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Are Jazz Chisholm's days with the New York Yankees numbered?

At the start of the offseason, New York Yankees general manager Brian Cashman touched on the possibility of signing Jazz Chisholm to a contract extension, stating that the Yankees would consider it.

That was back in November. We are now almost in February, and there has been no movement on that front. At least nothing we have heard publicly.

Given New York's general stance when it comes to handing out extensions, that shouldn't come as much of a surprise. It's just not something the Yankees typically do before players hit free agency.

Could Chisholm represent an exception?

It does not seem incredibly likely, and the contract demands recently predicted by Mike Axisa of CBS Sports make it appear almost unimaginable.

"I would guess Chisholm and his camp are eyeing Willy Adames' seven-year, $182 million deal with the Giants," Axisa wrote. "Adames signed his deal at age 29 and put up 12.7 WAR in the three years prior to free agency. Chisholm is at 10.3 WAR the last three years. He may not get Adames money, though his representatives starting extension talks there wouldn't be unreasonable."

This isn't surprising, either. In fact, I have been operating under the assumption that Chisholm might ask for $200 million.

New York Yankees second baseman Jazz Chisholm. Credit: Wendell Cruz-Imagn Images.New York Yankees second baseman Jazz Chisholm. Credit: Wendell Cruz-Imagn Images.

Considering that New York has been watching its payroll and just inked Cody Bellinger to a five-year, $162.5 million pact, the idea of the Yanks turning around and signing Chisholm for $182 million doesn't seem all that probable.

That's especially when you take into account that the Yankees have top middle infield prospects George Lombard Jr. and Dax Kilby both on the come up in the minor leagues.

Chisholm is also a risk. He slashed .242/.332/.481 with 31 home runs and 80 RBI over 531 plate appearances in 2025, also stealing 31 bases while playing impressive defense at second base. That was enough to make the All-Star team.

But the 28-year-old owns a solid — not great — lifetime .770 OPS and also has a rather checkered injury history. In fact, he played in just 130 games this past season.

New York paid a rather steep cost to acquire Chisholm from the Miami Marlins, trading catcher Agustin Ramirez and a pair of other intriguing prospects to South Beach in exchange for Chisholm midway through 2024.

But would that stop the Yankees from allowing Chisholm to walk next winter? Based on how Hal Steinbrenner has been operating, probably not.

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