Sometimes, Brian Cashman sees talent in a player. He saw something in Didi Gregorius, when the shortstop was barely replacement level in Arizona. Cashman saw something in Chad Green too, and both of those hunches have paid off in spades for the Yankees. As a result, most fans have learned to give him a whole lot of leeway when he makes a move.
When New York acquired Brandon Drury over the offseason, Cashman got that leeway, as most fans assumed he saw something in the infielder.