Were things going well until you were helping him financially for school?
Some people (seen it out of men more often if their romantic partner is helping them financially) cannot handle gratitude without growing resentful or feeling the relationship turn into a parent/child vibe.
I'd cut the purse strings and let him stand on his own. Send him off to new girly. Go go go boy go see what its about. If his tune changes fast, take it as a sign for caution -he could just be feeling needy more than actually wanting to work it out.