1) It's not a must situation. The front office would probably like to, but they can afford to pay him and deal with his antics for another year if need be. His offense makes them forget about it most of the time anyways.
2) Other than a select few players in this league, this is true. We're talking Pujols, Cabrera, Guerrero, and that's about it. Although I think Boston should maybe look into possibly acquiring Adam Dunn, sending Manny in a 3-way to LAA. The Angels could send some of their nice prospects, especially if they're willing to give up Ervin Santana. Dunn's sweet stroke would be nice in Fenway, I'd think. And that lineup can absorb his Ks...he would serve as nice protection for Big Papi, too, if it came down to it.