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On YouTubePittsburgh Pirates News / Legends On Deck / December 8
Pittsburgh Pirates Offseason Brings Importance 
The Pittsburgh Pirates‘ offseason brings importance as reports suggest the team plans to spend money. Finally, they are giving GM Ben Cherington the flexibility he has lacked since taking over in 2019.
Pittsburgh Pirates News / MLB Trade Rumors / December 5
Pirates remain open to dealing from rotation for offense
The Pittsburgh Pirates traded back-end starter Johan Oviedo to the Red Sox Thursday, getting rookie outfielder Jhostynxon Garcia back as part of a five-player deal.
MLB News / Yardbarker / December 3
Five GMs on the hot seat entering the 2026 MLB season
Let's take a look at five GMs who may be on the hot seat entering the 2026 season.
The 'Active MLB home run leaders' quiz
How many of the most prolific power hitters in baseball today can you name in 5 minutes?
Pittsburgh Pirates News / Pittsburgh Pirates on SI / November 25
Ben Cherington Makes One Promise to Pirates Fans
PITTSBURGH — The Pittsburgh Pirates are in the midst of one of their most important offseasons in recent history and general manager Ben Cherington knows this better than anyone else.
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.
Pittsburgh Pirates News / Pittsburgh Pirates on SI / November 20
Pirates GM Announces Major Philosophy Change Towards Free Agency
PITTSBURGH — Pittsburgh Pirates general manager Ben Cherington has a huge offseason ahead of him and will change how he and the team operate in free agency.
Pittsburgh Pirates News / Yardbarker / November 18
Reports of Pirates free-agent spending only magnifies team's problem
There is perhaps no team in Major League Baseball facing more pressure from its own fan base to have a big offseason than the Pittsburgh Pirates.
Pittsburgh Pirates News / Last Word On Sports / November 17
Minor Leaguers Declare Free Agency, Closing the Book on Pirates Trades
Recently, several minor leaguers in the Pittsburgh Pirates system who were acquired in “prospect” trades have quietly declared free agency. In some cases, it closes the book on some of the trades made by general manager Ben Cherington.
Pittsburgh Pirates News / Last Word On Sports / November 13
Rumors of Increased Pirates Spending Might Not Be as Crazy as You Think
Pittsburgh Pirates general manager Ben Cherington is ready to go on a spending spree to improve his 2026 team. This, according to Mark Feinsand of MLB.com and MLB Insider Ken Rosenthal, in an interview with Foul Territory.
MLB News / Yardbarker / November 13
Signing J.T. Realmuto would transform this NL Central team's pitching staff
Ben Cherington and the Pirates plan to increase their payroll by $30-40 million this offseason, which could position them as potential suitors for catcher J.T. Realmuto.
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.
Pittsburgh Pirates News / MLB Trade Rumors / November 11
Pirates GM Ben Cherington offers definitive statement on Paul Skenes amid speculation
Pittsburgh Pirates ace and likely NL Cy Young Award winner Paul Skenes may be coveted by every other team and fan base in the league.
Athletics News / Just Baseball / October 26
What Can the Pirates Expect from Esmerlyn Valdez?
One of the main positive takeaways from the time Ben Cherington has been the Pittsbugh Pirates‘ general manager has been the way they’ve developed talented arms all throughout the system.
Pittsburgh Pirates News / Pittsburgh Pirates on SI / October 24
Pirates Have Big Shoes to Fill in Scouting Department
PITTSBURGH — The Pittsburgh Pirates lost their most important person in their scouting department and need to make a big decision going forward. Joe Doyle of OverSlot.com reported that the Washington Nationals are hiring Pirates director of amateur scouting in Justin Horowitz as an assistant general manager.
Pittsburgh Pirates News / Pittsburgh Pirates on SI / September 30
Pirates President Shows Support For GM Ben Cherington
PITTSBURGH — The Pittsburgh Pirates had a poor season in 2025, but one member of the front office has faith in the team succeeding next season, with the general manager there to lead the way.
Pittsburgh Pirates News / Bucs Dugout / September 30
Ben Cherington is back for another season with Pirates
When Don Kelly was immediately extended as the Pirates manager on Monday, it certainly felt like a positive thing on the surface. It’s safe to say that
Pittsburgh Pirates News / MLB Trade Rumors / September 29
Will Pirates GM Ben Cherington return in 2026?
He has been with the team since 2019.
Pittsburgh Pirates News / Sporting News / September 29
Pirates fans want GM Ben Cherington fired despite team giving Don Kelly a contract extension
Pittsburgh Pirates fans still want general manager Ben Cherington fired.
Pittsburgh Pirates News / Pittsburgh Pirates on SI / September 26
Pirates GM Ben Cherington's Contract Length Revealed
PITTSBURGH — Pittsburgh Pirates general manager Ben Cherington has spent this entire decade in the same role, but many fans wonder how long he'll stay in the job going forward.
Pittsburgh Pirates News / Bucs Dugout / September 26
Pirates Don Kelly and Ben Cherington’s status for 2026 in question
The biggest question that will need to be answered for the 2025-2026 Pirates offseason will be if General Manager Ben Cherington will get yet another undeserving
Pittsburgh Pirates News / MLB Trade Rumors / September 25
Pirates GM Ben Cherington’s contract runs through 2027
While it was previously unknown if his contract ran through 2026 or ’27, this latest update gives him at least two more years worth of guaranteed salary.
Pittsburgh Pirates News / MLB Trade Rumors / September 21
Pirates GM Ben Cherington discusses future, offseason plans
It’s been another tough season for the Pirates, and things went poorly enough early in the year that manager Derek Shelton was fired just six weeks into the regular season.
Pittsburgh Pirates News / Pittsburgh Pirates on SI / September 20
Watch: Pirates GM Ben Cherington Addresses 2025 Season
PITTSBURGH — Pittsburgh Pirates general manager Ben Cherington isn't proud of how this season has gone, especially with this recent stretch towards the end of the campaign.
Pittsburgh Pirates News / Last Word On Sports / August 28
Pirates GM Cherington Discussed Hitting, Free Agents with MLBTR
Pittsburgh Pirates general manager Ben Cherington recently granted a brief but wide-ranging interview to the MLB Trade Rumors podcast. Too often in his dealings with the Pittsburgh media, it seems as though he’s trying to break former Pirates manager Jim Tracy’s unofficial major league record for using the most words to say the least.
Pittsburgh Pirates News / Yardbarker / August 1
Pirates once again show they're not serious about winning
The Pittsburgh Pirates are a sham.
Pittsburgh Pirates News / Pittsburgh Baseball Now / November 24, 2024
Give Ben Cherington Credit for Swallowing Pride
All general managers make mistakes. Pittsburgh Pirates GM Ben Cherington is no different. During his five years on the job, he has made his share of bad trades and free-agent signings.
Pittsburgh Pirates News / Pittsburgh Baseball Now / October 16, 2024
Ben Cherington Stands Behind Pirates’ Player Development
It is always fun when the Pittsburgh Pirates honor their 1979 team, the last one to win a World Series for the franchise. It is equally fun to hear those players’ thoughts on the current Pirates’ organization.
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