JeffG It sounds like the idea of a Playlist (to use Stage Traxx language) would need to be introduced, so that there is a pre-defined, sequential list of videos that can be worked through. Videos could then be re-used multiple times in a list, and irrespective of the Play Mode of a video or if SC engages a video with Background mode enabled, the 'next video' triggered would be the next one on the list.
I'd suggest fleshing out your requirements and then opening a new thread as a feature request for Stage Cue so others can up-vote if they would also want that feature, and Peter can review.