According to ESPN, Lester bought $31,000 worth of beer at four Wrigleyville bars over Halloween weekend.
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He tweeted out his bar tab, including a 34 percent tip to match his jersey number. That works out to $47,000.
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Lester tweeted, "Thanks for coming out this weekend y'all... Shout out to all the bars, their staff, and those cheers-ing from afar! Whether this is goodbye or see you next year, I love you Chicago! #JonsTab."
The Cubs declined to pick up Lester's option, making him a free agent, but there is still a possibility he could re-sign with the team.