Not saying this is a feature (and sorry it messed up for you), but boy I would love a feature like this!
After the flip restart from the top of the queue. The way I do it is... by adding more items in the queue than I think I'll need. I don't use the Scheduler and maybe if I did it would help.
And since I don't have total faith in the flip or auto-park, I check-in on the progress through the night (it's helped many times). Helps when your older and up many times during the night