Mixed emotions.
Unloading 3 big contracts was a big deal for this franchise and paved the way for a miraculous 2013 team. But that trade itself brought back NOTHING to the Sox. Fortunately they had somewhat of a farm system left at the time, because adding Webster, de la Rosa, Loney, and Sands didn't bolster it in any conceivable way. Even the fallout was nothing. The Sox dealt Webster and de la Rosa for Wade Miley, who in turn was dealt for Carson Smith, who was a dead end. There wasn't even some sort of Brock Holt type throw-in who worked out anywhere in this chain. And of course, Sands and Loney proved to be useless, which surprised on one. But other than clearing salary, that was a dead end.
If the Sox are happy just clearing salary, this could be a problem. Because while a reset is a good thing, if it only positions them to sign more free agents and leave themselves with another set of big contracts pushing the luxury tax limits, we will be in the same position again in 3 or 4 years...