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Michael DeRosa

By Michael DeRosa

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New York Yankees free agent Jazz Chisholm Jr is one of the most notable players available on the market right now.

Because of this, there is an expectation that Chisholm is going to generate a lot of interest in free agency, even though he had a tough 2026 season for New York.

Now, with the offseason just getting started, Chisholm is being viewed as a top potential target for one of the Yankees' AL East rivals.

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In a recent article for ESPN, Jeff Passan urged the Toronto Blue Jays to sign Chisholm in free agency this offseason to improve their offense.

Jazz Chisholm Jr.

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"But keeping up with the Rays, Yankees and Red Sox necessitates upside plays, and there's only one free agent this winter with a 30/30 season on his resume and the ability to play three premium positions -- one of which, second base, is a priority to fill. Sign infielder/outfielder Jazz Chisholm Jr.," Passan wrote.

The Blue Jays being connected to Chisholm is easy to understand. They need far more offense if they hope to bounce back and be a playoff team in 2027. Thus, it would make sense if they considered signing a two-time All-Star like Chisholm on a short-term deal.

Chisholm would have the potential to provide Toronto with an upgrade at second base. However, Chisholm could also play in the Blue Jays' outfield and third base if needed due to his versatility. Thus, he could be a solid pickup for a team like Toronto.

In 137 games this season with the Yankees, Chisholm recorded 19 home runs, 41 stolen bases, 55 RBI, and a low .231 batting average. Yet, when noting that he recorded 31 home runs and 80 RBI as an All-Star for New York just back in 2025, he could bounce back next season. If he signed with the Blue Jays and regained this form, it would undoubtedly sting for New York.

It will be interesting to see if the Blue Jays can land Chisholm this offseason from here.

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