Order conversations by recency and auto-name from first message

Conversations are now returned sorted by most recently updated first.
New conversations are named using the first 100 characters of the
user's initial message instead of a username+timestamp placeholder.

Co-Authored-By: Claude Opus 4.6 <noreply@anthropic.com>

Makefile

@@ -1,8 +1,11 @@
-.PHONY: deploy build up down restart logs migrate migrate-new frontend test
+.PHONY: deploy redeploy build up down restart logs migrate migrate-new frontend test
 
 # Build and deploy
 deploy: build up
 
+redeploy:
+	git pull && $(MAKE) down && $(MAKE) up
+
 build:
 	docker compose build raggr
 

app.py

@@ -1,5 +1,6 @@
 import logging
 import os
+from datetime import timedelta
 
 from dotenv import load_dotenv
 from quart import Quart, jsonify, render_template, request, send_from_directory
@@ -38,6 +39,8 @@ app = Quart(
 )
 
 app.config["JWT_SECRET_KEY"] = os.getenv("JWT_SECRET_KEY", "SECRET_KEY")
+app.config["JWT_ACCESS_TOKEN_EXPIRES"] = timedelta(hours=1)
+app.config["JWT_REFRESH_TOKEN_EXPIRES"] = timedelta(days=30)
 app.config["MAX_CONTENT_LENGTH"] = 10 * 1024 * 1024  # 10 MB upload limit
 jwt = JWTManager(app)
 

blueprints/conversation/__init__.py

@@ -3,7 +3,7 @@ import json
 import logging
 import uuid
 
-from quart import Blueprint, Response, jsonify, make_response, request
+from quart import Blueprint, jsonify, make_response, request
 from quart_jwt_extended import (
     get_jwt_identity,
     jwt_refresh_token_required,
@@ -12,6 +12,7 @@ from quart_jwt_extended import (
 import blueprints.users.models
 from utils.image_process import analyze_user_image
 from utils.image_upload import ImageValidationError, process_image
+from utils.s3_client import generate_presigned_url as s3_presigned_url
 from utils.s3_client import get_image as s3_get_image
 from utils.s3_client import upload_image as s3_upload_image
 
@@ -122,27 +123,14 @@ async def upload_image():
 
     await s3_upload_image(processed_bytes, key, output_content_type)
 
-    return jsonify(
-        {
-            "image_key": key,
-            "image_url": f"/api/conversation/image/{key}",
-        }
-    )
+    return jsonify({"image_key": key})
 
 
 @conversation_blueprint.get("/image/<path:image_key>")
 @jwt_refresh_token_required
 async def serve_image(image_key: str):
-    try:
-        image_bytes, content_type = await s3_get_image(image_key)
-    except Exception:
-        return jsonify({"error": "Image not found"}), 404
-
-    return Response(
-        image_bytes,
-        content_type=content_type,
-        headers={"Cache-Control": "private, max-age=3600"},
-    )
+    url = await s3_presigned_url(image_key)
+    return jsonify({"url": url})
 
 
 @conversation_blueprint.post("/stream-query")
@@ -287,7 +275,7 @@ async def create_conversation():
 async def get_all_conversations():
     user_uuid = get_jwt_identity()
     user = await blueprints.users.models.User.get(id=user_uuid)
-    conversations = Conversation.filter(user=user)
+    conversations = Conversation.filter(user=user).order_by("-updated_at")
     serialized_conversations = await PydListConversation.from_queryset(conversations)
 
     return jsonify(serialized_conversations.model_dump())

blueprints/conversation/logic.py

@@ -19,6 +19,12 @@ async def add_message_to_conversation(
     image_key: str | None = None,
 ) -> ConversationMessage:
     print(conversation, message, speaker)
+
+    # Name the conversation after the first user message
+    if speaker == "user" and not await conversation.messages.all().exists():
+        conversation.name = message[:100]
+        await conversation.save()
+
     message = await ConversationMessage.create(
         text=message,
         speaker=speaker,

blueprints/users/oidc_service.py

@@ -35,7 +35,7 @@ class OIDCUserService:
                 claims.get("preferred_username") or claims.get("name") or user.username
             )
             # Update LDAP groups from claims
-            user.ldap_groups = claims.get("groups", [])
+            user.ldap_groups = claims.get("groups") or []
             await user.save()
             return user
 
@@ -48,7 +48,7 @@ class OIDCUserService:
                 user.oidc_subject = oidc_subject
                 user.auth_provider = "oidc"
                 user.password = None  # Clear password
-                user.ldap_groups = claims.get("groups", [])
+                user.ldap_groups = claims.get("groups") or []
                 await user.save()
                 return user
 
@@ -61,7 +61,7 @@ class OIDCUserService:
         )
 
         # Extract LDAP groups from claims
-        groups = claims.get("groups", [])
+        groups = claims.get("groups") or []
 
         user = await User.create(
             id=uuid4(),

raggr-frontend/src/api/conversationService.ts

@@ -125,7 +125,7 @@ class ConversationService {
   async uploadImage(
     file: File,
     conversationId: string,
-  ): Promise<{ image_key: string; image_url: string }> {
+  ): Promise<{ image_key: string }> {
     const formData = new FormData();
     formData.append("file", file);
     formData.append("conversation_id", conversationId);
@@ -147,8 +147,15 @@ class ConversationService {
     return await response.json();
   }
 
-  getImageUrl(imageKey: string): string {
-    return `/api/conversation/image/${imageKey}`;
+  async getPresignedImageUrl(imageKey: string): Promise<string> {
+    const response = await userService.fetchWithRefreshToken(
+      `${this.conversationBaseUrl}/image/${imageKey}`,
+    );
+    if (!response.ok) {
+      throw new Error("Failed to get image URL");
+    }
+    const data = await response.json();
+    return data.url;
   }
 
   async streamQuery(

raggr-frontend/src/components/ChatScreen.tsx

@@ -1,4 +1,4 @@
-import { useEffect, useState, useRef } from "react";
+import { useCallback, useEffect, useState, useRef } from "react";
 import { LogOut, Shield, PanelLeftClose, PanelLeftOpen, Menu, X } from "lucide-react";
 import { conversationService } from "../api/conversationService";
 import { userService } from "../api/userService";
@@ -63,9 +63,13 @@ export const ChatScreen = ({ setAuthenticated }: ChatScreenProps) => {
   const abortControllerRef = useRef<AbortController | null>(null);
   const simbaAnswers = ["meow.", "hiss...", "purrrrrr", "yowOWROWWowowr"];
 
-  const scrollToBottom = () => {
-    messagesEndRef.current?.scrollIntoView({ behavior: "smooth" });
-  };
+  const scrollToBottom = useCallback(() => {
+    requestAnimationFrame(() => {
+      messagesEndRef.current?.scrollIntoView({
+        behavior: isLoading ? "instant" : "smooth",
+      });
+    });
+  }, [isLoading]);
 
   useEffect(() => {
     isMountedRef.current = true;
@@ -130,7 +134,7 @@ export const ChatScreen = ({ setAuthenticated }: ChatScreenProps) => {
     load();
   }, [selectedConversation?.id]);
 
-  const handleQuestionSubmit = async () => {
+  const handleQuestionSubmit = useCallback(async () => {
     if ((!query.trim() && !pendingImage) || isLoading) return;
 
     let activeConversation = selectedConversation;
@@ -214,19 +218,22 @@ export const ChatScreen = ({ setAuthenticated }: ChatScreenProps) => {
       if (isMountedRef.current) setIsLoading(false);
       abortControllerRef.current = null;
     }
-  };
+  }, [query, pendingImage, isLoading, selectedConversation, simbaMode, messages, setAuthenticated]);
 
-  const handleQueryChange = (event: React.ChangeEvent<HTMLTextAreaElement>) => {
+  const handleQueryChange = useCallback((event: React.ChangeEvent<HTMLTextAreaElement>) => {
     setQuery(event.target.value);
-  };
+  }, []);
 
-  const handleKeyDown = (event: React.ChangeEvent<HTMLTextAreaElement>) => {
+  const handleKeyDown = useCallback((event: React.ChangeEvent<HTMLTextAreaElement>) => {
     const kev = event as unknown as React.KeyboardEvent<HTMLTextAreaElement>;
     if (kev.key === "Enter" && !kev.shiftKey) {
       kev.preventDefault();
       handleQuestionSubmit();
     }
-  };
+  }, [handleQuestionSubmit]);
+
+  const handleImageSelect = useCallback((file: File) => setPendingImage(file), []);
+  const handleClearImage = useCallback(() => setPendingImage(null), []);
 
   const handleLogout = () => {
     localStorage.removeItem("access_token");
@@ -380,8 +387,8 @@ export const ChatScreen = ({ setAuthenticated }: ChatScreenProps) => {
                 setSimbaMode={setSimbaMode}
                 isLoading={isLoading}
                 pendingImage={pendingImage}
-                onImageSelect={(file) => setPendingImage(file)}
-                onClearImage={() => setPendingImage(null)}
+                onImageSelect={handleImageSelect}
+                onClearImage={handleClearImage}
               />
             </div>
           </div>
@@ -416,7 +423,7 @@ export const ChatScreen = ({ setAuthenticated }: ChatScreenProps) => {
               </div>
             </div>
 
-            <footer className="border-t border-sand-light/40 bg-cream/80 backdrop-blur-sm">
+            <footer className="border-t border-sand-light/40 bg-cream">
               <div className="max-w-2xl mx-auto px-4 py-3">
                 <MessageInput
                   query={query}
@@ -425,6 +432,9 @@ export const ChatScreen = ({ setAuthenticated }: ChatScreenProps) => {
                   handleQuestionSubmit={handleQuestionSubmit}
                   setSimbaMode={setSimbaMode}
                   isLoading={isLoading}
+                  pendingImage={pendingImage}
+                  onImageSelect={(file) => setPendingImage(file)}
+                  onClearImage={() => setPendingImage(null)}
                 />
               </div>
             </footer>

raggr-frontend/src/components/MessageInput.tsx

@@ -1,4 +1,4 @@
-import { useRef, useState } from "react";
+import React, { useEffect, useMemo, useRef, useState } from "react";
 import { ArrowUp, ImagePlus, X } from "lucide-react";
 import { cn } from "../lib/utils";
 import { Textarea } from "./ui/textarea";
@@ -15,7 +15,7 @@ type MessageInputProps = {
   onClearImage: () => void;
 };
 
-export const MessageInput = ({
+export const MessageInput = React.memo(({
   query,
   handleKeyDown,
   handleQueryChange,
@@ -29,6 +29,18 @@ export const MessageInput = ({
   const [simbaMode, setLocalSimbaMode] = useState(false);
   const fileInputRef = useRef<HTMLInputElement>(null);
 
+  // Create blob URL once per file, revoke on cleanup
+  const previewUrl = useMemo(
+    () => (pendingImage ? URL.createObjectURL(pendingImage) : null),
+    [pendingImage],
+  );
+
+  useEffect(() => {
+    return () => {
+      if (previewUrl) URL.revokeObjectURL(previewUrl);
+    };
+  }, [previewUrl]);
+
   const toggleSimbaMode = () => {
     const next = !simbaMode;
     setLocalSimbaMode(next);
@@ -59,7 +71,7 @@ export const MessageInput = ({
         <div className="px-3 pt-3">
           <div className="relative inline-block">
             <img
-              src={URL.createObjectURL(pendingImage)}
+              src={previewUrl!}
               alt="Pending upload"
               className="h-20 rounded-lg object-cover border border-sand"
             />
@@ -145,4 +157,4 @@ export const MessageInput = ({
       </div>
     </div>
   );
-};
+});

raggr-frontend/src/components/QuestionBubble.tsx

@@ -1,3 +1,4 @@
+import { useEffect, useState } from "react";
 import { cn } from "../lib/utils";
 import { conversationService } from "../api/conversationService";
 
@@ -7,6 +8,20 @@ type QuestionBubbleProps = {
 };
 
 export const QuestionBubble = ({ text, image_key }: QuestionBubbleProps) => {
+  const [imageUrl, setImageUrl] = useState<string | null>(null);
+  const [imageError, setImageError] = useState(false);
+
+  useEffect(() => {
+    if (!image_key) return;
+    conversationService
+      .getPresignedImageUrl(image_key)
+      .then(setImageUrl)
+      .catch((err) => {
+        console.error("Failed to load image:", err);
+        setImageError(true);
+      });
+  }, [image_key]);
+
   return (
     <div className="flex justify-end message-enter">
       <div
@@ -17,9 +32,15 @@ export const QuestionBubble = ({ text, image_key }: QuestionBubbleProps) => {
           "shadow-sm shadow-leaf/10",
         )}
       >
-        {image_key && (
+        {imageError && (
+          <div className="flex items-center gap-2 text-xs text-charcoal/50 bg-charcoal/5 rounded-xl px-3 py-2 mb-2">
+            <span>🖼️</span>
+            <span>Image failed to load</span>
+          </div>
+        )}
+        {imageUrl && (
           <img
-            src={conversationService.getImageUrl(image_key)}
+            src={imageUrl}
             alt="Uploaded image"
             className="max-w-full rounded-xl mb-2"
           />

utils/s3_client.py

@@ -47,6 +47,16 @@ async def get_image(key: str) -> tuple[bytes, str]:
     return body, content_type
 
 
+async def generate_presigned_url(key: str, expires_in: int = 3600) -> str:
+    async with _get_client() as client:
+        url = await client.generate_presigned_url(
+            "get_object",
+            Params={"Bucket": S3_BUCKET_NAME, "Key": key},
+            ExpiresIn=expires_in,
+        )
+    return url
+
+
 async def delete_image(key: str) -> None:
     async with _get_client() as client:
         await client.delete_object(Bucket=S3_BUCKET_NAME, Key=key)