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.

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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.

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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.

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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).

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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.

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Looking ahead to a new season, The Athletic’s Sahadev Sharma and Patrick Mooney see a playoff-caliber team that’s approaching a cliff. With so many key players close to reaching free agency – and questions about the farm system and the baseball budget – this should be a fascinating year around the Cubs. Who stays? Who goes? What’s different from the organization’s last cliff? And why do some of these issues sound familiar?

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Happy holidays from North Side Territory. With a playoff season in the books and the offseason in full swing, The Athletic’s Sahadev Sharma and Patrick Mooney sit down to reflect on the last 12 months on the Cubs beat. From Pete Crow-Armstrong becoming a star to Craig Counsell putting his stamp on the organization to the crowds reenergizing Wrigley Field, there was no shortage of topics to cover. We’re also left to wonder when the Cubs will make their next big move and act like the big-market team that those fans deserve.

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The Cubs are rebuilding their bullpen without Keller, who authored a comeback story at Wrigley Field that landed him a two-year, $22 million contract with the Phillies. The Athletic’s Sahadev Sharma and Patrick Mooney give you their takeaways from Keller’s bounce-back season, and how that applies to the Cubs moving forward. This is also a chance to get to know vice president of pitching Tyler Zombro, a key behind-the-scenes figure whose influence is growing.

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