Merge branch 'main' into phishing_button

17 files changed, 478 insertions, 334 deletions

diff --git a/.github/CODEOWNERS b/.github/CODEOWNERS
index 816bdf290..8cd3c13a4 100644
--- a/.github/CODEOWNERS
+++ b/.github/CODEOWNERS
@@ -3,13 +3,10 @@
 **/bot/exts/moderation/*silence.py      @MarkKoz
 bot/exts/info/codeblock/**              @MarkKoz
 bot/exts/utils/extensions.py            @MarkKoz
-bot/exts/utils/snekbox.py               @MarkKoz @jb3
-bot/exts/moderation/**                  @mbaruh @Den4200 @ks129 @jb3
-bot/exts/info/**                        @Den4200 @jb3
-bot/exts/info/information.py            @mbaruh @jb3
+bot/exts/utils/snekbox.py               @MarkKoz
+bot/exts/moderation/**                  @mbaruh
+bot/exts/info/information.py            @mbaruh
 bot/exts/filtering/**                   @mbaruh
-bot/exts/fun/**                         @ks129
-bot/exts/utils/**                       @ks129 @jb3
 bot/exts/recruitment/**                 @wookie184
 
 # Utils
@@ -21,10 +18,6 @@ tests/_autospec.py                      @MarkKoz
 tests/bot/exts/test_cogs.py             @MarkKoz
 
 # CI & Docker
-.github/workflows/**                    @MarkKoz @SebastiaanZ @Den4200 @jb3
-Dockerfile                              @MarkKoz @Den4200 @jb3
-docker-compose.yml                      @MarkKoz @Den4200 @jb3
-
-# Statistics
-bot/async_stats.py                      @jb3
-bot/exts/info/stats.py                  @jb3
+.github/workflows/**                    @MarkKoz
+Dockerfile                              @MarkKoz
+docker-compose.yml                      @MarkKoz
diff --git a/.github/workflows/build-deploy.yml b/.github/workflows/build-deploy.yml
index 1dc00881a..a9377728c 100644
--- a/.github/workflows/build-deploy.yml
+++ b/.github/workflows/build-deploy.yml
@@ -75,7 +75,7 @@ jobs:
           kubeconfig: ${{ secrets.KUBECONFIG }}
 
       - name: Deploy to Kubernetes
-        uses: azure/k8s-deploy@v4
+        uses: azure/k8s-deploy@v5
         with:
           manifests: |
             infra/kubernetes/namespaces/default/bot/deployment.yaml
diff --git a/bot/exts/backend/error_handler.py b/bot/exts/backend/error_handler.py
index faa39db5d..5cf07613d 100644
--- a/bot/exts/backend/error_handler.py
+++ b/bot/exts/backend/error_handler.py
@@ -1,10 +1,12 @@
 import copy
 import difflib
 
-from discord import Embed, Forbidden, Member
+import discord
+from discord import ButtonStyle, Embed, Forbidden, Interaction, Member, User
 from discord.ext.commands import ChannelNotFound, Cog, Context, TextChannelConverter, VoiceChannelConverter, errors
 from pydis_core.site_api import ResponseCodeError
 from pydis_core.utils.error_handling import handle_forbidden_from_block
+from pydis_core.utils.interactions import DeleteMessageButton, ViewWithUserAndRoleCheck
 from sentry_sdk import push_scope
 
 from bot.bot import Bot
@@ -16,6 +18,35 @@ from bot.utils.checks import ContextCheckFailure
 log = get_logger(__name__)
 
 
+class HelpEmbedView(ViewWithUserAndRoleCheck):
+    """View to allow showing the help command for command error responses."""
+
+    def __init__(self, help_embed: Embed, owner: User | Member):
+        super().__init__(allowed_roles=MODERATION_ROLES, allowed_users=[owner.id])
+        self.help_embed = help_embed
+
+        self.delete_button = DeleteMessageButton()
+        self.add_item(self.delete_button)
+
+    async def interaction_check(self, interaction: Interaction) -> bool:
+        """Overriden check to allow anyone to use the help button."""
+        if (interaction.data or {}).get("custom_id") == self.help_button.custom_id:
+            log.trace(
+                "Allowed interaction by %s (%d) on %d as interaction was with the help button.",
+                interaction.user,
+                interaction.user.id,
+                interaction.message.id,
+            )
+            return True
+
+        return await super().interaction_check(interaction)
+
+    @discord.ui.button(label="Help", style=ButtonStyle.primary)
+    async def help_button(self, interaction: Interaction, button: discord.ui.Button) -> None:
+        """Send an ephemeral message with the contents of the help command."""
+        await interaction.response.send_message(embed=self.help_embed, ephemeral=True)
+
+
 class ErrorHandler(Cog):
     """Handles errors emitted from commands."""
 
@@ -117,15 +148,6 @@ class ErrorHandler(Cog):
             # ExtensionError
             await self.handle_unexpected_error(ctx, e)
 
-    async def send_command_help(self, ctx: Context) -> None:
-        """Return a prepared `help` command invocation coroutine."""
-        if ctx.command:
-            self.bot.help_command.context = ctx
-            await ctx.send_help(ctx.command)
-            return
-
-        await ctx.send_help()
-
     async def try_silence(self, ctx: Context) -> bool:
         """
         Attempt to invoke the silence or unsilence command if invoke with matches a pattern.
@@ -300,8 +322,21 @@ class ErrorHandler(Cog):
             )
             self.bot.stats.incr("errors.other_user_input_error")
 
-        await ctx.send(embed=embed)
-        await self.send_command_help(ctx)
+        await self.send_error_with_help(ctx, embed)
+
+    async def send_error_with_help(self, ctx: Context, error_embed: Embed) -> None:
+        """Send error message, with button to show command help."""
+        # Fall back to just sending the error embed if the custom help cog isn't loaded yet.
+        # ctx.command shouldn't be None here, but check just to be safe.
+        help_embed_creator = getattr(self.bot.help_command, "command_formatting", None)
+        if not help_embed_creator or not ctx.command:
+            await ctx.send(embed=error_embed)
+            return
+
+        self.bot.help_command.context = ctx
+        help_embed, _ = await help_embed_creator(ctx.command)
+        view = HelpEmbedView(help_embed, ctx.author)
+        view.message = await ctx.send(embed=error_embed, view=view)
 
     @staticmethod
     async def handle_check_failure(ctx: Context, e: errors.CheckFailure) -> None:
diff --git a/bot/exts/help_channels/_channel.py b/bot/exts/help_channels/_channel.py
index fe7da789b..ed9f5c346 100644
--- a/bot/exts/help_channels/_channel.py
+++ b/bot/exts/help_channels/_channel.py
@@ -5,6 +5,7 @@ from datetime import timedelta
 import arrow
 import discord
 from pydis_core.utils import scheduling
+from pydis_core.utils.channel import get_or_fetch_channel
 
 import bot
 from bot import constants
@@ -58,7 +59,11 @@ async def _close_help_post(closed_post: discord.Thread, closing_reason: _stats.C
         if participant_ids == {closed_post.owner_id}:
             message = closed_post.owner.mention
 
-    await closed_post.send(message, embed=embed)
+    try:
+        await closed_post.send(message, embed=embed)
+    except discord.errors.HTTPException:
+        log.info("Could not send closing message in %s (%d), closing anyway", closed_post, closed_post.id)
+
     await closed_post.edit(
         name=f"🔒 {closed_post.name}"[:100],
         archived=True,
@@ -205,15 +210,10 @@ async def get_closing_time(post: discord.Thread) -> tuple[arrow.Arrow, _stats.Cl
     return time, _stats.ClosingReason.INACTIVE
 
 
-async def maybe_archive_idle_post(post: discord.Thread, scheduler: scheduling.Scheduler, has_task: bool = True) -> None:
-    """
-    Archive the `post` if idle, or schedule the archive for later if still active.
-
-    If `has_task` is True and rescheduling is required, the extant task to make the post
-    dormant will first be cancelled.
-    """
+async def maybe_archive_idle_post(post: discord.Thread, scheduler: scheduling.Scheduler) -> None:
+    """Archive the `post` if idle, or schedule the archive for later if still active."""
     try:
-        await post.guild.fetch_channel(post.id)
+        await get_or_fetch_channel(bot.instance, post.id)
     except discord.HTTPException:
         log.trace(f"Not closing missing post #{post} ({post.id}).")
         return
@@ -235,9 +235,10 @@ async def maybe_archive_idle_post(post: discord.Thread, scheduler: scheduling.Sc
         await _close_help_post(post, closing_reason)
         return
 
-    if has_task:
+    if post.id in scheduler:
+        # Cancel any existing close task
         scheduler.cancel(post.id)
     delay = (closing_time - arrow.utcnow()).seconds
     log.info(f"#{post} ({post.id}) is still active; scheduling it to be archived after {delay} seconds.")
 
-    scheduler.schedule_later(delay, post.id, maybe_archive_idle_post(post, scheduler, has_task=True))
+    scheduler.schedule_later(delay, post.id, maybe_archive_idle_post(post, scheduler))
diff --git a/bot/exts/help_channels/_cog.py b/bot/exts/help_channels/_cog.py
index 2e7735148..c70ce4e71 100644
--- a/bot/exts/help_channels/_cog.py
+++ b/bot/exts/help_channels/_cog.py
@@ -38,9 +38,18 @@ class HelpForum(commands.Cog):
         self.help_forum_channel = self.bot.get_channel(constants.Channels.python_help)
         if not isinstance(self.help_forum_channel, discord.ForumChannel):
             raise TypeError("Channels.python_help is not a forum channel!")
+        await self.check_all_open_posts_have_close_task()
 
+    async def check_all_open_posts_have_close_task(self, delay: int = 5*60) -> None:
+        """
+        Check that each open help post has a scheduled task to close, adding one if not.
+
+        Once complete, schedule another check after `delay` seconds.
+        """
         for post in self.help_forum_channel.threads:
-            await _channel.maybe_archive_idle_post(post, self.scheduler, has_task=False)
+            if post.id not in self.scheduler:
+                await _channel.maybe_archive_idle_post(post, self.scheduler)
+        self.scheduler.schedule_later(delay, "help_channel_idle_check", self.check_all_open_posts_have_close_task())
 
     async def close_check(self, ctx: commands.Context) -> bool:
         """Return True if the channel is a help post, and the user is the claimant or has a whitelisted role."""
diff --git a/bot/exts/moderation/infraction/_utils.py b/bot/exts/moderation/infraction/_utils.py
index baeb971e4..c3dfb8310 100644
--- a/bot/exts/moderation/infraction/_utils.py
+++ b/bot/exts/moderation/infraction/_utils.py
@@ -1,13 +1,14 @@
-
 import arrow
 import discord
+from discord import Member
 from discord.ext.commands import Context
 from pydis_core.site_api import ResponseCodeError
 
 import bot
-from bot.constants import Categories, Colours, Icons
+from bot.constants import Categories, Colours, Icons, MODERATION_ROLES, STAFF_PARTNERS_COMMUNITY_ROLES
 from bot.converters import DurationOrExpiry, MemberOrUser
 from bot.errors import InvalidInfractedUserError
+from bot.exts.moderation.infraction._views import InfractionConfirmationView
 from bot.log import get_logger
 from bot.utils import time
 from bot.utils.channel import is_in_category
@@ -298,3 +299,37 @@ async def send_private_embed(user: MemberOrUser, embed: discord.Embed) -> bool:
             "The user either could not be retrieved or probably disabled their DMs."
         )
         return False
+
+
+async def confirm_elevated_user_ban(ctx: Context, user: MemberOrUser) -> bool:
+    """
+    If user has an elevated role, require confirmation before banning.
+
+    A member with the staff, partner, or community roles are considered elevated.
+
+    Returns a boolean indicating whether the infraction should proceed.
+    """
+    if not isinstance(user, Member) or not any(role.id in STAFF_PARTNERS_COMMUNITY_ROLES for role in user.roles):
+        return True
+
+    confirmation_view = InfractionConfirmationView(
+        allowed_users=(ctx.author.id,),
+        allowed_roles=MODERATION_ROLES,
+        timeout=10,
+    )
+    confirmation_view.message = await ctx.send(
+        f"{user.mention} has an elevated role. Are you sure you want to ban them?",
+        view=confirmation_view,
+        allowed_mentions=discord.AllowedMentions.none(),
+    )
+
+    timed_out = await confirmation_view.wait()
+    if timed_out:
+        log.trace(f"Attempted ban of user {user} by moderator {ctx.author} cancelled due to timeout.")
+        return False
+
+    if confirmation_view.confirmed is False:
+        log.trace(f"Attempted ban of user {user} by moderator {ctx.author} cancelled due to manual cancel.")
+        return False
+
+    return True
diff --git a/bot/exts/moderation/infraction/_views.py b/bot/exts/moderation/infraction/_views.py
new file mode 100644
index 000000000..6215b2b6e
--- /dev/null
+++ b/bot/exts/moderation/infraction/_views.py
@@ -0,0 +1,31 @@
+from typing import Any
+
+import discord
+from discord import ButtonStyle, Interaction
+from discord.ui import Button
+from pydis_core.utils import interactions
+
+
+class InfractionConfirmationView(interactions.ViewWithUserAndRoleCheck):
+    """A confirmation view to be sent before issuing potentially suspect infractions."""
+
+    def __init__(self, *args: Any, **kwargs: Any) -> None:
+        super().__init__(*args, **kwargs)
+        self.confirmed = False
+
+    @discord.ui.button(label="Confirm", style=ButtonStyle.red)
+    async def confirm(self, interaction: Interaction, button: Button) -> None:
+        """Callback coroutine that is called when the "confirm" button is pressed."""
+        self.confirmed = True
+        await interaction.response.defer()
+        self.stop()
+
+    @discord.ui.button(label="Cancel", style=ButtonStyle.green)
+    async def cancel(self, interaction: Interaction, button: Button) -> None:
+        """Callback coroutine that is called when the "cancel" button is pressed."""
+        await interaction.response.send_message("Cancelled infraction.")
+        self.stop()
+
+    async def on_timeout(self) -> None:
+        await super().on_timeout()
+        await self.message.reply("Cancelled infraction due to timeout.")
diff --git a/bot/exts/moderation/infraction/infractions.py b/bot/exts/moderation/infraction/infractions.py
index 6af2571de..cf8803487 100644
--- a/bot/exts/moderation/infraction/infractions.py
+++ b/bot/exts/moderation/infraction/infractions.py
@@ -478,6 +478,9 @@ class Infractions(InfractionScheduler, commands.Cog):
             await ctx.send(":x: I can't ban users above or equal to me in the role hierarchy.")
             return None
 
+        if not await _utils.confirm_elevated_user_ban(ctx, user):
+            return None
+
         # In the case of a permanent ban, we don't need get_active_infractions to tell us if one is active
         is_temporary = kwargs.get("duration_or_expiry") is not None
         active_infraction = await _utils.get_active_infraction(ctx, user, "ban", is_temporary)
@@ -501,14 +504,12 @@ class Infractions(InfractionScheduler, commands.Cog):
 
         infraction["purge"] = "purge " if purge_days else ""
 
-        self.mod_log.ignore(Event.member_remove, user.id)
-
-        if reason:
-            reason = textwrap.shorten(reason, width=512, placeholder="...")
-
         async def action() -> None:
-            await ctx.guild.ban(user, reason=reason, delete_message_days=purge_days)
+            # Discord only supports ban reasons up to 512 characters in length.
+            discord_reason = textwrap.shorten(reason or "", width=512, placeholder="...")
+            await ctx.guild.ban(user, reason=discord_reason, delete_message_days=purge_days)
 
+        self.mod_log.ignore(Event.member_remove, user.id)
         await self.apply_infraction(ctx, infraction, user, action)
 
         bb_cog: BigBrother | None = self.bot.get_cog("Big Brother")
diff --git a/bot/exts/utils/snekbox/_cog.py b/bot/exts/utils/snekbox/_cog.py
index db4181d68..eedac810a 100644
--- a/bot/exts/utils/snekbox/_cog.py
+++ b/bot/exts/utils/snekbox/_cog.py
@@ -2,6 +2,7 @@ from __future__ import annotations
 
 import contextlib
 import re
+from collections.abc import Iterable
 from functools import partial
 from operator import attrgetter
 from textwrap import dedent
@@ -289,6 +290,69 @@ class Snekbox(Cog):
 
         return output, paste_link
 
+    async def format_file_text(self, text_files: list[FileAttachment], output: str) -> str:
+        # 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)
+        msg = ""
+
+        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)
+
+        return msg
+
+    def format_blocked_extensions(self, blocked: list[FileAttachment]) -> str:
+        # Sort by length and then lexicographically to fit as many as possible before truncating.
+        blocked_sorted = sorted(set(f.suffix for f in blocked),  key=lambda e: (len(e), e))
+
+        # 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 = self.join_blocked_extensions(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 = self.join_blocked_extensions(blocked_sorted)
+            blocked_msg = f"Files with disallowed extensions can't be uploaded: **{blocked_str}**"
+
+        return f"\n{Emojis.failed_file} {blocked_msg}"
+
+    def join_blocked_extensions(self, extensions: Iterable[str], delimiter: str = ", ", char_limit: int = 100) -> str:
+        joined = ""
+        for ext in extensions:
+            cur_delimiter = delimiter if joined else ""
+            if len(joined) + len(cur_delimiter) + len(ext) >= char_limit:
+                joined += f"{cur_delimiter}..."
+                break
+
+            joined += f"{cur_delimiter}{ext}"
+
+        return joined
+
+
     def _filter_files(self, ctx: Context, files: list[FileAttachment], blocked_exts: set[str]) -> FilteredFiles:
         """Filter to restrict files to allowed extensions. Return a named tuple of allowed and blocked files lists."""
         # Filter files into allowed and blocked
@@ -318,16 +382,18 @@ class Snekbox(Cog):
         """
         async with ctx.typing():
             result = await self.post_job(job)
-            msg = result.get_message(job)
-            error = result.error_message
-
-            if error:
-                output, paste_link = error, None
+            # Collect stats of job fails + successes
+            if result.returncode != 0:
+                self.bot.stats.incr("snekbox.python.fail")
             else:
-                log.trace("Formatting output...")
-                output, paste_link = await self.format_output(result.stdout)
+                self.bot.stats.incr("snekbox.python.success")
+
+            log.trace("Formatting output...")
+            output = result.error_message if result.error_message else result.stdout
+            output, paste_link = await self.format_output(output)
 
-            msg = f"{ctx.author.mention} {result.status_emoji} {msg}.\n"
+            status_msg = result.get_status_message(job)
+            msg = f"{ctx.author.mention} {result.status_emoji} {status_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.
@@ -345,39 +411,9 @@ class Snekbox(Cog):
             if files_error := result.files_error_message:
                 msg += f"\n{files_error}"
 
-            # Collect stats of job fails + successes
-            if result.returncode != 0:
-                self.bot.stats.incr("snekbox.python.fail")
-            else:
-                self.bot.stats.incr("snekbox.python.success")
-
             # Split text files
             text_files = [f for f in result.files 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)
+            msg += await self.format_file_text(text_files, output)
 
             filter_cog: Filtering | None = self.bot.get_cog("Filtering")
             blocked_exts = set()
@@ -392,23 +428,8 @@ class Snekbox(Cog):
             # Filter file extensions
             allowed, blocked = self._filter_files(ctx, result.files, blocked_exts)
             blocked.extend(self._filter_files(ctx, failed_files, blocked_exts).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}"
+                msg += self.format_blocked_extensions(blocked)
 
             # Upload remaining non-text files
             files = [f.to_file() for f in allowed if f not in text_files]
diff --git a/bot/exts/utils/snekbox/_eval.py b/bot/exts/utils/snekbox/_eval.py
index d3d1e7a18..3867b81de 100644
--- a/bot/exts/utils/snekbox/_eval.py
+++ b/bot/exts/utils/snekbox/_eval.py
@@ -141,7 +141,7 @@ class EvalResult:
         text = escape_mentions(text)
         return text
 
-    def get_message(self, job: EvalJob) -> str:
+    def get_status_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"
 
diff --git a/bot/resources/tags/system-python.md b/bot/resources/tags/system-python.md
new file mode 100644
index 000000000..baac7665e
--- /dev/null
+++ b/bot/resources/tags/system-python.md
@@ -0,0 +1,18 @@
+---
+embed:
+    title: "System Python"
+---
+
+*Why Avoid System Python for Development on Unix-like Systems:*
+
+- **Critical Operating System Dependencies:** Altering the system Python installation may harm internal operating system dependencies.
+
+- **Stability and Security Concerns:** System interpreters lag behind current releases, lacking the latest features and security patches.
+
+- **Limited Package Control:** External package management restricts control over versions, leading to compatibility issues with outdated packages.
+
+*Recommended Approach:*
+
+- **Install Independent Interpreter:** Install Python from source or utilize a virtual environment for flexibility and control.
+
+- **Utilize [Pyenv](https://github.com/pyenv/pyenv) or Similar Tools:** Manage multiple Python versions and create isolated development environments for smoother workflows.
diff --git a/poetry.lock b/poetry.lock
index 66f1b1cc8..c10ca8a1c 100644
--- a/poetry.lock
+++ b/poetry.lock
@@ -457,63 +457,63 @@ cron = ["capturer (>=2.4)"]
 
 [[package]]
 name = "coverage"
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+version = "7.4.4"
 description = "Code coverage measurement for Python"
 optional = false
 python-versions = ">=3.8"
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 [package.dependencies]
@@ -1235,13 +1235,13 @@ testing = ["pytest", "pytest-benchmark"]
 
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-version = "3.6.2"
+version = "3.7.0"
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 python-versions = ">=3.9"
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 [[package]]
 name = "pytest-cov"
-version = "4.1.0"
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 pytest = ">=4.6"
 
 [package.extras]
-testing = ["fields", "hunter", "process-tests", "pytest-xdist", "six", "virtualenv"]
+testing = ["fields", "hunter", "process-tests", "pytest-xdist", "virtualenv"]
 
 [[package]]
 name = "pytest-subtests"
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+    {file = "rapidfuzz-3.7.0-pp39-pypy39_pp73-manylinux_2_17_x86_64.manylinux2014_x86_64.whl", hash = "sha256:20e7d729af2e5abb29caa070ec048aba042f134091923d9ca2ac662b5604577e"},
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+    {file = "rapidfuzz-3.7.0.tar.gz", hash = "sha256:620df112c39c6d27316dc1e22046dc0382d6d91fd60d7c51bd41ca0333d867e9"},
 ]
 
 [package.extras]
@@ -1998,39 +1998,39 @@ requests = ">=1.0.0"
 
 [[package]]
 name = "ruff"
-version = "0.3.2"
+version = "0.3.4"
 description = "An extremely fast Python linter and code formatter, written in Rust."
 optional = false
 python-versions = ">=3.7"
 files = [
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-    {file = "ruff-0.3.2-py3-none-macosx_10_12_x86_64.whl", hash = "sha256:9966b964b2dd1107797be9ca7195002b874424d1d5472097701ae8f43eadef5d"},
-    {file = "ruff-0.3.2-py3-none-manylinux_2_17_aarch64.manylinux2014_aarch64.whl", hash = "sha256:b83d17ff166aa0659d1e1deaf9f2f14cbe387293a906de09bc4860717eb2e2da"},
-    {file = "ruff-0.3.2-py3-none-manylinux_2_17_armv7l.manylinux2014_armv7l.whl", hash = "sha256:bb875c6cc87b3703aeda85f01c9aebdce3d217aeaca3c2e52e38077383f7268a"},
-    {file = "ruff-0.3.2-py3-none-manylinux_2_17_i686.manylinux2014_i686.whl", hash = "sha256:be75e468a6a86426430373d81c041b7605137a28f7014a72d2fc749e47f572aa"},
-    {file = "ruff-0.3.2-py3-none-manylinux_2_17_ppc64.manylinux2014_ppc64.whl", hash = "sha256:967978ac2d4506255e2f52afe70dda023fc602b283e97685c8447d036863a302"},
-    {file = "ruff-0.3.2-py3-none-manylinux_2_17_ppc64le.manylinux2014_ppc64le.whl", hash = "sha256:1231eacd4510f73222940727ac927bc5d07667a86b0cbe822024dd00343e77e9"},
-    {file = "ruff-0.3.2-py3-none-manylinux_2_17_s390x.manylinux2014_s390x.whl", hash = "sha256:2c6d613b19e9a8021be2ee1d0e27710208d1603b56f47203d0abbde906929a9b"},
-    {file = "ruff-0.3.2-py3-none-manylinux_2_17_x86_64.manylinux2014_x86_64.whl", hash = "sha256:c8439338a6303585d27b66b4626cbde89bb3e50fa3cae86ce52c1db7449330a7"},
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-    {file = "ruff-0.3.2-py3-none-win32.whl", hash = "sha256:9bd640a8f7dd07a0b6901fcebccedadeb1a705a50350fb86b4003b805c81385a"},
-    {file = "ruff-0.3.2-py3-none-win_amd64.whl", hash = "sha256:0c1bdd9920cab5707c26c8b3bf33a064a4ca7842d91a99ec0634fec68f9f4037"},
-    {file = "ruff-0.3.2-py3-none-win_arm64.whl", hash = "sha256:5f65103b1d76e0d600cabd577b04179ff592064eaa451a70a81085930e907d0b"},
-    {file = "ruff-0.3.2.tar.gz", hash = "sha256:fa78ec9418eb1ca3db392811df3376b46471ae93792a81af2d1cbb0e5dcb5142"},
+    {file = "ruff-0.3.4-py3-none-macosx_10_12_x86_64.macosx_11_0_arm64.macosx_10_12_universal2.whl", hash = "sha256:60c870a7d46efcbc8385d27ec07fe534ac32f3b251e4fc44b3cbfd9e09609ef4"},
+    {file = "ruff-0.3.4-py3-none-macosx_10_12_x86_64.whl", hash = "sha256:6fc14fa742e1d8f24910e1fff0bd5e26d395b0e0e04cc1b15c7c5e5fe5b4af91"},
+    {file = "ruff-0.3.4-py3-none-manylinux_2_17_aarch64.manylinux2014_aarch64.whl", hash = "sha256:d3ee7880f653cc03749a3bfea720cf2a192e4f884925b0cf7eecce82f0ce5854"},
+    {file = "ruff-0.3.4-py3-none-manylinux_2_17_armv7l.manylinux2014_armv7l.whl", hash = "sha256:cf133dd744f2470b347f602452a88e70dadfbe0fcfb5fd46e093d55da65f82f7"},
+    {file = "ruff-0.3.4-py3-none-manylinux_2_17_i686.manylinux2014_i686.whl", hash = "sha256:3f3860057590e810c7ffea75669bdc6927bfd91e29b4baa9258fd48b540a4365"},
+    {file = "ruff-0.3.4-py3-none-manylinux_2_17_ppc64.manylinux2014_ppc64.whl", hash = "sha256:986f2377f7cf12efac1f515fc1a5b753c000ed1e0a6de96747cdf2da20a1b369"},
+    {file = "ruff-0.3.4-py3-none-manylinux_2_17_ppc64le.manylinux2014_ppc64le.whl", hash = "sha256:c4fd98e85869603e65f554fdc5cddf0712e352fe6e61d29d5a6fe087ec82b76c"},
+    {file = "ruff-0.3.4-py3-none-manylinux_2_17_s390x.manylinux2014_s390x.whl", hash = "sha256:64abeed785dad51801b423fa51840b1764b35d6c461ea8caef9cf9e5e5ab34d9"},
+    {file = "ruff-0.3.4-py3-none-manylinux_2_17_x86_64.manylinux2014_x86_64.whl", hash = "sha256:df52972138318bc7546d92348a1ee58449bc3f9eaf0db278906eb511889c4b50"},
+    {file = "ruff-0.3.4-py3-none-musllinux_1_2_aarch64.whl", hash = "sha256:98e98300056445ba2cc27d0b325fd044dc17fcc38e4e4d2c7711585bd0a958ed"},
+    {file = "ruff-0.3.4-py3-none-musllinux_1_2_armv7l.whl", hash = "sha256:519cf6a0ebed244dce1dc8aecd3dc99add7a2ee15bb68cf19588bb5bf58e0488"},
+    {file = "ruff-0.3.4-py3-none-musllinux_1_2_i686.whl", hash = "sha256:bb0acfb921030d00070539c038cd24bb1df73a2981e9f55942514af8b17be94e"},
+    {file = "ruff-0.3.4-py3-none-musllinux_1_2_x86_64.whl", hash = "sha256:cf187a7e7098233d0d0c71175375c5162f880126c4c716fa28a8ac418dcf3378"},
+    {file = "ruff-0.3.4-py3-none-win32.whl", hash = "sha256:af27ac187c0a331e8ef91d84bf1c3c6a5dea97e912a7560ac0cef25c526a4102"},
+    {file = "ruff-0.3.4-py3-none-win_amd64.whl", hash = "sha256:de0d5069b165e5a32b3c6ffbb81c350b1e3d3483347196ffdf86dc0ef9e37dd6"},
+    {file = "ruff-0.3.4-py3-none-win_arm64.whl", hash = "sha256:6810563cc08ad0096b57c717bd78aeac888a1bfd38654d9113cb3dc4d3f74232"},
+    {file = "ruff-0.3.4.tar.gz", hash = "sha256:f0f4484c6541a99862b693e13a151435a279b271cff20e37101116a21e2a1ad1"},
 ]
 
 [[package]]
 name = "sentry-sdk"
-version = "1.42.0"
+version = "1.43.0"
 description = "Python client for Sentry (https://sentry.io)"
 optional = false
 python-versions = "*"
 files = [
-    {file = "sentry-sdk-1.42.0.tar.gz", hash = "sha256:4a8364b8f7edbf47f95f7163e48334c96100d9c098f0ae6606e2e18183c223e6"},
-    {file = "sentry_sdk-1.42.0-py2.py3-none-any.whl", hash = "sha256:a654ee7e497a3f5f6368b36d4f04baeab1fe92b3105f7f6965d6ef0de35a9ba4"},
+    {file = "sentry-sdk-1.43.0.tar.gz", hash = "sha256:41df73af89d22921d8733714fb0fc5586c3461907e06688e6537d01a27e0e0f6"},
+    {file = "sentry_sdk-1.43.0-py2.py3-none-any.whl", hash = "sha256:8d768724839ca18d7b4c7463ef7528c40b7aa2bfbf7fe554d5f9a7c044acfd36"},
 ]
 
 [package.dependencies]
@@ -2044,6 +2044,7 @@ asyncpg = ["asyncpg (>=0.23)"]
 beam = ["apache-beam (>=2.12)"]
 bottle = ["bottle (>=0.12.13)"]
 celery = ["celery (>=3)"]
+celery-redbeat = ["celery-redbeat (>=2)"]
 chalice = ["chalice (>=1.16.0)"]
 clickhouse-driver = ["clickhouse-driver (>=0.2.0)"]
 django = ["django (>=1.8)"]
@@ -2168,13 +2169,13 @@ tomli = {version = ">=2.0.1,<3.0.0", markers = "python_version >= \"3.7\" and py
 
 [[package]]
 name = "tldextract"
-version = "5.1.1"
+version = "5.1.2"
 description = "Accurately separates a URL's subdomain, domain, and public suffix, using the Public Suffix List (PSL). By default, this includes the public ICANN TLDs and their exceptions. You can optionally support the Public Suffix List's private domains as well."
 optional = false
 python-versions = ">=3.8"
 files = [
-    {file = "tldextract-5.1.1-py3-none-any.whl", hash = "sha256:b9c4510a8766d377033b6bace7e9f1f17a891383ced3c5d50c150f181e9e1cc2"},
-    {file = "tldextract-5.1.1.tar.gz", hash = "sha256:9b6dbf803cb5636397f0203d48541c0da8ba53babaf0e8a6feda2d88746813d4"},
+    {file = "tldextract-5.1.2-py3-none-any.whl", hash = "sha256:4dfc4c277b6b97fa053899fcdb892d2dc27295851ab5fac4e07797b6a21b2e46"},
+    {file = "tldextract-5.1.2.tar.gz", hash = "sha256:c9e17f756f05afb5abac04fe8f766e7e70f9fe387adb1859f0f52408ee060200"},
 ]
 
 [package.dependencies]
@@ -2184,7 +2185,8 @@ requests = ">=2.1.0"
 requests-file = ">=1.4"
 
 [package.extras]
-testing = ["black", "mypy", "pytest", "pytest-gitignore", "pytest-mock", "responses", "ruff", "tox", "types-filelock", "types-requests"]
+release = ["build", "twine"]
+testing = ["black", "mypy", "pytest", "pytest-gitignore", "pytest-mock", "responses", "ruff", "syrupy", "tox", "types-filelock", "types-requests"]
 
 [[package]]
 name = "tomli"
@@ -2373,4 +2375,4 @@ multidict = ">=4.0"
 [metadata]
 lock-version = "2.0"
 python-versions = "3.11.*"
-content-hash = "45cf21ebda878de3b12821aab29e1bcfed6dfae606b6535d3ee6d15abfea9c80"
+content-hash = "3505c9ace8369aa8368108ca3498d01c4e64927f45c6a2c9b1ab6037cd03547f"
diff --git a/pyproject.toml b/pyproject.toml
index 6bc742246..1b36005e5 100644
--- a/pyproject.toml
+++ b/pyproject.toml
@@ -24,23 +24,23 @@ markdownify = "0.11.6"
 more-itertools = "10.2.0"
 python-dateutil = "2.9.0.post0"
 python-frontmatter = "1.1.0"
-rapidfuzz = "3.6.1"
+rapidfuzz = "3.7.0"
 regex = "2023.12.25"
-sentry-sdk = "1.42.0"
-tldextract = "5.1.1"
+sentry-sdk = "1.43.0"
+tldextract = "5.1.2"
 pydantic = "2.5.2"
 pydantic-settings = "2.2.1"
 
 [tool.poetry.dev-dependencies]
-coverage = "7.4.3"
+coverage = "7.4.4"
 httpx = "0.27.0"
-pre-commit = "3.6.2"
+pre-commit = "3.7.0"
 pip-licenses = "4.3.4"
 pytest = "8.1.1"
-pytest-cov = "4.1.0"
+pytest-cov = "5.0.0"
 pytest-subtests = "0.12.1"
 pytest-xdist = "3.5.0"
-ruff = "0.3.2"
+ruff = "0.3.4"
 taskipy = "1.12.2"
 
 
diff --git a/tests/bot/.testenv b/tests/bot/.testenv
new file mode 100644
index 000000000..484c8809d
--- /dev/null
+++ b/tests/bot/.testenv
@@ -0,0 +1,2 @@
+unittests_goat=volcyy
+unittests_nested__server_name=pydis
diff --git a/tests/bot/exts/backend/test_error_handler.py b/tests/bot/exts/backend/test_error_handler.py
index 9670d42a0..dbc62270b 100644
--- a/tests/bot/exts/backend/test_error_handler.py
+++ b/tests/bot/exts/backend/test_error_handler.py
@@ -414,12 +414,13 @@ class IndividualErrorHandlerTests(unittest.IsolatedAsyncioTestCase):
         for case in test_cases:
             with self.subTest(error=case["error"], call_prepared=case["call_prepared"]):
                 self.ctx.reset_mock()
+                self.cog.send_error_with_help = AsyncMock()
                 self.assertIsNone(await self.cog.handle_user_input_error(self.ctx, case["error"]))
-                self.ctx.send.assert_awaited_once()
                 if case["call_prepared"]:
-                    self.ctx.send_help.assert_awaited_once()
+                    self.cog.send_error_with_help.assert_awaited_once()
                 else:
-                    self.ctx.send_help.assert_not_awaited()
+                    self.ctx.send.assert_awaited_once()
+                    self.cog.send_error_with_help.assert_not_awaited()
 
     async def test_handle_check_failure_errors(self):
         """Should await `ctx.send` when error is check failure."""
diff --git a/tests/bot/exts/utils/snekbox/test_snekbox.py b/tests/bot/exts/utils/snekbox/test_snekbox.py
index 8ee0f46ff..d057b284d 100644
--- a/tests/bot/exts/utils/snekbox/test_snekbox.py
+++ b/tests/bot/exts/utils/snekbox/test_snekbox.py
@@ -113,7 +113,7 @@ class SnekboxTests(unittest.IsolatedAsyncioTestCase):
                 result = EvalResult(stdout=stdout, returncode=returncode)
                 job = EvalJob([])
                 # Check all 3 message types
-                msg = result.get_message(job)
+                msg = result.get_status_message(job)
                 self.assertEqual(msg, exp_msg)
                 error = result.error_message
                 self.assertEqual(error, exp_err)
@@ -166,7 +166,7 @@ class SnekboxTests(unittest.IsolatedAsyncioTestCase):
     def test_eval_result_message_invalid_signal(self, _mock_signals: Mock):
         result = EvalResult(stdout="", returncode=127)
         self.assertEqual(
-            result.get_message(EvalJob([], version="3.10")),
+            result.get_status_message(EvalJob([], version="3.10")),
             "Your 3.10 eval job has completed with return code 127"
         )
         self.assertEqual(result.error_message, "")
@@ -177,7 +177,7 @@ class SnekboxTests(unittest.IsolatedAsyncioTestCase):
         mock_signals.return_value.name = "SIGTEST"
         result = EvalResult(stdout="", returncode=127)
         self.assertEqual(
-            result.get_message(EvalJob([], version="3.12")),
+            result.get_status_message(EvalJob([], version="3.12")),
             "Your 3.12 eval job has completed with return code 127 (SIGTEST)"
         )
 
@@ -386,12 +386,19 @@ class SnekboxTests(unittest.IsolatedAsyncioTestCase):
         ctx.send = AsyncMock()
         ctx.author.mention = "@user#7700"
 
-        eval_result = EvalResult("", 0, files=[FileAttachment("test.disallowed", b"test")])
+        files = [
+            FileAttachment("test.disallowed2", b"test"),
+            FileAttachment("test.disallowed", b"test"),
+            FileAttachment("test.allowed", b"test"),
+            FileAttachment("test." + ("a" * 100), b"test")
+        ]
+        eval_result = EvalResult("", 0, files=files)
         self.cog.post_job = AsyncMock(return_value=eval_result)
         self.cog.upload_output = AsyncMock()  # This function isn't called
 
+        disallowed_exts = [".disallowed", "." + ("a" * 100), ".disallowed2"]
         mocked_filter_cog = MagicMock()
-        mocked_filter_cog.filter_snekbox_output = AsyncMock(return_value=(False, [".disallowed"]))
+        mocked_filter_cog.filter_snekbox_output = AsyncMock(return_value=(False, disallowed_exts))
         self.bot.get_cog.return_value = mocked_filter_cog
 
         job = EvalJob.from_code("MyAwesomeCode").as_version("3.12")
@@ -402,7 +409,7 @@ class SnekboxTests(unittest.IsolatedAsyncioTestCase):
         self.assertTrue(
             res.startswith("@user#7700 :white_check_mark: Your 3.12 eval job has completed with return code 0.")
         )
-        self.assertIn("Files with disallowed extensions can't be uploaded: **.disallowed**", res)
+        self.assertIn("Files with disallowed extensions can't be uploaded: **.disallowed, .disallowed2, ...**", res)
 
         self.cog.post_job.assert_called_once_with(job)
         self.cog.upload_output.assert_not_called()
diff --git a/tests/bot/test_constants.py b/tests/bot/test_constants.py
index 3492021ce..87933d59a 100644
--- a/tests/bot/test_constants.py
+++ b/tests/bot/test_constants.py
@@ -1,53 +1,41 @@
-import inspect
-import typing
-import unittest
+import os
+from pathlib import Path
+from unittest import TestCase, mock
 
-from bot import constants
+from pydantic import BaseModel
 
+from bot.constants import EnvConfig
 
-def is_annotation_instance(value: typing.Any, annotation: typing.Any) -> bool:
-    """
-    Return True if `value` is an instance of the type represented by `annotation`.
+current_path = Path(__file__)
+env_file_path = current_path.parent / ".testenv"
 
-    This doesn't account for things like Unions or checking for homogenous types in collections.
-    """
-    origin = typing.get_origin(annotation)
 
-    # This is done in case a bare e.g. `typing.List` is used.
-    # In such case, for the assertion to pass, the type needs to be normalised to e.g. `list`.
-    # `get_origin()` does this normalisation for us.
-    type_ = annotation if origin is None else origin
+class TestEnvConfig(
+    EnvConfig,
+    env_file=env_file_path,
+):
+    """Our default configuration for models that should load from .env files."""
 
-    return isinstance(value, type_)
 
+class NestedModel(BaseModel):
+    server_name: str
 
-def is_any_instance(value: typing.Any, types: typing.Collection) -> bool:
-    """Return True if `value` is an instance of any type in `types`."""
-    return any(is_annotation_instance(value, type_) for type_ in types)
 
+class _TestConfig(TestEnvConfig, env_prefix="unittests_"):
 
-class ConstantsTests(unittest.TestCase):
+    goat: str
+    execution_env: str = "local"
+    nested: NestedModel
+
+
+class ConstantsTests(TestCase):
     """Tests for our constants."""
 
+    @mock.patch.dict(os.environ, {"UNITTESTS_EXECUTION_ENV": "production"})
     def test_section_configuration_matches_type_specification(self):
         """"The section annotations should match the actual types of the sections."""
 
-        sections = (
-            cls
-            for (name, cls) in inspect.getmembers(constants)
-            if hasattr(cls, "section") and isinstance(cls, type)
-        )
-        for section in sections:
-            for name, annotation in section.__annotations__.items():
-                with self.subTest(section=section.__name__, name=name, annotation=annotation):
-                    value = getattr(section, name)
-                    origin = typing.get_origin(annotation)
-                    annotation_args = typing.get_args(annotation)
-                    failure_msg = f"{value} is not an instance of {annotation}"
-
-                    if origin is typing.Union:
-                        is_instance = is_any_instance(value, annotation_args)
-                        self.assertTrue(is_instance, failure_msg)
-                    else:
-                        is_instance = is_annotation_instance(value, annotation)
-                        self.assertTrue(is_instance, failure_msg)
+        testconfig = _TestConfig()
+        self.assertEqual("volcyy", testconfig.goat)
+        self.assertEqual("pydis", testconfig.nested.server_name)
+        self.assertEqual("production", testconfig.execution_env)