The New York Yankees are operating on the ‘World Series or nothing’ philosophy this season. To see this through, they are not shying away from tough calls and roster shuffles if needed.

The date is Dec. 8, 2024. The World Series ended 39 days ago. Baseball fans were looking at a long offseason ahead. Despite being in the middle of the winter, baseball media outlets were in a frenzy because of one man’s free agency decision — Juan Soto.

Yankees GM Brian Cashman was not in Las Vegas for the GM Meetings this year, but did speak with the media over Zoom on Wednesday to speak on a number of topics. The hottest topic was the departures in the Yankees outfield. Cody Bellinger and Trent Grisham ...

New York Yankees GM Brian Cashman fires back at the narrative portraying manager Aaron Boone as his “puppet.” As the general manager of the New York Yankees, Brian Cashman is under constant scrutiny and pressure to deliver. The fans are ever more ...

The Yankees have hit a bit of a rut after a strong start to the 2026 campaign. New York has lost four of its last five games as of Monday afternoon after being swept by the Brewers, highlighting several concerns that manager Aaron Boone and general manager Brian Cashman must address to keep the Yankees firmly in the World Series discussion.

George M. Steinbrenner Field (Tampa) – Brian Cashman walked into his office at the spring training facility for the New York Yankees and pulled up a TikTok video on his iPad. He had already seen this video but thought it was funny enough to watch it again.

Brian Cashman’s laid-back look drew sharp radio criticism, with one host saying the Yankees GM should’ve shown up more professional. Spring Training is supposed to be about velocity readings and roster battles. Instead, the New York Yankees camp opened ...

For the past couple of years as the Yankees often looked fundamentally flawed and too one-dimensional in their quest for their first world championship since 2009, Brian Cashman took frequent bashings for his roster construction.