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Yankees GM Brian Cashman Set to Return in 2027

8/29/2026

22 2 Full Breakdown

Summary

Cashman Returns

Yankees general manager Brian Cashman will be asked to return for 2027.
Cashman has served as GM since 1998, overseeing five World Series titles, the last in 2009.
Aaron Judge remains sidelined with a fractured right ribcage, hurting the Yankees’ offense.
Max Fried and Carlos Rodón will start the two games of Saturday’s doubleheader vs. Boston.
Yankees’ rotation leads MLB with a 3.21 ERA, anchored by Cam Schlittler’s 2.16 ERA.

Summary

Anthony Return Doubtful

The four-game series could decide which club hosts the American League Wild Card round.
The opening game will be streamed live on Apple TV.
Fans voiced disappointment on the Section 10 podcast because Roman Anthony’s return looks unlikely.
Adam Ottavino, former Red Sox-Yankees reliever, was seen at Yankee Stadium working as a photographer.
The Saturday doubleheader allows each team a 27th roster spot, sparking speculation Anthony could fill it.

History

Historical Context

In 1998 the Yankees, managed by Joe Torre and built around the “Core Four,” posted a franchise-record 114–48 regular season and 125 total wins, sweeping the San Diego Padres for their 24th World Series title. That dominant season established a benchmark that now frames the franchise’s evaluation of Brian Cashman’s 2027 contract amid Aaron Judge’s injury.

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Cashman Returns

Yankees general manager Brian Cashman will be asked to return for 2027.
Cashman has served as GM since 1998, overseeing five World Series titles, the last in 2009.
Aaron Judge remains sidelined with a fractured right ribcage, hurting the Yankees’ offense.
Max Fried and Carlos Rodón will start the two games of Saturday’s doubleheader vs. Boston.
Yankees’ rotation leads MLB with a 3.21 ERA, anchored by Cam Schlittler’s 2.16 ERA.

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