feat: persist settings and enrich conversation context

src/web/routes/conversations.ts

@@ -30,16 +30,45 @@ export function createConversationsRouter(ctx: WebContext): Router {
     return { messages, state, intent: chooseConversationIntent(messages, state, requestedIntent) };
   }
 
-  router.get('/conversations', async (_req, res) => {
+  router.get('/conversations', async (req, res) => {
     if (!ctx.services.chat) {
-      res.json([]);
+      res.status(503).json({ error: 'Chat service not initialized' });
       return;
     }
     try {
-      res.json(await ctx.services.chat.getCachedConversations());
+      const conversations = await ctx.services.chat.getCachedConversations();
+      if (req.query.includeImageMetadata !== 'true') {
+        res.json(conversations);
+        return;
+      }
+      const receivedMediaRooms = new Set<string>();
+      const receivedMediaUsers = new Set<string>();
+
+      if (ctx.services.media) {
+        try {
+          const mediaItems = await ctx.services.media.getMediaItems();
+          for (const item of mediaItems) {
+            if (item.sender.toLowerCase() === 'me') continue;
+            if (item.chatRoomId) receivedMediaRooms.add(item.chatRoomId);
+            if (item.chatUsername) receivedMediaUsers.add(item.chatUsername.toLowerCase());
+          }
+        } catch (error) {
+          ctx.logger.warn('Failed to read media index for conversation markers:', error);
+        }
+      }
+
+      res.json(conversations.map((conversation) => ({
+        ...conversation,
+        hasReceivedImages:
+          receivedMediaRooms.has(conversation.roomId ?? '')
+          || receivedMediaUsers.has(conversation.username.toLowerCase())
+          || (conversation.messages ?? []).some(
+            (message) => !message.isSelf && (message.media?.length ?? 0) > 0,
+          ),
+      })));
     } catch (error) {
       ctx.logger.error('Failed to fetch conversations:', error);
-      res.json([]);
+      res.status(500).json({ error: 'Failed to fetch conversations' });
     }
   });
 
@@ -49,21 +78,10 @@ export function createConversationsRouter(ctx: WebContext): Router {
       return;
     }
     try {
-      // If a sync is already in flight (e.g. a Full sync the user kicked off
-      // from the dashboard), don't queue *another* delta + lazy-load behind it
-      // — that's what makes the modal sit on "Loading…" for minutes. Render
-      // from cache and let the frontend show a "sync in progress" banner; the
-      // user can reopen once it's done.
+      // Conversation reads never initiate a sync. Sync lifecycle events can
+      // invalidate this query, so starting a sync here would create a loop.
       const syncStatus = ctx.services.chat.getSyncStatus();
       const syncInFlight = syncStatus.syncing;
-
-      if (!syncInFlight) {
-        try {
-          await ctx.services.chat.refreshTopChats();
-        } catch (err) {
-          ctx.logger.warn('Pre-open delta sync failed:', err);
-        }
-      }
       const conversation = await findConversation(decodeURIComponent(req.params.id));
       if (!conversation) {
         res.status(404).json({ error: 'Conversation not found' });
@@ -94,19 +112,24 @@ export function createConversationsRouter(ctx: WebContext): Router {
         subreddit?: string;
         title?: string;
         url: string;
+        imageUrl: string | null;
         sentAt: number;
       } | null = null;
       try {
-        const sent = ctx.repos.messages.getLatestByRecipient(conversation.username);
+        const sent = conversation.roomId
+          ? ctx.repos.messages.getByChatRoomId(conversation.roomId)
+            ?? ctx.repos.messages.getLatestByRecipient(conversation.username)
+          : ctx.repos.messages.getLatestByRecipient(conversation.username);
         if (sent && sent.postId) {
-          const url = sent.subreddit
+          const url = sent.postUrl ?? (sent.subreddit
             ? `https://www.reddit.com/r/${sent.subreddit}/comments/${sent.postId}/`
-            : `https://redd.it/${sent.postId}`;
+            : `https://redd.it/${sent.postId}`);
           triggeringPost = {
             id: sent.postId,
             subreddit: sent.subreddit,
             title: sent.postTitle,
             url,
+            imageUrl: sent.postImageUrl ?? null,
             sentAt: sent.sentAt,
           };
         }