Home Assistant Core restart just quits

Configuration
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If I click the button restart in server management HA just quits but never starts is this normal vor the Core version and is there anything I can do about this?

This is the last entry in Terminal:

  _cancel_all_tasks_with_timeout(loop, TASK_CANCELATION_TIMEOUT)
RuntimeWarning: Enable tracemalloc to get the object allocation traceback

System is macOS installed on venv.

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Thanks for that, I will search for a solution using launchd on macOS.