2. Charles Barkley
KNOWN FOR: Losing $10 million at casinos.
COMPLEX SAYS: Years ago Charles Barkley famously said, "I'm not a role model." Dude's play in the casinos has lived up to that quote, in an interview with ESPN, Barkley admitted to losing $10 million to gambling over the years including $2.5 million in six hours while playing blackjack. After being sued by the Wynn for $400,000 in unpaid gambling debts, Sir Charles vowed to ease up saying: "I've got to stop gambling...I am not going to gamble anymore. For right now, the next year or two, I'm not going to gamble." Two bills say he publicly roasts Bron Bron and the Heat again before the NBA lockout ends. We may be wrong, but we doubt it.