I think I have a working prototype. Instead of working from the angle of loop size/length, I am instead quantizing the Trigger. By quantizing the playback trigger, I achieve the desired sound and can even run on a DiskPlayer.
I still have a small error related when chopping up the quarter note (<quarter) in that a return to >quarter may latch onto an off beat. Syncopation is not always desired. Although, related to what this post was asking for, I think I have my answer.