The New York Yankees passed on the chance to sign Yoshinobu Yamamoto two years now, and they are still paying the price for it.

Since then, he played one season with the Pittsburgh Pirates and another, revitalized season with the Red Sox. In 67 appearances with the Yankees’ division rival, Chapman posted a career-best 1.17 ERA while striking out 85 batters over 61 1/3 innings.

The Yankees are in the early stages of offseason planning and we have little idea of what their roster will look like on 2026 Opening Day, let alone when pitchers and catchers report in mid-February. But that doesn’t mean we can’t partake in a little speculation about one player in particuar.

Will the New York Yankees move on from a fan-favorite infielder this offseason? It's worth pondering, says this insider.

Yankees Outfield Gaps. Fellow outfielder Cody Bellinger has been the subject of much more debate in the offseason so far, with commentators weighing in on whether the Yankees shou

New York has to clear 40-man spots and salary before Nov. 21. Several relievers could be cut so the Yankees can manage payroll and survive 2026 without Gerrit Cole on Opening Day.

This story was excerpted from Bryan Hoch's Yankees Beat newsletter. To read the full newsletter, click here. And subscribe to get it regularly in your inbox.

Yankees legend Alex Rodriguez is finally coming clean. Nearly a decade after his career imploded, Rodriguez is revisiting the most painful chapter of his life. In a HBO Documentary titled “Alex vs. A-Rod,” which airs Nov. 6, he confronts the choices that tarnished his legacy.

The New York Yankees could be looking for arms in the bullpen this offseason and could target one from the New York Mets.