It might be a little early to do a retrospective on a trade that only just happened last offseason, but I think enough has happened to at least judge the deal on the first year. Anyone who has paid attention to the Yankees, or even much of baseball, should be aware about how much of a victory the trade for Didi Gregorius turned out to be for Brian Cashman and company. Maybe things change over the next few years, but right now things are looking good for the Yankees.
After Derek Jeter retired, the Yankees needed a new shortstop, someone who was young, athletic, and good defensively.