48. Charles Barkley
A few years ago, the website blacksportsline.com listed the "50 Funniest Barkley Quotes." Try imagining a similar tribute to Howie Long or Greg Anthony or any other TV sports commentator and you'll understand the one-of-a-kind appeal of Sir Charles. The Hall of Fame NBA power forward turned studio analyst has made TNT's Emmy-winning Inside the NBA the most entertaining sports show ever. Barkley is a master of the one-liner (he once said of an overweight player, "You can't even jump high enough to touch the rim, unless they put a Big Mac on it"). But some of his best moments go beyond hoops talk to mix a subversive political edge and a total disregard for the bland conventions of broadcasting. He once referred to co-host Kenny "The Jet" Smith as "numbnuts" on the air; and, last May, when the TNT cameras showed Mitt Romney at a Celtics game, Barkley, an avid Obama supporter, bluntly exclaimed, "We're gonna beat you like a drum in November. Don't take it personally."