2004/2009: Javier Vazquez
Just by looking at the stats, Javier Vazquez Part I in 2004 wasn't that bad. He was an All-Star and finished with respectable numbers. But then came the postseason, when he was shelled in all three of his performances, with ALCS Game 7 against the Red Sox representing the finishing blow (2 IP, 3 ER, 2 H, 5 BB). Mother f ...
That wasn't enough for Cashman, though. He had to do it again before the 2010 season. Hey, it rhymes! Why not?! Cashman sent Melky Cabrera, Arodys Vizcaino and Mike Dunn to the Braves for Vazquez and Boone Logan. The package doesn't even matter, though.
Vazquez somehow lasted most of the 2010 season in the rotation, finished with a 5.32 ERA, 5.56 FIP and 1.40 WHIP in 31 games (26 starts). This time, they knew not to pitch him in the postseason. Vazquez finished his Yankees career with a 5.09 ERA, 5.12 FIP and 1.34 WHIP. Terrible, even if his sole job was to eat innings.