New York Yankees pitcher Andy Pettitte will be hanging up his glove and will retire, ending what has to be one of the better MLB careers a player could have. Pettitte won five World Series rings (1996, 1998, 1999, 2000, 2009) with the Yankees and is MLB all-time postseason winningest pitcher with 19 wins. He finished with a 240-138 record and 3.88 ERA in sixteen seasons, three with the Houston Astros and 13 with the Bronx Bombers. His candidacy for the Hall of Fame will be contentious as he did not win the magical benchmark of 300 wins, but 240 victories and an under 4.00 ERA in the Modern Era, as well as the rings and playoff wins, will make the voting close. However, that's all in the past and it's time for Pettitte to work on his future.