What you are doing is more than fair - you do not have to pay for his college education.

And you know what? If he hasn't met your criteria by the time school starts... welll... tough for him. Don't give him the money until he's done all of what you asked. If that means that he's broke and can't pay for his courses and has to back out for a year? Well, that's his own problem as he wasted all the time and not you.

He might rage and be hateful towards you and continue to think nothing is wrong ... and is likely only agreeing now because he's desperate for the money. So do NOT give him the money until he's got an actual diagnosis for whatever it is. If the psychiatrist decides he's just a jerk and nothing is wrong.. then so be it. But don't let up until it's at a point where either your son is going to WILLINGLY continue going, or where you know what you need/want to know. If you give him the cash any sooner and he will STOP going because he won't need to to get the money -he'll already have it.