5. Jon Barry
Team(s): Milwaukee Bucks, Golden State Warriors, Atlanta Hawks, Los Angeles Lakers, Sacramento Kings, Detroit Pistons, Denver Nuggets, Houston Rockets
Jon started being annoying as soon as he got drafted. The Celtics took him with the 21st overall pick in the '92 Draft, but J.B. refused to play for them as if he was John Elway or some shit. His career went nowhere after that, bouncing around the league until he was ready to annoy us on TV. As an analyst on ESPN, he talks trash about players and makes bold predictions as if he were any good at basketball. He's outspoken when he really shouldn't be.