New York Yankees: five free agents team should re-sign

BRONX, NY - OCTOBER 15: New York Yankees General Manager Brian Cashman looks on prior to Game 3 of the ALCS between the Houston Astros and the New York Yankees at Yankee Stadium on Tuesday, October 15, 2019 in the Bronx borough of New York City. (Photo by Rob Tringali/MLB Photos via Getty Images)
BRONX, NY - OCTOBER 15: New York Yankees General Manager Brian Cashman looks on prior to Game 3 of the ALCS between the Houston Astros and the New York Yankees at Yankee Stadium on Tuesday, October 15, 2019 in the Bronx borough of New York City. (Photo by Rob Tringali/MLB Photos via Getty Images) /
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(Photo by Alex Trautwig/MLB Photos via Getty Images)
(Photo by Alex Trautwig/MLB Photos via Getty Images) /

Five Free Agents the New York Yankees Should Keep

Didi Gregorius

Didi Gregorius is in many ways the glue that keeps the New York Yankees together. By all accounts, he is a great clubhouse presence and is beloved by the entire Yankee organization.

The Yanks could not have imagined a better replacement for Derek Jeter than Gregorius. In his four seasons prior to 2019, he hit .274 with a .447 SLG and was considered one of the best defensive shortstops in the game.

However, this season, the left-handed shortstop struggled mightily at the plate and on the field. What’s more, his aggressiveness at the plate in the postseason, made his performance pale in comparison to previous postseasons in pinstripes.

Fortunately for Didi, the free-agent market for shortstops is pretty pathetic this offseason and the Yankees are in need of retaining a lefty bat or two. Given that Didi has excelled as a member of the organization in the past, the team should feel comfortable that another season removed from Tommy John surgery will benefit the 29-year-old infielder.

PREDICTION

As stated in a previous piece, Didi Gregorius will likely remain on the team and receive a deal worth somewhere around $14M AAV over three or four years.