Just some personal notes about theme and setup:
-The themesplit is way too difficult imo. With such a huge amount of thematic information (it's five books of lore, for god's sake), a themesplit shouldn't be that obscure. I actually considered the "survived Tartarus" themesplit, but dismissed it because Nico di Angelo also survives Tartarus. Making it "of the Seven" is kinda arbitrary.
-Setup was slightly scumsided, but I don't really think the night actions ended up affecting the final result much. Great job on Pie for designing a role madness setup without an incredible amount of swing - I know from experience that it's not easy.
-Most of the justifications made sense. The only one I still don't get is Rachel - how does that have to do with her determining alignment?
-Random thought: Switching around Reyna and Rachel for the roles might have worked better.
-I'm going to defend my ascetic claim. The idea of claiming ascetic thematically is to emphasize that I can't be protected, I can't be given items, etc. IMO, this fits well with Annabeth's decision to go to the quest alone.