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Theory time w my beloved vn katb! + spoilers for bad ending
Pics for reference:
Let's start w the obvious "Crane Ichabod" being too similar to Jericho, or Crowe Ichabod, not only are the surnames the same but both names (nn for Crowe) start w "Cr" and end w "e"
To our second point the description can fit Crowe plus he is also an important figure in the school.
Very obvious point: both Crowe and Crane want to court someone and that someone has already an admirer
And after he supposedly proposed to his beloved, he was chased down and went missing. Now if my memory isn't failing me Crowe technically goes missing after we decide to kiss him on day 1 and that's how we achieve the bad ending in day 2
Also pumpkin symbolism further pointing at Sol since that's the nn he gave us and his love for horses makes sense
(This part ↓ I'm not too sure because I can't remember for the life of me if he gets his head cut off in the bad ending)
Note that his name is also "headless horseman" so maybe it's not that far fetched for me to say that he might behead his victims; and while I do also think him having his head cut off can be a clever way to think of French Revolution (associated then with another figure, Marie Antoinette), in this case it fits as well
Guys what if I told you Crowe is a Marauders fan