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
Another team has reportedly entered the Alex Bregman sweepstakes. Could this be a final push to increase teams’ final offers?

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www.cubsinsider.com/2025/12/13/a...
Alex Bregman’s Market May Be Diversifying -
Alex Bregman is one of the best hitters left on the free agent market. Kyle Tucker and maybe even Cody Bellinger will earn more, but Bregman’s track record speaks for itself. He has a career 133 wRC+ ...
www.cubsinsider.com
December 13, 2025 at 5:47 PM
Reposted by Jacob Zanolla
The Chicago Cubs promoted Tyler Zombro to vice president of pitching, as @sahadevsharma reported, after Washington pursued him earlier this winter to be its pitching coach. Zombro is a rising star in the pitching ranks and will have influence in all areas of pitching for Chicago.
December 13, 2025 at 5:38 PM
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
December 12, 2025 at 4:50 AM
The Winter Meetings begin TONIGHT in Orlando. Check out my preview of what should be a busy week for the Cubs as they look to bolster their roster before the new year.

Read now ⬇️
cubsinsider.com/2025/12/07/c...
Chicago Cubs Winter Meetings Preview -
Tonight in Orlando, members of Major League Baseball’s front offices and various other decision-makers will gather for the 2025 Winter Meetings. The meetings are taking place at Walt Disney World, so ...
cubsinsider.com
December 7, 2025 at 9:02 PM
The Cubs showed interest in Edward Cabrera and Sandy Alcántara at the trade deadline, but the asking prices were too high. As the Winter Meetings begin tonight, could the Cubs circle back on any of the Marlins’ arms?

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cubsinsider.com/2025/12/07/c...
Cubs Could Circle Back to Marlins Pitchers During Winter Meetings -
The Winter Meetings start tomorrow, which typically supercharges the offseason. The hot stove continues to spit out rumor after rumor, with one of the latest regarding the Miami Marlins and their star...
cubsinsider.com
December 7, 2025 at 6:07 PM
Reposted by Jacob Zanolla
The Rule 5 Draft is this Wednesday at 1pm CT. I wrote a guide for how it works and why it exists:
outofthevines.com/2025/12/02/w...
What is the Rule 5 Draft and How Does it Work?
An attempt to clear up the very confusing process that is the Rule 5 Draft.
outofthevines.com
December 7, 2025 at 4:43 PM
The Nationals are expected to trade MacKenzie Gore this offseason, maybe even this week. Could the Cubs get back into the Gore sweepstakes?

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cubsinsider.com/2025/12/07/n...
Nationals Expected to Move MacKenzie Gore This Winter -
The Cubs are heavily involved in the free agent starting pitching market, but moving prospects for a front-line arm may be wise. The trade rumors are starting to pick up with the Winter Meetings only ...
cubsinsider.com
December 7, 2025 at 5:33 PM
The Cubs are not close to signing Zac Gallen, sources have informed CI. No deals imminent as of now
Nightengale reporting they are close to a deal for Gallen. 22 ml a year.
December 6, 2025 at 5:24 PM
Although the Cubs are casting a wide net for starting pitching this winter, CI has learned that their primary focus is on Tatsuya Imai, the hard-throwing 27-year-old from Japan.

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www.cubsinsider.com/2025/12/06/c...
Cubs' Interest in Tatsuya Imai Very Real as They Survey Starting Pitching Market -
With the Winter Meetings just days away, rumors are starting to heat up around the league. Over the last 24 hour or so, the Cubs have been linked again to both Alex Bregman and Japanese pitcher Tatsuy...
www.cubsinsider.com
December 6, 2025 at 4:36 PM
If the Pirates are willing to move more starting pitching, arms such as Braxton Ashcraft and Jared Jones would be intriguing options for the Cubs.

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www.cubsinsider.com/2025/12/06/p...
Pirates Open to Trading Starting Pitching, Could Be Cubs Trade Partner -
In his latest piece about the Pirates trading away Johan Oviedo, Ken Rosenthal reported that the Pirates are open to trading another starting pitcher not named Paul Skenes. So while it still feels lik...
www.cubsinsider.com
December 6, 2025 at 4:30 PM
The trade market may be the Cubs’ best option for improving the roster for 2026. Could they look to acquire one of Joe Ryan or Pablo López, along with Byron Buxton, to fill two needs with one trade?

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www.cubsinsider.com/2025/11/30/t...
Twins Could Help Cubs with Multiple Offseason Needs -
After a season in which they finished fourth in the AL Central with a record of 70-92, the Minnesota Twins may be ready to enter a rebuild. Earlier this month, Jeff Passan reported that they are likel...
www.cubsinsider.com
November 30, 2025 at 7:19 PM
Happy Thanksgiving! Check out my Cubs’ holiday wishlist as the offseason gets underway.

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cubsinsider.com/2025/11/27/b...
Building Cubs' Holiday Wishlist: Starting Pitcher, Bullpen, Outfielder -
It’s finally Thanksgiving, which means the holiday season is upon us.  Some people argue that only now can you truly listen to Christmas music, but the correct opinion is that those tunes were viable ...
cubsinsider.com
November 27, 2025 at 5:56 PM