I like the plan and I also think as long as they are healthy, their will be teams to take Ces and probably Bruce. While you are focused on the Yankees, I would keep Atlanta and Milwaukee in mind for that trade. Both teams have deep systems and getting a stud SP along with a stud RP could make them serious WS Contenders.
That said, I would think twice about trading Flores. If the other trades happen, he would finally have a set everyday role to settle into, which has never been the case in the past. He may become a big piece of the future for them.
"Always look on the bright side of life!"
Eric Idle