f"channels.{reformatted_name}"
         self.bot.stats.incr(stat_name)
diff --git a/bot/exts/info/tags.py b/bot/exts/info/tags.py
index 309f22cad..27dfa1913 100644
--- a/bot/exts/info/tags.py
+++ b/bot/exts/info/tags.py
@@ -317,6 +317,7 @@ class Tags(Cog):
         return True
 
     @app_commands.command(name="tag")
+    @app_commands.guild_only()
     async def get_command(self, interaction: Interaction, *, name: Optional[str]) -> bool:
         """
         If a single argument matching a group name is given, list all accessible tags from that group
diff --git a/bot/exts/moderation/incidents.py b/bot/exts/moderation/incidents.py
index ce83ca3fe..3e06cc215 100644
--- a/bot/exts/moderation/incidents.py
+++ b/bot/exts/moderation/incidents.py
@@ -329,9 +329,9 @@ class Incidents(Cog):
         await self.bot.wait_until_guild_available()
 
         try:
-            self.incidents_webhook = await self.bot.fetch_webhook(Webhooks.incidents)
+            self.incidents_webhook = await self.bot.fetch_webhook(Webhooks.incidents.id)
         except discord.HTTPException:
-            log.error(f"Failed to fetch incidents webhook with id `{Webhooks.incidents}`.")
+            log.error(f"Failed to fetch incidents webhook with id `{Webhooks.incidents.id}`.")
 
     async def crawl_incidents(self) -> None:
         """
@@ -389,7 +389,7 @@ class Incidents(Cog):
         embed, attachment_file = await make_embed(incident, outcome, actioned_by)
 
         try:
-            webhook = await self.bot.fetch_webhook(Webhooks.incidents_archive)
+            webhook = await self.bot.fetch_webhook(Webhooks.incidents_archive.id)
             await webhook.send(
                 embed=embed,
                 username=sub_clyde(incident.author.display_name),
diff --git a/bot/exts/moderation/watchchannels/_watchchannel.py b/bot/exts/moderation/watchchannels/_watchchannel.py
index 2871eb5de..bc70a8c1d 100644
--- a/bot/exts/moderation/watchchannels/_watchchannel.py
+++ b/bot/exts/moderation/watchchannels/_watchchannel.py
@@ -53,7 +53,7 @@ class WatchChannel(metaclass=CogABCMeta):
     ) -> None:
         self.bot = bot
 
-        self.destination = destination  # E.g., Channels.big_brother_logs
+        self.destination = destination  # E.g., Channels.big_brother
         self.webhook_id = webhook_id  # E.g.,  Webhooks.big_brother
         self.api_endpoint = api_endpoint  # E.g., 'bot/infractions'
         self.api_default_params = api_default_params  # E.g., {'active': 'true', 'type': 'watch'}
diff --git a/bot/exts/moderation/watchchannels/bigbrother.py b/bot/exts/moderation/watchchannels/bigbrother.py
index 4a746edff..fe652cc5b 100644
--- a/bot/exts/moderation/watchchannels/bigbrother.py
+++ b/bot/exts/moderation/watchchannels/bigbrother.py
@@ -19,8 +19,8 @@ class BigBrother(WatchChannel, Cog, name="Big Brother"):
     def __init__(self, bot: Bot) -> None:
         super().__init__(
             bot,
-            destination=Channels.big_brother_logs,
-            webhook_id=Webhooks.big_brother,
+            destination=Channels.big_brother,
+            webhook_id=Webhooks.big_brother.id,
             api_endpoint='bot/infractions',
             api_default_params={'active': 'true', 'type': 'watch', 'ordering': '-inserted_at', 'limit': 10_000},
             logger=log
diff --git a/bot/exts/recruitment/talentpool/_review.py b/bot/exts/recruitment/talentpool/_review.py
index b9e76b60f..efc9c7a4d 100644
--- a/bot/exts/recruitment/talentpool/_review.py
+++ b/bot/exts/recruitment/talentpool/_review.py
@@ -292,7 +292,7 @@ class Reviewer:
         else:
             embed_title = f"Vote for `{user_id}`"
 
-        channel = self.bot.get_channel(Channels.nomination_archive)
+        channel = self.bot.get_channel(Channels.nomination_voting_archive)
         for number, part in enumerate(
                 textwrap.wrap(embed_content, width=MAX_EMBED_SIZE, replace_whitespace=False, placeholder="")
         ):
diff --git a/bot/exts/utils/snekbox/__init__.py b/bot/exts/utils/snekbox/__init__.py
new file mode 100644
index 000000000..cd1d3b059
--- /dev/null
+++ b/bot/exts/utils/snekbox/__init__.py
@@ -0,0 +1,12 @@
+from bot.bot import Bot
+from bot.exts.utils.snekbox._cog import CodeblockConverter, Snekbox
+from bot.exts.utils.snekbox._eval import EvalJob, EvalResult
+
+__all__ = ("CodeblockConverter", "Snekbox", "EvalJob", "EvalResult")
+
+
+async def setup(bot: Bot) -> None:
+    """Load the Snekbox cog."""
+    # Defer import to reduce side effects from importing the codeblock package.
+    from bot.exts.utils.snekbox._cog import Snekbox
+    await bot.add_cog(Snekbox(bot))
diff --git a/bot/exts/utils/snekbox.py b/bot/exts/utils/snekbox/_cog.py
index ddcbe01fa..b48fcf592 100644
--- a/bot/exts/utils/snekbox.py
+++ b/bot/exts/utils/snekbox/_cog.py
@@ -1,11 +1,12 @@
+from __future__ import annotations
+
 import asyncio
 import contextlib
 import re
 from functools import partial
 from operator import attrgetter
-from signal import Signals
 from textwrap import dedent
-from typing import Literal, Optional, Tuple
+from typing import Literal, NamedTuple, Optional, TYPE_CHECKING
 
 from discord import AllowedMentions, HTTPException, Interaction, Message, NotFound, Reaction, User, enums, ui
 from discord.ext.commands import Cog, Command, Context, Converter, command, guild_only
@@ -13,14 +14,21 @@ from pydis_core.utils import interactions
 from pydis_core.utils.regex import FORMATTED_CODE_REGEX, RAW_CODE_REGEX
 
 from bot.bot import Bot
-from bot.constants import Channels, MODERATION_ROLES, Roles, URLs
+from bot.constants import Channels, Emojis, Filter, MODERATION_ROLES, Roles, URLs
 from bot.decorators import redirect_output
+from bot.exts.events.code_jams._channels import CATEGORY_NAME as JAM_CATEGORY_NAME
+from bot.exts.filters.antimalware import TXT_LIKE_FILES
 from bot.exts.help_channels._channel import is_help_forum_post
+from bot.exts.utils.snekbox._eval import EvalJob, EvalResult
+from bot.exts.utils.snekbox._io import FileAttachment
 from bot.log import get_logger
 from bot.utils import send_to_paste_service
 from bot.utils.lock import LockedResourceError, lock_arg
 from bot.utils.services import PasteTooLongError, PasteUploadError
 
+if TYPE_CHECKING:
+    from bot.exts.filters.filtering import Filtering
+
 log = get_logger(__name__)
 
 ESCAPE_REGEX = re.compile("[`\u202E\u200B]{3,}")
@@ -68,17 +76,23 @@ if not hasattr(sys, "_setup_finished"):
 """
 
 MAX_PASTE_LENGTH = 10_000
+# Max to display in a codeblock before sending to a paste service
+# This also applies to text files
+MAX_OUTPUT_BLOCK_LINES = 10
+MAX_OUTPUT_BLOCK_CHARS = 1000
 
 # The Snekbox commands' whitelists and blacklists.
 NO_SNEKBOX_CHANNELS = (Channels.python_general,)
 NO_SNEKBOX_CATEGORIES = ()
 SNEKBOX_ROLES = (Roles.helpers, Roles.moderators, Roles.admins, Roles.owners, Roles.python_community, Roles.partners)
 
-SIGKILL = 9
-
 REDO_EMOJI = '\U0001f501'  # :repeat:
 REDO_TIMEOUT = 30
 
+PythonVersion = Literal["3.10", "3.11"]
+
+FilteredFiles = NamedTuple("FilteredFiles", [("allowed", list[FileAttachment]), ("blocked", list[FileAttachment])])
+
 
 class CodeblockConverter(Converter):
     """Attempts to extract code from a codeblock, if provided."""
@@ -122,21 +136,17 @@ class PythonVersionSwitcherButton(ui.Button):
 
     def __init__(
         self,
-        job_name: str,
-        version_to_switch_to: Literal["3.10", "3.11"],
-        snekbox_cog: "Snekbox",
+        version_to_switch_to: PythonVersion,
+        snekbox_cog: Snekbox,
         ctx: Context,
-        code: str,
-        args: Optional[list[str]] = None
+        job: EvalJob,
     ) -> None:
         self.version_to_switch_to = version_to_switch_to
         super().__init__(label=f"Run in {self.version_to_switch_to}", style=enums.ButtonStyle.primary)
 
         self.snekbox_cog = snekbox_cog
         self.ctx = ctx
-        self.job_name = job_name
-        self.code = code
-        self.args = args
+        self.job = job
 
     async def callback(self, interaction: Interaction) -> None:
         """
@@ -149,13 +159,11 @@ class PythonVersionSwitcherButton(ui.Button):
         await interaction.response.defer()
 
         with contextlib.suppress(NotFound):
-            # Suppress this delete to cover the case where a user re-runs code and very quickly clicks the button.
+            # Suppress delete to cover the case where a user re-runs code and very quickly clicks the button.
             # The log arg on send_job will stop the actual job from running.
             await interaction.message.delete()
 
-        await self.snekbox_cog.run_job(
-            self.job_name, self.ctx, self.version_to_switch_to, self.code, args=self.args
-        )
+        await self.snekbox_cog.run_job(self.ctx, self.job.as_version(self.version_to_switch_to))
 
 
 class Snekbox(Cog):
@@ -167,13 +175,12 @@ class Snekbox(Cog):
 
     def build_python_version_switcher_view(
         self,
-        job_name: str,
-        current_python_version: Literal["3.10", "3.11"],
+        current_python_version: PythonVersion,
         ctx: Context,
-        code: str,
-        args: Optional[list[str]] = None
-    ) -> None:
+        job: EvalJob,
+    ) -> interactions.ViewWithUserAndRoleCheck:
         """Return a view that allows the user to change what version of Python their code is run on."""
+        alt_python_version: PythonVersion
         if current_python_version == "3.10":
             alt_python_version = "3.11"
         else:
@@ -183,33 +190,25 @@ class Snekbox(Cog):
             allowed_users=(ctx.author.id,),
             allowed_roles=MODERATION_ROLES,
         )
-        view.add_item(PythonVersionSwitcherButton(job_name, alt_python_version, self, ctx, code, args))
+        view.add_item(PythonVersionSwitcherButton(alt_python_version, self, ctx, job))
         view.add_item(interactions.DeleteMessageButton())
 
         return view
 
-    async def post_job(
-        self,
-        code: str,
-        python_version: Literal["3.10", "3.11"],
-        *,
-        args: Optional[list[str]] = None
-    ) -> dict:
+    async def post_job(self, job: EvalJob) -> EvalResult:
         """Send a POST request to the Snekbox API to evaluate code and return the results."""
-        if python_version == "3.10":
+        if job.version == "3.10":
             url = URLs.snekbox_eval_api
         else:
             url = URLs.snekbox_311_eval_api
 
-        data = {"input": code}
-
-        if args is not None:
-            data["args"] = args
+        data = job.to_dict()
 
         async with self.bot.http_session.post(url, json=data, raise_for_status=True) as resp:
-            return await resp.json()
+            return EvalResult.from_dict(await resp.json())
 
-    async def upload_output(self, output: str) -> Optional[str]:
+    @staticmethod
+    async def upload_output(output: str) -> Optional[str]:
         """Upload the job's output to a paste service and return a URL to it if successful."""
         log.trace("Uploading full output to paste service...")
 
@@ -221,59 +220,27 @@ class Snekbox(Cog):
             return "unable to upload"
 
     @staticmethod
-    def prepare_timeit_input(codeblocks: list[str]) -> tuple[str, list[str]]:
+    def prepare_timeit_input(codeblocks: list[str]) -> list[str]:
         """
-        Join the codeblocks into a single string, then return the code and the arguments in a tuple.
+        Join the codeblocks into a single string, then return the arguments in a list.
 
         If there are multiple codeblocks, insert the first one into the wrapped setup code.
         """
         args = ["-m", "timeit"]
-        setup = ""
-        if len(codeblocks) > 1:
-            setup = codeblocks.pop(0)
-
+        setup_code = codeblocks.pop(0) if len(codeblocks) > 1 else ""
         code = "\n".join(codeblocks)
 
-        args.extend(["-s", TIMEIT_SETUP_WRAPPER.format(setup=setup)])
-
-        return code, args
-
-    @staticmethod
-    def get_results_message(results: dict, job_name: str, python_version: Literal["3.10", "3.11"]) -> Tuple[str, str]:
-        """Return a user-friendly message and error corresponding to the process's return code."""
-        stdout, returncode = results["stdout"], results["returncode"]
-        msg = f"Your {python_version} {job_name} job has completed with return code {returncode}"
-        error = ""
-
-        if returncode is None:
-            msg = f"Your {python_version} {job_name} job has failed"
-            error = stdout.strip()
-        elif returncode == 128 + SIGKILL:
-            msg = f"Your {python_version} {job_name} job timed out or ran out of memory"
-        elif returncode == 255:
-            msg = f"Your {python_version} {job_name} job has failed"
-            error = "A fatal NsJail error occurred"
-        else:
-            # Try to append signal's name if one exists
-            try:
-                name = Signals(returncode - 128).name
-                msg = f"{msg} ({name})"
-            except ValueError:
-                pass
-
-        return msg, error
+        args.extend(["-s", TIMEIT_SETUP_WRAPPER.format(setup=setup_code), code])
+        return args
 
-    @staticmethod
-    def get_status_emoji(results: dict) -> str:
-        """Return an emoji corresponding to the status code or lack of output in result."""
-        if not results["stdout"].strip():  # No output
-            return ":warning:"
-        elif results["returncode"] == 0:  # No error
-            return ":white_check_mark:"
-        else:  # Exception
-            return ":x:"
-
-    async def format_output(self, output: str) -> Tuple[str, Optional[str]]:
+    async def format_output(
+        self,
+        output: str,
+        max_lines: int = MAX_OUTPUT_BLOCK_LINES,
+        max_chars: int = MAX_OUTPUT_BLOCK_CHARS,
+        line_nums: bool = True,
+        output_default: str = "[No output]",
+    ) -> tuple[str, str | None]:
         """
         Format the output and return a tuple of the formatted output and a URL to the full output.
 
@@ -295,96 +262,182 @@ class Snekbox(Cog):
             return "Code block escape attempt detected; will not output result", paste_link
 
         truncated = False
-        lines = output.count("\n")
+        lines = output.splitlines()
 
-        if lines > 0:
-            output = [f"{i:03d} | {line}" for i, line in enumerate(output.split('\n'), 1)]
-            output = output[:11]  # Limiting to only 11 lines
-            output = "\n".join(output)
+        if len(lines) > 1:
+            if line_nums:
+                lines = [f"{i:03d} | {line}" for i, line in enumerate(lines, 1)]
+            lines = lines[:max_lines+1]  # Limiting to max+1 lines
+            output = "\n".join(lines)
 
-        if lines > 10:
+        if len(lines) > max_lines:
             truncated = True
-            if len(output) >= 1000:
-                output = f"{output[:1000]}\n... (truncated - too long, too many lines)"
+            if len(output) >= max_chars:
+                output = f"{output[:max_chars]}\n... (truncated - too long, too many lines)"
             else:
                 output = f"{output}\n... (truncated - too many lines)"
-        elif len(output) >= 1000:
+        elif len(output) >= max_chars:
             truncated = True
-            output = f"{output[:1000]}\n... (truncated - too long)"
+            output = f"{output[:max_chars]}\n... (truncated - too long)"
 
         if truncated:
             paste_link = await self.upload_output(original_output)
 
-        output = output or "[No output]"
+        if output_default and not output:
+            output = output_default
 
         return output, paste_link
 
+    def get_extensions_whitelist(self) -> set[str]:
+        """Return a set of whitelisted file extensions."""
+        return set(self.bot.filter_list_cache['FILE_FORMAT.True'].keys()) | TXT_LIKE_FILES
+
+    def _filter_files(self, ctx: Context, files: list[FileAttachment]) -> FilteredFiles:
+        """Filter to restrict files to allowed extensions. Return a named tuple of allowed and blocked files lists."""
+        # 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(ctx.author, "roles") and any(role.id in Filter.role_whitelist for role in ctx.author.roles):
+            return FilteredFiles(files, [])
+        # Ignore code jam channels
+        if getattr(ctx.channel, "category", None) and ctx.channel.category.name == JAM_CATEGORY_NAME:
+            return FilteredFiles(files, [])
+
+        # Get whitelisted extensions
+        whitelist = self.get_extensions_whitelist()
+
+        # Filter files into allowed and blocked
+        blocked = []
+        allowed = []
+        for file in files:
+            if file.suffix in whitelist:
+                allowed.append(file)
+            else:
+                blocked.append(file)
+
+        if blocked:
+            blocked_str = ", ".join(f.suffix for f in blocked)
+            log.info(
+                f"User '{ctx.author}' ({ctx.author.id}) uploaded blacklisted file(s) in eval: {blocked_str}",
+                extra={"attachment_list": [f.path for f in files]}
+            )
+
+        return FilteredFiles(allowed, blocked)
+
     @lock_arg("snekbox.send_job", "ctx", attrgetter("author.id"), raise_error=True)
-    async def send_job(
-        self,
-        ctx: Context,
-        python_version: Literal["3.10", "3.11"],
-        code: str,
-        *,
-        args: Optional[list[str]] = None,
-        job_name: str
-    ) -> Message:
+    async def send_job(self, ctx: Context, job: EvalJob) -> Message:
         """
         Evaluate code, format it, and send the output to the corresponding channel.
 
         Return the bot response.
         """
         async with ctx.typing():
-            results = await self.post_job(code, python_version, args=args)
-            msg, error = self.get_results_message(results, job_name, python_version)
+            result = await self.post_job(job)
+            msg = result.get_message(job)
+            error = result.error_message
 
             if error:
                 output, paste_link = error, None
             else:
                 log.trace("Formatting output...")
-                output, paste_link = await self.format_output(results["stdout"])
+                output, paste_link = await self.format_output(result.stdout)
 
-            warning_message = ""
+            msg = f"{ctx.author.mention} {result.status_emoji} {msg}.\n"
 
             # This is done to make sure the last line of output contains the error
             # and the error is not manually printed by the author with a syntax error.
-            if results["stdout"].rstrip().endswith("EOFError: EOF when reading a line") and results["returncode"] == 1:
-                warning_message += ":warning: Note: `input` is not supported by the bot :warning:\n\n"
+            if result.stdout.rstrip().endswith("EOFError: EOF when reading a line") and result.returncode == 1:
+                msg += ":warning: Note: `input` is not supported by the bot :warning:\n\n"
+
+            # Skip output if it's empty and there are file uploads
+            if result.stdout or not result.has_files:
+                msg += f"\n```\n{output}\n```"
 
-            icon = self.get_status_emoji(results)
-            msg = f"{ctx.author.mention} {icon} {msg}.\n\n{warning_message}```\n{output}\n```"
             if paste_link:
-                msg = f"{msg}\nFull output: {paste_link}"
+                msg += f"\nFull output: {paste_link}"
+
+            # Additional files error message after output
+            if files_error := result.files_error_message:
+                msg += f"\n{files_error}"
 
             # Collect stats of job fails + successes
-            if icon == ":x:":
+            if result.returncode != 0:
                 self.bot.stats.incr("snekbox.python.fail")
             else:
                 self.bot.stats.incr("snekbox.python.success")
 
-            filter_cog = self.bot.get_cog("Filtering")
-            filter_triggered = False
-            if filter_cog:
-                filter_triggered = await filter_cog.filter_snekbox_output(msg, ctx.message)
-            if filter_triggered:
-                response = await ctx.send("Attempt to circumvent filter detected. Moderator team has been alerted.")
-            else:
-                allowed_mentions = AllowedMentions(everyone=False, roles=False, users=[ctx.author])
-                view = self.build_python_version_switcher_view(job_name, python_version, ctx, code, args)
-                response = await ctx.send(msg, allowed_mentions=allowed_mentions, view=view)
-                view.message = response
-
-            log.info(f"{ctx.author}'s {job_name} job had a return code of {results['returncode']}")
+            # Filter file extensions
+            allowed, blocked = self._filter_files(ctx, result.files)
+            # Also scan failed files for blocked extensions
+            failed_files = [FileAttachment(name, b"") for name in result.failed_files]
+            blocked.extend(self._filter_files(ctx, failed_files).blocked)
+            # Add notice if any files were blocked
+            if blocked:
+                blocked_sorted = sorted(set(f.suffix for f in blocked))
+                # Only no extension
+                if len(blocked_sorted) == 1 and blocked_sorted[0] == "":
+                    blocked_msg = "Files with no extension can't be uploaded."
+                # Both
+                elif "" in blocked_sorted:
+                    blocked_str = ", ".join(ext for ext in blocked_sorted if ext)
+                    blocked_msg = (
+                        f"Files with no extension or disallowed extensions can't be uploaded: **{blocked_str}**"
+                    )
+                else:
+                    blocked_str = ", ".join(blocked_sorted)
+                    blocked_msg = f"Files with disallowed extensions can't be uploaded: **{blocked_str}**"
+
+                msg += f"\n{Emojis.failed_file} {blocked_msg}"
+
+            # Split text files
+            text_files = [f for f in allowed if f.suffix in TXT_LIKE_FILES]
+            # Inline until budget, then upload to paste service
+            # Budget is shared with stdout, so subtract what we've already used
+            budget_lines = MAX_OUTPUT_BLOCK_LINES - (output.count("\n") + 1)
+            budget_chars = MAX_OUTPUT_BLOCK_CHARS - len(output)
+            for file in text_files:
+                file_text = file.content.decode("utf-8", errors="replace") or "[Empty]"
+                # Override to always allow 1 line and <= 50 chars, since this is less than a link
+                if len(file_text) <= 50 and not file_text.count("\n"):
+                    msg += f"\n`{file.name}`\n```\n{file_text}\n```"
+                # otherwise, use budget
+                else:
+                    format_text, link_text = await self.format_output(
+                        file_text,
+                        budget_lines,
+                        budget_chars,
+                        line_nums=False,
+                        output_default="[Empty]"
+                    )
+                    # With any link, use it (don't use budget)
+                    if link_text:
+                        msg += f"\n`{file.name}`\n{link_text}"
+                    else:
+                        msg += f"\n`{file.name}`\n```\n{format_text}\n```"
+                        budget_lines -= format_text.count("\n") + 1
+                        budget_chars -= len(file_text)
+
+            filter_cog: Filtering | None = self.bot.get_cog("Filtering")
+            if filter_cog and (await filter_cog.filter_snekbox_output(msg, ctx.message)):
+                return await ctx.send("Attempt to circumvent filter detected. Moderator team has been alerted.")
+
+            # Upload remaining non-text files
+            files = [f.to_file() for f in allowed if f not in text_files]
+            allowed_mentions = AllowedMentions(everyone=False, roles=False, users=[ctx.author])
+            view = self.build_python_version_switcher_view(job.version, ctx, job)
+            response = await ctx.send(msg, allowed_mentions=allowed_mentions, view=view, files=files)
+            view.message = response
+
+            log.info(f"{ctx.author}'s {job.name} job had a return code of {result.returncode}")
         return response
 
     async def continue_job(
         self, ctx: Context, response: Message, job_name: str
-    ) -> tuple[Optional[str], Optional[list[str]]]:
+    ) -> EvalJob | None:
         """
         Check if the job's session should continue.
 
-        If the code is to be re-evaluated, return the new code, and the args if the command is the timeit command.
-        Otherwise return (None, None) if the job's session should be terminated.
+        If the code is to be re-evaluated, return the new EvalJob.
+        Otherwise, return None if the job's session should be terminated.
         """
         _predicate_message_edit = partial(predicate_message_edit, ctx)
         _predicate_emoji_reaction = partial(predicate_emoji_reaction, ctx)
@@ -406,7 +459,7 @@ class Snekbox(Cog):
                 # Ensure the response that's about to be edited is still the most recent.
                 # This could have already been updated via a button press to switch to an alt Python version.
                 if self.jobs[ctx.message.id] != response.id:
-                    return None, None
+                    return None
 
                 code = await self.get_code(new_message, ctx.command)
                 with contextlib.suppress(HTTPException):
@@ -414,21 +467,21 @@ class Snekbox(Cog):
                     await response.delete()
 
                 if code is None:
-                    return None, None
+                    return None
 
             except asyncio.TimeoutError:
                 with contextlib.suppress(HTTPException):
                     await ctx.message.clear_reaction(REDO_EMOJI)
-                return None, None
+                return None
 
             codeblocks = await CodeblockConverter.convert(ctx, code)
 
             if job_name == "timeit":
-                return self.prepare_timeit_input(codeblocks)
+                return EvalJob(self.prepare_timeit_input(codeblocks))
             else:
-                return "\n".join(codeblocks), None
+                return EvalJob.from_code("\n".join(codeblocks))
 
-        return None, None
+        return None
 
     async def get_code(self, message: Message, command: Command) -> Optional[str]:
         """
@@ -452,12 +505,8 @@ class Snekbox(Cog):
 
     async def run_job(
         self,
-        job_name: str,
         ctx: Context,
-        python_version: Literal["3.10", "3.11"],
-        code: str,
-        *,
-        args: Optional[list[str]] = None,
+        job: EvalJob,
     ) -> None:
         """Handles checks, stats and re-evaluation of a snekbox job."""
         if Roles.helpers in (role.id for role in ctx.author.roles):
@@ -472,11 +521,11 @@ class Snekbox(Cog):
         else:
             self.bot.stats.incr("snekbox_usages.channels.topical")
 
-        log.info(f"Received code from {ctx.author} for evaluation:\n{code}")
+        log.info(f"Received code from {ctx.author} for evaluation:\n{job}")
 
         while True:
             try:
-                response = await self.send_job(ctx, python_version, code, args=args, job_name=job_name)
+                response = await self.send_job(ctx, job)
             except LockedResourceError:
                 await ctx.send(
                     f"{ctx.author.mention} You've already got a job running - "
@@ -489,10 +538,10 @@ class Snekbox(Cog):
             # This can happen when a button is pressed and then original code is edited and re-run.
             self.jobs[ctx.message.id] = response.id
 
-            code, args = await self.continue_job(ctx, response, job_name)
-            if not code:
+            job = await self.continue_job(ctx, response, job.name)
+            if not job:
                 break
-            log.info(f"Re-evaluating code from message {ctx.message.id}:\n{code}")
+            log.info(f"Re-evaluating code from message {ctx.message.id}:\n{job}")
 
     @command(name="eval", aliases=("e",), usage="[python_version] <code, ...>")
     @guild_only()
@@ -506,29 +555,32 @@ class Snekbox(Cog):
     async def eval_command(
         self,
         ctx: Context,
-        python_version: Optional[Literal["3.10", "3.11"]],
+        python_version: PythonVersion | None,
         *,
         code: CodeblockConverter
     ) -> None:
         """
         Run Python code and get the results.
 
-        This command supports multiple lines of code, including code wrapped inside a formatted code
-        block. Code can be re-evaluated by editing the original message within 10 seconds and
+        This command supports multiple lines of code, including formatted code blocks.
+        Code can be re-evaluated by editing the original message within 10 seconds and
         clicking the reaction that subsequently appears.
 
+        The starting working directory `/home`, is a writeable temporary file system.
+        Files created, excluding names with leading underscores, will be uploaded in the response.
+
         If multiple codeblocks are in a message, all of them will be joined and evaluated,
-        ignoring the text outside of them.
+        ignoring the text outside them.
 
-        By default your code is run on Python's 3.11 beta release, to assist with testing. If you
-        run into issues related to this Python version, you can request the bot to use Python
-        3.10 by specifying the `python_version` arg and setting it to `3.10`.
+        By default, your code is run on Python 3.11. A `python_version` arg of `3.10` can also be specified.
 
         We've done our best to make this sandboxed, but do let us know if you manage to find an
         issue with it!
         """
+        code: list[str]
         python_version = python_version or "3.11"
-        await self.run_job("eval", ctx, python_version, "\n".join(code))
+        job = EvalJob.from_code("\n".join(code)).as_version(python_version)
+        await self.run_job(ctx, job)
 
     @command(name="timeit", aliases=("ti",), usage="[python_version] [setup_code] <code, ...>")
     @guild_only()
@@ -542,7 +594,7 @@ class Snekbox(Cog):
     async def timeit_command(
         self,
         ctx: Context,
-        python_version: Optional[Literal["3.10", "3.11"]],
+        python_version: PythonVersion | None,
         *,
         code: CodeblockConverter
     ) -> None:
@@ -556,17 +608,17 @@ class Snekbox(Cog):
         If multiple formatted codeblocks are provided, the first one will be the setup code, which will
         not be timed. The remaining codeblocks will be joined together and timed.
 
-        By default your code is run on Python's 3.11 beta release, to assist with testing. If you
-        run into issues related to this Python version, you can request the bot to use Python
-        3.10 by specifying the `python_version` arg and setting it to `3.10`.
+        By default, your code is run on Python 3.11. A `python_version` arg of `3.10` can also be specified.
 
         We've done our best to make this sandboxed, but do let us know if you manage to find an
         issue with it!
         """
+        code: list[str]
         python_version = python_version or "3.11"
-        code, args = self.prepare_timeit_input(code)
+        args = self.prepare_timeit_input(code)
+        job = EvalJob(args, version=python_version, name="timeit")
 
-        await self.run_job("timeit", ctx, python_version, code=code, args=args)
+        await self.run_job(ctx, job)
 
 
 def predicate_message_edit(ctx: Context, old_msg: Message, new_msg: Message) -> bool:
@@ -577,8 +629,3 @@ def predicate_message_edit(ctx: Context, old_msg: Message, new_msg: Message) ->
 def predicate_emoji_reaction(ctx: Context, reaction: Reaction, user: User) -> bool:
     """Return True if the reaction REDO_EMOJI was added by the context message author on this message."""
     return reaction.message.id == ctx.message.id and user.id == ctx.author.id and str(reaction) == REDO_EMOJI
-
-
-async def setup(bot: Bot) -> None:
-    """Load the Snekbox cog."""
-    await bot.add_cog(Snekbox(bot))
diff --git a/bot/exts/utils/snekbox/_eval.py b/bot/exts/utils/snekbox/_eval.py
new file mode 100644
index 000000000..2f61b5924
--- /dev/null
+++ b/bot/exts/utils/snekbox/_eval.py
@@ -0,0 +1,183 @@
+from __future__ import annotations
+
+import contextlib
+from dataclasses import dataclass, field
+from signal import Signals
+from typing import TYPE_CHECKING
+
+from discord.utils import escape_markdown, escape_mentions
+
+from bot.constants import Emojis
+from bot.exts.utils.snekbox._io import FILE_COUNT_LIMIT, FILE_SIZE_LIMIT, FileAttachment, sizeof_fmt
+from bot.log import get_logger
+
+if TYPE_CHECKING:
+    from bot.exts.utils.snekbox._cog import PythonVersion
+
+log = get_logger(__name__)
+
+SIGKILL = 9
+
+
+@dataclass(frozen=True)
+class EvalJob:
+    """Job to be evaluated by snekbox."""
+
+    args: list[str]
+    files: list[FileAttachment] = field(default_factory=list)
+    name: str = "eval"
+    version: PythonVersion = "3.11"
+
+    @classmethod
+    def from_code(cls, code: str, path: str = "main.py") -> EvalJob:
+        """Create an EvalJob from a code string."""
+        return cls(
+            args=[path],
+            files=[FileAttachment(path, code.encode())],
+        )
+
+    def as_version(self, version: PythonVersion) -> EvalJob:
+        """Return a copy of the job with a different Python version."""
+        return EvalJob(
+            args=self.args,
+            files=self.files,
+            name=self.name,
+            version=version,
+        )
+
+    def to_dict(self) -> dict[str, list[str | dict[str, str]]]:
+        """Convert the job to a dict."""
+        return {
+            "args": self.args,
+            "files": [file.to_dict() for file in self.files],
+        }
+
+
+@dataclass(frozen=True)
+class EvalResult:
+    """The result of an eval job."""
+
+    stdout: str
+    returncode: int | None
+    files: list[FileAttachment] = field(default_factory=list)
+    failed_files: list[str] = field(default_factory=list)
+
+    @property
+    def has_output(self) -> bool:
+        """True if the result has any output (stdout, files, or failed files)."""
+        return bool(self.stdout.strip() or self.files or self.failed_files)
+
+    @property
+    def has_files(self) -> bool:
+        """True if the result has any files or failed files."""
+        return bool(self.files or self.failed_files)
+
+    @property
+    def status_emoji(self) -> str:
+        """Return an emoji corresponding to the status code or lack of output in result."""
+        if not self.has_output:
+            return ":warning:"
+        elif self.returncode == 0:  # No error
+            return ":white_check_mark:"
+        else:  # Exception
+            return ":x:"
+
+    @property
+    def error_message(self) -> str:
+        """Return an error message corresponding to the process's return code."""
+        error = ""
+        if self.returncode is None:
+            error = self.stdout.strip()
+        elif self.returncode == 255:
+            error = "A fatal NsJail error occurred"
+        return error
+
+    @property
+    def files_error_message(self) -> str:
+        """Return an error message corresponding to the failed files."""
+        if not self.failed_files:
+            return ""
+
+        failed_files = f"({self.get_failed_files_str()})"
+
+        n_failed = len(self.failed_files)
+        s_upload = "uploads" if n_failed > 1 else "upload"
+
+        msg = f"{Emojis.failed_file} {n_failed} file {s_upload} {failed_files} failed"
+
+        # Exceeded file count limit
+        if (n_failed + len(self.files)) > FILE_COUNT_LIMIT:
+            s_it = "they" if n_failed > 1 else "it"
+            msg += f" as {s_it} exceeded the {FILE_COUNT_LIMIT} file limit."
+        # Exceeded file size limit
+        else:
+            s_each_file = "each file's" if n_failed > 1 else "its file"
+            msg += f" because {s_each_file} size exceeds {sizeof_fmt(FILE_SIZE_LIMIT)}."
+
+        return msg
+
+    def get_failed_files_str(self, char_max: int = 85) -> str:
+        """
+        Return a string containing the names of failed files, truncated char_max.
+
+        Will truncate on whole file names if less than 3 characters remaining.
+        """
+        names = []
+        for file in self.failed_files:
+            # Only attempt to truncate name if more than 3 chars remaining
+            if char_max < 3:
+                names.append("...")
+                break
+
+            if len(file) > char_max:
+                names.append(file[:char_max] + "...")
+                break
+            char_max -= len(file)
+            names.append(file)
+
+        text = ", ".join(names)
+        # Since the file names are provided by user
+        text = escape_markdown(text)
+        text = escape_mentions(text)
+        return text
+
+    def get_message(self, job: EvalJob) -> str:
+        """Return a user-friendly message corresponding to the process's return code."""
+        msg = f"Your {job.version} {job.name} job"
+
+        if self.returncode is None:
+            msg += " has failed"
+        elif self.returncode == 128 + SIGKILL:
+            msg += " timed out or ran out of memory"
+        elif self.returncode == 255:
+            msg += " has failed"
+        else:
+            msg += f" has completed with return code {self.returncode}"
+            # Try to append signal's name if one exists
+            with contextlib.suppress(ValueError):
+                name = Signals(self.returncode - 128).name
+                msg += f" ({name})"
+
+        return msg
+
+    @classmethod
+    def from_dict(cls, data: dict[str, str | int | list[dict[str, str]]]) -> EvalResult:
+        """Create an EvalResult from a dict."""
+        res = cls(
+            stdout=data["stdout"],
+            returncode=data["returncode"],
+        )
+
+        files = iter(data["files"])
+        for i, file in enumerate(files):
+            # Limit to FILE_COUNT_LIMIT files
+            if i >= FILE_COUNT_LIMIT:
+                res.failed_files.extend(file["path"] for file in files)
+                break
+            try:
+                res.files.append(FileAttachment.from_dict(file))
+            except ValueError as e:
+                log.info(f"Failed to parse file from snekbox response: {e}")
+                res.failed_files.append(file["path"])
+
+        return res
diff --git a/bot/exts/utils/snekbox/_io.py b/bot/exts/utils/snekbox/_io.py
new file mode 100644
index 000000000..9be396335
--- /dev/null
+++ b/bot/exts/utils/snekbox/_io.py
@@ -0,0 +1,102 @@
+"""I/O File protocols for snekbox."""
+from __future__ import annotations
+
+from base64 import b64decode, b64encode
+from dataclasses import dataclass
+from io import BytesIO
+from pathlib import PurePosixPath
+
+import regex
+from discord import File
+
+# Note discord bot upload limit is 8 MiB per file,
+# or 50 MiB for lvl 2 boosted servers
+FILE_SIZE_LIMIT = 8 * 1024 * 1024
+
+# Discord currently has a 10-file limit per message
+FILE_COUNT_LIMIT = 10
+
+
+# ANSI escape sequences
+RE_ANSI = regex.compile(r"\\u.*\[(.*?)m")
+# Characters with a leading backslash
+RE_BACKSLASH = regex.compile(r"\\.")
+# Discord disallowed file name characters
+RE_DISCORD_FILE_NAME_DISALLOWED = regex.compile(r"[^a-zA-Z0-9._-]+")
+
+
+def sizeof_fmt(num: int | float, suffix: str = "B") -> str:
+    """Return a human-readable file size."""
+    num = float(num)
+    for unit in ("", "Ki", "Mi", "Gi", "Ti", "Pi", "Ei", "Zi"):
+        if abs(num) < 1024:
+            num_str = f"{int(num)}" if num.is_integer() else f"{num:3.1f}"
+            return f"{num_str} {unit}{suffix}"
+        num /= 1024
+    num_str = f"{int(num)}" if num.is_integer() else f"{num:3.1f}"
+    return f"{num_str} Yi{suffix}"
+
+
+def normalize_discord_file_name(name: str) -> str:
+    """Return a normalized valid discord file name."""
+    # Discord file names only allow A-Z, a-z, 0-9, underscores, dashes, and dots
+    # https://discord.com/developers/docs/reference#uploading-files
+    # Server will remove any other characters, but we'll get a 400 error for \ escaped chars
+    name = RE_ANSI.sub("_", name)
+    name = RE_BACKSLASH.sub("_", name)
+    # Replace any disallowed character with an underscore
+    name = RE_DISCORD_FILE_NAME_DISALLOWED.sub("_", name)
+    return name
+
+
+@dataclass(frozen=True)
+class FileAttachment:
+    """File Attachment from Snekbox eval."""
+
+    path: str
+    content: bytes
+
+    def __repr__(self) -> str:
+        """Return the content as a string."""
+        content = f"{self.content[:10]}..." if len(self.content) > 10 else self.content
+        return f"FileAttachment(path={self.path!r}, content={content})"
+
+    @property
+    def suffix(self) -> str:
+        """Return the file suffix."""
+        return PurePosixPath(self.path).suffix
+
+    @property
+    def name(self) -> str:
+        """Return the file name."""
+        return PurePosixPath(self.path).name
+
+    @classmethod
+    def from_dict(cls, data: dict, size_limit: int = FILE_SIZE_LIMIT) -> FileAttachment:
+        """Create a FileAttachment from a dict response."""
+        size = data.get("size")
+        if (size and size > size_limit) or (len(data["content"]) > size_limit):
+            raise ValueError("File size exceeds limit")
+
+        content = b64decode(data["content"])
+
+        if len(content) > size_limit:
+            raise ValueError("File size exceeds limit")
+
+        return cls(data["path"], content)
+
+    def to_dict(self) -> dict[str, str]:
+        """Convert the attachment to a json dict."""
+        content = self.content
+        if isinstance(content, str):
+            content = content.encode("utf-8")
+
+        return {
+            "path": self.path,
+            "content": b64encode(content).decode("ascii"),
+        }
+
+    def to_file(self) -> File:
+        """Convert to a discord.File."""
+        name = normalize_discord_file_name(self.name)
+        return File(BytesIO(self.content), filename=name)
diff --git a/botstrap.py b/botstrap.py
new file mode 100644
index 000000000..28486bd36
--- /dev/null
+++ b/botstrap.py
@@ -0,0 +1,165 @@
+import os
+import re
+from pathlib import Path
+
+from dotenv import load_dotenv
+from httpx import Client, HTTPStatusError, Response
+
+from bot.constants import Webhooks, _Categories, _Channels, _Roles
+from bot.log import get_logger
+
+load_dotenv()
+log = get_logger("Config Bootstrapper")
+
+env_file_path = Path(".env.server")
+BOT_TOKEN = os.getenv("BOT_TOKEN", None)
+GUILD_ID = os.getenv("GUILD_ID", None)
+
+
+if not BOT_TOKEN:
+    message = (
+        "Couldn't find BOT_TOKEN in the environment variables."
+        "Make sure to add it to the `.env` file likewise: `BOT_TOKEN=value_of_your_bot_token`"
+    )
+    log.warning(message)
+    raise ValueError(message)
+
+if not GUILD_ID:
+    message = (
+        "Couldn't find GUILD_ID in the environment variables."
+        "Make sure to add it to the `.env` file likewise: `GUILD_ID=value_of_your_discord_server_id`"
+    )
+    log.warning(message)
+    raise ValueError(message)
+
+
+class DiscordClient(Client):
+    """An HTTP client to communicate with Discord's APIs."""
+
+    def __init__(self):
+        super().__init__(
+            base_url="https://discord.com/api/v10",
+            headers={"Authorization": f"Bot {BOT_TOKEN}"},
+            event_hooks={"response": [self._raise_for_status]}
+        )
+
+    @staticmethod
+    def _raise_for_status(response: Response) -> None:
+        response.raise_for_status()
+
+
+def get_all_roles(guild_id: int | str, client: DiscordClient) -> dict:
+    """Fetches all the roles in a guild."""
+    result = {}
+
+    response = client.get(f"guilds/{guild_id}/roles")
+    roles = response.json()
+
+    for role in roles:
+        name = "_".join(part.lower() for part in role["name"].split(" ")).replace("-", "_")
+        result[name] = role["id"]
+
+    return result
+
+
+def get_all_channels_and_categories(
+        guild_id: int | str,
+        client: DiscordClient
+) -> tuple[dict[str, str], dict[str, str]]:
+    """Fetches all the text channels & categories in a guild."""
+    off_topic_channel_name_regex = r"ot\d{1}(_.*)+"
+    off_topic_count = 0
+    channels = {}  # could be text channels only as well
+    categories = {}
+
+    response = client.get(f"guilds/{guild_id}/channels")
+    server_channels = response.json()
+
+    for channel in server_channels:
+        channel_type = channel["type"]
+        name = "_".join(part.lower() for part in channel["name"].split(" ")).replace("-", "_")
+        if re.match(off_topic_channel_name_regex, name):
+            name = f"off_topic_{off_topic_count}"
+            off_topic_count += 1
+
+        if channel_type == 4:
+            categories[name] = channel["id"]
+        else:
+            channels[name] = channel["id"]
+
+    return channels, categories
+
+
+def webhook_exists(webhook_id_: int, client: DiscordClient) -> bool:
+    """A predicate that indicates whether a webhook exists already or not."""
+    try:
+        client.get(f"webhooks/{webhook_id_}")
+        return True
+    except HTTPStatusError:
+        return False
+
+
+def create_webhook(name: str, channel_id_: int, client: DiscordClient) -> str:
+    """Creates a new webhook for a particular channel."""
+    payload = {"name": name}
+
+    response = client.post(f"channels/{channel_id_}/webhooks", json=payload)
+    new_webhook = response.json()
+    return new_webhook["id"]
+
+
+with DiscordClient() as discord_client:
+    config_str = "#Roles\n"
+
+    all_roles = get_all_roles(guild_id=GUILD_ID, client=discord_client)
+
+    for role_name in _Roles.__fields__:
+
+        role_id = all_roles.get(role_name, None)
+        if not role_id:
+            log.warning(f"Couldn't find the role {role_name} in the guild, PyDis' default values will be used.")
+            continue
+
+        config_str += f"roles_{role_name}={role_id}\n"
+
+    all_channels, all_categories = get_all_channels_and_categories(guild_id=GUILD_ID, client=discord_client)
+
+    config_str += "\n#Channels\n"
+
+    for channel_name in _Channels.__fields__:
+        channel_id = all_channels.get(channel_name, None)
+        if not channel_id:
+            log.warning(
+                f"Couldn't find the channel {channel_name} in the guild, PyDis' default values will be used."
+            )
+            continue
+
+        config_str += f"channels_{channel_name}={channel_id}\n"
+
+    config_str += "\n#Categories\n"
+
+    for category_name in _Categories.__fields__:
+        category_id = all_categories.get(category_name, None)
+        if not category_id:
+            log.warning(
+                f"Couldn't find the category {category_name} in the guild, PyDis' default values will be used."
+            )
+            continue
+
+        config_str += f"categories_{category_name}={category_id}\n"
+
+    env_file_path.write_text(config_str)
+
+    config_str += "\n#Webhooks\n"
+
+    for webhook_name, webhook_model in Webhooks:
+        webhook = webhook_exists(webhook_model.id, client=discord_client)
+        if not webhook:
+            webhook_channel_id = int(all_channels[webhook_name])
+            webhook_id = create_webhook(webhook_name, webhook_channel_id, client=discord_client)
+        else:
+            webhook_id = webhook_model.id
+        config_str += f"webhooks_{webhook_name}__id={webhook_id}\n"
+        config_str += f"webhooks_{webhook_name}__channel={all_channels[webhook_name]}\n"
+
+    env_file_path.write_text(config_str)
diff --git a/config-default.yml b/config-default.yml
deleted file mode 100644
index 9088fae34..000000000
--- a/config-default.yml
+++ /dev/null
@@ -1,560 +0,0 @@
-debug:     !ENV ["BOT_DEBUG", "true"]
-file_logs: !ENV ["FILE_LOGS", "false"]
-
-
-bot:
-    prefix:         "!"
-    sentry_dsn:     !ENV "BOT_SENTRY_DSN"
-    token:          !ENV "BOT_TOKEN"
-    trace_loggers:  !ENV "BOT_TRACE_LOGGERS"
-
-    clean:
-        # Maximum number of messages to traverse for clean commands
-        message_limit: 10000
-
-    cooldowns:
-        # Per channel, per tag.
-        tags: 60
-
-    redis:
-        host:  "redis.default.svc.cluster.local"
-        password: !ENV "REDIS_PASSWORD"
-        port:  6379
-        use_fakeredis: false
-
-    stats:
-        presence_update_timeout: 300
-        statsd_host: "graphite.default.svc.cluster.local"
-
-
-style:
-    colours:
-        blue: 0x3775a8
-        bright_green: 0x01d277
-        orange: 0xe67e22
-        pink: 0xcf84e0
-        purple: 0xb734eb
-        soft_green: 0x68c290
-        soft_orange: 0xf9cb54
-        soft_red: 0xcd6d6d
-        white: 0xfffffe
-        yellow: 0xffd241
-
-    emojis:
-        badge_bug_hunter: "<:bug_hunter_lvl1:743882896372269137>"
-        badge_bug_hunter_level_2: "<:bug_hunter_lvl2:743882896611344505>"
-        badge_early_supporter: "<:early_supporter:743882896909140058>"
-        badge_hypesquad: "<:hypesquad_events:743882896892362873>"
-        badge_hypesquad_balance: "<:hypesquad_balance:743882896460480625>"
-        badge_hypesquad_bravery: "<:hypesquad_bravery:743882896745693335>"
-        badge_hypesquad_brilliance: "<:hypesquad_brilliance:743882896938631248>"
-        badge_partner: "<:partner:748666453242413136>"
-        badge_staff: "<:discord_staff:743882896498098226>"
-        badge_verified_bot_developer: "<:verified_bot_dev:743882897299210310>"
-        bot: "<:bot:812712599464443914>"
-        verified_bot: "<:verified_bot:811645219220750347>"
-
-        defcon_shutdown:    "<:defcondisabled:470326273952972810>"
-        defcon_unshutdown:  "<:defconenabled:470326274213150730>"
-        defcon_update:      "<:defconsettingsupdated:470326274082996224>"
-
-        failmail: "<:failmail:633660039931887616>"
-
-        incident_actioned: "<:incident_actioned:714221559279255583>"
-        incident_investigating: "<:incident_investigating:714224190928191551>"
-        incident_unactioned: "<:incident_unactioned:714223099645526026>"
-
-        status_dnd:     "<:status_dnd:470326272082313216>"
-        status_idle:    "<:status_idle:470326266625785866>"
-        status_offline: "<:status_offline:470326266537705472>"
-        status_online:  "<:status_online:470326272351010816>"
-
-        ducky_dave: "<:ducky_dave:742058418692423772>"
-
-        trashcan: "<:trashcan:637136429717389331>"
-
-        bullet:     "\u2022"
-        check_mark: "\u2705"
-        cross_mark: "\u274C"
-        new:        "\U0001F195"
-        pencil:     "\u270F"
-
-        ok_hand: ":ok_hand:"
-
-    icons:
-        crown_blurple: "https://cdn.discordapp.com/emojis/469964153289965568.png"
-        crown_green:   "https://cdn.discordapp.com/emojis/469964154719961088.png"
-        crown_red:     "https://cdn.discordapp.com/emojis/469964154879344640.png"
-
-        defcon_denied:   "https://cdn.discordapp.com/emojis/472475292078964738.png"
-        defcon_shutdown: "https://cdn.discordapp.com/emojis/470326273952972810.png"
-        defcon_unshutdown:  "https://cdn.discordapp.com/emojis/470326274213150730.png"
-        defcon_update:  "https://cdn.discordapp.com/emojis/472472638342561793.png"
-
-        filtering: "https://cdn.discordapp.com/emojis/472472638594482195.png"
-
-        green_checkmark: "https://raw.githubusercontent.com/python-discord/branding/main/icons/checkmark/green-checkmark-dist.png"
-        green_questionmark: "https://raw.githubusercontent.com/python-discord/branding/main/icons/checkmark/green-question-mark-dist.png"
-        guild_update: "https://cdn.discordapp.com/emojis/469954765141442561.png"
-
-        hash_blurple: "https://cdn.discordapp.com/emojis/469950142942806017.png"
-        hash_green:   "https://cdn.discordapp.com/emojis/469950144918585344.png"
-        hash_red:     "https://cdn.discordapp.com/emojis/469950145413251072.png"
-
-        message_bulk_delete: "https://cdn.discordapp.com/emojis/469952898994929668.png"
-        message_delete:      "https://cdn.discordapp.com/emojis/472472641320648704.png"
-        message_edit:        "https://cdn.discordapp.com/emojis/472472638976163870.png"
-
-        pencil: "https://cdn.discordapp.com/emojis/470326272401211415.png"
-
-        questionmark: "https://cdn.discordapp.com/emojis/512367613339369475.png"
-
-        remind_blurple: "https://cdn.discordapp.com/emojis/477907609215827968.png"
-        remind_green: "https://cdn.discordapp.com/emojis/477907607785570310.png"
-        remind_red: "https://cdn.discordapp.com/emojis/477907608057937930.png"
-
-        sign_in:  "https://cdn.discordapp.com/emojis/469952898181234698.png"
-        sign_out: "https://cdn.discordapp.com/emojis/469952898089091082.png"
-
-        superstarify: "https://cdn.discordapp.com/emojis/636288153044516874.png"
-        unsuperstarify: "https://cdn.discordapp.com/emojis/636288201258172446.png"
-
-        token_removed: "https://cdn.discordapp.com/emojis/470326273298792469.png"
-
-        user_ban:    "https://cdn.discordapp.com/emojis/469952898026045441.png"
-        user_timeout:     "https://cdn.discordapp.com/emojis/472472640100106250.png"
-        user_unban:  "https://cdn.discordapp.com/emojis/469952898692808704.png"
-        user_untimeout:   "https://cdn.discordapp.com/emojis/472472639206719508.png"
-        user_update: "https://cdn.discordapp.com/emojis/469952898684551168.png"
-        user_verified: "https://cdn.discordapp.com/emojis/470326274519334936.png"
-        user_warn: "https://cdn.discordapp.com/emojis/470326274238447633.png"
-
-        voice_state_blue: "https://cdn.discordapp.com/emojis/656899769662439456.png"
-        voice_state_green: "https://cdn.discordapp.com/emojis/656899770094452754.png"
-        voice_state_red: "https://cdn.discordapp.com/emojis/656899769905709076.png"
-
-
-guild:
-    id: 267624335836053506
-    invite: "https://discord.gg/python"
-
-    categories:
-        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
-        announcements:              &ANNOUNCEMENTS      354619224620138496
-        change_log:                 &CHANGE_LOG         748238795236704388
-        mailing_lists:              &MAILING_LISTS      704372456592506880
-        python_events:              &PYEVENTS_CHANNEL   729674110270963822
-        python_news:                &PYNEWS_CHANNEL     704372456592506880
-        reddit:                     &REDDIT_CHANNEL     458224812528238616
-
-        # Development
-        dev_contrib:        &DEV_CONTRIB     635950537262759947
-        dev_core:           &DEV_CORE        411200599653351425
-        dev_voting:         &DEV_CORE_VOTING 839162966519447552
-        dev_log:            &DEV_LOG         622895325144940554
-
-        # Discussion
-        meta:                               429409067623251969
-        python_general:     &PY_GENERAL     267624335836053506
-
-        # Python Help
-        help_system_forum:  1035199133436354600
-
-        # Topical
-        discord_bots:         343944376055103488
-
-        # Logs
-        attachment_log:     &ATTACH_LOG     649243850006855680
-        filter_log:         &FILTER_LOG     1014943924185473094
-        message_log:        &MESSAGE_LOG    467752170159079424
-        mod_log:            &MOD_LOG        282638479504965634
-        nomination_archive:                 833371042046148738
-        user_log:                           528976905546760203
-        voice_log:                          640292421988646961
-
-        # Open Source Projects
-        black_formatter:    &BLACK_FORMATTER 846434317021741086
-
-        # Off-topic
-        off_topic_0:    291284109232308226
-        off_topic_1:    463035241142026251
-        off_topic_2:    463035268514185226
-
-        # Special
-        bot_commands:       &BOT_CMD        267659945086812160
-        esoteric:                           470884583684964352
-        voice_gate:                         764802555427029012
-        code_jam_planning:                  490217981872177157
-
-        # Staff
-        admins:             &ADMINS         365960823622991872
-        admin_spam:         &ADMIN_SPAM     563594791770914816
-        defcon:             &DEFCON         464469101889454091
-        duck_pond:          &DUCK_POND      637820308341915648
-        helpers:            &HELPERS        385474242440986624
-        incidents:                          714214212200562749
-        incidents_archive:                  720668923636351037
-        mod_alerts:                         473092532147060736
-        mods:               &MODS           305126844661760000
-        mod_meta:                           775412552795947058
-        nominations:                        822920136150745168
-        nomination_voting:                  822853512709931008
-        organisation:       &ORGANISATION   551789653284356126
-        staff_lounge:       &STAFF_LOUNGE   464905259261755392
-        staff_info:         &STAFF_INFO     396684402404622347
-
-        # Staff announcement channels
-        admin_announcements:    &ADMIN_ANNOUNCEMENTS    749736155569848370
-        mod_announcements:      &MOD_ANNOUNCEMENTS      372115205867700225
-        staff_announcements:    &STAFF_ANNOUNCEMENTS    464033278631084042
-
-        # Voice Channels
-        admins_voice:       &ADMINS_VOICE   500734494840717332
-        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_0:                   755154969761677312
-        code_help_chat_1:                   766330079135268884
-        staff_voice_chat:                   541638762007101470
-        voice_chat_0:                       412357430186344448
-        voice_chat_1:                       799647045886541885
-
-        # Watch
-        big_brother_logs:   &BB_LOGS        468507907357409333
-
-        # Information
-        roles:                              851270062434156586
-
-    moderation_categories:
-        - *MODS_CATEGORY
-        - *MODMAIL
-        - *LOGS
-        - *APPEALS
-        - *APPEALS2
-
-    moderation_channels:
-        - *ADMINS
-        - *ADMIN_SPAM
-        - *MODS
-
-    # 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:
-        - *ATTACH_LOG
-        - *MESSAGE_LOG
-        - *MOD_LOG
-        - *STAFF_VOICE
-        - *FILTER_LOG
-
-    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
-        revival_of_code:                        988801794668908655
-        legacy_help_channels_access:            1074780483776417964
-
-        contributors:                           295488872404484098
-        help_cooldown:                          699189276025421825
-        muted:              &MUTED_ROLE         277914926603829249  # TODO remove when no longer relevant.
-        partners:           &PY_PARTNER_ROLE    323426753857191936
-        python_community:   &PY_COMMUNITY_ROLE  458226413825294336
-        sprinters:          &SPRINTERS          758422482289426471
-        voice_verified:                         764802720779337729
-
-        # 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
-        owners:             &OWNERS_ROLE    267627879762755584
-        project_leads:                      815701647526330398
-
-        # Code Jam
-        jammers:        737249140966162473
-
-        # Streaming
-        video:          764245844798079016
-
-        # Patreon
-        patreon_tier_1: 505040943800516611
-        patreon_tier_2: 743399725914390631
-        patreon_tier_3: 743400204367036520
-
-    moderation_roles:
-        - *ADMINS_ROLE
-        - *MOD_TEAM_ROLE
-        - *MODS_ROLE
-        - *OWNERS_ROLE
-
-    staff_roles:
-        - *ADMINS_ROLE
-        - *HELPERS_ROLE
-        - *MOD_TEAM_ROLE
-        - *OWNERS_ROLE
-
-    webhooks:
-        big_brother:                        569133704568373283
-        dev_log:                            680501655111729222
-        duck_pond:                          637821475327311927
-        incidents:                          816650601844572212
-        incidents_archive:                  720671599790915702
-        python_news:        &PYNEWS_WEBHOOK 704381182279942324
-
-
-filter:
-    # What do we filter?
-    filter_domains:        true
-    filter_everyone_ping:  true
-    filter_invites:        true
-    filter_zalgo:          false
-    watch_regex:           true
-    watch_rich_embeds:     true
-
-    # Notify user on filter?
-    # Notifications are not expected for "watchlist" type filters
-    notify_user_domains:        false
-    notify_user_everyone_ping:  true
-    notify_user_invites:        true
-    notify_user_zalgo:          false
-
-    # Filter configuration
-    offensive_msg_delete_days: 7     # How many days before deleting an offensive message?
-    ping_everyone:             true
-
-    # Censor doesn't apply to these
-    channel_whitelist:
-        - *ADMINS
-        - *BB_LOGS
-        - *DEV_LOG
-        - *MESSAGE_LOG
-        - *MOD_LOG
-        - *STAFF_LOUNGE
-
-    role_whitelist:
-        - *ADMINS_ROLE
-        - *HELPERS_ROLE
-        - *MODS_ROLE
-        - *OWNERS_ROLE
-        - *PY_COMMUNITY_ROLE
-        - *SPRINTERS
-        - *PY_PARTNER_ROLE
-
-
-keys:
-    github:      !ENV "GITHUB_API_KEY"
-    site_api:    !ENV "BOT_API_KEY"
-
-
-urls:
-    # PyDis site vars
-    connect_max_retries:       3
-    connect_cooldown:          5
-    site:        &DOMAIN       "pythondiscord.com"
-    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 [*SCHEMA, *DOMAIN, "/staff"]
-
-    paste_service:                      !JOIN [*SCHEMA, *PASTE, "/{key}"]
-    site_logs_view:                     !JOIN [*STAFF, "/bot/logs"]
-
-    # Snekbox
-    snekbox_eval_api: !ENV ["SNEKBOX_EVAL_API", "http://snekbox.default.svc.cluster.local/eval"]
-    snekbox_311_eval_api: !ENV ["SNEKBOX_311_EVAL_API", "http://snekbox-311.default.svc.cluster.local/eval"]
-
-    # Discord API URLs
-    discord_api:        &DISCORD_API "https://discordapp.com/api/v7/"
-    discord_invite_api: !JOIN [*DISCORD_API, "invites"]
-
-    # Misc URLsw
-    bot_avatar:      "https://raw.githubusercontent.com/python-discord/branding/main/logos/logo_circle/logo_circle.png"
-    github_bot_repo: "https://github.com/python-discord/bot"
-
-
-anti_spam:
-    cache_size: 100
-
-    # Clean messages that violate a rule.
-    clean_offending: true
-    ping_everyone: true
-
-    punishment:
-        remove_after: 600
-        role_id: *MUTED_ROLE
-
-    rules:
-        attachments:
-            interval: 10
-            max: 6
-
-        burst:
-            interval: 10
-            max: 7
-
-        # Burst shared it (temporarily) disabled to prevent
-        # the bug that triggers multiple infractions/DMs per
-        # user. It also tends to catch a lot of innocent users
-        # now that we're so big.
-        # burst_shared:
-        #    interval: 10
-        #    max: 20
-
-        chars:
-            interval: 5
-            max: 4_200
-
-        discord_emojis:
-            interval: 10
-            max: 20
-
-        duplicates:
-            interval: 10
-            max: 3
-
-        links:
-            interval: 10
-            max: 10
-
-        mentions:
-            interval: 10
-            max: 5
-
-        newlines:
-            interval: 10
-            max: 100
-            max_consecutive: 10
-
-        role_mentions:
-            interval: 10
-            max: 3
-
-
-metabase:
-    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
-
-
-big_brother:
-    header_message_limit: 15
-    log_delay: 15
-
-
-code_block:
-    # The channels in which code blocks will be detected. They are not subject to a cooldown.
-    channel_whitelist:
-        - *BOT_CMD
-
-    # The channels which will be affected by a cooldown. These channels are also whitelisted.
-    cooldown_channels:
-        - *PY_GENERAL
-
-    # Sending instructions triggers a cooldown on a per-channel basis.
-    # More instruction messages will not be sent in the same channel until the cooldown has elapsed.
-    cooldown_seconds: 300
-
-    # The minimum amount of lines a message or code block must have for instructions to be sent.
-    minimum_lines: 4
-
-
-free:
-    # Seconds to elapse for a channel
-    # to be considered inactive.
-    activity_timeout: 600
-    cooldown_per: 60.0
-    cooldown_rate: 1
-
-
-help_channels:
-    enable: true
-
-    # Allowed duration of inactivity before archiving a help post
-    idle_minutes: 30
-
-    # Allowed duration of inactivity when post is empty (due to deleted messages)
-    # before archiving a help post
-    deleted_idle_minutes: 5
-
-    # Roles which are allowed to use the command which makes channels dormant
-    cmd_whitelist:
-        - *HELPERS_ROLE
-
-redirect_output:
-    delete_delay: 15
-    delete_invocation: true
-
-
-duck_pond:
-    threshold: 7
-    channel_blacklist:
-        - *ANNOUNCEMENTS
-        - *PYNEWS_CHANNEL
-        - *PYEVENTS_CHANNEL
-        - *MAILING_LISTS
-        - *REDDIT_CHANNEL
-        - *DUCK_POND
-        - *CHANGE_LOG
-        - *STAFF_ANNOUNCEMENTS
-        - *MOD_ANNOUNCEMENTS
-        - *ADMIN_ANNOUNCEMENTS
-        - *STAFF_INFO
-
-
-python_news:
-    channel: *PYNEWS_CHANNEL
-    webhook: *PYNEWS_WEBHOOK
-
-    mail_lists:
-        - 'python-ideas'
-        - 'python-announce-list'
-        - 'pypi-announce'
-        - 'python-dev'
-
-
-voice_gate:
-    bot_message_delete_delay: 10  # Seconds before deleting bot's response in Voice Gate
-    minimum_activity_blocks: 3  # Number of 10 minute blocks during which a user must have been active
-    minimum_days_member: 3  # How many days the user must have been a member for
-    minimum_messages: 50  # How many messages a user must have to be eligible for voice
-    voice_ping_delete_delay: 60  # Seconds before deleting the bot's ping to user in Voice Gate
-
-
-branding:
-    cycle_frequency: 3  # How many days bot wait before refreshing server icon
-
-
-config:
-    required_keys: ['bot.token']
-
-
-video_permission:
-    default_permission_duration: 5  # Default duration for stream command in minutes
diff --git a/docker-compose.yml b/docker-compose.yml
index bc53c482b..694f44507 100644
--- a/docker-compose.yml
+++ b/docker-compose.yml
@@ -112,4 +112,9 @@ services:
     env_file:
       - .env
     environment:
-      BOT_API_KEY: badbot13m0n8f570f942013fc818f234916ca531
+      API_KEYS_SITE_API: "badbot13m0n8f570f942013fc818f234916ca531"
+      URLS_SITE_API: "web:8000/api"
+      URLS_SNEKBOX_EVAL_API: "http://snekbox/eval"
+      URLS_SNEKBOX_311_EVAL_API: "http://snekbox-311/eval"
+      REDIS_HOST: "redis"
+      STATS_STATSD_HOST: "http://localhost"
diff --git a/poetry.lock b/poetry.lock
index 8a718ab82..5f90384ab 100644
--- a/poetry.lock
+++ b/poetry.lock
@@ -140,6 +140,27 @@ files = [
 frozenlist = ">=1.1.0"
 
 [[package]]
+name = "anyio"
+version = "3.6.2"
+description = "High level compatibility layer for multiple asynchronous event loop implementations"
+category = "dev"
+optional = false
+python-versions = ">=3.6.2"
+files = [
+    {file = "anyio-3.6.2-py3-none-any.whl", hash = "sha256:fbbe32bd270d2a2ef3ed1c5d45041250284e31fc0a4df4a5a6071842051a51e3"},
+    {file = "anyio-3.6.2.tar.gz", hash = "sha256:25ea0d673ae30af41a0c442f81cf3b38c7e79fdc7b60335a4c14e05eb0947421"},
+]
+
+[package.dependencies]
+idna = ">=2.8"
+sniffio = ">=1.1"
+
+[package.extras]
+doc = ["packaging", "sphinx-autodoc-typehints (>=1.2.0)", "sphinx-rtd-theme"]
+test = ["contextlib2", "coverage[toml] (>=4.5)", "hypothesis (>=4.0)", "mock (>=4)", "pytest (>=7.0)", "pytest-mock (>=3.6.1)", "trustme", "uvloop (<0.15)", "uvloop (>=0.15)"]
+trio = ["trio (>=0.16,<0.22)"]
+
+[[package]]
 name = "arrow"
 version = "1.2.3"
 description = "Better dates & times for Python"
@@ -187,32 +208,33 @@ files = [
 
 [[package]]
 name = "attrs"
-version = "22.1.0"
+version = "22.2.0"
 description = "Classes Without Boilerplate"
 category = "main"
 optional = false
-python-versions = ">=3.5"
+python-versions = ">=3.6"
 files = [
-    {file = "attrs-22.1.0-py2.py3-none-any.whl", hash = "sha256:86efa402f67bf2df34f51a335487cf46b1ec130d02b8d39fd248abfd30da551c"},
-    {file = "attrs-22.1.0.tar.gz", hash = "sha256:29adc2665447e5191d0e7c568fde78b21f9672d344281d0c6e1ab085429b22b6"},
+    {file = "attrs-22.2.0-py3-none-any.whl", hash = "sha256:29e95c7f6778868dbd49170f98f8818f78f3dc5e0e37c0b1f474e3561b240836"},
+    {file = "attrs-22.2.0.tar.gz", hash = "sha256:c9227bfc2f01993c03f68db37d1d15c9690188323c067c641f1a35ca58185f99"},
 ]
 
 [package.extras]
-dev = ["cloudpickle", "coverage[toml] (>=5.0.2)", "furo", "hypothesis", "mypy (>=0.900,!=0.940)", "pre-commit", "pympler", "pytest (>=4.3.0)", "pytest-mypy-plugins", "sphinx", "sphinx-notfound-page", "zope.interface"]
-docs = ["furo", "sphinx", "sphinx-notfound-page", "zope.interface"]
-tests = ["cloudpickle", "coverage[toml] (>=5.0.2)", "hypothesis", "mypy (>=0.900,!=0.940)", "pympler", "pytest (>=4.3.0)", "pytest-mypy-plugins", "zope.interface"]
-tests-no-zope = ["cloudpickle", "coverage[toml] (>=5.0.2)", "hypothesis", "mypy (>=0.900,!=0.940)", "pympler", "pytest (>=4.3.0)", "pytest-mypy-plugins"]
+cov = ["attrs[tests]", "coverage-enable-subprocess", "coverage[toml] (>=5.3)"]
+dev = ["attrs[docs,tests]"]
+docs = ["furo", "myst-parser", "sphinx", "sphinx-notfound-page", "sphinxcontrib-towncrier", "towncrier", "zope.interface"]
+tests = ["attrs[tests-no-zope]", "zope.interface"]
+tests-no-zope = ["cloudpickle", "cloudpickle", "hypothesis", "hypothesis", "mypy (>=0.971,<0.990)", "mypy (>=0.971,<0.990)", "pympler", "pympler", "pytest (>=4.3.0)", "pytest (>=4.3.0)", "pytest-mypy-plugins", "pytest-mypy-plugins", "pytest-xdist[psutil]", "pytest-xdist[psutil]"]
 
 [[package]]
 name = "beautifulsoup4"
-version = "4.11.1"
+version = "4.11.2"
 description = "Screen-scraping library"
 category = "main"
 optional = false
 python-versions = ">=3.6.0"
 files = [
-    {file = "beautifulsoup4-4.11.1-py3-none-any.whl", hash = "sha256:58d5c3d29f5a36ffeb94f02f0d786cd53014cf9b3b3951d42e0080d8a9498d30"},
-    {file = "beautifulsoup4-4.11.1.tar.gz", hash = "sha256:ad9aa55b65ef2808eb405f46cf74df7fcb7044d5cbc26487f96eb2ef2e436693"},
+    {file = "beautifulsoup4-4.11.2-py3-none-any.whl", hash = "sha256:0e79446b10b3ecb499c1556f7e228a53e64a2bfcebd455f370d8927cb5b59e39"},
+    {file = "beautifulsoup4-4.11.2.tar.gz", hash = "sha256:bc4bdda6717de5a2987436fb8d72f45dc90dd856bdfd512a1314ce90349a0106"},
 ]
 
 [package.dependencies]
@@ -370,62 +392,63 @@ cron = ["capturer (>=2.4)"]
 
 [[package]]
 name = "coverage"
-version = "6.5.0"
+version = "7.2.1"
 description = "Code coverage measurement for Python"
 category = "dev"
 optional = false
 python-versions = ">=3.7"
 files = [
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-    {file = "coverage-6.5.0-cp310-cp310-macosx_11_0_arm64.whl", hash = "sha256:784f53ebc9f3fd0e2a3f6a78b2be1bd1f5575d7863e10c6e12504f240fd06660"},
-    {file = "coverage-6.5.0-cp310-cp310-manylinux_2_17_aarch64.manylinux2014_aarch64.whl", hash = "sha256:b4a5be1748d538a710f87542f22c2cad22f80545a847ad91ce45e77417293eb4"},
-    {file = "coverage-6.5.0-cp310-cp310-manylinux_2_5_i686.manylinux1_i686.manylinux_2_17_i686.manylinux2014_i686.whl", hash = "sha256:83516205e254a0cb77d2d7bb3632ee019d93d9f4005de31dca0a8c3667d5bc04"},
-    {file = "coverage-6.5.0-cp310-cp310-manylinux_2_5_x86_64.manylinux1_x86_64.manylinux_2_17_x86_64.manylinux2014_x86_64.whl", hash = "sha256:af4fffaffc4067232253715065e30c5a7ec6faac36f8fc8d6f64263b15f74db0"},
-    {file = "coverage-6.5.0-cp310-cp310-musllinux_1_1_aarch64.whl", hash = "sha256:97117225cdd992a9c2a5515db1f66b59db634f59d0679ca1fa3fe8da32749cae"},
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 ]
 
 [package.dependencies]
@@ -436,21 +459,22 @@ toml = ["tomli"]
 
 [[package]]
 name = "deepdiff"
-version = "6.2.1"
+version = "6.2.3"
 description = "Deep Difference and Search of any Python object/data. Recreate objects by adding adding deltas to each other."
 category = "main"
 optional = false
 python-versions = ">=3.7"
 files = [
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+    {file = "deepdiff-6.2.3.tar.gz", hash = "sha256:a02aaa8171351eba675cff5f795ec7a90987f86ad5449553308d4e18df57dc3d"},
 ]
 
 [package.dependencies]
 ordered-set = ">=4.0.2,<4.2.0"
+orjson = "*"
 
 [package.extras]
-cli = ["clevercsv (==0.7.4)", "click (==8.1.3)", "pyyaml (==6.0)", "toml (==0.10.2)"]
+cli = ["click (==8.1.3)", "pyyaml (==6.0)"]
 
 [[package]]
 name = "discord-py"
@@ -501,14 +525,14 @@ dev = ["coverage", "coveralls", "pytest"]
 
 [[package]]
 name = "exceptiongroup"
-version = "1.0.4"
+version = "1.1.0"
 description = "Backport of PEP 654 (exception groups)"
 category = "dev"
 optional = false
 python-versions = ">=3.7"
 files = [
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 ]
 
 [package.extras]
@@ -531,24 +555,24 @@ testing = ["pre-commit"]
 
 [[package]]
 name = "fakeredis"
-version = "2.0.0"
+version = "2.10.0"
 description = "Fake implementation of redis API for testing purposes."
 category = "main"
 optional = false
-python-versions = ">=3.7,<4.0"
+python-versions = ">=3.8,<4.0"
 files = [
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+    {file = "fakeredis-2.10.0.tar.gz", hash = "sha256:722644759bba4ad61fa38f0bb34939b7657f166ba35892f747e282407a196845"},
 ]
 
 [package.dependencies]
-lupa = {version = ">=1.13,<2.0", optional = true, markers = "extra == \"lua\""}
-redis = "<4.5"
-sortedcontainers = ">=2.4.0,<3.0.0"
+lupa = {version = ">=1.14,<2.0", optional = true, markers = "extra == \"lua\""}
+redis = ">=4,<5"
+sortedcontainers = ">=2.4,<3.0"
 
 [package.extras]
-aioredis = ["aioredis (>=2.0.1,<3.0.0)"]
-lua = ["lupa (>=1.13,<2.0)"]
+json = ["jsonpath-ng (>=1.5,<2.0)"]
+lua = ["lupa (>=1.14,<2.0)"]
 
 [[package]]
 name = "feedparser"
@@ -567,19 +591,19 @@ sgmllib3k = "*"
 
 [[package]]
 name = "filelock"
-version = "3.8.0"
+version = "3.9.0"
 description = "A platform independent file lock."
 category = "main"
 optional = false
 python-versions = ">=3.7"
 files = [
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+    {file = "filelock-3.9.0-py3-none-any.whl", hash = "sha256:f58d535af89bb9ad5cd4df046f741f8553a418c01a7856bf0d173bbc9f6bd16d"},
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 ]
 
 [package.extras]
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-testing = ["covdefaults (>=2.2)", "coverage (>=6.4.2)", "pytest (>=7.1.2)", "pytest-cov (>=3)", "pytest-timeout (>=2.1)"]
+docs = ["furo (>=2022.12.7)", "sphinx (>=5.3)", "sphinx-autodoc-typehints (>=1.19.5)"]
+testing = ["covdefaults (>=2.2.2)", "coverage (>=7.0.1)", "pytest (>=7.2)", "pytest-cov (>=4)", "pytest-timeout (>=2.1)"]
 
 [[package]]
 name = "flake8"
@@ -600,30 +624,30 @@ pyflakes = ">=3.0.0,<3.1.0"
 
 [[package]]
 name = "flake8-annotations"
-version = "2.9.1"
+version = "3.0.0"
 description = "Flake8 Type Annotation Checks"
 category = "dev"
 optional = false
-python-versions = ">=3.7,<4.0"
+python-versions = ">=3.8.1,<4.0.0"
 files = [
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+    {file = "flake8_annotations-3.0.0-py3-none-any.whl", hash = "sha256:ea927d31016515e9aa6e256651d74baeeee6fa4ad3f8383715ec5c0460a4c225"},
+    {file = "flake8_annotations-3.0.0.tar.gz", hash = "sha256:88c8b35a0db10b9a92be69ed3f81494509a18db1c3162551e57bc0fc35fab065"},
 ]
 
 [package.dependencies]
 attrs = ">=21.4"
-flake8 = ">=3.7"
+flake8 = ">=5.0"
 
 [[package]]
 name = "flake8-bugbear"
-version = "22.10.27"
+version = "23.2.13"
 description = "A plugin for flake8 finding likely bugs and design problems in your program. Contains warnings that don't belong in pyflakes and pycodestyle."
 category = "dev"
 optional = false
 python-versions = ">=3.7"
 files = [
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+    {file = "flake8-bugbear-23.2.13.tar.gz", hash = "sha256:39259814a83f33c8409417ee12dd4050c9c0bb4c8707c12fc18ae62b2f3ddee1"},
+    {file = "flake8_bugbear-23.2.13-py3-none-any.whl", hash = "sha256:f136bd0ca2684f101168bba2310dec541e11aa6b252260c17dcf58d18069a740"},
 ]
 
 [package.dependencies]
@@ -631,18 +655,18 @@ attrs = ">=19.2.0"
 flake8 = ">=3.0.0"
 
 [package.extras]
-dev = ["coverage", "hypothesis", "hypothesmith (>=0.2)", "pre-commit", "tox"]
+dev = ["coverage", "hypothesis", "hypothesmith (>=0.2)", "pre-commit", "pytest", "tox"]
 
 [[package]]
 name = "flake8-docstrings"
-version = "1.6.0"
+version = "1.7.0"
 description = "Extension for flake8 which uses pydocstyle to check docstrings"
 category = "dev"
 optional = false
-python-versions = "*"
+python-versions = ">=3.7"
 files = [
-    {file = "flake8-docstrings-1.6.0.tar.gz", hash = "sha256:9fe7c6a306064af8e62a055c2f61e9eb1da55f84bb39caef2b84ce53708ac34b"},
-    {file = "flake8_docstrings-1.6.0-py2.py3-none-any.whl", hash = "sha256:99cac583d6c7e32dd28bbfbef120a7c0d1b6dde4adb5a9fd441c4227a6534bde"},
+    {file = "flake8_docstrings-1.7.0-py2.py3-none-any.whl", hash = "sha256:51f2344026da083fc084166a9353f5082b01f72901df422f74b4d953ae88ac75"},
+    {file = "flake8_docstrings-1.7.0.tar.gz", hash = "sha256:4c8cc748dc16e6869728699e5d0d685da9a10b0ea718e090b1ba088e67a941af"},
 ]
 
 [package.dependencies]
@@ -651,19 +675,19 @@ pydocstyle = ">=2.1"
 
 [[package]]
 name = "flake8-isort"
-version = "5.0.3"
+version = "6.0.0"
 description = "flake8 plugin that integrates isort ."
 category = "dev"
 optional = false
 python-versions = ">=3.7"
 files = [
-    {file = "flake8-isort-5.0.3.tar.gz", hash = "sha256:0951398c343c67f4933407adbbfb495d4df7c038650c5d05753a006efcfeb390"},
-    {file = "flake8_isort-5.0.3-py3-none-any.whl", hash = "sha256:8c4ab431d87780d0c8336e9614e50ef11201bc848ef64ca017532dec39d4bf49"},
+    {file = "flake8-isort-6.0.0.tar.gz", hash = "sha256:537f453a660d7e903f602ecfa36136b140de279df58d02eb1b6a0c84e83c528c"},
+    {file = "flake8_isort-6.0.0-py3-none-any.whl", hash = "sha256:aa0cac02a62c7739e370ce6b9c31743edac904bae4b157274511fc8a19c75bbc"},
 ]
 
 [package.dependencies]
 flake8 = "*"
-isort = ">=4.3.5,<6"
+isort = ">=5.0.0,<6"
 
 [package.extras]
 test = ["pytest"]
@@ -797,6 +821,64 @@ files = [
 ]
 
 [[package]]
+name = "h11"
+version = "0.14.0"
+description = "A pure-Python, bring-your-own-I/O implementation of HTTP/1.1"
+category = "dev"
+optional = false
+python-versions = ">=3.7"
+files = [
+    {file = "h11-0.14.0-py3-none-any.whl", hash = "sha256:e3fe4ac4b851c468cc8363d500db52c2ead036020723024a109d37346efaa761"},
+    {file = "h11-0.14.0.tar.gz", hash = "sha256:8f19fbbe99e72420ff35c00b27a34cb9937e902a8b810e2c88300c6f0a3b699d"},
+]
+
+[[package]]
+name = "httpcore"
+version = "0.16.3"
+description = "A minimal low-level HTTP client."
+category = "dev"
+optional = false
+python-versions = ">=3.7"
+files = [
+    {file = "httpcore-0.16.3-py3-none-any.whl", hash = "sha256:da1fb708784a938aa084bde4feb8317056c55037247c787bd7e19eb2c2949dc0"},
+    {file = "httpcore-0.16.3.tar.gz", hash = "sha256:c5d6f04e2fc530f39e0c077e6a30caa53f1451096120f1f38b954afd0b17c0cb"},
+]
+
+[package.dependencies]
+anyio = ">=3.0,<5.0"
+certifi = "*"
+h11 = ">=0.13,<0.15"
+sniffio = ">=1.0.0,<2.0.0"
+
+[package.extras]
+http2 = ["h2 (>=3,<5)"]
+socks = ["socksio (>=1.0.0,<2.0.0)"]
+
+[[package]]
+name = "httpx"
+version = "0.23.3"
+description = "The next generation HTTP client."
+category = "dev"
+optional = false
+python-versions = ">=3.7"
+files = [
+    {file = "httpx-0.23.3-py3-none-any.whl", hash = "sha256:a211fcce9b1254ea24f0cd6af9869b3d29aba40154e947d2a07bb499b3e310d6"},
+    {file = "httpx-0.23.3.tar.gz", hash = "sha256:9818458eb565bb54898ccb9b8b251a28785dd4a55afbc23d0eb410754fe7d0f9"},
+]
+
+[package.dependencies]
+certifi = "*"
+httpcore = ">=0.15.0,<0.17.0"
+rfc3986 = {version = ">=1.3,<2", extras = ["idna2008"]}
+sniffio = "*"
+
+[package.extras]
+brotli = ["brotli", "brotlicffi"]
+cli = ["click (>=8.0.0,<9.0.0)", "pygments (>=2.0.0,<3.0.0)", "rich (>=10,<13)"]
+http2 = ["h2 (>=3,<5)"]
+socks = ["socksio (>=1.0.0,<2.0.0)"]
+
+[[package]]
 name = "humanfriendly"
 version = "10.0"
 description = "Human friendly output for text interfaces using Python"
@@ -813,14 +895,14 @@ pyreadline3 = {version = "*", markers = "sys_platform == \"win32\" and python_ve
 
 [[package]]
 name = "identify"
-version = "2.5.9"
+version = "2.5.18"
 description = "File identification library for Python"
 category = "dev"
 optional = false
 python-versions = ">=3.7"
 files = [
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-    {file = "identify-2.5.9.tar.gz", hash = "sha256:906036344ca769539610436e40a684e170c3648b552194980bb7b617a8daeb9f"},
+    {file = "identify-2.5.18-py2.py3-none-any.whl", hash = "sha256:93aac7ecf2f6abf879b8f29a8002d3c6de7086b8c28d88e1ad15045a15ab63f9"},
+    {file = "identify-2.5.18.tar.gz", hash = "sha256:89e144fa560cc4cffb6ef2ab5e9fb18ed9f9b3cb054384bab4b95c12f6c309fe"},
 ]
 
 [package.extras]
@@ -840,31 +922,31 @@ files = [
 
 [[package]]
 name = "iniconfig"
-version = "1.1.1"
-description = "iniconfig: brain-dead simple config-ini parsing"
+version = "2.0.0"
+description = "brain-dead simple config-ini parsing"
 category = "dev"
 optional = false
-python-versions = "*"
+python-versions = ">=3.7"
 files = [
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+    {file = "iniconfig-2.0.0-py3-none-any.whl", hash = "sha256:b6a85871a79d2e3b22d2d1b94ac2824226a63c6b741c88f7ae975f18b6778374"},
+    {file = "iniconfig-2.0.0.tar.gz", hash = "sha256:2d91e135bf72d31a410b17c16da610a82cb55f6b0477d1a902134b24a455b8b3"},
 ]
 
 [[package]]
 name = "isort"
-version = "5.10.1"
+version = "5.12.0"
 description = "A Python utility / library to sort Python imports."
 category = "dev"
 optional = false
-python-versions = ">=3.6.1,<4.0"
+python-versions = ">=3.8.0"
 files = [
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+    {file = "isort-5.12.0-py3-none-any.whl", hash = "sha256:f84c2818376e66cf843d497486ea8fed8700b340f308f076c6fb1229dff318b6"},
+    {file = "isort-5.12.0.tar.gz", hash = "sha256:8bef7dde241278824a6d83f44a544709b065191b95b6e50894bdc722fcba0504"},
 ]
 
 [package.extras]
-colors = ["colorama (>=0.4.3,<0.5.0)"]
-pipfile-deprecated-finder = ["pipreqs", "requirementslib"]
+colors = ["colorama (>=0.4.3)"]
+pipfile-deprecated-finder = ["pip-shims (>=0.5.2)", "pipreqs", "requirementslib"]
 plugins = ["setuptools"]
 requirements-deprecated-finder = ["pip-api", "pipreqs"]
 
@@ -955,82 +1037,89 @@ files = [
 
 [[package]]
 name = "lxml"
-version = "4.9.1"
+version = "4.9.2"
 description = "Powerful and Pythonic XML processing library combining libxml2/libxslt with the ElementTree API."
 category = "main"
 optional = false
 python-versions = ">=2.7, !=3.0.*, !=3.1.*, !=3.2.*, !=3.3.*, != 3.4.*"
 files = [
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+
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 name = "packaging"
-version = "21.3"
+version = "23.0"
 description = "Core utilities for Python packages"
 category = "dev"
 optional = false
-python-versions = ">=3.6"
+python-versions = ">=3.7"
 files = [
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-[package.dependencies]
-pyparsing = ">=2.0.2,<3.0.5 || >3.0.5"
-
 [[package]]
 name = "pep8-naming"
-version = "0.13.2"
+version = "0.13.3"
 description = "Check PEP-8 naming conventions, plugin for flake8"
 category = "dev"
 optional = false
 python-versions = ">=3.7"
 files = [
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 ]
 
 [package.dependencies]
-flake8 = ">=3.9.1"
+flake8 = ">=5.0.0"
 
 [[package]]
 name = "pip-licenses"
-version = "4.0.1"
+version = "4.1.0"
 description = "Dump the software license list of Python packages installed with pip."
 category = "dev"
 optional = false
 python-versions = "~=3.8"
 files = [
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 ]
 
 [package.dependencies]
 prettytable = ">=2.3.0"
 
 [package.extras]
-test = ["docutils", "pytest-cov", "pytest-pycodestyle", "pytest-runner"]
+test = ["docutils", "mypy", "pytest-cov", "pytest-pycodestyle", "pytest-runner"]
 
 [[package]]
 name = "platformdirs"
-version = "2.5.4"
+version = "3.1.0"
 description = "A small Python package for determining appropriate platform-specific dirs, e.g. a \"user data dir\"."
 category = "dev"
 optional = false
 python-versions = ">=3.7"
 files = [
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 [package.extras]
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-test = ["appdirs (==1.4.4)", "pytest (>=7.2)", "pytest-cov (>=4)", "pytest-mock (>=3.10)"]
+docs = ["furo (>=2022.12.7)", "proselint (>=0.13)", "sphinx (>=6.1.3)", "sphinx-autodoc-typehints (>=1.22,!=1.23.4)"]
+test = ["appdirs (==1.4.4)", "covdefaults (>=2.2.2)", "pytest (>=7.2.1)", "pytest-cov (>=4)", "pytest-mock (>=3.10)"]
 
 [[package]]
 name = "pluggy"
@@ -1272,14 +1427,14 @@ testing = ["pytest", "pytest-benchmark"]
 
 [[package]]
 name = "pre-commit"
-version = "2.20.0"
+version = "3.1.1"
 description = "A framework for managing and maintaining multi-language pre-commit hooks."
 category = "dev"
 optional = false
-python-versions = ">=3.7"
+python-versions = ">=3.8"
 files = [
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 ]
 
 [package.dependencies]
@@ -1287,19 +1442,18 @@ cfgv = ">=2.0.0"
 identify = ">=1.0.0"
 nodeenv = ">=0.11.1"
 pyyaml = ">=5.1"
-toml = "*"
-virtualenv = ">=20.0.8"
+virtualenv = ">=20.10.0"
 
 [[package]]
 name = "prettytable"
-version = "3.5.0"
+version = "3.6.0"
 description = "A simple Python library for easily displaying tabular data in a visually appealing ASCII table format"
 category = "dev"
 optional = false
 python-versions = ">=3.7"
 files = [
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 ]
 
 [package.dependencies]
@@ -1337,61 +1491,64 @@ test = ["enum34", "ipaddress", "mock", "pywin32", "wmi"]
 
 [[package]]
 name = "pycares"
-version = "4.2.2"
+version = "4.3.0"
 description = "Python interface for c-ares"
 category = "main"
 optional = false
 python-versions = "*"
 files = [
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 [package.dependencies]
-typing-extensions = ">=4.1.0"
+python-dotenv = {version = ">=0.10.4", optional = true, markers = "extra == \"dotenv\""}
+typing-extensions = ">=4.2.0"
 
 [package.extras]
 dotenv = ["python-dotenv (>=0.10.4)"]
@@ -1500,21 +1658,21 @@ async-rediscache = ["async-rediscache[fakeredis] (==1.0.0rc2)"]
 
 [[package]]
 name = "pydocstyle"
-version = "6.1.1"
+version = "6.3.0"
 description = "Python docstring style checker"
 category = "dev"
 optional = false
 python-versions = ">=3.6"
 files = [
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 [package.dependencies]
-snowballstemmer = "*"
+snowballstemmer = ">=2.2.0"
 
 [package.extras]
-toml = ["toml"]
+toml = ["tomli (>=1.2.3)"]
 
 [[package]]
 name = "pyflakes"
@@ -1529,21 +1687,6 @@ files = [
 ]
 
 [[package]]
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-
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 version = "3.4.1"
 description = "A python implementation of GNU readline."
@@ -1557,14 +1700,14 @@ files = [
 
 [[package]]
 name = "pytest"
-version = "7.2.0"
+version = "7.2.2"
 description = "pytest: simple powerful testing with Python"
 category = "dev"
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 python-versions = ">=3.7"
 files = [
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 [package.dependencies]
@@ -1600,29 +1743,30 @@ testing = ["fields", "hunter", "process-tests", "pytest-xdist", "six", "virtuale
 
 [[package]]
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+version = "0.10.0"
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 python-versions = ">=3.7"
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 [package.dependencies]
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 pytest = ">=7.0"
 
 [[package]]
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-version = "3.0.2"
-description = "pytest xdist plugin for distributed testing and loop-on-failing modes"
+version = "3.2.0"
+description = "pytest xdist plugin for distributed testing, most importantly across multiple CPUs"
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 optional = false
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 [package.dependencies]
@@ -1651,14 +1795,14 @@ six = ">=1.5"
 
 [[package]]
 name = "python-dotenv"
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+version = "1.0.0"
 description = "Read key-value pairs from a .env file and set them as environment variables"
-category = "dev"
+category = "main"
 optional = false
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 [package.extras]
@@ -1837,14 +1981,14 @@ full = ["numpy"]
 
 [[package]]
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-version = "4.4.2"
+version = "4.5.1"
 description = "Python client for Redis database and key-value store"
 category = "main"
 optional = false
 python-versions = ">=3.7"
 files = [
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 ]
 
 [package.dependencies]
@@ -1954,19 +2098,19 @@ files = [
 
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-version = "2.28.1"
+version = "2.28.2"
 description = "Python HTTP for Humans."
 category = "main"
 optional = false
 python-versions = ">=3.7, <4"
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 [package.dependencies]
 certifi = ">=2017.4.17"
-charset-normalizer = ">=2,<3"
+charset-normalizer = ">=2,<4"
 idna = ">=2.5,<4"
 urllib3 = ">=1.21.1,<1.27"
 
@@ -1991,6 +2135,24 @@ requests = ">=1.0.0"
 six = "*"
 
 [[package]]
+name = "rfc3986"
+version = "1.5.0"
+description = "Validating URI References per RFC 3986"
+category = "dev"
+optional = false
+python-versions = "*"
+files = [
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+
+[package.dependencies]
+idna = {version = "*", optional = true, markers = "extra == \"idna2008\""}
+
+[package.extras]
+idna2008 = ["idna"]
+
+[[package]]
 name = "sentry-sdk"
 version = "1.16.0"
 description = "Python client for Sentry (https://sentry.io)"
@@ -2033,18 +2195,18 @@ tornado = ["tornado (>=5)"]
 
 [[package]]
 name = "setuptools"
-version = "65.6.3"
+version = "67.5.1"
 description = "Easily download, build, install, upgrade, and uninstall Python packages"
 category = "dev"
 optional = false
 python-versions = ">=3.7"
 files = [
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+docs = ["furo", "jaraco.packaging (>=9)", "jaraco.tidelift (>=1.4)", "pygments-github-lexers (==0.0.5)", "rst.linker (>=1.9)", "sphinx (>=3.5)", "sphinx-favicon", "sphinx-hoverxref (<2)", "sphinx-inline-tabs", "sphinx-lint", "sphinx-notfound-page (==0.8.3)", "sphinx-reredirects", "sphinxcontrib-towncrier"]
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@@ -2072,6 +2234,18 @@ files = [
 ]
 
 [[package]]
+name = "sniffio"
+version = "1.3.0"
+description = "Sniff out which async library your code is running under"
+category = "dev"
+optional = false
+python-versions = ">=3.7"
+files = [
+    {file = "sniffio-1.3.0-py3-none-any.whl", hash = "sha256:eecefdce1e5bbfb7ad2eeaabf7c1eeb404d7757c379bd1f7e5cce9d8bf425384"},
+    {file = "sniffio-1.3.0.tar.gz", hash = "sha256:e60305c5e5d314f5389259b7f22aaa33d8f7dee49763119234af3755c55b9101"},
+]
+
+[[package]]
 name = "snowballstemmer"
 version = "2.2.0"
 description = "This package provides 29 stemmers for 28 languages generated from Snowball algorithms."
@@ -2097,14 +2271,14 @@ files = [
 
 [[package]]
 name = "soupsieve"
-version = "2.3.2.post1"
+version = "2.4"
 description = "A modern CSS selector implementation for Beautiful Soup."
 category = "main"
 optional = false
-python-versions = ">=3.6"
+python-versions = ">=3.7"
 files = [
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 ]
 
 [[package]]
@@ -2156,18 +2330,6 @@ requests = ">=2.1.0"
 requests-file = ">=1.4"
 
 [[package]]
-name = "toml"
-version = "0.10.2"
-description = "Python Library for Tom's Obvious, Minimal Language"
-category = "dev"
-optional = false
-python-versions = ">=2.6, !=3.0.*, !=3.1.*, !=3.2.*"
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-
-[[package]]
 name = "tomli"
 version = "2.0.1"
 description = "A lil' TOML parser"
@@ -2181,26 +2343,26 @@ files = [
 
 [[package]]
 name = "typing-extensions"
-version = "4.4.0"
+version = "4.5.0"
 description = "Backported and Experimental Type Hints for Python 3.7+"
 category = "main"
 optional = false
 python-versions = ">=3.7"
 files = [
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 ]
 
 [[package]]
 name = "urllib3"
-version = "1.26.13"
+version = "1.26.14"
 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.*, !=3.5.*"
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 ]
 
 [package.extras]
@@ -2210,104 +2372,119 @@ socks = ["PySocks (>=1.5.6,!=1.5.7,<2.0)"]
 
 [[package]]
 name = "virtualenv"
-version = "20.16.7"
+version = "20.20.0"
 description = "Virtual Python Environment builder"
 category = "dev"
 optional = false
-python-versions = ">=3.6"
+python-versions = ">=3.7"
 files = [
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 [package.dependencies]
 distlib = ">=0.3.6,<1"
 filelock = ">=3.4.1,<4"
-platformdirs = ">=2.4,<3"
+platformdirs = ">=2.4,<4"
 
 [package.extras]
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 [[package]]
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-version = "0.2.5"
+version = "0.2.6"
 description = "Measures the displayed width of unicode strings in a terminal"
 category = "dev"
 optional = false
 python-versions = "*"
 files = [
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 ]
 
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 description = "Yet another URL library"
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 python-versions = ">=3.7"
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+    {file = "yarl-1.8.2.tar.gz", hash = "sha256:49d43402c6e3013ad0978602bf6bf5328535c48d192304b91b97a3c6790b1562"},
 ]
 
 [package.dependencies]
@@ -2317,4 +2494,4 @@ multidict = ">=4.0"
 [metadata]
 lock-version = "2.0"
 python-versions = "3.10.*"
-content-hash = "68bfdf2115a5242df097155a2660a1c0276cf25b4785bdb761580bd35b77383c"
+content-hash = "e8487c5583b62d24dd7dda6b45b5bd8d6405d2e5ba55fef3c23a08ac965f2ab6"
diff --git a/pyproject.toml b/pyproject.toml
index 71981e8d0..6c8344fc9 100644
--- a/pyproject.toml
+++ b/pyproject.toml
@@ -10,52 +10,46 @@ python = "3.10.*"
 
 # See https://bot-core.pythondiscord.com/ for docs.
 pydis_core = { version = "9.5.1", extras = ["async-rediscache"] }
-redis = "4.4.2"
-fakeredis = { version = "2.0.0", extras = ["lua"] }
 
 aiohttp = "3.8.3"
 arrow = "1.2.3"
-beautifulsoup4 = "4.11.1"
+beautifulsoup4 = "4.11.2"
 colorama = { version = "0.4.6", markers = "sys_platform == 'win32'" }
 coloredlogs = "15.0.1"
-deepdiff = "6.2.1"
+deepdiff = "6.2.3"
 emoji = "2.2.0"
 feedparser = "6.0.10"
-lxml = "4.9.1"
-
-# Must be kept on this version unless doc command output is fixed
-# See https://github.com/python-discord/bot/pull/2156
-markdownify = "0.6.1"
-
-more-itertools = "9.0.0"
+lxml = "4.9.2"
+markdownify = "0.11.6"
+more-itertools = "9.1.0"
 python-dateutil = "2.8.2"
 python-frontmatter = "1.0.0"
 pyyaml = "6.0"
-rapidfuzz = "2.13.2"
+rapidfuzz = "2.13.7"
 regex = "2022.10.31"
 sentry-sdk = "1.16.0"
 tldextract = "3.4.0"
-pydantic = "1.10.2"
+pydantic = { version = "1.10.5", extras = ["dotenv"]}
 
 [tool.poetry.dev-dependencies]
-coverage = "6.5.0"
+coverage = "7.2.1"
 flake8 = "6.0.0"
-flake8-annotations = "2.9.1"
-flake8-bugbear = "22.10.27"
-flake8-docstrings = "1.6.0"
+flake8-annotations = "3.0.0"
+flake8-bugbear = "23.2.13"
+flake8-docstrings = "1.7.0"
 flake8-string-format = "0.3.0"
 flake8-tidy-imports = "4.8.0"
 flake8-todo = "0.7"
-flake8-isort = "5.0.3"
-pep8-naming = "0.13.2"
-pre-commit = "2.20.0"
-pip-licenses = "4.0.1"
-pytest = "7.2.0"
+flake8-isort = "6.0.0"
+pep8-naming = "0.13.3"
+pre-commit = "3.1.1"
+pip-licenses = "4.1.0"
+pytest = "7.2.2"
 pytest-cov = "4.0.0"
-python-dotenv = "0.21.0"
-pytest-xdist = "3.0.2"
-pytest-subtests = "0.9.0"
+pytest-subtests = "0.10.0"
+pytest-xdist = "3.2.0"
 taskipy = "1.10.3"
+httpx = "0.23.3"
 
 
 [build-system]
@@ -64,6 +58,7 @@ build-backend = "poetry.core.masonry.api"
 
 [tool.taskipy.tasks]
 start = "python -m bot"
+configure = "python -m botstrap"
 lint = "pre-commit run --all-files"
 precommit = "pre-commit install"
 build = "docker build -t ghcr.io/python-discord/bot:latest -f Dockerfile ."
diff --git a/tests/bot/exts/info/doc/test_parsing.py b/tests/bot/exts/info/doc/test_parsing.py
index 1663d8491..d2105a53c 100644
--- a/tests/bot/exts/info/doc/test_parsing.py
+++ b/tests/bot/exts/info/doc/test_parsing.py
@@ -1,6 +1,7 @@
 from unittest import TestCase
 
 from bot.exts.info.doc import _parsing as parsing
+from bot.exts.info.doc._markdown import DocMarkdownConverter
 
 
 class SignatureSplitter(TestCase):
@@ -64,3 +65,25 @@ class SignatureSplitter(TestCase):
         for input_string, expected_output in test_cases:
             with self.subTest(input_string=input_string):
                 self.assertEqual(list(parsing._split_parameters(input_string)), expected_output)
+
+
+class MarkdownConverterTest(TestCase):
+    def test_hr_removed(self):
+        test_cases = (
+            ('<hr class="docutils"/>', ""),
+            ("<hr>", ""),
+        )
+        self._run_tests(test_cases)
+
+    def test_whitespace_removed(self):
+        test_cases = (
+            ("lines\nof\ntext", "lines of text"),
+            ("lines\n\nof\n\ntext", "lines of text"),
+        )
+        self._run_tests(test_cases)
+
+    def _run_tests(self, test_cases: tuple[tuple[str, str], ...]):
+        for input_string, expected_output in test_cases:
+            with self.subTest(input_string=input_string):
+                d = DocMarkdownConverter(page_url="https://example.com")
+                self.assertEqual(d.convert(input_string), expected_output)
diff --git a/tests/bot/exts/utils/snekbox/__init__.py b/tests/bot/exts/utils/snekbox/__init__.py
new file mode 100644
index 000000000..e69de29bb
--- /dev/null
+++ b/tests/bot/exts/utils/snekbox/__init__.py
diff --git a/tests/bot/exts/utils/snekbox/test_io.py b/tests/bot/exts/utils/snekbox/test_io.py
new file mode 100644
index 000000000..bcf1162b8
--- /dev/null
+++ b/tests/bot/exts/utils/snekbox/test_io.py
@@ -0,0 +1,34 @@
+from unittest import TestCase
+
+# noinspection PyProtectedMember
+from bot.exts.utils.snekbox import _io
+
+
+class SnekboxIOTests(TestCase):
+    # noinspection SpellCheckingInspection
+    def test_normalize_file_name(self):
+        """Invalid file names should be normalized."""
+        cases = [
+            # ANSI escape sequences -> underscore
+            (r"\u001b[31mText", "_Text"),
+            # (Multiple consecutive should be collapsed to one underscore)
+            (r"a\u001b[35m\u001b[37mb", "a_b"),
+            # Backslash escaped chars -> underscore
+            (r"\n", "_"),
+            (r"\r", "_"),
+            (r"A\0\tB", "A__B"),
+            # Any other disallowed chars -> underscore
+            (r"\\.txt", "_.txt"),
+            (r"A!@#$%^&*B, C()[]{}+=D.txt", "A_B_C_D.txt"),  # noqa: P103
+            (" ", "_"),
+            # Normal file names should be unchanged
+            ("legal_file-name.txt", "legal_file-name.txt"),
+            ("_-.", "_-."),
+        ]
+        for name, expected in cases:
+            with self.subTest(name=name, expected=expected):
+                # Test function directly
+                self.assertEqual(_io.normalize_discord_file_name(name), expected)
+                # Test FileAttachment.to_file()
+                obj = _io.FileAttachment(name, b"")
+                self.assertEqual(obj.to_file().filename, expected)
diff --git a/tests/bot/exts/utils/test_snekbox.py b/tests/bot/exts/utils/snekbox/test_snekbox.py
index b1f32c210..9dcf7fd8c 100644
--- a/tests/bot/exts/utils/test_snekbox.py
+++ b/tests/bot/exts/utils/snekbox/test_snekbox.py
@@ -1,5 +1,6 @@
 import asyncio
 import unittest
+from base64 import b64encode
 from unittest.mock import AsyncMock, MagicMock, Mock, call, create_autospec, patch
 
 from discord import AllowedMentions
@@ -8,7 +9,8 @@ from discord.ext import commands
 from bot import constants
 from bot.errors import LockedResourceError
 from bot.exts.utils import snekbox
-from bot.exts.utils.snekbox import Snekbox
+from bot.exts.utils.snekbox import EvalJob, EvalResult, Snekbox
+from bot.exts.utils.snekbox._io import FileAttachment
 from tests.helpers import MockBot, MockContext, MockMember, MockMessage, MockReaction, MockUser
 
 
@@ -17,34 +19,55 @@ class SnekboxTests(unittest.IsolatedAsyncioTestCase):
         """Add mocked bot and cog to the instance."""
         self.bot = MockBot()
         self.cog = Snekbox(bot=self.bot)
+        self.job = EvalJob.from_code("import random")
+
+    @staticmethod
+    def code_args(code: str) -> tuple[EvalJob]:
+        """Converts code to a tuple of arguments expected."""
+        return EvalJob.from_code(code),
 
     async def test_post_job(self):
         """Post the eval code to the URLs.snekbox_eval_api endpoint."""
         resp = MagicMock()
-        resp.json = AsyncMock(return_value="return")
+        resp.json = AsyncMock(return_value={"stdout": "Hi", "returncode": 137, "files": []})
 
         context_manager = MagicMock()
         context_manager.__aenter__.return_value = resp
         self.bot.http_session.post.return_value = context_manager
 
-        self.assertEqual(await self.cog.post_job("import random", "3.10"), "return")
+        job = EvalJob.from_code("import random").as_version("3.10")
+        self.assertEqual(await self.cog.post_job(job), EvalResult("Hi", 137))
+
+        expected = {
+            "args": ["main.py"],
+            "files": [
+                {
+                    "path": "main.py",
+                    "content": b64encode("import random".encode()).decode()
+                }
+            ]
+        }
         self.bot.http_session.post.assert_called_with(
             constants.URLs.snekbox_eval_api,
-            json={"input": "import random"},
+            json=expected,
             raise_for_status=True
         )
         resp.json.assert_awaited_once()
 
     async def test_upload_output_reject_too_long(self):
         """Reject output longer than MAX_PASTE_LENGTH."""
-        result = await self.cog.upload_output("-" * (snekbox.MAX_PASTE_LENGTH + 1))
+        result = await self.cog.upload_output("-" * (snekbox._cog.MAX_PASTE_LENGTH + 1))
         self.assertEqual(result, "too long to upload")
 
-    @patch("bot.exts.utils.snekbox.send_to_paste_service")
+    @patch("bot.exts.utils.snekbox._cog.send_to_paste_service")
     async def test_upload_output(self, mock_paste_util):
         """Upload the eval output to the URLs.paste_service.format(key="documents") endpoint."""
         await self.cog.upload_output("Test output.")
-        mock_paste_util.assert_called_once_with("Test output.", extension="txt", max_length=snekbox.MAX_PASTE_LENGTH)
+        mock_paste_util.assert_called_once_with(
+            "Test output.",
+            extension="txt",
+            max_length=snekbox._cog.MAX_PASTE_LENGTH
+        )
 
     async def test_codeblock_converter(self):
         ctx = MockContext()
@@ -76,40 +99,94 @@ class SnekboxTests(unittest.IsolatedAsyncioTestCase):
             (['x = 1', 'print(x)', 'print("Some other code.")'], 'x = 1', 'three blocks of code')
         )
 
-        for case, setup_code, testname in cases:
-            setup = snekbox.TIMEIT_SETUP_WRAPPER.format(setup=setup_code)
-            expected = ('\n'.join(case[1:] if setup_code else case), [*base_args, setup])
-            with self.subTest(msg=f'Test with {testname} and expected return {expected}'):
+        for case, setup_code, test_name in cases:
+            setup = snekbox._cog.TIMEIT_SETUP_WRAPPER.format(setup=setup_code)
+            expected = [*base_args, setup, '\n'.join(case[1:] if setup_code else case)]
+            with self.subTest(msg=f'Test with {test_name} and expected return {expected}'):
                 self.assertEqual(self.cog.prepare_timeit_input(case), expected)
 
-    def test_get_results_message(self):
-        """Return error and message according to the eval result."""
+    def test_eval_result_message(self):
+        """EvalResult.get_message(), should return message."""
         cases = (
-            ('ERROR', None, ('Your 3.11 eval job has failed', 'ERROR')),
-            ('', 128 + snekbox.SIGKILL, ('Your 3.11 eval job timed out or ran out of memory', '')),
-            ('', 255, ('Your 3.11 eval job has failed', 'A fatal NsJail error occurred'))
+            ('ERROR', None, ('Your 3.11 eval job has failed', 'ERROR', '')),
+            ('', 128 + snekbox._eval.SIGKILL, ('Your 3.11 eval job timed out or ran out of memory', '', '')),
+            ('', 255, ('Your 3.11 eval job has failed', 'A fatal NsJail error occurred', ''))
         )
         for stdout, returncode, expected in cases:
+            exp_msg, exp_err, exp_files_err = expected
             with self.subTest(stdout=stdout, returncode=returncode, expected=expected):
-                actual = self.cog.get_results_message({'stdout': stdout, 'returncode': returncode}, 'eval', '3.11')
-                self.assertEqual(actual, expected)
-
-    @patch('bot.exts.utils.snekbox.Signals', side_effect=ValueError)
-    def test_get_results_message_invalid_signal(self, mock_signals: Mock):
+                result = EvalResult(stdout=stdout, returncode=returncode)
+                job = EvalJob([])
+                # Check all 3 message types
+                msg = result.get_message(job)
+                self.assertEqual(msg, exp_msg)
+                error = result.error_message
+                self.assertEqual(error, exp_err)
+                files_error = result.files_error_message
+                self.assertEqual(files_error, exp_files_err)
+
+    @patch("bot.exts.utils.snekbox._eval.FILE_COUNT_LIMIT", 2)
+    def test_eval_result_files_error_message(self):
+        """EvalResult.files_error_message, should return files error message."""
+        cases = [
+            ([], ["abc"], (
+                "1 file upload (abc) failed because its file size exceeds 8 MiB."
+            )),
+            ([], ["file1.bin", "f2.bin"], (
+                "2 file uploads (file1.bin, f2.bin) failed because each file's size exceeds 8 MiB."
+            )),
+            (["a", "b"], ["c"], (
+                "1 file upload (c) failed as it exceeded the 2 file limit."
+            )),
+            (["a"], ["b", "c"], (
+                "2 file uploads (b, c) failed as they exceeded the 2 file limit."
+            )),
+        ]
+        for files, failed_files, expected_msg in cases:
+            with self.subTest(files=files, failed_files=failed_files, expected_msg=expected_msg):
+                result = EvalResult("", 0, files, failed_files)
+                msg = result.files_error_message
+                self.assertIn(expected_msg, msg)
+
+    @patch("bot.exts.utils.snekbox._eval.FILE_COUNT_LIMIT", 2)
+    def test_eval_result_files_error_str(self):
+        """EvalResult.files_error_message, should return files error message."""
+        cases = [
+            # Normal
+            (["x.ini"], "x.ini"),
+            (["123456", "879"], "123456, 879"),
+            # Break on whole name if less than 3 characters remaining
+            (["12345678", "9"], "12345678, ..."),
+            # Otherwise break on max chars
+            (["123", "345", "67890000"], "123, 345, 6789..."),
+            (["abcdefg1234567"], "abcdefg123..."),
+        ]
+        for failed_files, expected in cases:
+            with self.subTest(failed_files=failed_files, expected=expected):
+                result = EvalResult("", 0, [], failed_files)
+                msg = result.get_failed_files_str(char_max=10)
+                self.assertEqual(msg, expected)
+
+    @patch('bot.exts.utils.snekbox._eval.Signals', side_effect=ValueError)
+    def test_eval_result_message_invalid_signal(self, _mock_signals: Mock):
+        result = EvalResult(stdout="", returncode=127)
         self.assertEqual(
-            self.cog.get_results_message({'stdout': '', 'returncode': 127}, 'eval', '3.11'),
-            ('Your 3.11 eval job has completed with return code 127', '')
+            result.get_message(EvalJob([], version="3.10")),
+            "Your 3.10 eval job has completed with return code 127"
         )
+        self.assertEqual(result.error_message, "")
+        self.assertEqual(result.files_error_message, "")
 
-    @patch('bot.exts.utils.snekbox.Signals')
-    def test_get_results_message_valid_signal(self, mock_signals: Mock):
-        mock_signals.return_value.name = 'SIGTEST'
+    @patch('bot.exts.utils.snekbox._eval.Signals')
+    def test_eval_result_message_valid_signal(self, mock_signals: Mock):
+        mock_signals.return_value.name = "SIGTEST"
+        result = EvalResult(stdout="", returncode=127)
         self.assertEqual(
-            self.cog.get_results_message({'stdout': '', 'returncode': 127}, 'eval', '3.11'),
-            ('Your 3.11 eval job has completed with return code 127 (SIGTEST)', '')
+            result.get_message(EvalJob([], version="3.11")),
+            "Your 3.11 eval job has completed with return code 127 (SIGTEST)"
         )
 
-    def test_get_status_emoji(self):
+    def test_eval_result_status_emoji(self):
         """Return emoji according to the eval result."""
         cases = (
             (' ', -1, ':warning:'),
@@ -118,8 +195,8 @@ class SnekboxTests(unittest.IsolatedAsyncioTestCase):
         )
         for stdout, returncode, expected in cases:
             with self.subTest(stdout=stdout, returncode=returncode, expected=expected):
-                actual = self.cog.get_status_emoji({'stdout': stdout, 'returncode': returncode})
-                self.assertEqual(actual, expected)
+                result = EvalResult(stdout=stdout, returncode=returncode)
+                self.assertEqual(result.status_emoji, expected)
 
     async def test_format_output(self):
         """Test output formatting."""
@@ -178,10 +255,11 @@ class SnekboxTests(unittest.IsolatedAsyncioTestCase):
         ctx.command = MagicMock()
 
         self.cog.send_job = AsyncMock(return_value=response)
-        self.cog.continue_job = AsyncMock(return_value=(None, None))
+        self.cog.continue_job = AsyncMock(return_value=None)
 
         await self.cog.eval_command(self.cog, ctx=ctx, python_version='3.11', code=['MyAwesomeCode'])
-        self.cog.send_job.assert_called_once_with(ctx, '3.11', 'MyAwesomeCode', args=None, job_name='eval')
+        job = EvalJob.from_code("MyAwesomeCode")
+        self.cog.send_job.assert_called_once_with(ctx, job)
         self.cog.continue_job.assert_called_once_with(ctx, response, 'eval')
 
     async def test_eval_command_evaluate_twice(self):
@@ -191,13 +269,13 @@ class SnekboxTests(unittest.IsolatedAsyncioTestCase):
         ctx.command = MagicMock()
         self.cog.send_job = AsyncMock(return_value=response)
         self.cog.continue_job = AsyncMock()
-        self.cog.continue_job.side_effect = (('MyAwesomeFormattedCode', None), (None, None))
+        self.cog.continue_job.side_effect = (EvalJob.from_code('MyAwesomeFormattedCode'), None)
 
         await self.cog.eval_command(self.cog, ctx=ctx, python_version='3.11', code=['MyAwesomeCode'])
-        self.cog.send_job.assert_called_with(
-            ctx, '3.11', 'MyAwesomeFormattedCode', args=None, job_name='eval'
-        )
-        self.cog.continue_job.assert_called_with(ctx, response, 'eval')
+
+        expected_job = EvalJob.from_code("MyAwesomeFormattedCode")
+        self.cog.send_job.assert_called_with(ctx, expected_job)
+        self.cog.continue_job.assert_called_with(ctx, response, "eval")
 
     async def test_eval_command_reject_two_eval_at_the_same_time(self):
         """Test if the eval command rejects an eval if the author already have a running eval."""
@@ -212,8 +290,8 @@ class SnekboxTests(unittest.IsolatedAsyncioTestCase):
         self.cog.post_job = AsyncMock(side_effect=delay_with_side_effect)
         with self.assertRaises(LockedResourceError):
             await asyncio.gather(
-                self.cog.send_job(ctx, '3.11', 'MyAwesomeCode', job_name='eval'),
-                self.cog.send_job(ctx, '3.11', 'MyAwesomeCode', job_name='eval'),
+                self.cog.send_job(ctx, EvalJob.from_code("MyAwesomeCode")),
+                self.cog.send_job(ctx, EvalJob.from_code("MyAwesomeCode")),
             )
 
     async def test_send_job(self):
@@ -223,30 +301,31 @@ class SnekboxTests(unittest.IsolatedAsyncioTestCase):
         ctx.send = AsyncMock()
         ctx.author = MockUser(mention='@LemonLemonishBeard#0042')
 
-        self.cog.post_job = AsyncMock(return_value={'stdout': '', 'returncode': 0})
-        self.cog.get_results_message = MagicMock(return_value=('Return code 0', ''))
-        self.cog.get_status_emoji = MagicMock(return_value=':yay!:')
+        eval_result = EvalResult("", 0)
+        self.cog.post_job = AsyncMock(return_value=eval_result)
         self.cog.format_output = AsyncMock(return_value=('[No output]', None))
+        self.cog.upload_output = AsyncMock()  # Should not be called
 
         mocked_filter_cog = MagicMock()
         mocked_filter_cog.filter_snekbox_output = AsyncMock(return_value=False)
         self.bot.get_cog.return_value = mocked_filter_cog
 
-        await self.cog.send_job(ctx, '3.11', 'MyAwesomeCode', job_name='eval')
+        job = EvalJob.from_code('MyAwesomeCode')
+        await self.cog.send_job(ctx, job),
 
         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```'
+            '@LemonLemonishBeard#0042 :warning: Your 3.11 eval job has completed '
+            'with 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_job.assert_called_once_with('MyAwesomeCode', '3.11', 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}, 'eval', '3.11')
+        self.cog.post_job.assert_called_once_with(job)
         self.cog.format_output.assert_called_once_with('')
+        self.cog.upload_output.assert_not_called()
 
     async def test_send_job_with_paste_link(self):
         """Test the send_job function with a too long output that generate a paste link."""
@@ -255,29 +334,26 @@ class SnekboxTests(unittest.IsolatedAsyncioTestCase):
         ctx.send = AsyncMock()
         ctx.author.mention = '@LemonLemonishBeard#0042'
 
-        self.cog.post_job = AsyncMock(return_value={'stdout': 'Way too long beard', 'returncode': 0})
-        self.cog.get_results_message = MagicMock(return_value=('Return code 0', ''))
-        self.cog.get_status_emoji = MagicMock(return_value=':yay!:')
+        eval_result = EvalResult("Way too long beard", 0)
+        self.cog.post_job = AsyncMock(return_value=eval_result)
         self.cog.format_output = AsyncMock(return_value=('Way too long beard', 'lookatmybeard.com'))
 
         mocked_filter_cog = MagicMock()
         mocked_filter_cog.filter_snekbox_output = AsyncMock(return_value=False)
         self.bot.get_cog.return_value = mocked_filter_cog
 
-        await self.cog.send_job(ctx, '3.11', 'MyAwesomeCode', job_name='eval')
+        job = EvalJob.from_code("MyAwesomeCode").as_version("3.11")
+        await self.cog.send_job(ctx, job),
 
         ctx.send.assert_called_once()
         self.assertEqual(
             ctx.send.call_args.args[0],
-            '@LemonLemonishBeard#0042 :yay!: Return code 0.'
+            '@LemonLemonishBeard#0042 :white_check_mark: Your 3.11 eval job '
+            'has completed with return code 0.'
             '\n\n```\nWay too long beard\n```\nFull output: lookatmybeard.com'
         )
 
-        self.cog.post_job.assert_called_once_with('MyAwesomeCode', '3.11', 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}, 'eval', '3.11'
-        )
+        self.cog.post_job.assert_called_once_with(job)
         self.cog.format_output.assert_called_once_with('Way too long beard')
 
     async def test_send_job_with_non_zero_eval(self):
@@ -286,29 +362,57 @@ class SnekboxTests(unittest.IsolatedAsyncioTestCase):
         ctx.message = MockMessage()
         ctx.send = AsyncMock()
         ctx.author.mention = '@LemonLemonishBeard#0042'
-        self.cog.post_job = AsyncMock(return_value={'stdout': 'ERROR', 'returncode': 127})
-        self.cog.get_results_message = MagicMock(return_value=('Return code 127', 'Beard got stuck in the eval'))
-        self.cog.get_status_emoji = MagicMock(return_value=':nope!:')
-        self.cog.format_output = AsyncMock()  # This function isn't called
+
+        eval_result = EvalResult("ERROR", 127)
+        self.cog.post_job = AsyncMock(return_value=eval_result)
+        self.cog.upload_output = AsyncMock()  # This function isn't called
 
         mocked_filter_cog = MagicMock()
         mocked_filter_cog.filter_snekbox_output = AsyncMock(return_value=False)
         self.bot.get_cog.return_value = mocked_filter_cog
 
-        await self.cog.send_job(ctx, '3.11', 'MyAwesomeCode', job_name='eval')
+        job = EvalJob.from_code("MyAwesomeCode").as_version("3.11")
+        await self.cog.send_job(ctx, job),
 
         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```'
+            '@LemonLemonishBeard#0042 :x: Your 3.11 eval job has completed with return code 127.'
+            '\n\n```\nERROR\n```'
+        )
+
+        self.cog.post_job.assert_called_once_with(job)
+        self.cog.upload_output.assert_not_called()
+
+    async def test_send_job_with_disallowed_file_ext(self):
+        """Test send_job with disallowed file extensions."""
+        ctx = MockContext()
+        ctx.message = MockMessage()
+        ctx.send = AsyncMock()
+        ctx.author.mention = "@user#7700"
+
+        eval_result = EvalResult("", 0, files=[FileAttachment("test.disallowed", b"test")])
+        self.cog.post_job = AsyncMock(return_value=eval_result)
+        self.cog.upload_output = AsyncMock()  # This function isn't called
+
+        mocked_filter_cog = MagicMock()
+        mocked_filter_cog.filter_snekbox_output = AsyncMock(return_value=False)
+        self.bot.get_cog.return_value = mocked_filter_cog
+
+        job = EvalJob.from_code("MyAwesomeCode").as_version("3.11")
+        await self.cog.send_job(ctx, job),
+
+        ctx.send.assert_called_once()
+        res = ctx.send.call_args.args[0]
+        self.assertTrue(
+            res.startswith("@user#7700 :white_check_mark: Your 3.11 eval job has completed with return code 0.")
         )
+        self.assertIn("Files with disallowed extensions can't be uploaded: **.disallowed**", res)
 
-        self.cog.post_job.assert_called_once_with('MyAwesomeCode', '3.11', 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}, 'eval', '3.11')
-        self.cog.format_output.assert_not_called()
+        self.cog.post_job.assert_called_once_with(job)
+        self.cog.upload_output.assert_not_called()
 
-    @patch("bot.exts.utils.snekbox.partial")
+    @patch("bot.exts.utils.snekbox._cog.partial")
     async def test_continue_job_does_continue(self, partial_mock):
         """Test that the continue_job function does continue if required conditions are met."""
         ctx = MockContext(
@@ -328,19 +432,19 @@ class SnekboxTests(unittest.IsolatedAsyncioTestCase):
 
         actual = await self.cog.continue_job(ctx, response, self.cog.eval_command)
         self.cog.get_code.assert_awaited_once_with(new_msg, ctx.command)
-        self.assertEqual(actual, (expected, None))
+        self.assertEqual(actual, EvalJob.from_code(expected))
         self.bot.wait_for.assert_has_awaits(
             (
                 call(
                     'message_edit',
-                    check=partial_mock(snekbox.predicate_message_edit, ctx),
-                    timeout=snekbox.REDO_TIMEOUT,
+                    check=partial_mock(snekbox._cog.predicate_message_edit, ctx),
+                    timeout=snekbox._cog.REDO_TIMEOUT,
                 ),
-                call('reaction_add', check=partial_mock(snekbox.predicate_emoji_reaction, ctx), timeout=10)
+                call('reaction_add', check=partial_mock(snekbox._cog.predicate_emoji_reaction, ctx), timeout=10)
             )
         )
-        ctx.message.add_reaction.assert_called_once_with(snekbox.REDO_EMOJI)
-        ctx.message.clear_reaction.assert_called_once_with(snekbox.REDO_EMOJI)
+        ctx.message.add_reaction.assert_called_once_with(snekbox._cog.REDO_EMOJI)
+        ctx.message.clear_reaction.assert_called_once_with(snekbox._cog.REDO_EMOJI)
         response.delete.assert_called_once()
 
     async def test_continue_job_does_not_continue(self):
@@ -348,8 +452,8 @@ class SnekboxTests(unittest.IsolatedAsyncioTestCase):
         self.bot.wait_for.side_effect = asyncio.TimeoutError
 
         actual = await self.cog.continue_job(ctx, MockMessage(), self.cog.eval_command)
-        self.assertEqual(actual, (None, None))
-        ctx.message.clear_reaction.assert_called_once_with(snekbox.REDO_EMOJI)
+        self.assertEqual(actual, None)
+        ctx.message.clear_reaction.assert_called_once_with(snekbox._cog.REDO_EMOJI)
 
     async def test_get_code(self):
         """Should return 1st arg (or None) if eval cmd in message, otherwise return full content."""
@@ -391,18 +495,18 @@ class SnekboxTests(unittest.IsolatedAsyncioTestCase):
         for ctx_msg, new_msg, expected, testname in cases:
             with self.subTest(msg=f'Messages with {testname} return {expected}'):
                 ctx = MockContext(message=ctx_msg)
-                actual = snekbox.predicate_message_edit(ctx, ctx_msg, new_msg)
+                actual = snekbox._cog.predicate_message_edit(ctx, ctx_msg, new_msg)
                 self.assertEqual(actual, expected)
 
     def test_predicate_emoji_reaction(self):
         """Test the predicate_emoji_reaction function."""
         valid_reaction = MockReaction(message=MockMessage(id=1))
-        valid_reaction.__str__.return_value = snekbox.REDO_EMOJI
+        valid_reaction.__str__.return_value = snekbox._cog.REDO_EMOJI
         valid_ctx = MockContext(message=MockMessage(id=1), author=MockUser(id=2))
         valid_user = MockUser(id=2)
 
         invalid_reaction_id = MockReaction(message=MockMessage(id=42))
-        invalid_reaction_id.__str__.return_value = snekbox.REDO_EMOJI
+        invalid_reaction_id.__str__.return_value = snekbox._cog.REDO_EMOJI
         invalid_user_id = MockUser(id=42)
         invalid_reaction_str = MockReaction(message=MockMessage(id=1))
         invalid_reaction_str.__str__.return_value = ':longbeard:'
@@ -415,7 +519,7 @@ class SnekboxTests(unittest.IsolatedAsyncioTestCase):
         )
         for reaction, user, expected, testname in cases:
             with self.subTest(msg=f'Test with {testname} and expected return {expected}'):
-                actual = snekbox.predicate_emoji_reaction(valid_ctx, reaction, user)
+                actual = snekbox._cog.predicate_emoji_reaction(valid_ctx, reaction, user)
                 self.assertEqual(actual, expected)