After failing to get to the ALCS, the Yankees will need to retool their roster if they hope to finally capture their first World Series in more than 15 years. That's especially the case with key players like Trent Grisham, Devin Williams,and Cody Bellinger hitting the free agent market.
The free agent class is star-studded with plenty of starting arms, relievers, and a few All-Star caliber hitters who would help the Yanks in 2026 and beyond.
Of course, GM Brian Cashman and the front office can pick up any player, but there are a few specific names that the team should pursue this offseason. There are also some names that, while the Yankees don't necessarily need, could raise the team's ceiling.
Here are the top 10 free agents the Yankees should pursue this offseason...
10. 3B Alex Bregman
If this were a year ago, Bregman would be much higher on the list. But after the Yanks acquired Ryan McMahon at the trade deadline, the need for a third baseman is no longer there. But if one of the best third basemen in the league is available, you need to at least explore the possibility.
Bregman brings great defense and can still hit, both in the regular season and postseason. Yeah, his swing may not be great for Yankee Stadium, but perhaps the Yankees can get creative with how they use Bregman and McMahon. It's hard to pass up on the production Bregman can bring.
9. 1B Pete Alonso
Again, a position that the Yankees don't need to fill, but adding Alonso would raise the production they would get from that corner to heights they haven't seen in quite some time.
Sure, there are holes in Alonso's game. His defense leaves a lot to be desired and he is not the fleetest of foot on the basepaths, but he makes up for it with his power and durability. Alonso would replace Paul Goldschmidt -- who is a free agent -- on the roster, and the team will have to decide what to do with young Ben Rice.
Alonso plays every day, so Rice would either be part of a platoon with Austin Wells at catcher or a candidate to be traded.
There's also Alonso's reported contract demands to take into account. While I don't believe he'll receive a seven-year offer, the soon-to-be-31-year-old is looking for a long-term deal and I speculate the Yanks don't have an appetite for it. But if the market brings Alonso's demands down, the Yankees could do worse at first base.
8. RHP Luke Weaver
Weaver is one of two key relievers the Yankees could lose this offseason. And while his 2025 ended poorly, New York should seriously consider bringing Weaver back.
Every offseason, Cashman is tasked with rebuilding his bullpen, and has consistently done a good job. With David Bednar and Camilo Doval still with the club in 2026, the Yankees need another arm or two to round out the 'pen and be playoff ready.
And while fans may scoff at bringing Weaver back, you can't deny he was dominant in 2024 and was crucial to the team's World Series run that year. He also has the temperament for the city and can handle the pressure. And if he can get over the whole pitch-tipping debacle at the end of the 2025 season, he and the Yankees should find a way to reunite.
7. INF Bo Bichette
The shortstop position is not as steady as it seemed a couple of years ago.
With Anthony Volpe's offense and defense regressing in recent seasons, the young infielder is not a shoo-in as the starter. So, what should the Yankees do? Upgrade, of course, or at least look into it.
Bichette, 27, is entering free agency after having arguably his best season as a pro. It was also a nice bounce back from his injury-plagued 2024. But with that comes some potential pitfalls. Bichette will be looking for a lucrative, long-term deal and his injury history is something to be wary of. The shortstop missed most of the postseason with a knee injury and although he likely won't need surgery, it's something that should be monitored.
Do your due diligence on the medicals, and check in to see if Bichette is gettable. It would resolve the shortstop position for years to come.
6. RHP Devin Williams
Williams is the other big reliever set to test free agency, and one the Yankees should look into bringing back. The organization clearly values and likes what Williams can bring -- they wouldn't have traded for him if they didn't. Despite his roller coaster first season in the Bronx, he rounded into form at the end, and could be a valuable piece for the 2026 Yankees.
Truthfully, Williams may not want to return. There was intense pressure on him after his early-season struggles, and perhaps he'd prefer a smaller market like when he thrived in Milwaukee. Also, he could be looking for closer money this offseason. The Yanks have Bednar, who became their closer down the stretch, but would a reunion with Williams be predicated on being the closer again?
The Yankees could use those dollars elsewhere, but checking in on Williams should be on the docket.
5. 1B/3B Kazuma Okamoto
Okamoto, on paper, fits what the Yankees need. He's a right-handed bat who, while he has some pop -- leading the Central League in home runs three times -- has a lower strikeout rate than Munetaka Murakami, another Japanese hitter ready to be posted this offseason, and is a plus defender.
Bringing Okamoto in can allow the Yankees to have him play alongside both Rice and McMahon at either corner, depending on the pitching matchups.
He'll also be a relatively cheaper option than Murakami. While he is already 29, the combination of power, contact skills and defense makes Okamoto an intriguing option.
4. 1B/3B Munetaka Murakami
And speaking of Murakami. Sure, Okamoto offers the defense and right-handed bat the Yankees need for their roster, but could you not explore bringing in one of the best power-hitting prospects to come out of Japan in recent memory?
His left-handed bat doesn't fit with Rice and McMahon at the corners, but like with Alonso, the addition of Murakami could free the Yanks up to deal Rice.
Murakami, 26, is also younger than Okamoto, so the Yankees could get a lot more mileage out of him.
3. RHP Michael King
Could King return to the Bronx?
After the Yankees traded him to the Padres in the deal for Juan Soto, the right-hander is a free agent -- and a reunion is possible.
The Yankees know what they'd be getting with King, so adding him back into the rotation mix would be seamless. Despite dealing with injuries in 2025, King still pitched to a 3.44 ERA with a strikeout rate of 9.3 per nine. He's only a year removed from his breakout 2024, when he finished seventh in Cy Young voting and pitched to a 2.95 ERA in his first full season as a starter.
New York has a lot of starters already, but Gerrit Cole and Carlos Rodon will miss the beginning of the season, and the Yankees need arms to stay afloat until reinforcements come. Adding a pitcher like King also allows them to trade one or both of Luis Gil/Will Warren to a team that could use major league ready pitchers.
2. OF Cody Bellinger
No. 1 and No. 2 on this list can be flip-flopped, however you see fit. But either way, the Yankees need an elite outfielder and Bellinger gives them that in spades.
Bellinger is a plus defender at various positions, giving the Yankees flexibility while also delivering power, contact hitting and base running. Most importantly, Bellinger has proven he can do it in New York. That's something that shouldn't be undervalued.
He would also cost considerably less than the No. 1 free agent, allowing the Yanks to stretch out their payroll a bit more.
1. OF Kyle Tucker
And here we are, with arguably the highest-profile name on the free agent market this year.
The arguments can be made for either Bellinger or Tucker, but Tucker gives the Yankees a more dangerous offensive presence behind Aaron Judge. Perhaps the Yankees would overlook his defensive shortcomings -- in relation to Bellinger -- for that firepower.
Re-signing Bellinger is the prudent and safer choice, but Tucker would be the splash this team potentially needs to get over the hump.