In 2016, the Yankees traded top prospect Gleyber Torres to the Chicago Cubs for Aroldis Chapman, a move that helped the Cubs win the World Series. The 2022 deadline saw the Yankees trade MLB-ready pitchers Jordan Montgomery and JP Sears for Frankie Montas and Lou Trivino, with Montgomery subsequently excelling for his new team. Additionally in 2022, the Yankees dealt top pitching prospects Hayden Wesneski and Ken Waldichuk in separate deals for Scott Effross and Frankie Montas, representing notable farm system sacrifices.