I mean maybe on some of the "leave" "dead ends with story" that have been mentioned? Unless TD playing 4d chess there will be endings where you get out from the club and presumably have some semblance of a "good ending".I have the gut feeling that the Club could develop to be like Hotel California when it comes to leaving on some decision paths.
I think the "drama" of wanting to leave the club is going to be more focused on the Carnations than it being difficult for Edwin to leave. Chuck isn't going to "injure" him because he wants to leave the club, chucks knows it would be good (both connections and release) for Edwin to be at the club but he's not going to off the kid to keep his secret. August is on the fence but if Hana takes over (and decides to stay) I don't see why she would stop Edwin (if he wants to leave), Kathleen is the obvious sticking point she is "evil" and has a personal interest in Edwin. Chuck and August/hana would outvote her though and if Chuck caught Karhleen doing something to Edwin or Victoria IRL he would do something "not good to her health"