Remarkably good post - from a Yankees fan!
There are a couple of issues I disagree with, however.
I believe our BP is good enough with Kimbrel, Kelly, and whomever as long as our starters can go 6 innings, and that's not an unreasonable expectation. Even "whomever" is pitching reasonably well in the 6th and Hembree et. al. are filling the bill in the earlier innings when necessary. We have to remember that we're not going to win every game but our middle relief and long relief look solid enough to get it done most of the time.
I certainly could support Donaldson if JH can, but since he's the guy with the purse strings I don't see it happening. I could even stomach a Devers for Donaldson trade since with Donaldson, Devers may be redundant.
Donaldson would put us over the LT limit and while maybe it's a coincidence, the new LT rule regarding forfeiting of draft picks seems to have gotten the FO's attention BIG TIME. So I don't see Donaldson in a Sox uni.