Carl Pavano (2005; 2007–2008)
Pavano's misadventures in pinstripes quickly became mythic. After a respectable start in 2005, he injured his right shoulder and headed for the disabled list. Then he suffered a bruised buttocks – the butt of many jokes – during spring training in '06 and headed back to the DL. Pavano was still recovering from his odd ailment in August when he fractured two ribs ramming his Porsche into an eighteen-wheeler in Florida. At least Yankees fans got a few last chances to boo the guy: Following a visit from Torre and the trainer in the sixth inning of a game on September 14th, 2008, Pavano limped to the dugout and was inundated with jeers. In his final appearance on September 25th, Pavano gave up five runs on eight hits in three and two-thirds innings. During his years in the Bronx, Pavano pitched a total of 145 and 2/3 innings, never posting an ERA under 4.76 in any of those abbreviated seasons. The Yanks had paid him nearly $261,000 for every inning pitched, or about $4 million per injury.