23. Andy Pettitte
Teams: New York Yankees, Houston Astros
Innings Pitched: 3,316
Often overlooked due to playing with multiple legends, including Roger Clemens, Pettitte established himself as one of the best pitchers of the past 50 years. The towering lefty was a part of five championship teams with the Yankees, forever endearing himself with the fans in the Bronx.
A 3-time All-Star, Pettitte was an ultimate competitor. Pettitte reached the World Series eight times in his 18-year career. The lefty amassed more playoff victories, 19, than any other player in history. Thanks to a solid repertoire of pitches — and one of the best pickoff moves of all-time — Pettitte never had a losing season as a starting pitcher. Pettitte won the 2001 ALCS MVP after picking up two victories over the 116-win Seattle Mariners. In franchise history, the Yankee great ranks first in strikeouts and third in wins.
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