I think if you can afford it, try and pay the first couple of month's rent for a studio apt for Bradley, move him into it, and firmly tell him he stands or falls on his own. You can't help him any more financially and he will not be welcome back in your home if he doesn't keep up with his bills. That way you're not kicking a family member out in the street, you're doing what you can to set him up to succeed like the adult he is.