Please read and give input: Where is my social life going? When will I settle down with a good looking woman?

You should try to see his side, the same way you thinking he saw you and did not say hi. He could also be thinking the same thing, he saw me and did not say hi. If you really want someone like a girlfriend, why don't you start somewhere. It sounds like you want things, but you are not going after them. For example, you want to start dating , why don't you sign up online like a match.com kind of thing. I don't really know much about dating sites, but that should start you off. You see a girl that you like in the supermarket, go up to her and ask her out. She may say yes or no, but don't take it personally if she says no. Life is about trying, don't stand on the sideline and say "look at all of the players they seem to be having fun" get in the game and get a little dirt on you. Put yourself out there. You say you have guy friends from football etc. You say clubbing is not your thing, why don't you invite your guys friend for a card game, pool, that sorta of things. Make plans, do what makes you happy. As far as the money situation, $5000 doesn't sound to bad. Maybe, you should look into the career you are in and see if you could find yourself something that could make you a little bit more money.