Jon Lester
Former MLB All-Star P
Career Highlights: A three-time World Series champion and five-time All-Star pitcher, Jon Lester recently retired after an illustrious 16-year major league career. Lester owns a 200-117 record with a 3.66 ERA in 452 career games with Boston (2006-14), Oakland (2014), Chicago Cubs (2015-20) and Washington/St. Louis (2021). Known for his durability, Lester reached 31 starts in 13 of 16 seasons, and surpassed the 200-inning mark in eight of those seasons. Lester pitched a non-hitter against Kansas City in 2008, finished second in the 2016 National League Cy Young vote, was named the NLCS MVP, and was the NL 2018 wins leader with 18. Lester won the 2007 and 2013 World Series with Boston, and the 2016 Fall Classic with the Cubs. His six playoff wins with Boston, are tied for the most in Red Sox history (with Pedro Martinez), and his 1,385 strikeouts with Boston are the most in club history by a left-hander and fourth-most overall on the franchise list. Lester earned the Red Sox Pitcher of the Year honors four times, and also received the 2007 Tony Conigliaro Award for overcoming adversity after recovering from lymphoma.