North Side Territory: A Chicago Cubs Podcast

Latest Episodes:

Cubs mailbag: Trade deadline, Jed Hoyer’s future, pitching outlook and more Jul 17, 2025

Show notes

With the All-Star break almost over, The Athletic’s Sahadev Sharma and Patrick Mooney answer questions from listeners about the Cubs’ plans for the trade deadline and whether president of president of baseball operations Jed Hoyer has already earned a contract extension. Plus a few more updates on what to expect in the second half.

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Cubs’ second-half guide: Trade deadline, stars to watch and more Jul 16, 2025

Show notes

The Cubs should enjoy their All-Star break, because they will be immediately tested. From a Brewers team that won’t go away to a pressure-packed trade deadline to the playoffs-or-bust expectations, there won’t be many dull moments. The Athletic’s Sahadev Sharma and Patrick Mooney identify the major storylines that will determine whether this season is a success or a failure.

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What the Cubs are trying to accomplish at the trade deadline Jul 11, 2025

Show notes

Through their reporting, Sahadev Sharma and Patrick Mooney have some on the names on Chicago’s radar as the baseball industry approaches the July 31 trade deadline. Besides specific targets, the two beat writers from The Athletic also explain the broader thinking in the front office and the clubhouse, how the Cubs are looking at both this year and next season while evaluating talent and all sorts of possibilities.

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Cubs president Jed Hoyer visits North Side Territory ahead of the trade deadline Jul 09, 2025

Show notes

It’s that time of year. Cubs officials are simultaneously preparing for the 2025 MLB Draft and the July 31 trade deadline. For insights and perspective on what’s going on behind the scenes at Wrigley Field, pay attention to Cubs president of baseball operations Jed Hoyer, who sits down for a wide-ranging Q&A with The Athletic’s Sahadev Sharma and Patrick Mooney. It’s a must-listen interview that gets into the dynamics within the trade market, what the Cubs are looking for right now, the calculus around Kyle Tucker, Craig Counsell’s influence and much more.

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Trade deadline plans, All-Star picks and more takeaways from Wrigley Field Jul 07, 2025

Show notes

The Cubs put on a great show over the holiday weekend, dominating the Cardinals on the Fourth of July and “Sunday Night Baseball.” The Athletic’s Sahadev Sharma and Patrick Mooney compare their notes from Wrigley Field, sharing the latest on the club’s ideas for the trade deadline and beyond. Plus more on how the Cubs will navigate Jameson Taillon’s injury and why Matthew Boyd is such a deserving All-Star.

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Trade deadline preview: The Cubs will be ultra-aggressive Jul 04, 2025

Show notes

As a first-place team on the Fourth of July, the Cubs already know what direction they’re heading, planning to make big moves at the trade deadline at the end of the month. For an overview of what the front office is thinking at this moment, listen to The Athletic’s Sahadev Sharma and Patrick Mooney, who go over the club’s needs, the other teams to watch and the players who could be on the move by July 31.

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Will more Cubs join Pete Crow-Armstrong and Kyle Tucker at the All-Star Game? Jul 03, 2025

Show notes

With two-thirds of the National League’s starting outfield, the Cubs will be well-represented at Major League Baseball’s showcase event. But Pete Crow-Armstrong and Kyle Tucker aren’t the only Cubs who deserve to make the trip to Atlanta. The Athletic’s Sahadev Sharma and Patrick Mooney explain Crow-Armstrong’s journey to this moment and Tucker’s unflappable nature during a contract year. Their presence has allowed Seiya Suzuki to flourish. This first-place team also features several pitchers who should be in the conversation.

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The Cubs will have money for the trade deadline. What about Kyle Tucker? Jul 02, 2025

Show notes

At the beginning of July, the Cubs are in a prime position to add at the trade deadline. Jed Hoyer, the club’s president of baseball operations, confirmed his front office is fully confident the resources will be there for significant midseason acquisitions. The Kyle Tucker situation is a little more complicated, which adds to the sense of urgency this season. The Athletic’s Sahadev Sharma and Patrick Mooney break it all down with the latest insights from Wrigley Field.

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The Cubs at the halfway point: Big expectations for what’s next Jun 27, 2025

Show notes

After 81 games, the Cubs are leading their division and fueling hopes for October baseball at Wrigley Field. The Athletic’s Sahadev Sharma and Patrick Mooney break down the major surprises, developments and disappointments in the first half, from Kyle Tucker’s huge impact to Pete Crow-Armstrong’s breakthrough to the setbacks that rearranged the pitching staff. Now what? Keep listening for the coming attractions and what to anticipate ahead of the trade deadline.

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A low point for Pete Crow-Armstrong and the Cubs Jun 25, 2025

Show notes

During this high-flying season, Pete Crow-Armstrong has established himself as a legitimate MVP candidate who does so many things the right way for a first-place team. But the mental mistakes during a rivalry game in St. Louis cannot be ignored. Especially when the rotation looks shaky, the lineup doesn’t seem as deep and the division race has become much tighter.

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