The answer might not be a particularly popular one, but it's just too much work.
Hypothetically, you tell Jill to piss off, you don't want her in your save whatsoever. DPC would have to then consider any "shared" events involving Jill, in recent memory, The Halloween party, Sage's room and library when discussing Maya's loan, the BBQ, Bella's panty party, and so on, would all require alternate scripts, code and renders, then DPC would have to do that whole process for every MG, Halloween party without Sage, Bella's panty party without the throuple, what happens if you tell Bella to piss off etc. Why would Bella side with you over Jill in this case, so there's another branch that'd need alternate scripts, code, renders.
Exploring the whole telling Jill to piss off concept, hypothetically we're on Sage's path because its the one i know best. In Episode 11, Sage and Jill bond and spend time together, whether on screen or off it, them getting their nails done is a canon event. Why wouldn't Jill ask Sage why you don't want anything to do with her, would they even be in that situation if they didn't bond at the Halloween party over hating Tyballs or would Sage still irrationally dislike Jill for a misconception in her head?
The length of time taken on these updates comes down to one word, branching. This would make it a million times worse. There's a reason that since Season 3 all of the paths are converging, because its easier to produce 15 renders of Sage hugging Tremolo, 25 of Josy/Maya, then whole other exclusive scenes. I feel like DPC had a major issue in Episode 10 with 4 MG paths, 6/7 side girl paths, then other branches such as Cathy or feelings for Maya/Josy, and it's only getting worse in Episode 11 with Zoey, and theres question marks around Sally/Cinderella, and even Sarah/Mel are shown to be a lot more intimate than previous
I do agree on stuff like Zoey being forced on the player is annoying, and I don't disagree that the start of the game is very hamfisted with Jill's path, and to an extent Maya's, I don't mind the MC having a crush or whatever at the start of the game on Josy because the VN starts at that one specific point. There could always be more player urgency in VNs, it'd be nice to break off a path when you want, but again, branching.