diff --git a/Catalogger.Backend/Bot/Responders/Messages/MessageCreateResponder.cs b/Catalogger.Backend/Bot/Responders/Messages/MessageCreateResponder.cs
index 4f2b3a7..5098cd2 100644
--- a/Catalogger.Backend/Bot/Responders/Messages/MessageCreateResponder.cs
+++ b/Catalogger.Backend/Bot/Responders/Messages/MessageCreateResponder.cs
@@ -38,6 +38,8 @@ public class MessageCreateResponder(
 
     public async Task<Result> RespondAsync(IMessageCreate msg, CancellationToken ct = default)
     {
+        using var __ = LogUtils.Enrich(msg);
+
         userCache.UpdateUser(msg.Author);
         CataloggerMetrics.MessagesReceived.Inc();
 
diff --git a/Catalogger.Backend/Bot/Responders/Messages/MessageDeleteBulkResponder.cs b/Catalogger.Backend/Bot/Responders/Messages/MessageDeleteBulkResponder.cs
index 46fdd0b..157d30d 100644
--- a/Catalogger.Backend/Bot/Responders/Messages/MessageDeleteBulkResponder.cs
+++ b/Catalogger.Backend/Bot/Responders/Messages/MessageDeleteBulkResponder.cs
@@ -41,6 +41,8 @@ public class MessageDeleteBulkResponder(
 
     public async Task<Result> RespondAsync(IMessageDeleteBulk evt, CancellationToken ct = default)
     {
+        using var _ = LogUtils.Enrich(evt);
+
         var guild = await guildRepository.GetAsync(evt.GuildID);
         if (guild.IsMessageIgnored(evt.ChannelID, null, null))
             return Result.Success;
diff --git a/Catalogger.Backend/Bot/Responders/Messages/MessageDeleteResponder.cs b/Catalogger.Backend/Bot/Responders/Messages/MessageDeleteResponder.cs
index 9cf621e..315daec 100644
--- a/Catalogger.Backend/Bot/Responders/Messages/MessageDeleteResponder.cs
+++ b/Catalogger.Backend/Bot/Responders/Messages/MessageDeleteResponder.cs
@@ -27,6 +27,7 @@ using Remora.Discord.Extensions.Embeds;
 using Remora.Discord.Gateway.Responders;
 using Remora.Rest.Core;
 using Remora.Results;
+using Serilog.Context;
 
 namespace Catalogger.Backend.Bot.Responders.Messages;
 
@@ -48,6 +49,8 @@ public class MessageDeleteResponder(
 
     public async Task<Result> RespondAsync(IMessageDelete evt, CancellationToken ct = default)
     {
+        using var _ = LogUtils.Enrich(evt);
+
         if (!evt.GuildID.IsDefined())
             return Result.Success;
 
@@ -64,13 +67,15 @@ public class MessageDeleteResponder(
             return Result.Success;
 
         var guild = await guildRepository.GetAsync(evt.GuildID);
-        if (guild.IsMessageIgnored(evt.ChannelID, null, null))
-            return Result.Success;
-
         var msg = await messageRepository.GetMessageAsync(evt.ID.Value, ct);
         // Sometimes a message that *should* be logged isn't stored in the database, notify the user of that
         if (msg == null)
         {
+            _logger.Debug(
+                "Deleted message {MessageId} should be logged but is not in the database",
+                evt.ID
+            );
+
             webhookExecutor.QueueLog(
                 webhookExecutor.GetLogChannel(guild, LogChannelType.MessageDelete, evt.ChannelID),
                 new Embed(
@@ -106,8 +111,13 @@ public class MessageDeleteResponder(
             evt.ChannelID,
             msg.UserId
         );
-        if (logChannel == null)
-            return Result.Success;
+        if (logChannel is null or 0)
+        {
+            _logger.Debug(
+                "Message {MessageId} should not be logged; either ignored or message delete logs are disabled",
+                evt.ID
+            );
+        }
 
         var user = await userCache.GetUserAsync(DiscordSnowflake.New(msg.UserId));
         var builder = new EmbedBuilder()
diff --git a/Catalogger.Backend/Bot/Responders/Messages/MessageUpdateResponder.cs b/Catalogger.Backend/Bot/Responders/Messages/MessageUpdateResponder.cs
index 023cab1..fa1e75d 100644
--- a/Catalogger.Backend/Bot/Responders/Messages/MessageUpdateResponder.cs
+++ b/Catalogger.Backend/Bot/Responders/Messages/MessageUpdateResponder.cs
@@ -42,6 +42,8 @@ public class MessageUpdateResponder(
 
     public async Task<Result> RespondAsync(IMessageUpdate evt, CancellationToken ct = default)
     {
+        using var _ = LogUtils.Enrich(evt);
+
         // Discord only *very* recently changed message update events to have all fields,
         // so we convert the event to a MessageCreate to avoid having to unwrap every single field
         var msg = ConvertToMessageCreate(evt);
diff --git a/Catalogger.Backend/Extensions/LogUtils.cs b/Catalogger.Backend/Extensions/LogUtils.cs
new file mode 100644
index 0000000..b8499b5
--- /dev/null
+++ b/Catalogger.Backend/Extensions/LogUtils.cs
@@ -0,0 +1,58 @@
+using Remora.Discord.API.Abstractions.Gateway.Events;
+using Remora.Rest.Core;
+using Serilog.Context;
+
+namespace Catalogger.Backend.Extensions;
+
+public static class LogUtils
+{
+    public static IDisposable Enrich<T>(T evt)
+        where T : IGatewayEvent
+    {
+        var type = ("Event", typeof(T).Name);
+
+        return evt switch
+        {
+            IMessageDelete md => PushProperties(
+                type,
+                ("GuildId", md.GuildID),
+                ("ChannelId", md.ChannelID),
+                ("MessageId", md.ID)
+            ),
+            IMessageUpdate mc => PushProperties(
+                type,
+                ("GuildId", mc.GuildID),
+                ("ChannelId", mc.ChannelID),
+                ("MessageId", mc.ID)
+            ),
+            IMessageDeleteBulk mdb => PushProperties(
+                type,
+                ("GuildId", mdb.GuildID),
+                ("ChannelId", mdb.ChannelID),
+                ("MessageIds", mdb.IDs)
+            ),
+            _ => PushProperties(type),
+        };
+    }
+
+    public static IDisposable PushProperties(params (string, object?)[] properties) =>
+        new MultiDisposable(
+            properties
+                .Select(p =>
+                {
+                    if (p.Item2 is Optional<Snowflake> s)
+                        return LogContext.PushProperty(p.Item1, s.IsDefined() ? s.Value : null);
+                    return LogContext.PushProperty(p.Item1, p.Item2);
+                })
+                .ToArray()
+        );
+
+    private record MultiDisposable(IDisposable[] Entries) : IDisposable
+    {
+        public void Dispose()
+        {
+            foreach (var e in Entries)
+                e.Dispose();
+        }
+    }
+}