5. Jason Giambi
Jason Giambi signed a 7 year/$120 million deal with New York following the 2001 season. He proceeded to have an up and down ride with the Yanks.
He had a monster debut season in the Bronx, slashing .314/.435/.598 with 41 home runs and 122 RBIs. The power always stayed true, but Giambi never managed a batting average above .275 after that.
He was always among the league leaders in strikeouts, becoming a true hit-or-miss player. With that being said, his tenure with the Yanks was still a stellar one given that he had a .404 OBP and launched 209 dingers in seven seasons.