What a Jazz Chisholm Jr. Extension With the Yankees Could Look Like

Let’s break it down. 

The 26-year-old second baseman just delivered a 30–30 season in his first year in pinstripes, becoming only the third Yankee ever to do it. He’s under team control through 2026, but he’s already said he’d like to stay in New York long term. That opens the door for the Yankees to weigh an extension now against the risk of letting him test free agency in two years.

The comps paint a clear picture. Marcus Semien landed a seven-year, $175 million contract with Texas at the age of 31. José Altuve just signed a five-year, $125 million extension with Houston at age 34. Arizona’s Ketel Marte locked in six years and $116.5 million ahead of his age-31 season. Even DJ LeMahieu, who was older and more defense-first, got six years and $90 million from the Yankees.

Chisholm is younger than all of them. He’ll hit free agency at 28 if he plays out his current deal, right in his prime. Add in the 30–30 breakthrough and his upside as both a middle-of-the-order bat and a marketing star, and his ceiling could be higher than Marte’s and closer to Semien’s territory.

A reasonable extension now probably falls in the seven-year, $140–170 million range, buying out his last two arbitration years and carrying him through his 20s. That works out to $20–24 million per year, a number that balances his injury history with his impact potential.

A shorter bridge—five years for $100–120 million—would let him re-enter free agency earlier if he wants to bet on himself turning 30–30 into 40–40. Or the Yankees could go big and push toward an eight-year, $170–200 million deal, essentially betting on him as their second baseman of the decade.

If Chisholm waits until free agency and stacks another season like this one, he could easily be looking at Semien money—or more. The Yankees can either get ahead of that market now, or risk paying superstar prices later.