Jon Lester joins the show for a player’s perspective on the Wrigley Field experience

Big show announcement: Jon Lester, a three-time World Series champion, will be making regular appearances as a special guest analyst on North Side Territory. In his debut episode with The Athletic’s Sahadev Sharma and Patrick Mooney, Lester talks about the 10-year reunion tour for his 2016 teammates, what made that championship club so special and how it compares to this year’s squad. Lester also explains what Alex Bregman is going through as a big free agent in a new city, the importance of clubhouse chemistry and how to approach this roller-coaster season.

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