diff --git a/litellm/proxy/client/cli/commands/auto_sign_in.py b/litellm/proxy/client/cli/commands/auto_sign_in.py
index 74aef486933..62afc561db7 100644
--- a/litellm/proxy/client/cli/commands/auto_sign_in.py
+++ b/litellm/proxy/client/cli/commands/auto_sign_in.py
@@ -5,6 +5,7 @@ import webbrowser
 from collections.abc import Callable, Mapping
 from contextlib import AbstractContextManager
 from dataclasses import dataclass
+from http import HTTPStatus
 from pathlib import Path
 from typing import Final, Literal, Protocol
 
@@ -27,6 +28,7 @@ class BrowserSignIn(Protocol):
 _TEXT_MODE_BROWSERS: Final = frozenset({"www-browser", "links", "elinks", "lynx", "w3m"})
 _SSH_SESSION_VARIABLES: Final = ("SSH_CONNECTION", "SSH_TTY")
 _DISPLAY_VARIABLES: Final = ("DISPLAY", "WAYLAND_DISPLAY")
+_SIGNED_IN_LOGIN_WITHOUT_KEY_ROW: Final = HTTPStatus.NOT_FOUND
 
 
 def _runs_in_ci(environ: Mapping[str, str]) -> bool:
@@ -164,7 +166,7 @@ def _proxy_accepts(base_url: str, api_key: str) -> bool:
         )
     except requests.RequestException:
         return False
-    return response.ok
+    return response.ok or response.status_code == _SIGNED_IN_LOGIN_WITHOUT_KEY_ROW
 
 
 def _sign_in_lock() -> FileLock:
diff --git a/tests/unit/proxy/client/cli/test_auto_sign_in.py b/tests/unit/proxy/client/cli/test_auto_sign_in.py
index c4ae588e78e..e37aac42390 100644
--- a/tests/unit/proxy/client/cli/test_auto_sign_in.py
+++ b/tests/unit/proxy/client/cli/test_auto_sign_in.py
@@ -453,14 +453,15 @@ def test_a_sibling_key_the_proxy_also_rejects_falls_through_to_one_sign_in(
     assert get_stored_api_key(BASE_URL, vault=vault) == SIGNED_IN_KEY
 
 
+@pytest.mark.parametrize("key_check_status", [200, 404], ids=["virtual_key", "browser_login_without_a_key_row"])
 def test_a_stored_login_the_proxy_accepts_but_a_command_refuses_reports_a_missing_role_without_a_browser(
-    requests_mock: Mocker, secret_vault_factory: type[FakeSecretVault]
+    requests_mock: Mocker, secret_vault_factory: type[FakeSecretVault], key_check_status: int
 ) -> None:
     vault: Final = secret_vault_factory()
     save_token(_classic_login("sk-member"), vault=vault)
     requests_mock.get(f"{BASE_URL}/v1/models", status_code=200, json={"data": []})
     route: Final = requests_mock.get(f"{BASE_URL}/credentials", status_code=401, json=REJECTED)
-    key_check: Final = _key_check(requests_mock, 200)
+    key_check: Final = _key_check(requests_mock, key_check_status)
     sign_in: Final = FakeBrowserSignIn(_credential())
     writes_before: Final = list(vault.writes)