Brian Cashman addresses reporters at a postseason news conference at Yankee Stadium on Oct. 16, 2025. Charles Wenzelberg/NY Post

In 2019, it was Gerrit Cole. The next two winter meetings were canceled by COVID and a lockout, but the Yankees picked right back up in 2022 with Aaron Judge. A year later, it was Juan Soto, and last December, it was Max Fried.

Access the Yankees beat like never before

Don’t miss Greg Joyce’s text messages from The Bronx and beyond — he’s giving Sports+ subscribers the inside buzz on the Yankees. Sign Up Now

This time around, it was … Cade Winquest?

No, the Rule 5 pick was not the big splash the Yankees have become accustomed to making at the Winter Meetings, which came and went without much fanfare for Brian Cashman and Co., which has generated more

See Full Page