Jon Lester returns to the show for another wide-ranging conversation with The Athletic’s Sahadev Sharma and Patrick Mooney. After attending the 10-year reunion for the 2016 World Series team at Wrigley Field, Lester gives his scouting report on the 2026 Cubs, how they match up with the Dodgers and what works in October. Lester also explains the clubhouse dynamics before and after the trade deadline, plus how the Dodgers recruit free agents and run their business. Lester knows from experience.

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Jon Lester returns to the show for another wide-ranging conversation with The Athletic&rsquo;s Sahadev Sharma and Patrick Mooney. After attending the 10-year reunion for the 2016 World Series team at Wrigley Field, Lester gives his scouting report on the 2026 Cubs, how they match up with the Dodgers and what works in October. Lester also explains the clubhouse dynamics before and after the trade deadline, plus how the Dodgers recruit free agents and run their business. Lester knows from experience. Go to <a href="http://Quince.com/foul">Quince.com/foul</a> for free shipping on your order and 365-day returns Use our code for 10% off your next order of MLB tickets on SeatGeek*: <a href="https://seatgeek.onelink.me/RrnK/TERRITORY10">seatgeek.onelink.me/RrnK/TERRITORY10</a> Sponsored by SeatGeek. *Restrictions apply. Max $20 discount

North Side Territory is your go-to podcast on the Chicago Cubs. Hosted by Patrick Mooney and Sahadev Sharma, NST brings you inside info and analysis on the Cubbies all year long. North Side Territory is part of the Foul Territory Network: Baseball the way it should be covered!

North Side Territory: A Chicago Cubs Podcast

Jon Lester: The 2026 Cubs are a World Series contender that can match up with the Dodgers

https://api.omny.fm/orgs/e73c998e-6e60-432f-8610-ae210140c5b1/clips/696052fe-243a-4780-80d6-b4a400f545d4/transcript