I will say that I have trouble blaming Bloom too much. That the Red Sox have more banners than any team over the last 20 years is kind of remarkable when you see how the organization has lurched from one direction to another with almost no sense of continuity at all (particularly since Theo's departure). I always found the firing of Dombrowski to be tawdry - since he did exactly what management wanted him to do ... cash in the prospects and deliver a World Series. Henry making a shocked face when discovering the team had a high payroll and a spent farm system was downright silly.
Bloom is obviously not blameless for the last few years - as much as hitters have higher floors than pitchers and are safer bets, pitcher is still like a position that you have to staff on a major league ballclub - but he has done what management has wanted, rebuild the farm with some real star ceiling. (well as long as the ceiling isn't working from the pitchers' mound) And of course, Bloom has fulfilled one of his key roles in this group - as a human shield for ownership. He has done that admirably.