Josy would help Maya because they are in a relationship, although I've posed the question before, why are they in a relationship, what does Josy see in maya...
The mc would help Maya because she helped him when he was fucked and had nowhere to stay, of course if Maya didn't help him, Derek would have anyway.
But Maya did help him, so if I was the mc, I'd help Maya out too. But I wouldn't pay for her tuition, just give her some advice and moral support to follow it through. In the end, that's pretty much all the mc is doing anyway.
Sage is going out on a limb, and I can't see her parents actually forking out the cash to assist Maya, but they too, once they've heard the story, could give legal advice, or set her up with a pro bono lawyer (nobody needs to be out of pocket here).
She's just naïve, like I don't know how many girls her age would be. She really just needs some sound advice.