Alright. I got a bit more liberal with my use of the Trigger Once While True command, and un-nested the "On Item Set" like you recommended.
My goodness, thank you so much! It works!
You probably have some idea how much I was banging my head against surfaces trying to get this working. I am beyond appreciative. I also am deathly afraid to touch anything now in case I break it worse.
If I could give you something more than this thumbs up, I would.