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Jon Jay News / Bleed Cubbie Blue / December 23
Cubs position player pitchers: Jon Jay 
The Cubs signed Jon Jay as a free agent going into the 2017 season largely because Dexter Fowler had left and they needed a center fielder. Jay had a reputation as a good fielder, though not much of a hitter, and as a good clubhouse guy.
Chicago Cubs News / MLB on ClutchPoints / December 23
Cubs add reliever with 2.99 career ERA
Once again, the Chicago Cubs came up short in their bid to return to the World Series. An NL Wild Card berth and series win over the San Diego Padres led to a NL Division Series (NLDS) matchup versus their division rivals, the Milwaukee Brewers.
Chicago Cubs News / ChiCitySports / December 23
Chicago Cubs sign career under-3.00 ERA free agent reliever to one-year deal
The Chicago Cubs came into the offseason promising to make waves with their pursuit of high-end talent. One could say that there definitely was a need to make a major move or two after their NLDS elimination showed clear and obvious roster holes that needed to be filled.
The 'Active MLB home run leaders' quiz
How many of the most prolific power hitters in baseball today can you name in 5 minutes?
Chicago Cubs News / Chicago Cubs on SI / December 23
Early Odds For 2026 World Series Cement Cubs As Dark Horse Contender
For the most part, Chicago Cubs fans feel like their 2025 season was a success. Of course, Chicago coming up short to their bitter division rival, the Milwaukee Brewers, in a winner-take-all Game 5 of the NLDS wasn't how fans wanted this season to end.
25 MLB players on the brink of stardom in 2026
The stars were out in full force during the 2025 World Series. From Max Scherzer in Toronto to Freddie Freeman, Mookie Betts, and of course, Shohei Ohtani, in Los Angeles, there was no shortage of the game's best under the brightest lights.
Chicago Cubs News / ChiCitySports / December 23
Chicago Cubs listed as surprising suitor for Japanese all-star infielder, per insider report
The Chicago Cubs came into the offseason with some clear and obvious needs– such as pitching and a replacement for outgoing right fielder Kyle Tucker– and a world of roster and budget flexibility around which to make things happen.
Jacob Webb News / MLB Trade Rumors / December 23
Cubs To Sign Jacob Webb
The Cubs are in agreement with right-hander Jacob Webb on a one-year deal that includes a club option for the 2027 season, according to a report from Patrick Mooney of The Athletic.
Chicago Cubs News / Bleed Cubbie Blue / December 23
Ten of the best Cubs photos of 2025
As we approach the end of 2025, it’s time to post various year-end reviews. So as has been my practice in previous years, I am today posting 10 of what I think are the best Cubs photos of the past season.
Ben Brown News / Chicago Cubs on SI / December 23
Ben Brown Enters Critical Cubs Season Trying To Convert Promise To Performance
Prospects show promise and then potential. Inevitably, each gets the chance to turn that into performance. How much time each gets depends on talent. For Chicago Cubs pitcher Ben Brown, the clock may be running out — at least with Chicago.
The 25 greatest pitching seasons from the modern MLB era
America's favorite pastime has more memorable performances than any sport. As such, figuring out which pitchers had the best seasons ever is no easy task.
MLB News / Cubs Insider / December 23
Ryne Stanek Looks Like Option as Cubs Continue Building Bullpen
The Cubs lost several relievers to free agency after the 2025 season, which made rebuilding the bullpen one of Jed Hoyer’s top priorities this winter. The starting rotation is also a focus, but locating one arm is much easier than multiple, especially when juggling the financial constraints that have been present over the last several offseasons.
Chicago Cubs News / Cubs Insider / December 23
Cubs Reportedly Involved in Kazuma Okamoto Sweepstakes
Jon Heyman reported on his Monday livestream that the Cubs, among several other teams, are involved in the sweepstakes for Kazuma Okamoto. The other teams mentioned were the Angels, Pirates, Red Sox, Blue Jays, and Diamondbacks.
Chicago Cubs News / Bleed Cubbie Blue / December 23
The Cubs have the fewest players on their 40-man roster of any MLB team. Why?
After free agents and DFA’d guys were deleted from the Cubs’ 40-man roster last month, just 31 players remained. That seemed like a small number. So far this offseason, just three other players have been added back to that 40-man roster, leaving it at 34.
Chicago Cubs News / Chicago Cubs on SI / December 23
Cubs Pair Named To Top MLB Playoff Performers List
The Chicago Cubs' season didn't have a storybook ending, as they were sent home by their divisional rivals, the Milwaukee Brewers, in the NLDS. However, there were plenty of good things for the organization to get excited about moving forward.
Chicago Cubs News / Bleed Cubbie Blue / December 23
Chicago Cubs news and notes — Alzolay, Shaw, Ballesteros, Strumpf
Matt Shaw is in the news again, That’s all I’m going to say. Chase Strumpf is calling it a career. Framber Valdez and Pete Fairbanks are in the air. The next real event is the Cubs Convention, Friday, January 16, through Sunday, January 18, 2026.
MLB News / Chicago Cubs on SI / December 23
Why Phillies Starter Would Be Excellent Solution For Cubs' Rotation Needs
With the offseason moving right along for the Chicago Cubs, there is still quite a bit of work to be done for the franchise. However, there could be one player who makes sense as a solution to a pressing problem. It was a very successful campaign for the Cubs in 2025.
Seiya Suzuki News / ChiCitySports / December 22
Could a Seiya Suzuki trade be what the Chicago Cubs need for pitching help this offseason?
The Chicago Cubs are still looking to figure out how to get the roster to a point where they can be comfortable dominating on the mound. However, they are still searching for some pitching health as we approach the new year.
Brad Keller News / Chicago Cubs on SI / December 22
Cubs Bullpen Philosophy Cost Them Brad Keller, Per Insider
Perhaps the most pleasant surprise of the Chicago Cubs' 2025 season was the campaign that reliever Brad Keller put together. Chicago signed Keller to a one-year, $1.5 million deal last offseason after a mediocre 2024 where he produced a 0-4 with a 5.44 ERA in just 41.1 innings pitched.
Zach Pop News / MLB Trade Rumors / December 22
Phillies Sign Zach Pop To Major League Deal
The Phillies announced that they have signed right-hander Zach Pop to a major league deal. Their 40-man roster count jumps to 39. Salary figures haven’t been reported.
Chicago Cubs News / Chicago Cubs on SI / December 22
Chicago Cubs Bring Back Backup Catcher For Second Stint With Club
The Chicago Cubs reportedly added a reinforcement to their catching depth chart Monday, signing Christian Bethancourt to a contract that will be worth $1.6 million if he makes the team's major league roster.
Chicago Cubs News / ChiCitySports / December 22
Report: Cubs sign intriguing free agent catcher
To this point in the MLB offseason, the Chicago Cubs have still not made a major impact move in free agency. While the rumors have been swirling, Jed Hoyer and the front office have remained focused on adding depth to the roster.
Chicago Cubs News / Chicago Cubs on SI / December 22
Insider Reveals Why Cubs Might Lose Out On Tatsuya Imai
Chicago Cubs fans are used to having to temper their expectations each offseason. While Chicago is typically among the top earners when it comes to MLB revenue, the front office and ownership have been notoriously stingy when it comes to spending a lot of money on free agents.
Christian Bethancourt News / MLB Trade Rumors / December 22
Cubs To Sign Christian Bethancourt To Minor League Deal
The Cubs and catcher Christian Bethancourt have agreed to a minor league deal, reports Jon Heyman of The New York Post. He would make $1.6MM if in the majors.
Chicago Cubs News / MLB on ClutchPoints / December 22
Cubs reunite with veteran catcher on $1.6 million contract
Chicago Cubs fans are still waiting for president of baseball operations Jed Hoyer to make a big move this offseason, but the organization shored up its catching depth on Monday afternoon.
MLB News / Yardbarker / December 22
Three big-market MLB teams that are failing their fan bases
With Christmas just days away, several MLB teams have been hard at work, giving their fans stocking stuffers that will have them decking the halls past New Year’s.
Nico Hoerner News / MLB on ClutchPoints / December 21
Giants’ perfect trade offer for Cubs’ Nico Hoerner
The San Francisco Giants’ search for a second baseman has heated up, and one name makes perfect sense both on paper and in spirit — Chicago Cubs star Nico Hoerner.
Tyler Austin News / Total Apex Sports / December 19
Chicago Cubs Sign Former Top Prospect
The Chicago Cubs have signed former Yankees prospect Tyler Austin to a one-year, $1.25 million deal, according to Jon Heyman. Austin, who last played in MLB in 2019, has been playing in Japan for the last six seasons.
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