I agree.
IMO, the punting has gone on long enough. We have not been at the point where some targeted big spending would have been enough to get us to glory. It feels like we are close, now. The play we got from Bello, Duran, Casas, Wink, Crawford and Wong was great, and getting four kids to all mature at the same time, in one season, is a fantastic thing, but the lack of hardly anything for 5 years before them has taken its toll- perhaps an insurmountable one for another year or two. Bloom's choice of mostly HS draftees over the year has delayed any idea of continuous farm infusions beyond the six I mentioned. We do have a lot of players that are very close to ML ready, but not many seem to be on the level of the top 3-4 on that list, except maybe Rafaela. I'm not sure we see Mayer until 2025.
Is JH & Co. really going to wait until 2025 and beyond? That goes well beyond the traditional 5 year plan talk.
Certainly, some mistakes and "mysterious moves" were made, especially as you pointed out with pitching, and I'll narrow it further to SP';ing. Of all the places to swing and miss, last winter, the rotation was the worst. The Kluber signing stung, badly. Our SS defense was a close second. The pen would have been fine, or even great, had we not had to raid it for the rotation injuries and demotions.
The Yoshida, Duvall, Jansen and Martin signings and gambles on Casas, Wong, Duran and others seemed to work, okay, but it wasn't enough to compensate for the weak rotation, poor defense and overly taxed pen.
I doubt throwing an extra $10-25M at the budget would have won us a ring, but I do think we were close enough where that might have inched us into the playoffs. The damn luxury tax fiasco from last year is at least partially responsible for that, although I wonder if JH would have spent more, regardless.
This winter will be very closely watched by Sox fans, and as always the vulture media types.