They seemed to jump the gun on Ben, so there is a history that backs your point. Ben did win a ring, but those 3 last place finishes did him in. Bloom will have 2, after this year, although 2020 really should not count. The "fun" that 2021 brought us has not been enough to balance out the bad, despite the fact that we were clearly going through a rebuild on a highly restricted budget, especially before 2020 and to a large extent 2021, too.
I think JH heard the rumblings and watched ticket sales drop, so he gave Bloom the okay to spend on Story. JH and most fans, including myself, expected a much better season than this- maybe not a WS appearance, but much better than this. I'm sure that frustrates JH as much as us, but I do think he realizes the plan was never to win it all, this year. Almost every move, including the Story signing has been designed for 2024 or beyond.
Well, the non fire sale was one exception to that long term priority, but JH has to balance fan outrage over the here and now with long term success.
IMO, the long term looks much brighter than it did after 2019 or even before 2019, but that's is something many or even most fans could care less about. There will always be some sort of disconnect on this.