diff --git a/letta/errors.py b/letta/errors.py
index b057bc40..52db7c00 100644
--- a/letta/errors.py
+++ b/letta/errors.py
@@ -76,6 +76,10 @@ class LettaUserNotFoundError(LettaError):
     """Error raised when a user is not found."""
 
 
+class LettaUnexpectedStreamCancellationError(LettaError):
+    """Error raised when a streaming request is terminated unexpectedly."""
+
+
 class LLMError(LettaError):
     pass
 
diff --git a/letta/server/rest_api/streaming_response.py b/letta/server/rest_api/streaming_response.py
index a8d0f245..c8e48d2c 100644
--- a/letta/server/rest_api/streaming_response.py
+++ b/letta/server/rest_api/streaming_response.py
@@ -10,6 +10,7 @@ import anyio
 from fastapi.responses import StreamingResponse
 from starlette.types import Send
 
+from letta.errors import LettaUnexpectedStreamCancellationError
 from letta.log import get_logger
 from letta.schemas.enums import JobStatus
 from letta.schemas.letta_ping import LettaPing
@@ -288,33 +289,11 @@ class StreamingResponseWithStatusCode(StreamingResponse):
 
         # Handle client timeouts (should throw error to inform user)
         except asyncio.CancelledError as exc:
-            logger.warning("Stream was cancelled due to client timeout or unexpected disconnection")
+            logger.warning("Stream was terminated due to unexpected cancellation from server")
             # Handle unexpected cancellation with error
             more_body = False
-            error_resp = {"error": {"message": "Request was unexpectedly cancelled (likely due to client timeout or disconnection)"}}
-            error_event = f"event: error\ndata: {json.dumps(error_resp)}\n\n".encode(self.charset)
-            if not self.response_started:
-                await send(
-                    {
-                        "type": "http.response.start",
-                        "status": 408,  # Request Timeout
-                        "headers": self.raw_headers,
-                    }
-                )
-                raise
-            if self._client_connected:
-                try:
-                    await send(
-                        {
-                            "type": "http.response.body",
-                            "body": error_event,
-                            "more_body": more_body,
-                        }
-                    )
-                except anyio.ClosedResourceError:
-                    self._client_connected = False
             capture_sentry_exception(exc)
-            return
+            raise LettaUnexpectedStreamCancellationError("Stream was terminated due to unexpected cancellation from server")
 
         except Exception as exc:
             logger.exception("Unhandled Streaming Error")