The former NBA All-Star and current TNT Basketball Analyst had a rough 2008. A story broke in May 2008, that the Wynn Las Vegas was suing the “Round Mound of Rebounds” for $400,000 in unpaid gambling debts. His year got even worse in December, when Barkley was arrested for a DUI after partying with Steve Urkel himself, Jaleel White. Police reportedly found wine coolers and bear claws in the car. After years of building a reputation as an on-court enforcer and superstar, Barkley has started to look a bit lame.
Bailout Suggestion: A new cabinet position for the NBA Analyst and quote machine, Secretary of Keeping it Real.
4. Alex Rodriguez