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Kyle Schwarber News / Pittsburgh Pirates on SI / December 9
Pirates Offseason Plans Murky After Kyle Schwarber News
The Pittsburgh Pirates are officially out of the race for Philadelphia Phillies free agent designated hitter Kyle Schwarber . According to ESPN MLB insider Jeff Passan, the Phillies and Schwarber agreed to a 5-year, $150 million contract.
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.
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?
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.
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 / 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.
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.
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 / 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.
Kyle Schwarber News / Pittsburgh Pirates on SI / December 8
Pirates Make Record Offer for Phillies' Kyle Schwarber
PITTSBURGH — The Pittsburgh Pirates have a huge few days coming up at the Winter Meetings in Orlando, Fla. and have already reportedly made a massive move.
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.
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.
Pittsburgh Pirates News / Pittsburgh Pirates on SI / December 7
Pirates Still Pursuing Japanese Slugger in Free Agency
PITTSBURGH — The Pittsburgh Pirates are looking at many different free agent position players, including one who is looking to make his mark in the United States.
Pittsburgh Pirates News / Pittsburgh Pirates on SI / December 6
New Pirates Prospect Impresses in Venezuelan Winter League Debut
PITTSBURGH — The Pittsburgh Pirates just acquired one of the better prospects in baseball and he recently showed what he'll bring next season in a recent game.
MLB News / Pittsburgh Pirates on SI / December 6
Pirates Land Padres All-Star in Mock Trade
PITTSBURGH — The Pittsburgh Pirates need additions in their lineup next season, and one San Diego Padres All-Star might serve as a good fit. Joel Reuter
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.
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.
MLB News / Yardbarker / December 5
Pirates, Red Sox both rolling the dice in Johan Oviedo trade
The Pittsburgh Pirates and Boston Red Sox have seemed like ideal trade partners for more than a year now.
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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