diff --git a/tests/test_cli.py b/tests/test_cli.py
index 4cbe7daba..a5a39dce2 100644
--- a/tests/test_cli.py
+++ b/tests/test_cli.py
@@ -219,3 +219,33 @@ def test_reset_env(
         "DELETE",
         "http://localhost:8000/environment",
     )
+
+
+@pytest.mark.handler
+@patch("blueapi.service.handler.Handler")
+@patch("requests.request")
+def test_reset_env2(
+    mock_requests: Mock,
+    mock_handler: Mock,
+    handler: Handler,
+    client: TestClient,
+    runner: CliRunner,
+):
+    # Mock the sleep function to avoid actual delays in the test
+    with patch("time.sleep", return_value=None):
+        with patch("uvicorn.run", side_effect=None):
+            result = runner.invoke(main, ["serve"])
+
+        assert result.exit_code == 0
+
+        mock_requests.return_value = Mock()
+
+        # Invoke the CLI command that would trigger the environment initialization check
+        runner.invoke(main, ["controller", "env", "-r"])
+
+        # Check if the DELETE request was made correctly
+        assert mock_requests.call_args[0] == (
+            "DELETE",
+            "http://localhost:8000/environment",
+        )
+