Refactor test database setup and add migrations

- Updated test files to use a separate test database configuration.
- Introduced a new helper module for managing test database operations.
- Added a setup file to configure the environment for tests.
- Created new database migration scripts to optimize message indexing.
- Added a sample environment file for test database configuration.

src/moderation/conversationContext.ts

@@ -56,12 +56,14 @@ export async function buildConversationContext(
     0,
   );
 
+  const contextLines = await Promise.all(
+    contextBefore.map((msg) => formatMessageForPrompt(msg, "context")),
+  );
   const selectedContextLines: string[] = [];
 
   // Go backwards through context, taking most recent first
-  for (let i = contextBefore.length - 1; i >= 0; i--) {
-    const msg = contextBefore[i];
-    const line = await formatMessageForPrompt(msg, "context");
+  for (let i = contextLines.length - 1; i >= 0; i--) {
+    const line = contextLines[i];
     const lineTokens = estimateTokens(line);
 
     if (usedTokens + lineTokens <= maxTokens) {

src/moderation/messageCapture.ts

@@ -178,14 +178,27 @@ export async function captureMessage(
   // Queue analysis after attachment uploads settle so AI uses stable tele URLs.
   if (!isBacklog) {
     if (attachmentUploadTasks.length > 0) {
-      setTimeout(() => queueMessageAnalysis(message.id), 30000);
+      let analysisQueued = false;
+      let fallbackTimer: NodeJS.Timeout | null = null;
+      const queueAnalysisOnce = () => {
+        if (analysisQueued) return;
+        analysisQueued = true;
+        if (fallbackTimer) {
+          clearTimeout(fallbackTimer);
+          fallbackTimer = null;
+        }
+        queueMessageAnalysis(message.id);
+      };
+
+      fallbackTimer = setTimeout(queueAnalysisOnce, 30000);
       Promise.allSettled(attachmentUploadTasks)
-        .then(() => queueMessageAnalysis(message.id))
+        .then(queueAnalysisOnce)
         .catch((err) => {
           logger.error(
             { messageId: message.id, error: err },
             "Failed to queue message analysis after attachment upload",
           );
+          queueAnalysisOnce();
         });
     } else {
       queueMessageAnalysis(message.id);

src/moderation/messageStore.ts

@@ -48,6 +48,7 @@ interface MessageDatabase {
   selectDistinct<T = unknown[]>(...args: unknown[]): QueryBuilder<T>;
   insert<T = unknown>(...args: unknown[]): QueryBuilder<T>;
   update(...args: unknown[]): QueryBuilder<unknown>;
+  transaction<T>(callback: (tx: MessageDatabase) => Promise<T>): Promise<T>;
 }
 
 function db(): MessageDatabase {
@@ -457,28 +458,28 @@ export async function updateMessagesAIAnalysisBulk(
 ): Promise<MessageRecord[]> {
   if (updates.length === 0) return [];
   try {
-    // Use raw SQL batch UPDATE instead of Promise.all per-message queries
-    // (P2: reduce N*2 queries → 2 queries total)
     const database = db();
     const now = Date.now();
 
-    for (const { messageId, result } of updates) {
-      await database
-        .update(messagesTable)
-        .set({
-          ai_status: result.status,
-          ai_moderation_flags: result.flags ?? null,
-          ai_moderation_score: result.score ?? null,
-          ai_analysis: result.analysis ?? null,
-          ai_categories: stringifyAIList(result.categories),
-          ai_severity: result.severity ?? null,
-          ai_confidence: result.confidence ?? result.score ?? null,
-          ai_recommended_action: result.recommendedAction ?? null,
-          ai_analyzed_at: result.analyzedAt ?? now,
-          ai_error: result.error ?? null,
-        })
-        .where(eq(messagesTable.id, messageId));
-    }
+    await database.transaction(async (tx) => {
+      for (const { messageId, result } of updates) {
+        await tx
+          .update(messagesTable)
+          .set({
+            ai_status: result.status,
+            ai_moderation_flags: result.flags ?? null,
+            ai_moderation_score: result.score ?? null,
+            ai_analysis: result.analysis ?? null,
+            ai_categories: stringifyAIList(result.categories),
+            ai_severity: result.severity ?? null,
+            ai_confidence: result.confidence ?? result.score ?? null,
+            ai_recommended_action: result.recommendedAction ?? null,
+            ai_analyzed_at: result.analyzedAt ?? now,
+            ai_error: result.error ?? null,
+          })
+          .where(eq(messagesTable.id, messageId));
+      }
+    });
 
     // Fetch all updated messages in a single query
     const ids = updates.map(({ messageId }) => messageId);