I posted most of this elsewhere but it really belongs here. If Roger plays I say the likely place would be New York, followed by Houston and I think Boston is unlikely, because of his ego and the legacy he wants to leave behind.
If he goes to Boston and they don't make the playoffs, it was a waste to come back. Even worse, if they make the playoffs and he falters, well it's the same old Roger in Boston when it comes to big games...a blister here, an implosion there and the "legend" just can't get it done in Boston. While it makes for a nice story, that story is only nice if he excels.
Going to the NYY is a much easier way to give himself a chance at another WS title AND not risk his bloated ego, his self-importance, etc. He's already won the WS with them...no pressure there. Plus he knows that they'll do what it takes, or at least try, to improve the team somewhat regardless of cost.
- Going to Boston is risky to a guy with his need for continuos adulation.
- Staying in Houston is less risky because Houston could simply suck this year, thus no pressure on Rog. But does he want to ride into the sunset on a team with no real chance?
- Going to the NYY, IMO, gives him the best opportunity to (1) win (2) be adored and (3) not risk his legacy.
I say he winds up in pinstripes if he plays at all. Just my hunch