Interesting question.
I think Josy doesn't handle adversity very well, neither does Maya to an extent, but when Josy felt like things were over with her and Maya and that she wouldn't get into B&R, it was like her whole world was falling apart and she couldn't see herself ever being happy in her current situation and was contemplating packing up stakes and moving to the other side of the country. Contrast that wth Maya who was equally upset about the relationship, but didn't completely collapse into a ball of despair and seems determined to actually make the best of a bad situation.
So, I suppose I'd like to see Josy settle down a little more and not act like the sky is falling everytime something doesn't work out the way she thought it would. In this regard, being in a relationship with the MC could help with that because he seems much more chilled about things like that and she could really learn a thing or two about how to cope with things when times get tough.
As for her situation, it's fairly OK for her now after she's settled things with her Dad and got her tuition money, now it's just about helping Maya out. Josy seems to have sort of plan that I suspect involves her not using the tuition money and both of them going for the free tuition. Why? Because leaving her tuition money untouched in the bank would be a good investment for later (after graduation) in order to get away from Maya's Dad for good and start a new life somewhere else. But what happens once they find out what the "free tuition" involves is anybody's guess and difficult to say at the moment, but they will probably involve the MC in some way to help them.
Nah, Quinn's wiley. She'll bring her back into the fold.