The New York Yankees are expected to keep manager Aaron Boone despite falling short of the World Series once again in 2026. The expectation is that general manager Brian Cashman will also be back. MLB insiders Joel Sherman and Jon Heyman recently addressed the situation during an episode of The Show with Joel Sherman & Jon Heyman.
“You do have to think about what kind of people you put on the roster. Are those the guys you want taking at-bats, fielding the ball, making big decisions in the postseason? I think it's a place where the Yankees have failed,” Sherman said. “Which means where Brian Cashman has failed and his group, by not having a greater appreciation of that. And I also think it's a place where Aaron Boone has failed by not getting the full attention of some of these players, if that is actually possible.”
The Yankees have had the talent to compete. Sherman seems to think the way Cashman and Boone have approached some of the elements of strategy and the roster has been an issue, though. So, how can these concerns be fixed?
Article Continues Below“I think they need to put, for better terms, a bad cop, an enforcer, somebody next to him in the bench coach role,” Sherman added. “Who is more somebody who cares about the brand and cares about good baseball, and is willing to do what Boone hasn't been willing to do which is call out publicly to some degree guys who are not playing the right way. Who are not valuing the scoreboard. Who are doing their thing over what's good for the group.”
The Yankees will attempt to bounce back next season as they look to win their first World Series since 2009.