Hey Matthew,
Toad provides a wrapper around the Windows Task API to help easily schedule Toad automation tasks, so all functions are passed straight to the Task Scheduler API. If you keep getting locked out, I suspect there might be a task that still has reference to an old password; in which case I'd recommend checking and/or updating your tasks in Windows Task Manager.
If you're having a different issue, please feel free to let us know.
-John