The New York Yankees have a long list of needs to fulfill in the 2025 offseason, chief among them a heavy-hitting outfielder. The Yankees have also been predicted to pick up another starting pitcher due to several key members of the rotation facing injuries that will have them sidelined for Opening Day.
Every year during our annual Report Card series here at Pinstripe Alley, we’re generally pretty thorough with who we grade. Obviously, we do full reports on the Aaron Judges and Max Frieds of the roster, but we all will take in depth looks at the likes of J.C Escarra and Ryan Yarbrough.
The New York Yankees have been working all offseason to make a massive signing in the outfield. Their main target is to bring back heavy-hitting veteran Cody Bellinger, but negotiations have yet to prove fruitful for the club.
The New York Yankees were dead set on having Anthony Volpe be their shortstop in the postseason. Jose Caballero got some run at the position while Volpe recovered following a cortisone shot in September, but once he was healthy enough to take the field, the starting job was his again.
" data-has-syndication-rights="1" src="https://platform.pinstripealley.com/wp-content/uploads/sites/124/2025/12/gettyimages-2239250283.jpg?quality=90&strip=all&crop=0,0,100,100" /> When Luke Weaver joined the Yankees in September of 2023, it was with the lowest of expectations.
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.
New York Yankees manager Aaron Boone knows the Pinstripes need to do better against the Toronto Blue Jays, who steamrolled his team at nearly every opportunity last season.
The American League East has been busy this offseason. The Toronto Blue Jays added Dylan Cease, and the Baltimore Orioles made one of the biggest splashes of the offseason by bringing Pete Alonso into the fold.
ESPN: The folks at ESPN put together a roundtable to go over the Winter Meetings, discuss their biggest surprises and letdowns, alongside naming some winners and losers.
Jazz Chisholm Jr. wants to remain with the New York Yankees, but the feeling might not necessarily be mutual. The Yankees are listening to trade offers for the All-Star infielder Chisholm, Jeff Passan of ESPN reported on Thursday.
The New York Yankees aren’t actively shopping Jazz Chisholm Jr., but they are reportedly listening to trade offers on their 30-30 star. Meanwhile, the rest of the AL East is getting better each day, with impactful signings, and the Yanks have only countered with a couple of minor moves.
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.
A stray transaction in early December rarely moves the needle in the Bronx, but every so often it hints at the kind of work the New York Yankees believe can change the shape of a season.
The New York Yankees are in the market for more bullpen arms and one of their biggest recent rivals, the Los Angeles Dodgers, might have what they want.
The Athletics are in agreement with reliever Mark Leiter Jr. on a one-year deal for about $3 million, ESPN reported Thursday. The 34-year-old right-hander was non-tendered by the New York Yankees after the 2025 season and became a free agent in November.
The New York Yankees have made their first post-Winter Meetings free agent signing. The Yankees have signed right-handed relief pitching prospect Bradley Hanner to a minor league deal with an invite to spring training, Jeol Sherman of the New York Post reported.
The New York Yankees are among a number of suitors bidding for Cody Bellinger’s services. However, every team interested is being put on hold due to Kyle Tucker and Scott Boras.
There are always a lot of rumors surrounding the New York Yankees in the offseason, with more likely on the way and all throughout the winter. As the Yankees deal with rumors around Cody Bellinger and other players, there are also pitching threats that the team could be linked to, as discussed by MLB insiders.
The MLB's winter meetings have concluded, and so has the annual Rule 5 Draft. The Rule 5 Draft has not been a part of the Yankees' offseason playbook in the past.
In their quest to win a World Series title, the New York Yankees are exploring all avenues to improving their roster. One option could be trading away infielder Jazz Chisholm.
The New York Yankees didn't do anything at the Winter Meetings, at least in terms of closing deals. It sounds like they will have plenty of competition for one of their targets.
With the Winter Meetings already in the history books, the New York Yankees have spent a grand total of $0. However, they still have plenty of time to salvage their offseason by bringing Cody Bellinger back.
The New York Yankees are always a team to watch in the offseason, especially with tons of cash to spend. Going into the MLB Winter Meetings, a big question was about the future of Ben Rice.
One of the stars of the New York Yankees will not be participating in the World Baseball Classic. Pitcher Max Fried was invited by Team USA manager Mark DeRosa to participate in the WBC but declined, DeRosa said Tuesday, according to YES Network’s Jack Curry.
The New York Yankees have not yet made a major splash in MLB free agency this winter. Last offseason, however, was a memorable one in the Bronx after the team signed left-hander Max Fried to an eight-year, $218 million deal in December 2024, making him the highest-paid southpaw in league history.
The MLB Winter Meetings are just about underway with all 30 MLB teams arriving, or en route due to weather, and New York Yankees GM Brian Cashman did two media availabilities on Sunday night.