It seems like this year's budget is already nearly as high as it is going to get, so i'd guess any potential extension starts next year. Say we offer him the CC money, 5/100. Break it up however you like 5 @ 20, 15,20,20,20,25, whatever. Would Prince sign that? I think it's a very fair offer and he'd have to at least consider it. There are a bunch of first basemen set to be free agents in the next two years, the Yankees are obviously set and prince probably won't want to become a full time DH at age 28 all factors which diminish the amount of money he'll be able to get as a free agent. Throw in his body type and is any team really going to give him that 7 or 8 year deal that Boras will be looking for, regardless of how productive he is over the next two seasons? If he were to sign that 5/100 deal, he would hit free agency again coming into his age 32 season. He would also enter free agency with Ryan Braun, so I guess I highly anticipate that 2015 offseason. On a mostly unrelated note in 2015 & 16 the Rays hold an 11 & 11.5 million team option on Evan Longoria. At least Braun can take solace knowing that.