Yankees: in the event of a sweep, Aaron Boone and Brian Cashman must leave

Brian Cashman's tenure with the New York Yankees dates back to 1986. He has been general manager since 1998, and has helped build the rosters of the last five Bomber World Series-winning teams. After the 2022 season, the Yankees gave Cashman a four-year contract extension that runs until 2026.

Aaron Boone, meanwhile, is in his eighth season as Yankees manager. New York removed him from the ESPN studios after firing Joe Girardi at the end of the 2017 season. With the skipper at the helm, the Yankees missed the playoffs only once, in 2023.

But the club's World Series drought still remains. And should the New York outfit be swept by the Toronto Blue Jays, a change of air will have to be brought to the Bronx.

But with, among other things, the Yankees giving Boone a two-year contract extension until 2027 before this season, we can expect nothing to change under the New York sun.

What's next for the Yankees if they lose in the ALDS?

BK and @Feinsand discuss on the #MLBNowShowdown. pic.twitter.com/NRZYqfFhoP

– MLB Now (@MLBNow) October 6, 2025

Mark Feinsand of MLB.com also believes this, having spoken with Brian Kenny on MLB Network.

Aaron Boone has to go. Brian Cashman has to go. Neither will happen. They could lose 14-0 tonight (Tuesday) and neither of those things would happen. I think Cashman and Boone are on the same level. Cashman has the manager he wants. He's signed on for two more years. I don't think Hal Steinbrenner is going to say, ‘Here's several million dollars to go work for a TV station'.

Certainly, there will be a lot of pressure in New York for both protagonists' heads to roll if the Yankees were to get knocked out of the playoff picture in the Division Series.

But don't count on it.

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