Survivor Series. He has a sneakily good record there.
Has to be Gargano vs. Ciampa. Other than that, Tito Santana vs. Rick Martel, though that might have just been switched due to scheduling issues.
Off the top of my head, Scott Hall, Roddy Piper, Santana (I'm likely alone on that one).
Cheer: Stephanie
Boo: Not Stephanie, who gives you what you want.
After Raw you're supposed to boo Charlotte and Rousey, but WWE may have set a new benchmark in screwing up what should be something as unscrewable as an elderly nun.
It's getting there, though I've been more confused/puzzled by others.