To me, assigning any blame to Bloom for losing Betts is so clearly unfounded.
I do think it's fair to wonder, if Bloom could have gotten better for Betts, but when you factor in the half-Price inclusion, the list of possible trade partners might have been narrowed to one- maybe two teams. It was reported the Padres wanted to send back Myers as a salary dump off-set, so i really might have been just one team. We'll likely never know for sure, but the fact is we traded one year of team control on Betts. We were not going to re-sign him. We added 3 years of half-Price which saved $15M a year.
It's easy to superficially look at the trade as Betts for Dugo and Wong and cry "BLUNDER!" It's not spinning to look at all the facts.
The Bogey situation is entirely different. Once can blame DD for not insisting on there being no opt out and paying Bogey more for that, but Bloom did make some choices, like signing Story and Yoshida, instead of Bogey, but even that choice may have been driven from above Bloom.