src/guardden/cogs/ai_moderation.py

@@ -86,6 +86,11 @@ class AIModeration(commands.Cog):
         if not message.guild:
             return
 
+        # Check bot permissions in this channel
+        if not message.channel.permissions_for(message.guild.me).manage_messages:
+            logger.debug(f"Missing Manage Messages permission in #{message.channel.name}")
+            return
+
         # Get config from YAML
         config = self.bot.config_loader
         if not config.get_setting("ai_moderation.enabled", True):
@@ -123,8 +128,19 @@ class AIModeration(commands.Cog):
 
         # Check if should analyze (has images/embeds, not analyzed yet)
         if not self._should_analyze(message):
+            logger.debug(
+                f"Skipping analysis in #{message.channel.name}: "
+                f"already_analyzed={message.id in self._analyzed_messages}, "
+                f"has_media={bool(message.attachments or message.embeds)}"
+            )
             return
 
+        # Log that we're about to check this message
+        logger.info(
+            f"Checking message from {message.author} in #{message.channel.name} "
+            f"({len(message.attachments)} attachments, {len(message.embeds)} embeds)"
+        )
+
         # Check rate limits (CRITICAL for cost control)
         max_guild_per_hour = config.get_setting("ai_moderation.max_checks_per_hour_per_guild", 25)
         max_user_per_hour = config.get_setting("ai_moderation.max_checks_per_user_per_hour", 5)
@@ -138,12 +154,20 @@ class AIModeration(commands.Cog):
 
         if rate_limit_result["is_limited"]:
             logger.warning(
-                f"AI rate limit hit: {rate_limit_result['reason']} "
+                f"AI rate limit hit in #{message.channel.name}: {rate_limit_result['reason']} "
                 f"(guild: {rate_limit_result['guild_checks_this_hour']}/{max_guild_per_hour}, "
                 f"user: {rate_limit_result['user_checks_this_hour']}/{max_user_per_hour})"
             )
             return
 
+        # Check if AI provider is configured
+        if self.bot.ai_provider is None:
+            logger.warning(
+                f"AI provider not configured but ai_moderation.enabled=true. "
+                f"Set GUARDDEN_AI_PROVIDER in .env to 'anthropic' or 'openai'"
+            )
+            return
+
         # Get AI settings
         sensitivity = config.get_setting("ai_moderation.sensitivity", 80)
         nsfw_only_filtering = config.get_setting("ai_moderation.nsfw_only_filtering", True)