These are not good transactions. At all. Thank you for the list but I'm not sure why you showed them because the only thing that they illustrate is how bad of a job he did trying to rebuild this franchise. Look at Theo his first year he signs a lot of under-the-radar guys: Ortiz (I don't expect Bloom to find a future HoFer on the garbage heap), Mueller, Millar, etc for relatively short dough. After a disaster in 2012, Cherington rebuilds the team into a World Series champion with players that haven't exactly set the world on fire. That's the blueprint done twice in this same franchise by two different people ten years apart. I know things have changed a bit and I know it's not easy, but it can be done.
Bloom steered the car into a giant hole and the only thing that people can say is, "What's he supposed to do? Baseballing is hard!"
Yeah. I know putting together a baseball team is hard. I couldn't do it. But that's why he gets paid seven figures.
So yeah...I guess in regard to your job analogy...
Let's say someone, hypothetically, took over a job a few months ago wherein one was tasked to take over a bunch of cases from someone who had left them in really bad shape, had given the clients overly optimistic advice, told them things would be cheaper than they ought to be, filed lawsuits where the best case outcome was bad for the client, etc.
To the extent that some of those ended up badly, it would not say much of anything about the skill of the person who took over, but rather of the priorities & competencies of the person who preceded. The more autonomy one has over one's caseload/roster the more one's own skills can be judged when they are not having to maneuver around the obstacles created by those who came before. You can judge the person based on their new work & how things are looking much sooner than you can judge on the pre-existing cases.
The more time that passes, the more fair it is to judge the new person for the entire product as any obstacles at that point would be self-inflicted. I think '24 is the tipping point season in that regards. If Bloom hasn't done what I expect by then, I'm all for replacing him with someone with a similar Dodgers/Astros model plan (as this type of roster building is the one that has shown to be sustainable in every successful franchise currently, including the Yankees/Rays), but better player evaluation skills/PR skills/recruitment skills/management skills/whatever.
Despite the absolute debacle that was the Betts trade, I was willing to give Bloom a chance. I kinda had to. But this is Bloom's fourth off-season and it seems like he's still trying to figure out where the copying machine is. I personally don't think that the 2019 team was that bad. I think that they definitely played below their potential, Cora seemed to lack any urgency ever, but I don't think that it was as bad as people make it out to be. And for all the holes that the team had offensively, they at least had competent starters at third, short, first, catcher, DH as well as left and center (though I won't argue with you if you said that Benny and JBJ suck). Currently, that's less holes than the team has right now. So, Bloom has taken a major leap backwards. The 2023 as constituted right now is worse than the 2020 team is, at least offensively. The pitching is such a question mark, I oscillate on how good they're going to be from day to day.
Furthermore I don't think it's unfair to judge Bloom on his first year. You don't get mulligans in baseball. There have been a lot of competitive rookie execs, it's not out of the question for that to happen and I never demanded the guy get shitcanned after 2020, but he's making the same mistakes over and over and over again. I'm not sure what's even going on here anymore.