Brian Cashman has completed more than 100 trade deadline deals since becoming the Yankees general manager in 1998.
It is hard to come to peace with exactly what defines such a transaction. For example, I would include the early deal in June 2000 for David Justice as a deadline deal and also swaps made through August before the waiver deadline was eliminated after the 2018 season. But my standard would not include the purchase of a contract without a player moving the other way.
Still, when you add it up in just about any fashion, Cashman possibly has made more of these deals than anyone in history — while appreciating that what a deadline deal is can be fuzzy. There is enough volume over three decades that Cashman has provided bread crumbs about how he will handle the market he is in yet again.
He will trade with any team, since he has made a player-for-player deadline deal with every other club except the Braves — and last July he sold the rights to Carlos Carrasco to Atlanta.
