After another early postseason exit, Brian Cashman and the Yankees' front office have the offseason to figure out how the club can get over the hump and capture a World Series title for the first time since 2009.
It won't be easy.
Every year following their last title has been tough for Cashman and the Yanks to find the right combination of players and coaches to be the last team standing. And after being swept by the Rays in the ALDS, this is an especially crucial offseason. Aaron Judge and Gerrit Cole aren't getting any younger, and there are no guarantees that the starting rotation -- which was among the best in the majors this season -- can replicate that success next year.
Not to mention the looming lockout that could impact things.
But it's not all doom and gloom in Yankeeland. The aforementioned rotation is still strong, with youngsters like Cam Schlittler, Will Warren and Ryan Weathers giving the team depth. Young prospects like George Lombard Jr. and Spencer Jones made splashes in the big leagues and look to be ready for a full season in pinstripes, and Anthony Volpe seemingly revived his career -- at least for the moment -- and could be a key piece for the 2027 team.
Given the expected lockout, the Yankees will have to enact their plan for the offseason rather quickly. While there are many holes and details to iron out, here's what the Yankees' top priorities this offseason should be...
5. Clearing up Aaron Boone's situation
The Yankees can go one of three ways with regard to their manager.
First, the Yankees could move on from Boone after nine seasons of winning baseball that consistently fell short of the ultimate goal of a World Series. Boone would leave with one of the best records in team history, but it's become increasingly obvious that a new voice is needed in the locker room. And while he's not the one making errors on the field or not hitting in the postseason, someone needs to bear the responsibility and that often falls on the manager.
The Yankees could also let Boone manage the final year of his contract and figure it out after the 2027 season. This feels like the way New York is going to go. As SNY contributor Anthony McCarron writes, the lockout puts the organization in a weird spot. With a potential truncated offseason and spring training, it may be best for Boone, who knows the players and the way the team works, to be in place.
If this is what the Yanks do, Cashman and owner Hal Steinbrenner need to come out and say it instead of letting the rumors swirl about the fate of Boone.

The Yankees could also just give Boone a multi-year extension. While fans would be beside themselves, this is a real possibility.
Boone has an impressive 790-565 regular season record, and has missed the postseason just once in his nine seasons.
However the Yanks approach the Boone situation, some clarity would go a long way.
4. Get a right-handed catcher
One of the Yankees' biggest needs at this past trade deadline was a right-handed catcher to platoon with Austin Wells.
Cashman did not achieve this goal. Instead, the Yanks kept Ali Sanchez as the backup, while hoping Wells' bat would wake up from its year-long slumber. And while Wells' offensive numbers trended up at the end of the season and in the postseason, it was a missed opportunity for this team. Perhaps the Twins and Rockies were asking for too much in a potential deal for Ryan Jeffers or Hunter Goodman, but this offseason offers up more possibilities for Cashman.
Jeffers and Tyler Stephenson, who was also reportedly on the Yankees' radar, are free agents. The market for right-handed catchers is pretty shallow, so grabbing one of the obvious upgrades to the catcher position via trade or free agency needs to be a priority.
3. Bring back the bullpen core
Every year, the Yankees find ways to create a formidable bullpen with relative no-names, journeymen, and farm arms. In 2026, Cashman created one of the better bullpens with David Bednar anchoring, along with former starter Paul Blackburn, Fernando Cruz, and Brent Headrick.
Cruz ended the season on the IL with an elbow injury and Headrick is the only other reliever among the above who is under contract for 2027. That needs to change.
Bednar and Blackburn should be back. Both were great and proved they could handle New York and the postseason. Other free agent bullpen arms include Ryan Yarbrough and Tim Hill, with midseason additions Michael Fulmer and John Schreiber also heading to free agency.
Cashman rarely ponies up money for bullpen arms, but this should be the year he bucks that trend. Bringing back Bednar and Blackburn should be a priority, especially if the Yankees want to experiment using former starters like Warren, Weathers, or Luis Gil in the 'pen, or utilize Carlos Lagrange.
2. Get younger with more contact
It feels like it's said every offseason, but the Yankees need to get younger and more athletic. And while they have made strides over the years by bringing in Jazz Chisholm Jr. and promoting youngsters like Volpe, Lombard, and Jones, they need to do more.
For whatever reason, the Yanks cannot overcome mental mistakes in the field and on the bases and it could be attributed to age. Trent Grisham's defense in center regressed the last two seasons, while the usually sure-handed Ryan McMahon had his struggles defensively at the end of the season. And that's not to mention Chisholm seemingly not having his head in the game.

Grisham and Chisholm are not guaranteed to return, as they'll be free agents, which should open up possibilities for other younger options. Volpe could win the second base job if Chisholm doesn't return, while Jones should replace Grisham in the outfield.
Paul Goldschmidt and Amed Rosario, handy bench veterans, are also free agents. It's hard to imagine them returning with the way the roster is currently constructed. Their departure could also lead the Yankees to bring in more contact-focused bats to limit the offensive lulls that we saw in the regular season and in the playoffs.
But the roster crunch could also be handled with one more move...
1. Decide Giancarlo Stanton's future
It's been a long time coming, but Stanton's time with the Yankees could be coming to an end.
Stanton is owed $15 million in 2027 and the team has a club option for 2028, which they certainly won't exercise, and it opens up the Yankees to designate the slugger for assignment ahead of the upcoming season.
Sure, eating the money isn't ideal, but they did it with DJ LeMahieu back in 2025. They owed him more money ($22 million) when the move was made, so the template is there, and while Stanton has proven to be a leader in the locker room and productive at the plate (when he's out there), his injury history and age are making it hard to justify him taking up a roster spot moving forward.
Ben Rice has excelled as the full-time DH, and adding Luis Garcia Jr. at the trade deadline gives the team a first base option. If the Yankees want their best lineup, Stanton is not a part of it.
It also gives the team a way to use Judge as a DH here and there.
However you slice it, New York is better off without Stanton on the roster in 2027 -- a harsh reality that puts the former MVP's nine-year career in pinstripes in jeopardy.




















