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Pete Alonso News / Bucs Dugout / December 9
Pirates reportedly “handing around” for Pete Alonso 
The Pirates missed out on one of baseball’s premier bats this week. NL MVP runner-up Kyle Schwarber re-signed in Philadelphia on a five-year, $150 million contract on Tuesday.
MLB News / Yardbarker / December 9
Pressure is on Pirates to make meaningful move after Kyle Schwarber flirtation
All their flirtation with Schwarber should have done was raise the bar for them to do something meaningful this offseason.
Jorge Polanco News / Pittsburgh Pirates on SI / December 9
Pirates Get Disappointing Update on Mariners' Jorge Polanco
PITTSBURGH — The Pittsburgh Pirates have pursued second baseman Jorge Polanco as one of their top free agents in an offseason they are aiming for better bats.
The 'AL and NL MVPs since 2000' quiz
How many of the AL and NL MVPs since the 2000 MLB season can you name in six minutes?
Ketel Marte News / Pittsburgh Pirates on SI / December 9
One Major Obstacle for Pirates' Pursuit of Ketel Marte
PITTSBURGH — The Pittsburgh Pirates are reportedly in the market, or at least a fit, for one of the top trade targets in Arizona Diamondbacks second baseman Ketel Marte, who has many top suitors.
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.
MLB News / Pittsburgh Pirates on SI / December 9
Pirates Pursuing Cubs Free Agent Utility Man
PITTSBURGH — The Pittsburgh Pirates have gone after many different free agents this season, but recently are targeting a player who can feature at a number of positions.
Kyle Schwarber News / MLB on ClutchPoints / December 9
Pirates rumors: The $120 million Kyle Schwarber offer that won’t be enough
The Pittsburgh Pirates have been busy this offseason putting out offers to free agents. Pittsburgh is on the hunt for some offense, to help out the pitching staff.
Kyle Schwarber News / Pittsburgh Pirates on SI / December 9
Insider Suggests Proper Pirates Contract Offer for Kyle Schwarber
PITTSBURGH — The Pittsburgh Pirates are in on one of the top free agents this offseason in Kyle Schwarber, who will command a hefty fee for his signature.
Pittsburgh Pirates News / Just Baseball / December 9
Pittsburgh Pirates 2025-26 Offseason Wishlist
Following yet another 90-loss season for the Pittsburgh Pirates, the club enters the offseason with a long list of areas it needs to address. With the disappointing lack of urgency shown by the front office last winter, fans can only hope this offseason will be a different story.
Pittsburgh Pirates News / Pittsburgh Pirates on SI / December 9
Pirates Face Incredibly Important MLB Draft Lottery
PITTSBURGH — The Pittsburgh Pirates have a massive few days down at the Winter Meetings in Orlando, Fla., this week, with the MLB Draft Lottery playing a role in their future.
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 / 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 / Pittsburgh Pirates on SI / December 8
Pirates Must Fill Coaching Vacancy in Minor Leagues
PITTSBURGH — The Pittsburgh Pirates will make coaching changes this offseason, including finding a new coach for one of their minor league affiliates. Isaac Azout of Fish on First reported that the Miami Marlins hired Greensboro Grasshoppers manager Blake Butler as their infield coach for 2026.
Pittsburgh Pirates News / Pittsburgh Pirates on SI / December 8
Every Player Pirates Could Pursue at Winter Meetings
PITTSBURGH — The Pittsburgh Pirates enter their most important time of this offseason at the Winter Meetings down in Orlando, FL with a number of players they could go after.
MLB News / Pittsburgh Pirates on SI / December 8
Pirates Urged to Trade for Diamondbacks Star
PITTSBURGH — The Pittsburgh Pirates are in the midst of the most important few days of the offseason at the Winter Meetings down in Orlando, Fla., where fans hope they'll make some big moves to build the roster for next season.
Pittsburgh Pirates News / Pittsburgh Pirates on SI / December 8
Pirates Have New Leader for 2026 MLB Draft
PITTSBURGH — The Pittsburgh Pirates have a ways to go before the 2026 MLB Draft, but reportedly will have someone new at the helm leading the way. Former Pirates director of amateur scouting Justin Horowitz departed the franchise this offseason, joining the Washington Nationals as as an assistant general manager.
MLB News / Yardbarker / December 7
Pirates reportedly make impressive offer to Kyle Schwarber
The Pittsburgh Pirates are looking to put their money where their mouth is.
Don Kelly News / Pittsburgh Pirates on SI / December 7
Pirates' Don Kelly Looking to Add to Coaching Staff
PITTSBURGH — Pittsburgh Pirates manager Don Kelly has made some important moves this offseason, but still has work left to do before the start of Spring Training.
San Diego Padres News / Yardbarker / December 7
Three potential landing spots if Padres trade Jake Cronenworth
Trading Cronenworth would cut payroll, which can then be put back into the team on the mound.
Pittsburgh Pirates News / Pittsburgh Pirates on SI / December 7
Pirates Receive Winning Grade in Trade with Red Sox
PITTSBURGH — The Pittsburgh Pirates made their first big move of the offseason, which MLB insiders and national writers had good things to say about. The
Pittsburgh Pirates News / Pittsburgh Pirates on SI / December 7
Important Dates and Events for Pirates During Winter Meetings
PITTSBURGH — The Pittsburgh Pirates have their most important few days of the offseason coming up in the Winter Meetings in Orlando, Fla. The Winter Meetings represent the busiest time of the offseason for MLB teams, as the front office, agents and others all meet in one place and discuss trades and free agents.
Ketel Marte News / MLB on ClutchPoints / December 7
Bob Nightengale urges Pirates to make Ketel Marte trade
The Pittsburgh Pirates are trying to find a way to return to the postseason, after a decade-long drought. Pittsburgh has a valuable asset in starting pitcher Paul Skenes, but not enough run support to help him.
Johan Oviedo News / Just Baseball / December 6
What Does the Johan Oviedo Trade Mean for the Pirates?
The Pittsburgh Pirates have had their name in the headlines all offseason long, as rumors of increased spending and big-time acquisitions have filled the winter air.
Marco Luciano News / MLB Trade Rumors / December 5
Can former top-100 prospect Marco Luciano bounce back with Pirates?
The Pirates have claimed infielder/outfielder Marco Luciano off waivers from the Giants.
Jhostynxon Garcia News / MLB on ClutchPoints / December 5
Pirates rumors: Pittsburgh to remain active even after Jhostynxon Garcia trade
The Pittsburgh Pirates couldn’t hide from how disastrous their season became, and that reality pushed them into MLB Free Agency with real urgency. The Jhostynxon Garcia trade signaled the first shift in strategy, a move that told fans the front office plans to stay active deep into the winter.
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.
Johan Oviedo News / Field Level Media / December 4
Red Sox acquire RHP Johan Oviedo from Pirates
The Boston Red Sox continued remaking their rotation on Thursday, acquiring right-hander Johan Oviedo in a trade with the Pittsburgh Pirates. In exchange, Pittsburgh received outfielder Jhostynxon "The Password" Garcia and minor league right-hander Jesus Travieso.
Pittsburgh Pirates News / Last Word On Sports / December 4
The Pirates Were Once Stocked with Middle Infield Prospects.
By the 2021 trade deadline, general manager Ben Cherington appeared to have his Pittsburgh Pirates well-stocked with middle infield prospects. He had just obtained Diego Castillo, Tucupita Marcano, and Hoy Park in trades.
Pittsburgh Pirates News / Last Word On Sports / December 1
Pirates Star May Have Different Role – or Different Team – in 2026
In two preceding postseasons, it seemed a formality that Andrew McCutchen would sign for another year with the Pittsburgh Pirates. When he returned in 2023, “Cutch” made it clear he wanted to finish his career in Pittsburgh, where it started.
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