This has such good bones, I really wanna see an expanded/updated version with the layout I've seen you bring before! It took me a couple read throughs (caveat: I've had one, singular, coffee so far today),
I love the use of Plot Armor and Pineapple Dessert but I think the standout for me is the Series Difficulty and song roll interactions, that's such a cool idea for how to wrap a series of games!