fix: enhance error logging with additional context in analysis and moderation processes

src/moderation/aiAnalysisWorker.ts

@@ -95,8 +95,21 @@ async function processAnalysisRequest({
     return { ok: true, conversationKey, rows };
   } catch (error) {
     const errorMessage = error instanceof Error ? error.message : String(error);
+    const errorStack = error instanceof Error ? error.stack : undefined;
     const rows: MessageRecord[] = [];
 
+    console.error(
+      JSON.stringify({
+        level: "ERROR",
+        context: "aiAnalysisWorker",
+        conversationKey,
+        messageCount: messages.length,
+        error: errorMessage,
+        stack: errorStack,
+        timestamp: new Date().toISOString(),
+      }),
+    );
+
     return { ok: false, conversationKey, rows, error: errorMessage };
   }
 }

src/moderation/aiAnalyzer.ts

@@ -102,7 +102,14 @@ async function processBatch(
         Date.now() + ERROR_COOLDOWN_MS,
       );
       logger.error(
-        { conversationKey, error: lastError },
+        {
+          conversationKey,
+          error: lastError,
+          messageCount: messages.length,
+          messageIds: messages.map((m) => m.id),
+          cooldownUntil: new Date(Date.now() + ERROR_COOLDOWN_MS).toISOString(),
+          timestamp: new Date().toISOString(),
+        },
         "Batch analysis failed, will retry after cooldown",
       );
       return;
@@ -111,12 +118,21 @@ async function processBatch(
     conversationErrorCooldown.delete(conversationKey);
   } catch (error) {
     lastError = error instanceof Error ? error.message : String(error);
+    const errorStack = error instanceof Error ? error.stack : undefined;
     conversationErrorCooldown.set(
       conversationKey,
       Date.now() + ERROR_COOLDOWN_MS,
     );
     logger.error(
-      { conversationKey, error: lastError },
+      {
+        conversationKey,
+        error: lastError,
+        stack: errorStack,
+        messageCount: messages.length,
+        messageIds: messages.map((m) => m.id),
+        cooldownUntil: new Date(Date.now() + ERROR_COOLDOWN_MS).toISOString(),
+        timestamp: new Date().toISOString(),
+      },
       "Analysis worker failed, will retry after cooldown",
     );
   } finally {

src/moderation/llmModerationClient.ts

@@ -529,11 +529,16 @@ Return ONLY valid JSON, no other text.`;
   try {
     parsed = parseModerationResponse(content, targetIds);
   } catch (parseError) {
+    const errorMsg = parseError instanceof Error ? parseError.message : String(parseError);
     log.error(
       {
-        error:
+        error: errorMsg,
-          parseError instanceof Error ? parseError.message : String(parseError),
+        contentLength: content.length,
-        content,
+        contentPreview: content.substring(0, 500),
+        fullContent: content,
+        targetIds,
+        model: config.AI_LLM_MODEL,
+        timestamp: new Date().toISOString(),
       },
       "Robust Fallback: Failed to parse moderation response. Defaulting all targets to clean.",
     );
@@ -542,7 +547,7 @@ Return ONLY valid JSON, no other text.`;
       status: "clean",
       flags: [],
       score: 0.1,
-      analysis: `Parsing failed: ${parseError instanceof Error ? parseError.message : String(parseError)}. Defaulted to clean.`,
+      analysis: `Parsing failed: ${errorMsg}. Defaulted to clean.`,
     }));
   }