This guy sounds way too sneaky to me. My gut response is the same as hankster's. It doesn't sound to me like he has anything much going on . . . on any front of his life. You could probably go out on the street and pick out anyone at random and do better for yourself.

Ask yourself why you are setting the bar so low in what you expect of a man. To begin with he needs to man up and get a job and start supporting his child. I would advise you to stop trying to relate everything to this psych diagnosis or that. Basically, this guy is a loser, whatever else he might be.