There's no real correlation to the loss of Pedro and the acquisition of Beckett, but I'll give you that much that the Sox needed to make a bigger effort to try and resign Pedro. At the time the Beckett deal went down, I'm fairly sure Renteria was still on the team and still had 3 years left on his deal, meaning Hanley was just going to be held back here anyway. So he was moved to bring in the 2003 World Series MVP and a Gold Glove third baseman who's hitting .310 this year. I also think that with the arms the Sox had in their farm system, Sanchez would have been blocked just like Ramirez. So that trade was, and still is, OK in my book.
Damon's situation was a little bit different, because it seemed like the FO handled it the wrong way. They lowballed him and then let the Yankees snatch him up. So they had to make a trade that filled a pretty big hole. I'm not saying Crisp is going to be anywhere near as potent as Damon offensively, but he's faster and better with the glove. In all honesty, with the improvements made in the offseason to the pitching staff (namely the Beckett signing, and the fact that Schilling and Foulke were once again going to be healthy, I think the FO didn't feel like they needed Damon's bat as much. And keep in mind, he left town for a lousy $3 million more a year, to a team he said he'd never go to. I don't think they handled it as well as they could, but I do think they got one player entering his prime as another was leaving his.