The game should only cover the first year, the MC has to establish himself in that first year, and in the end DPC only needs to show B&R with the MC as leader of the best frat, his position on campus, his popularity, the relationship with the girl who he chose...
You guys have been mentioning Lily a lot in the last few pages, she, for example, is someone we see mature, she has her frat's leadership position as a target, she is working to make use of her popularity, and she is a freshman, just like us, I think we can even predict the same for Caleb, MC, Lily and Caleb are equivalent, each taking leadership positions in their frats.
The MC is already in charge of planning the parties, and is the "treasurer" of the frat, he is already one of the leaders, but it is still not enough for a protagonist.
Regarding doubts, the DIK's will doubt each other, not just the MC, but they won't doubt forever, at some point they will solve this mystery, and it will probably be the MC who will unravel the mystery, he has to deserve the position of leadership, someone is going to have to keep the DIK's together in this ordeal, just like it was when the mansion was destroyed.
As for the flashbacks, I don't think it's something serious, like, for example, a way for the DPC to give the answers to the mysteries, that's not interesting.
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