There are two requirements for the office job path: be friendly with Ryan (good/blue dialogue option in the gym scene) and have at least 2 (out of 3 possible, I think) job points. You get 1 at the start of the interview if Ash was friendly with him, then 1 for not dropping from the university and another one for working in the bookstore.
So basically all that office job path is for the good girl playthrough, because you can't be friendly with Ryan at the gym if you're either thug/part of the gang Ash or simply sexy/bad girl Ash.