diff --git a/routes/chat_routes.py b/routes/chat_routes.py
index b081d5f1c..4e6ebad1c 100644
--- a/routes/chat_routes.py
+++ b/routes/chat_routes.py
@@ -1970,12 +1970,15 @@ def setup_chat_routes(
             raise HTTPException(400, "session_id, original_text, and instruction are required")
 
         _verify_session_owner(request, session_id)
+        owner = effective_user(request)
 
         try:
             sess = session_manager.get_session(session_id)
         except (KeyError, SessionNotFoundError):
             raise HTTPException(404, "Session not found")
 
+        resolve_session_auth(sess, session_id, owner=owner)
+
         messages = [
             {"role": "system", "content": (
                 "You are rewriting a previous response. Follow the instruction exactly. "
diff --git a/tests/test_rewrite_auth_refresh.py b/tests/test_rewrite_auth_refresh.py
new file mode 100644
index 000000000..e6401767e
--- /dev/null
+++ b/tests/test_rewrite_auth_refresh.py
@@ -0,0 +1,80 @@
+"""ChatGPT Subscription rewrites must resolve fresh request-local auth."""
+
+import json
+from types import SimpleNamespace
+
+import pytest
+from starlette.requests import Request
+
+import routes.chat_routes as chat_routes
+
+
+def _json_request(payload):
+    body = json.dumps(payload).encode("utf-8")
+
+    async def receive():
+        return {"type": "http.request", "body": body, "more_body": False}
+
+    return Request(
+        {
+            "type": "http",
+            "method": "POST",
+            "path": "/api/rewrite",
+            "headers": [],
+            "query_string": b"",
+        },
+        receive,
+    )
+
+
+@pytest.mark.asyncio
+async def test_chatgpt_rewrite_resolves_auth_before_starting_model_stream(monkeypatch):
+    session = SimpleNamespace(
+        endpoint_url="https://chatgpt.com/backend-api/codex/responses",
+        model="gpt-5.4",
+        headers={"Authorization": "Bearer expired"},
+        history=[],
+    )
+    session_manager = SimpleNamespace(
+        get_session=lambda session_id: session,
+    )
+    calls = []
+
+    def refresh_auth(sess, session_id, owner=None):
+        calls.append(("refresh_auth", session_id, owner))
+        sess.headers = {"Authorization": "Bearer refreshed"}
+
+    async def fake_stream(endpoint_url, model, messages, headers=None, **kwargs):
+        calls.append(("stream_llm", headers))
+        yield 'data: {"delta": "Shortened response"}\n\n'
+
+    monkeypatch.setattr(chat_routes, "_verify_session_owner", lambda request, session_id: None)
+    monkeypatch.setattr(chat_routes, "effective_user", lambda request: "alice")
+    monkeypatch.setattr(chat_routes, "resolve_session_auth", refresh_auth)
+    monkeypatch.setattr(chat_routes, "stream_llm", fake_stream)
+
+    router = chat_routes.setup_chat_routes(
+        session_manager,
+        chat_handler=None,
+        chat_processor=None,
+        memory_manager=None,
+        research_handler=None,
+        upload_handler=None,
+    )
+    endpoint = next(
+        route.endpoint for route in router.routes if route.path == "/api/rewrite"
+    )
+    response = await endpoint(
+        _json_request({
+            "session_id": "session-1",
+            "original_text": "A response that should be shorter.",
+            "instruction": "Make it shorter.",
+        })
+    )
+    chunks = [chunk async for chunk in response.body_iterator]
+
+    assert calls == [
+        ("refresh_auth", "session-1", "alice"),
+        ("stream_llm", {"Authorization": "Bearer refreshed"}),
+    ]
+    assert "Shortened response" in "".join(chunks)