Solutions to the Roster
There are some tough choices that need to be made, but they are also necessary to the future success of the franchise.
First off, the New York Yankees need to trade Aroldis Chapman. This will be hard to do, however he will be impossible to keep in a weak free agency class without throwing an excessive amount of money at him. Next, they will have to find a way to trade both Brett Gardner and Brian McCann, with the possibility of Jacoby Ellsbury too. This would be very controversial but also very beneficial to the franchise as a whole.
Lastly, my favorite move of all. Find someone, somewhere that wants Michael Pineda. I hate the fact that he thinks since he throws 98 that he can drop one right over the middle of the plate and not get taken deep. He is an eyesore on the rotation and probably my least favorite current player besides Headley. Just find some way for him and his pine tar to leave New York and try to get at least decent player for him.
Now, here I get to the sad part, the players who no one will pick up and who the Yankees will have to let run until their contracts are done and they can be disposed of. A-Rod, CC, Tex, Headley and Carlos Beltran are all players who will never even be considered by another team. The worst part of it all is they are worth a combined $92.75 Million this year alone. The sooner these players leave the better, as the Yankees cannot enter a full rebuild with these guys still on the team.
Next: The long term answer