I've replayed the game in preparation for the next chapter. I always try to maximize content seen on a single playthrough, so I didn't push Chloe away because of FOMO, but as the game progressed (pre-hiatus) she grew more and more boring to the point where the dinner with John, Nichole, and Silvia occurs, I wished MC and Chloe had already broken up, thus wanting to agree with John about long-distance relationship not working.
Now with this recent playthrough, I considered letting Chloe go, but I'm not interested in ANY Beeman scenes, and worse: denying Chloe dates makes me miss out on Nichole corruption content. So I'm curious, to the players who dump Chloe, does John's behavior/dialogue change during the aforementioned dinner, or does it not matter?