22. Carl Pavano

Year: 2004
Contract: $39.95 million/Four years
Team: New York Yankees
Not much can be said about Carl Pavano that the stats don't already make pretty obvious. Over three seasons with the Yankees, homie went 9-8 with and ERA of 5.00. He also went to the DL with everything from broken ribs to a bruised buttocks. Calling this signing a pain in the ass for Yankees fans would be an understatement.