From a strictly Yankees perspective, in 2018 he'll be entering his age 26 season, still young with plenty of prime production remaining. A rarity indeed in FA market. Headley's contract will be expiring. No-one questioning his bat or his glove at 3B. Imo the fit is perfect, the timing just right. The only question is money. Some will be reluctant to pay him, others will question the credulity of the salary given the young guns already on the roster. I have already stated my feelings. Machado and Harper are once in a lifetime talents, grab them when opportunity presents.