I’m having the same exact issue. Just got back from vacation, updated to latest Roon 2.0.20.
Random unexplained stops in music playback and loss of all endpoints and remotes. I have observed this three times now on Friday 08/18, did not take note of the time. Again on Saturday 08/19, I decided to restarted MacMini and Roon core.
And again, Today 08/20 @ 12:14 EDT Canada. Music stops in mid-play, and remote can’t locate core.
Thanks.