TAMPA -- Around the Yankees right now, there is a sense of urgency, a seriousness of purpose, lingering anger about the 2023 season, and -- though it goes mostly unsaid -- atypical speculation about what the organization will look like if the year does not go as hoped.
After an 82-80 season that GM Brian Cashman called a "disaster," managing general partner Hal Steinbrenner opted to keep his leadership team in place. This was a no-brainer on merit; no sane company would fire an executive after 31 successful years (the Yankees have not had a losing season since 1992). Plus, continuity has long been an organizational strength.
Cashman is beginning the second season of a four-year contract. There are close colleagues who speculate, without knowing for sure, that it will be Cashman’s last deal as GM of the Yankees (I’ve asked Cashman directly multiple times, and he neither confirms nor denies it, typically saying he doesn’t think that far ahead).
And while it is very difficult to imagine Steinbrenner firing Cashman in the middle of that contract, there is definitely win-now sense around here that makes one wonder what will change if the team does not make a significant October run this year -- and if Cashman and Steinbrenner will decide to think about a succession plan.
It’s also hard to imagine Cashman, 56, leaving an organization that he joined as a 19-year-old intern. But he’s not going to be the head of baseball operations forever. Members of his inner circle, which has been largely consistent for years, will also have to decide how long they want to continue in their roles. No one had fun in 2023.
The team is facing a more immediate decision on manager Aaron Boone, because his contract is up at the end of the year (the Yankees hold a club option on Boone for 2025, which means he is not currently signed up beyond this year).
Boone is not on thin ice with his bosses, who have privately expressed appreciation for how the manager helped stabilize the team last August and September, when the season appeared to be spiraling to an even darker place.