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Red Sox: The five biggest moments of Jon Lester’s career in Boston

By Brendan Mizgala

BOSTON, MA - JULY 20: Jon Lester #31 of the Boston Red Sox reacts after walking a man in the sixth inning against the Kansas City Royals at Fenway Park on July 20, 2014 in Boston, Massachusetts. (Photo by Jim Rogash/Getty Images)
BOSTON, MA - JULY 20: Jon Lester #31 of the Boston Red Sox reacts after walking a man in the sixth inning against the Kansas City Royals at Fenway Park on July 20, 2014 in Boston, Massachusetts. (Photo by Jim Rogash/Getty Images) /
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NEW YORK, NY – JUNE 28: Jon Lester #31 of the Boston Red Sox looks in to the catcher before he delivers a pitch against the New York Yankees during the fifth inning in a MLB baseball game at Yankee Stadium on June 28, 2014 in the Bronx borough of New York City. (Photo by Rich Schultz/Getty Images)
NEW YORK, NY – JUNE 28: Jon Lester #31 of the Boston Red Sox looks in to the catcher before he delivers a pitch against the New York Yankees during the fifth inning in a MLB baseball game at Yankee Stadium on June 28, 2014 in the Bronx borough of New York City. (Photo by Rich Schultz/Getty Images) /

Former Red Sox southpaw Jon Lester calls it a day

While the rest of the baseball world is frozen there was a bit of news that came down the pike today. Former Red Sox lefty Jon Lester has decided that it was time to hang up his cleats. The big man from Washington has had one hell of a career and he has nothing to be ashamed of when he looks back at his body of work.

Lester was drafted by Boston in the 2022 draft and would eventually make his debut in 2006. It was also in 2006 that he was diagnosed with Lymphoma, costing him much of his rookie season and half of the next. He never flinched though and merely put his head down and pushed through the adversity en route to getting back to his team.

In 16 years as a Major League pitcher, Lester has won three World Series titles, was a five-time All-Star, owns an NLCS MVP honor, and has amassed 200 wins in 2,740 innings of work with 2,488 strikeouts. He was a key member of the pitching staff for Boston, Chicago, Washington, Oakland, and St. Louis.

While he’s done plenty of work for those other clubs we’re here to look at what he did with the Red Sox. With that said, these are the five biggest moments of his tenure in Boston.

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