diff --git a/litellm/proxy/common_utils/openai_error_payload.py b/litellm/proxy/common_utils/openai_error_payload.py
index 2d589871fea..89f735ee8b6 100644
--- a/litellm/proxy/common_utils/openai_error_payload.py
+++ b/litellm/proxy/common_utils/openai_error_payload.py
@@ -12,7 +12,6 @@ _OPENAI_ERROR_TYPE_BY_STATUS: Final[Mapping[int, str]] = MappingProxyType(
     {
         status.HTTP_401_UNAUTHORIZED: "authentication_error",
         status.HTTP_403_FORBIDDEN: "permission_error",
-        status.HTTP_408_REQUEST_TIMEOUT: "timeout_error",
         status.HTTP_429_TOO_MANY_REQUESTS: "rate_limit_error",
     }
 )
diff --git a/tests/test_litellm/proxy/common_utils/test_openai_error_payload.py b/tests/test_litellm/proxy/common_utils/test_openai_error_payload.py
index 3145be2d522..8b653ddfb71 100644
--- a/tests/test_litellm/proxy/common_utils/test_openai_error_payload.py
+++ b/tests/test_litellm/proxy/common_utils/test_openai_error_payload.py
@@ -18,7 +18,7 @@ from litellm.proxy.common_utils.openai_error_payload import (
         (401, "authentication_error"),
         (403, "permission_error"),
         (404, "invalid_request_error"),
-        (408, "timeout_error"),
+        (408, "invalid_request_error"),
         (422, "invalid_request_error"),
         (429, "rate_limit_error"),
         (499, "invalid_request_error"),
diff --git a/tests/test_litellm/proxy/openai_files_endpoint/test_files_endpoint.py b/tests/test_litellm/proxy/openai_files_endpoint/test_files_endpoint.py
index 132b53792b0..5f1e7e1fe0c 100644
--- a/tests/test_litellm/proxy/openai_files_endpoint/test_files_endpoint.py
+++ b/tests/test_litellm/proxy/openai_files_endpoint/test_files_endpoint.py
@@ -4773,3 +4773,49 @@ def test_get_file_content_reports_a_missing_managed_file_as_a_404(
 
     assert response.status_code == 404, response.text
     assert response.json() == _missing_managed_file_error(file_id)
+
+
+def _setup_managed_file_stored_in_an_unknown_storage_backend(
+    mocker: MockerFixture, monkeypatch: pytest.MonkeyPatch, llm_router: Router
+) -> None:
+    """Wire the content route to a managed file whose row names a storage backend the
+    factory does not know, which is the one in-route ProxyException on these routes."""
+    from types import SimpleNamespace
+
+    import litellm.proxy.proxy_server as ps
+    from litellm.llms.base_llm.files.transformation import BaseFileEndpoints
+    from litellm.proxy._types import LitellmUserRoles
+
+    proxy_logging_obj = setup_proxy_logging_object(monkeypatch, llm_router)
+    managed_files = mocker.MagicMock(spec=BaseFileEndpoints)
+    managed_files.prisma_client = mocker.MagicMock()
+    proxy_logging_obj.proxy_hook_mapping["managed_files"] = managed_files
+    repository = mocker.MagicMock()
+    repository.table.find_first = mocker.AsyncMock(
+        return_value=SimpleNamespace(storage_backend="ftp", storage_url="ftp://bucket/file")
+    )
+    monkeypatch.setattr(
+        "litellm.proxy.openai_files_endpoints.files_endpoints.ManagedFileRepository", lambda _prisma: repository
+    )
+    monkeypatch.setattr("litellm.proxy.proxy_server.llm_router", llm_router)
+
+    app.dependency_overrides[ps.user_api_key_auth] = lambda: UserAPIKeyAuth(
+        api_key="test-key",
+        user_role=LitellmUserRoles.INTERNAL_USER,
+        user_id="test-user",
+    )
+
+
+def test_get_file_content_keeps_the_status_of_a_rejection_raised_inside_the_route(
+    mocker: MockerFixture, monkeypatch: pytest.MonkeyPatch, llm_router: Router
+):
+    """A ProxyException raised inside the route carries its status as the string ``code``,
+    and the tail used to rebuild it as a 500 because it only read ``status_code``."""
+    _setup_managed_file_stored_in_an_unknown_storage_backend(mocker, monkeypatch, llm_router)
+
+    response = _call_managed_file_route("GET", f"/v1/files/{_unified_managed_file_id()}/content")
+
+    assert response.status_code == 400, response.text
+    error = response.json()["error"]
+    assert error["message"].startswith("Storage backend error")
+    assert (error["type"], error["param"], error["code"]) == ("invalid_request_error", "file_id", "400")
diff --git a/tests/test_litellm/proxy/realtime_endpoints/test_realtime_webrtc_endpoints.py b/tests/test_litellm/proxy/realtime_endpoints/test_realtime_webrtc_endpoints.py
index 8cc5994dc81..7436cf84fec 100644
--- a/tests/test_litellm/proxy/realtime_endpoints/test_realtime_webrtc_endpoints.py
+++ b/tests/test_litellm/proxy/realtime_endpoints/test_realtime_webrtc_endpoints.py
@@ -1241,3 +1241,38 @@ def test_realtime_calls_upstream_rejection_answers_an_openai_typed_error(
 
     assert response.status_code == 404
     assert (response.json()["error"]["type"], response.json()["error"]["param"]) == ("invalid_request_error", None)
+
+
+def test_transcription_sessions_rejection_answers_an_openai_typed_error(
+    proxy_app: FastAPI,
+    mock_add_litellm_data: Callable[..., Awaitable[object]],
+    mock_pre_call_hook: Callable[..., Awaitable[object]],
+    monkeypatch: pytest.MonkeyPatch,
+):
+    """A model the router cannot serve surfaces as a bare HTTPException, which this tail
+    used to relabel with the literal string "None" for both type and param."""
+
+    async def failing_route_request(*args: object, **kwargs: object) -> None:
+        raise HTTPException(
+            status_code=400,
+            detail={"error": "realtime: Invalid model name passed in model=no-such-transcribe"},
+        )
+
+    proxy_logging = MagicMock()
+    proxy_logging.pre_call_hook = AsyncMock(side_effect=mock_pre_call_hook)
+    proxy_logging.post_call_failure_hook = AsyncMock()
+    monkeypatch.setattr("litellm.proxy.proxy_server.route_request", failing_route_request)
+    monkeypatch.setattr("litellm.proxy.proxy_server.add_litellm_data_to_request", mock_add_litellm_data)
+    monkeypatch.setattr("litellm.proxy.proxy_server.proxy_logging_obj", proxy_logging)
+    proxy_app.dependency_overrides[user_api_key_auth] = lambda: UserAPIKeyAuth(user_id="test-user")
+    try:
+        response = TestClient(proxy_app, raise_server_exceptions=False).post(
+            "/v1/realtime/transcription_sessions",
+            headers={"Authorization": "Bearer sk-test-master-key"},
+            json={"input_audio_transcription": {"model": "no-such-transcribe"}},
+        )
+    finally:
+        proxy_app.dependency_overrides.pop(user_api_key_auth, None)
+
+    assert response.status_code == 400
+    assert (response.json()["error"]["type"], response.json()["error"]["param"]) == ("invalid_request_error", None)
diff --git a/tests/test_litellm/proxy/test_common_request_processing.py b/tests/test_litellm/proxy/test_common_request_processing.py
index bfae42f64f1..be666607823 100644
--- a/tests/test_litellm/proxy/test_common_request_processing.py
+++ b/tests/test_litellm/proxy/test_common_request_processing.py
@@ -2202,6 +2202,19 @@ class TestGuardrailBlockErrorPayloadNeverStringifiesNone:
         assert frame["error"]["param"] is None
         assert frame["error"]["code"] == "400"
 
+    def test_a_streaming_frame_keeps_the_status_a_proxy_exception_was_raised_with(self):
+        """ProxyException stores its status as the string ``code``, so a 429 raised before the
+        first chunk used to reach the SSE frame as a 500."""
+        from litellm.proxy._types import ProxyException
+        from litellm.proxy.common_request_processing import sse_error_payload
+
+        error_status, error_obj = sse_error_payload(
+            ProxyException(message="Rate limit reached", type="rate_limit_error", param=None, code=429)
+        )
+
+        assert error_status == 429
+        assert (error_obj["type"], error_obj["code"]) == ("rate_limit_error", "429")
+
     @pytest.mark.parametrize(
         "status_code, expected_type",
         [