Jacob Zanolla
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Jacob Zanolla
@jacobzanolla.bsky.social
CubsInsider
Former- Y-D Red Sox
@jacobzanolla on Twitter
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2025 Winter Meetings Recap: Groundwork was laid for the offseason ahead, with plenty of rumors to keep an eye on, plus an exclusive interview with San Francisco Giants manager Tony Vitello.
www.cubsinsider.com/2025/12/11/2...
2025 Winter Meetings Recap: Cubs Lay Offseason Groundwork, Bregman Still a Strong Possibility, Tony Vitello Interview -
No one can predict how baseball’s offseason is going to come together, unless you’re Biff Tannen with the Grays Sports Almanac Back to the Future II. That’s Winter Meetings Preview was full of optimis...
www.cubsinsider.com
At Cubs Convention this weekend, Matt Shaw’s positional versatility was a major talking point. That versatility makes him an intriguing trade target for other teams.

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www.cubsinsider.com/2026/01/18/m...
Matt Shaw Prepping for Utility Role, Remains Realistic Trade Candidate -
Alex Bregman joining the Cubs meant a lot for the team’s outlook in 2025 and beyond, but there are still several moving parts to figure out. For Matt Shaw, who served as the Cubs’ primary third basema...
www.cubsinsider.com
January 18, 2026 at 8:18 PM
Reposted by Jacob Zanolla
Cubs announce some promotions in their baseball ops department ⤵️
January 13, 2026 at 11:23 PM
As the Bears were preparing for one of the craziest comebacks in franchise history, Jed Hoyer secured a victory of his own. Rather than settling for a good offseason, the Cubs got even better by signing Alex Bregman to a five-year deal.

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www.cubsinsider.com/2026/01/11/a...
Alex Bregman Signing Marks New Era of Cubs Baseball -
The Cubs signed Alex Bregman on Saturday night, a move that was somewhat overshadowed by the Bears’ historic comeback against the Packers. Although the Cubs’ interest in Bregman has been well document...
www.cubsinsider.com
January 12, 2026 at 12:31 AM
After trading for Edward Cabrera, the Cubs have room in the budget to add a big bat to their lineup. They remain involved with Alex Bregman and Bo Bichette, two of the best hitters on the free-agent market.

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www.cubsinsider.com/2026/01/09/c...
Cubs Still Actively Involved with Bregman, Bichette After Cabrera Trade Left Room in Budget -
The Cubs trading for Edward Cabrera was the big news on Wednesday. Several teams have tried to trade for the right-hander over the last year, but the Marlins have maintained an unreasonable asking pri...
www.cubsinsider.com
January 9, 2026 at 11:26 PM
Cubs, Javier Assad Avoid Arbitration with $1.8M Salary Agreement www.cubsinsider.com/2026/01/09/c...
January 9, 2026 at 4:34 PM
Reports indicate that the Cubs have checked in on free agent Cody Bellinger. Could the former MVP find his way back to Chicago after a successful year in New York?

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www.cubsinsider.com/2026/01/04/c...
Cubs Have Reportedly Checked in on Cody Bellinger -
I am once again convinced that time is a flat circle. According to Jon Heyman of the NY Post, the Chicago Cubs have checked in on old friend Cody Bellinger. Cubs checked in on old friend Cody Bellinge...
www.cubsinsider.com
January 5, 2026 at 2:26 AM
The Cubs still need to address their starting rotation. Rather than spending on a big name, they may settle for a middle-tier arm, which should cost significantly less.

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www.cubsinsider.com/2026/01/03/c...
Cubs May Pivot to Mid-Tier Starters in Search for Rotation Help -
Tatsuya Imai signing with the Astros took a lot of Cubs fans by surprise, as the 27-year-old was one of the team’s top options this winter. The opt-out-heavy deal he accepted wasn’t appealing to the C...
www.cubsinsider.com
January 3, 2026 at 4:57 PM
The Cubs have reportedly shown interest in free agent Bo Bichette. They’ve also fielded calls regarding second baseman Nico Hoerner, who is under contract through the 2026 season.

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www.cubsinsider.com/2026/01/02/c...
Cubs Reportedly Interested in Bichette, Listening on Hoerner -
The Astros signed Tatsuya Imai on Thursday, taking away one of the main options for the Cubs this winter. They now have to look elsewhere to enhance the starting rotation, but Jed Hoyer’s offense will...
www.cubsinsider.com
January 2, 2026 at 5:04 PM
One of the best ways to manage payroll while fielding a competitive team is by extending young talent.

The Cubs have several players who are extension candidates before the 2026 season begins.

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www.cubsinsider.com/2025/12/31/c...
Cubs’ Extension Options Plentiful -
The Cubs have very few players under contract past 2026 and 2027, which means the next few winters could be quite busy. Just a few years ago, the team had one of the best farm systems in baseball. Tho...
www.cubsinsider.com
December 31, 2025 at 10:08 PM
Kyle Tucker’s market doesn’t appear to be as strong as expected. If he ends up pivoting toward a short-term deal with a higher AAV, could a reunion with the Cubs re-enter the picture?

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www.cubsinsider.com/2025/12/26/k...
Kyle Tucker's Perplexing Market Makes Cubs Reunion Slightly More Likely -
Christmas is over, which means 2026 is right around the corner. Once the weekend passes, the hot stove should start warming back up to at least a lukewarm temperature. Speaking of lukewarm, the weathe...
www.cubsinsider.com
December 27, 2025 at 1:03 AM