Well, I think it will turn out Game of Thrones and Jill will be the MCs aunt, the MCs mom went against her parents wishes when she ran off to be with the MCs dad and then died in childbirth, Jill's sister obviously did something wrong and was pushed out of the family and then she died, which we don't know how. The house in the background being the same as the MCs mom's childhood home and now is Jill's parents home. If Bella ever meets Neil, she might put 2 and 2 together and realise the MC is Jill's nephew.Tbh: As a Jill fan, I understand everything you said; I also felt like Jill will be interesting this season because her mom clearly going to feel some type of way about the MC, Bianca relationship drama & I see problems with Jill wanting the MC to make some changes about himself or feel some of type of his DIK behavior. I don't see him making changes to better himself, but not changes that make different.
Like her being upset that you acted that way towards that catfish, and I etc. I still feel she's in love with the Idea of him as Chick but not the rest of him.
Season 1, 2 & 3 made it clear she's into that side of him, even if you reject her as DIK, MC points that they don't work together.
But then again timelines might not work depending on how old Jill actually is.
Not a spoiler, just my opinion.