Hi,
Similar issue here, happening inconsistently, which shows the configuration is not at fault here.
In my example it is a few steps within an object (Windows Save As window), it manages to attach then doesn't go to write path which is right after a wait.
When it happens nothing is logged, it is not in an infinite loop, it does not time out or anything. It stayed this way 30 minutes.
Closing the window manually 'unfreezes' the process and the next attempt is usually successful.
Since it stays on the same stage and nothing is logged it is very difficult to investigate what is going on here...