I don't think he's that broke with all of the standup gigs he does unless he has a drug problem.
Actually that's probably it.
He probably just wants a bigger house or something.
Anyone ever hear of Metro Station? The older brothers of Miley Cyrus and Mitchel Musso are in the band along with my cousin's current boyfriend. http://www.youtube.com/watch?v=Hh1FcBJaNeI
God awful, aren't they?