I know that people become disconnected and seperate as friends, but it seems as if the only reason you don't like him is because you think he's a loser.

Would your opinion of him change if he moved out of his parents, was in/finished college, and had a better job?

Whenever I meet people like this, I have a tendency to try to help them out by motivating them to better themselves. I'm not saying that you should do this or anything, but you did spend quite some time with this person.

Maybe I'm too nice of a guy... And maybe this guy has a horrible personality. If that's the case, I usually don't bother. (They are drawing dead/thin anyway.)