Fantastic laydown--including your 2d post on the same topic--as only you are capable of doing.
I pretty much buy your central argument, which is that this time, finally, Breslow needs to be empowered to fix the pitching by offering up both top Sox prospects and competitive salaries for incoming pitchers. As you say, the Sox can do that and stay below $241M (total payroll).
If we disagree, it might be about how deep next year's outfield is compared to the infield because I see an infield with Devers, Casas, Story, and Mayer backed up by Hamilton, Campbell, Grissom, and Gonzalez. The outfield: Rafaela, Duran, Abreu, Ref, and Anthony.
I also think Breslow needs to look for one or more good righty bats. The Sox splits this year vs lefty pitchers provide compelling evidence to support that. Duran's OPS dips to .667, Devers .760, Yoshida .639, Abreu .512, Hamilton .566.