This was overall a really charming little game! The artstyle was rather unique, the jokes made me laugh, and I actually connected with Gregory on some sort of level! Each of the endings was rather unique (though #2 did take me a lot time to find, and a lot of disagreeing with Gregory) and the only real advice I have in terms of pacing is there seems to be a lot of "..."s and general filler dialogue in between CGs and gameplay - I don't know if this is something that Ren'py just does, but removing it would make certain segments (especially endings) flow a lot better!
I really enjoyed the game overall! Good job for completing the jam!