
The Cubs make a huge splash with the Alex Bregman deal
1/11/2026 | 24 mins.
On an electric night for Chicago sports fans, the Cubs reminded the city and the baseball world that they are still a big-market force, closing a five-year, $175 million deal with Bregman before the Bears roared back for a playoff victory over the Packers. The Athletic’s Sahadev Sharma and Patrick Mooney explain why the Cubs have been so enamored with the All-Star third baseman and what Bregman’s arrival means for the rest of this year and beyond.See omnystudio.com/listener for privacy information.

Where the Cubs stand with the “Big Four” free agents
1/09/2026 | 31 mins.
After trading for Edward Cabrera and upgrading their starting rotation, the Cubs have a clear need for another hitter and a genuine opportunity to level up their roster. With the free-agent market moving slowly, The Athletic’s Sahadev Sharma and Patrick Mooney explain where the Cubs are at with Bo Bichette, Alex Bregman, Cody Bellinger and Kyle Tucker, analyzing their potential fits both on and off the field.See omnystudio.com/listener for privacy information.

Why the Cubs made the Edward Cabrera trade
1/08/2026 | 23 mins.
The Athletic’s Sahadev Sharma and Patrick Mooney break down all the angles to Chicago’s biggest offseason move thus far – what the Cubs see in Cabrera, why Owen Caissie was dealt to the Marlins and where the front office goes from here. For detailed scouting reports and behind-the-scenes insights, listen to North Side Territory all winter and throughout the season.See omnystudio.com/listener for privacy information.

Mapping out the potential next moves for the Cubs in 2026
1/03/2026 | 24 mins.
Happy New Year from North Side Territory, the show that covers all the offseason angles involving the Cubs. The Athletic’s Sahadev Sharma and Patrick Mooney are back to sketch out what the Cubs might do now that Tatsuya Imai has decided to sign with the Astros. Look for certain names to resurface in free agency, and expect more trade rumors to pop up. Plus, an explainer on what the Cubs have done with their bullpen and how that sets up the rest of the winter (and start of spring training).See omnystudio.com/listener for privacy information.

New year begins with Cubs missing out on Tatsuya Imai
1/02/2026 | 20 mins.
The Imai sweepstakes ended with the Japanese pitcher picking an unexpected team and settling for a smaller contract than projected. The Astros took on some risk, but they could also be rewarded with a very good pitcher. Why didn’t the Cubs sign Imai? And where do they go from here? The Athletic’s Sahadev Sharma and Patrick Mooney break it all down on North Side Territory, the show for all the latest offseason news surrounding the Cubs.See omnystudio.com/listener for privacy information.



North Side Territory: A Chicago Cubs Podcast