Personally I don’t see how I Feel Pretty would be juxtaposed well with the Rumble, as the music is very different for both. I can’t see that syncing well, and I think it would detract from both sides.
As for Krupke, playing up the anger could be interesting, but the song is still written in a very comedic way so I don’t know how well it would truly work. And if it’s no played comedically, then I feel like having Cool there instead is more appropriate, as I find it better to have a dark song in a dark moment rather than changing a light song to make a dark moment.
“Somebody stop me before I sing again” - Bazzard