Gary Denbo was the first, but he’ll be far from the last.
Well, ok, that’s not entirely accurate. Don Mattingly was technically first, and there is no indication that his old teammate/new boss Derek Jeter is about to let him go, but Denbo was the first hire direct from the Yankees’ organization that served as the platform for Jeter’s meteoric fame and success.
Why stop there, though? As our friends at Pinstripe Alley noted recently, New York was the only stop for the Captain in a 20 year career, where else would he have had an opportunity to make the kind of connections necessary to fill out a major league front office?