This gets brought up very often in the Yankeesverse and I suppose we never even consider it much here on SOSH but what would it take for Cashman to lose his role as GM? By all measures except WS titles, Cashman has done an incredible job as the Yankees GM. Unfortunately, fans have been and are growing more impatient with their expectations each season. I'm slowly moving in that direction also. I would love to see a WS and there's no reason a team who spends this kind of money on the payroll, player development, and analytics can't figure it out.
This offseason is more noteworthy than any others because of a fantastic free agent class which we have mostly not taken part of. The Yankees haven't signed any premium free agents and have opted to fill their roster via somewhat underwhelming trades while still winding up with a payroll that will very likely wind up exceeding $250m.
For the team with the biggest reputation for spending, here are the biggest free agent contracts of the last 5 years.
Cole 9/324
DJL 6/90
Chapman 5/86
Britton 3/39
Rizzo 2/32
Paxton 1/12.5
Didi 1/11.5
Kluber 1/11
Cole was just about as big of a slam dunk as possible and aces that young never make free agency. So, are we dealing with an owner/GM situation where we don't pay for major free agents anymore? Of that list, DJL, Chapman, Didi, and Britton were all on the team already when entering free agency. Is Cashman suffering from Ellsbury whiplash? Do we really suck at free agency?
Maybe this is its own thread but are we actually no longer big players in free agency? Looking at that list, I'm pretty sure I didn't leave anyone off (above $10m), makes me pretty sure there's no way we get Story.