Yes, I realize Boras might issue an ultimatum, but it would be rare for an agent to tell the Red Sox, (again, assuming we are the top bidder right now) to up their offer of be shut out of any further negotiations.
If the BS about wanting more money, because we will force him to DH against his wishes, then that is a choice JD will make- less money to play OF.
I just can't see DD thinking a DH should make more money than an OF'er, and he shouldn't. If this is indeed the situation, then I could care less who may end up issuing an ultimatum.
Parting ways will not be the end of the world, unless it drags on beyond the point where secondary options are still available.
If Boras wants to "move on" to lower offer, go for it. One can only gather, he is following JD's wishes. If JD is so firmly against DH'ing, then I don't want him here anyways. I suspect it's all a ploy to try and get more, and Boras will accept any ultimatum the Sox present, unless someone else has an equal or close offer and an Of opening.