The Yankee brass seemed on board with the 'Brian Cashman Plan' when they held back from trading their young players for Santana. That move should have signified at least a few more years of the Cashman era as he continued to retool and rebuild the farm system.
Now though, it's really up in the air.
He was given basically full control for a few seasons, but as Hank continues to take a more active role in the organization, that full control could be slipping away.
Does Cashman want to deal with having Hank over his shoulder every day? Can he deal with Hank making comment after comment without checking in with his GM first?
It's a lot for Cashman to think about, even knowing that the Yankees will offer him loads of money.