One problem Bloom (and other teams' executives) has/have right now is that 22 teams can legitimately claim to have a shot at a wild card or better. That means 22 buyers and 8 sellers, which is a lousy ratio if you are a buyer. Way, way too much competition.
I've made a big deal (and been shot down) about the fact that starting August 4 the Sox play 48 games with just 2 days off, which will definitely be a strain on the pitching as currently configured. The Sox have 3 starters, Pivetta pitching long after someone else (preferably lefty Bernardino) starts and goes an inning or two, and a bullpen game.
I don't think that will work for those 48 games. I am also not optimistic about the returning arms. Kluber will never start again for the Sox. Houck and Whitlock are both more likely to return in September than in August, plus both have ERA's over 5. Sale could be back in a week or two (apparently the shoulder has healed), which is great, but we can't be sure that he can stay healthy and/or pitch the way he did for roughly 8 starts this season.
Given all of the above, I do not envy Bloom's situation. It's a bad time to buy, but there is also in my view a compelling need for another starter.