North Side Territory

Yesterday • 34:08

Cubs Hall of Famer Jon Lester on how to deal with umpires and sign stealing | North Side Territory

Ahead of a big weekend at Wrigley Field, where the Cubs are holding a 150th anniversary celebration, Jon Lester returns to the show to give his perspective on the current team, which just returned fro

August 27, 2026 • 28:31

Cubs news and notes: PCA blows up, Ben Brown goes down & the pen looks shaky | North Side Territory

After a 2-4 road trip through Seattle and Arizona, the Cubs look like a team that could use a day off in Chicago. The Athletic’s Sahadev Sharma and Patrick Mooney share their reporting and observation

August 25, 2026 • 32:21

What we’re hearing: Craig Counsell says it’s “go time” for Cubs | North Side Territory

In a moment that demonstrated both the team’s sense of urgency and impressive roster depth, Cubs manager Craig Counsell made Shota Imanaga’s last start the shortest outing of his major-league career,

August 21, 2026 • 31:13

Cubs’ playoff roster projection: How the pitching staff will look in October | North Side Territory

With newfound depth and a number of pitchers working their way back into the roster conversations, the Cubs are facing a series of difficult decisions as they gear up for the stretch run. The Athletic

August 20, 2026 • 32:46

Crosstown takeaways: What we learned from epic Cubs-White Sox series | North Side Territory

Chicago sports fans were treated to an awesome spectacle at Wrigley Field with two dramatic walk-offs, a nasty fight in the bleachers that went viral and unforgettable individual performances that mad

August 18, 2026 • 33:00

Pete Crow-Armstrong makes his MVP case as Cubs work around late-season issues | North Side Territory

PCA created another signature moment for the highlight reels attached to his MVP campaign and this crosstown rivalry. That walk-off homer against the White Sox was only the latest example of his magic

August 15, 2026 • 23:06

Cubs mailbag: Can they catch Milwaukee? More on playoff roster & free agents | North Side Territory

With the Cubs rolling into the stretch run, The Athletic’s Sahadev Sharma and Patrick Mooney are back to answer your questions. Does this team have enough left in the tank to overtake the Brewers? How

August 14, 2026 • 0:56

Jon Lester reveals how his free-agency conversations with the Dodgers went...

Subscribe to North Side Territory! Part of the Foul Territory Network. Subscribe to the podcast! https://podcasts.apple.com/us/podcast/north-side-territory-a-chicago-cubs-podcast/id1745774349 https:/

August 12, 2026 • 31:42

Jon Lester: Cubs are a World Series contender that can match up with Dodgers | North Side Territory

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 Wrigle

August 11, 2026 • 34:45

What we’re hearing: Post-deadline outlook on the Cubs’ offseason plans | North Side Territory

While the Cubs are absorbed in the playoff race, this period after the trade deadline is a good time to reassess the organization’s future. The Athletic’s Sahadev Sharma and Patrick Mooney break down