Oooh, that kind of type....just dump him, don't waste your time on him. His wife probably will dump him too after not too long.
Sorry to say this but it sounds like there is a pinch of bitterness there. There will always be people who get through life easily, whether from innate ability or social connections. You wouldn't be making these posts if you didn't want to be a friend and help him. If you guys are still friends you should be able to tell him he is being a meat head and a braggart.
