diff --git a/studio/frontend/src/features/chat/runtime-provider.tsx b/studio/frontend/src/features/chat/runtime-provider.tsx
index fbaa4400ed..360e081f0f 100644
--- a/studio/frontend/src/features/chat/runtime-provider.tsx
+++ b/studio/frontend/src/features/chat/runtime-provider.tsx
@@ -427,26 +427,32 @@ function extractTextParts(m: ThreadMessage | undefined): string {
 
 async function generateTitleWithModel(payload: {
   userText: string;
+  assistantText?: string;
 }): Promise<string | null> {
   const params = useChatRuntimeStore.getState().params;
   if (!params.checkpoint) return null;
 
   const user = clip(payload.userText, 256);
-  const parts: string[] = [user];
+  const assistant = clip(payload.assistantText ?? "", 384);
+  const parts: string[] = [`User: ${user}`];
+  if (assistant) {
+    parts.push(`Assistant: ${assistant}`);
+  }
 
   function normalizeTitle(raw: string): string | null {
     let title = raw.split(/\r?\n/, 1)[0] ?? "";
     title = title.replace(/^\s*title\s*:\s*/i, "");
     title = title.replace(/[^\x20-\x7E]+/g, " ");
     title = title.replace(/["'`]+/g, "");
-    title = title.replace(/[.!?:;,]+/g, " ");
-    title = title.replace(/\s+/g, " ").trim();
 
-    // Model echo fail-safe.
-    if (/\b(user|base|lora|assistant)\s*:/i.test(title)) {
+    // Echo fail-safe: reject leading role labels before punctuation strips the ":".
+    if (/^\s*(user|assistant|base|lora)\s*:/i.test(title)) {
       return null;
     }
 
+    title = title.replace(/[.!?:;,]+/g, " ");
+    title = title.replace(/\s+/g, " ").trim();
+
     const words = title.split(" ").filter(Boolean).slice(0, 6);
     const joined = words.join(" ").trim();
     if (!joined) return null;
@@ -468,7 +474,7 @@ async function generateTitleWithModel(payload: {
         {
           role: "system",
           content:
-            "Write 1 concise chat title for the user's message. Rules: 2-6 words, no quotes, no punctuation, ASCII only, do not echo input. Output title only.",
+            "Write 1 concise chat title summarizing the conversation topic, not the user's exact wording. Use the assistant reply as context when provided. Rules: 2-6 words, no quotes, no punctuation, ASCII only, do not echo input. Output title only.",
         },
         { role: "user", content: parts.join("\n") },
       ],
@@ -730,8 +736,15 @@ function createStudioDbAdapter(
         return streamTitle(thread.title);
       }
 
-      const firstUser = messages.find((m) => m.role === "user");
+      const firstUserIndex = messages.findIndex((m) => m.role === "user");
+      const firstUser =
+        firstUserIndex === -1 ? undefined : messages[firstUserIndex];
+      const firstAssistant =
+        firstUserIndex === -1
+          ? undefined
+          : messages.find((m, i) => m.role === "assistant" && i > firstUserIndex);
       const userText = extractTextParts(firstUser) || defaultTitle;
+      const assistantText = extractTextParts(firstAssistant);
 
       if (!autoTitle) {
         const title = fallbackTitleFromUserText(userText);
@@ -769,6 +782,7 @@ function createStudioDbAdapter(
         const title =
           (await generateTitleWithModel({
             userText,
+            assistantText,
           })) || fallbackTitleFromUserText(userText);
 
         await persistTitle(title);
diff --git a/tests/studio/test_chat_title_generation.py b/tests/studio/test_chat_title_generation.py
new file mode 100644
index 0000000000..4f82b4ec03
--- /dev/null
+++ b/tests/studio/test_chat_title_generation.py
@@ -0,0 +1,115 @@
+# SPDX-License-Identifier: AGPL-3.0-only
+# Copyright 2026-present the Unsloth AI Inc. team. All rights reserved.
+
+"""Regression checks for Studio chat title generation context."""
+
+from __future__ import annotations
+
+from pathlib import Path
+
+
+REPO = Path(__file__).resolve().parents[2]
+RUNTIME_TSX = REPO / "studio/frontend/src/features/chat/runtime-provider.tsx"
+
+
+def _source_until(src: str, anchor: str, end_anchor: str) -> str:
+    start = src.find(anchor)
+    assert start != -1, f"anchor {anchor!r} not found"
+    end = src.find(end_anchor, start)
+    assert end != -1, f"end anchor {end_anchor!r} not found"
+    return src[start:end]
+
+
+def _balanced_block(src: str, anchor: str) -> str:
+    # Brace-counting only; assumes no unbalanced braces in strings, regexes, or comments.
+    start = src.find(anchor)
+    assert start != -1, f"anchor {anchor!r} not found"
+    body_start = src.find("{", start)
+    assert body_start != -1, f"body opener after {anchor!r} not found"
+
+    depth = 0
+    for index in range(body_start, len(src)):
+        char = src[index]
+        if char == "{":
+            depth += 1
+        elif char == "}":
+            depth -= 1
+            if depth == 0:
+                return src[start : index + 1]
+    raise AssertionError(f"unbalanced block after {anchor!r}")
+
+
+def test_title_model_prompt_targets_conversation_topic():
+    block = _source_until(
+        RUNTIME_TSX.read_text(),
+        "async function generateTitleWithModel",
+        "\nconst inflightTitleByKey",
+    )
+
+    assert "conversation topic" in block
+    assert "not the user's exact wording" in block
+    assert "Use the assistant reply as context when provided" in block
+    assert "Rules: 2-6 words" in block
+
+
+def test_title_model_payload_includes_optional_assistant_reply():
+    block = _source_until(
+        RUNTIME_TSX.read_text(),
+        "async function generateTitleWithModel",
+        "\nconst inflightTitleByKey",
+    )
+
+    assert "assistantText?: string;" in block
+    assert 'const assistant = clip(payload.assistantText ?? "", 384);' in block
+    assert "const parts: string[] = [`User: ${user}`];" in block
+    assert "if (assistant)" in block
+    assert "parts.push(`Assistant: ${assistant}`);" in block
+    assert 'parts.join("\\n")' in block
+
+
+def test_generate_title_passes_first_assistant_reply_after_first_user():
+    block = _balanced_block(
+        RUNTIME_TSX.read_text(),
+        "async generateTitle(remoteId",
+    )
+
+    assert 'const firstUserIndex = messages.findIndex((m) => m.role === "user");' in block
+    assert '.find((m, i) => m.role === "assistant" && i > firstUserIndex)' in block
+    assert "const assistantText = extractTextParts(firstAssistant);" in block
+    assert "generateTitleWithModel({" in block
+    assert "userText," in block
+    assert "assistantText," in block
+
+
+def test_auto_title_disabled_uses_deterministic_user_text_fallback():
+    block = _balanced_block(
+        RUNTIME_TSX.read_text(),
+        "async generateTitle(remoteId",
+    )
+    auto_title_off = _balanced_block(block, "if (!autoTitle)")
+
+    assert "fallbackTitleFromUserText(userText)" in auto_title_off
+    assert "generateTitleWithModel" not in auto_title_off
+
+
+def test_model_failure_still_falls_back_to_user_text():
+    block = _balanced_block(
+        RUNTIME_TSX.read_text(),
+        "async generateTitle(remoteId",
+    )
+
+    assert "})) || fallbackTitleFromUserText(userText);" in block
+
+
+def test_title_normalizer_still_enforces_output_constraints():
+    block = _source_until(
+        RUNTIME_TSX.read_text(),
+        "async function generateTitleWithModel",
+        "\nconst inflightTitleByKey",
+    )
+
+    assert r'replace(/[^\x20-\x7E]+/g, " ")' in block
+    assert 'replace(/["\'`]+/g, "")' in block
+    assert 'replace(/[.!?:;,]+/g, " ")' in block
+    assert 'title.split(" ").filter(Boolean).slice(0, 6)' in block
+    assert "joined.length > 60" in block