diff --git a/src/bot/cogs/logging/logging_message_delete.py b/src/bot/cogs/logging/logging_message_delete.py
index 9e0056c..e3605d3 100644
--- a/src/bot/cogs/logging/logging_message_delete.py
+++ b/src/bot/cogs/logging/logging_message_delete.py
@@ -5,6 +5,7 @@
 import datetime
 import logging
 import os
+from io import BytesIO
 
 import discord
 from discord.ext import commands
@@ -19,8 +20,8 @@ def embed_message_delete(some_member, some_message, some_moderator=None):
     embed = discord.Embed(
         title="<:red_circle:1043616578744357085> Deleted Message",
         description=f"{some_moderator.mention if some_moderator is not None else some_member.mention} deleted a message"
-        f"\nIn {some_message.channel}\nMessage "
-        f"author: {some_member.mention}",
+        f"\nIn {some_message.channel}\n"
+        f"Message author: {some_member.mention}",
         color=discord.Color.red(),
         timestamp=datetime.datetime.now(datetime.timezone.utc),
     )
@@ -33,8 +34,20 @@ def embed_message_delete(some_member, some_message, some_moderator=None):
         the_message = some_message.content[0:1020] + "..."
     else:
         the_message = some_message.content
+
+    if not the_message:
+        the_message = "*No text content*"
     embed.add_field(name="Message: ", value=the_message, inline=True)
 
+    if some_message.attachments:
+        embed.add_field(
+            name="Attachments: ",
+            value="\n".join(
+                attachment.filename for attachment in some_message.attachments
+            )[0:1020],
+            inline=False,
+        )
+
     return embed
 
 
@@ -46,18 +59,61 @@ class LoggingMessageDelete(commands.Cog):
 
     def __init__(self, bot):
         self.bot = bot
-        self.staff_channel = self.bot.api.get_one_setting("3")["setting"][
-            "value"
-        ]  # Staff Channel ID
+        setting = self.bot.api.get_one_setting("3")  # Staff Channel ID
+        if setting["status"] != "ok":
+            raise RuntimeError("Failed to fetch staff channel setting from API.")
+        self.staff_channel = setting["setting"]["value"]
+
         self.chat_log = self.bot.api.get_one_log_setting("3")  # chat_log
+        if self.chat_log["status"] != "ok":
+            raise RuntimeError("Failed to fetch chat log setting from API.")
+
+    async def build_image_file(self, attachment: discord.Attachment) -> discord.File:
+        """
+        Return a File for the attachment, so it can be re-uploaded with the log embed.
+        """
+        data = await attachment.read()
+        return discord.File(BytesIO(data), filename=attachment.filename)
+
+    async def collect_image_files(self, message) -> list[discord.File]:
+        """
+        Re-download every image attachment on the deleted message.
+
+        Discord purges the CDN copy shortly after a delete, so anything we
+        fail to fetch is simply left out of the log rather than raising.
+        """
+        size_limit = message.guild.filesize_limit
+        files = []
+        for attachment in message.attachments:
+            if not (
+                attachment.content_type and attachment.content_type.startswith("image/")
+            ):
+                continue
+            if attachment.size > size_limit:
+                logger.debug(
+                    f"Image attachment {attachment.filename} is too large to re-upload "
+                    f"({attachment.size} > {size_limit}). Skipping."
+                )
+                continue
+            logger.debug(
+                f"Image attachment detected in deleted message, "
+                f"{attachment.filename}:{attachment.url}"
+            )
+            try:
+                files.append(await self.build_image_file(attachment))
+            except discord.HTTPException as err:
+                logger.warning(
+                    f"Could not fetch deleted attachment {attachment.filename} -> {err}"
+                )
+        return files
 
     @commands.Cog.listener()
-    async def on_message_delete(self, message):
+    async def on_message_delete(self, message) -> None:
         """
         If a mod deletes, take the audit log event. If a user deletes, handle it normally.
         """
         if (
-            message.author.guild.id != int(os.getenv("MASTER_GUILD"))
+            message.author.guild.id != int(os.getenv("MASTER_GUILD", 0))
             or message.author.guild.id is None
         ):
             logger.warning(
@@ -80,15 +136,19 @@ async def on_message_delete(self, message):
                 self.chat_log["log_setting"]["value"]
             )
 
+            image_files = await self.collect_image_files(message)
+
             if str(audit_log.action) == "AuditLogAction.message_delete":
                 # Then a moderator deleted a message.
                 embed = embed_message_delete(audit_log.target, message, audit_log.user)
-                await logs_channel.send(embed=embed)
+                await logs_channel.send(embed=embed, files=image_files)
 
             else:
                 # Otherwise, the author deleted it.
                 username = message.author
-                await logs_channel.send(embed=embed_message_delete(username, message))
+                await logs_channel.send(
+                    embed=embed_message_delete(username, message), files=image_files
+                )
         else:
             logger.critical(f"API error. API response not ok. -> {self.chat_log}")