Jazz Chisholm Jr. may be heading into free agency with plenty of attention on him, and one recent prediction sends him somewhere a lot of Yankees fans probably wouldn’t expect: Pittsburgh.
The New York Yankees have several free agents to sort through this offseason, but Chisholm stands out as the biggest name in the group. He just wrapped up a down year in New York, hitting 19 home runs with 55 RBI and a .231 average across 137 games.
Even so, his 2025 season showed exactly why he can draw a crowd on the open market. He made the All-Star team and posted 31 home runs, 31 stolen bases, and 80 RBI.
That kind of upside is why Chisholm is being linked to more than just the usual big-market suspects.
In a recent Bleacher Report piece, Kerry Miller projected that the Pittsburgh Pirates would sign Chisholm this offseason. It would be a major surprise on paper, since the Pirates are not known for splashing around in free agency.
But Miller’s logic tracks with where the club appears to be headed. Pittsburgh is on the rise, and with Paul Skenes anchoring the rotation, there is a clear case for adding a proven bat to the mix.
Chisholm would fit that need in a hurry. He could give the Pirates another dangerous presence near the top of the order, especially if he finds the same form he showed in 2025.
There is also a second layer to the fit. If Pittsburgh can’t bring back fellow second baseman Brandon Lowe, Chisholm would give them a strong replacement option as they sort out their infield plans this winter.
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