Hi Rob,
The only pattern I have discerned is that Roon:
- does not skip streamed tracks when playing roon radio;
- does not skip the first streamed track selected;
- does not start roon radio if it stops playing a streamed album, as opposed to skipping to the next track.
But it is all pretty rubbish and the lack of a pinned status update from roon @support on the issue is a bit depressing at this point.