Nice write up Moon and oldtimer. I believe that we saw the retention of most of the 2018 team for two reasons, in DD , Cora and ownerships eyes: No chance they wouldn't win 100 and be challenging the Yankees for ALEast. The BP gamble was dangerous and is the cause of much consternation but the stats say they are not awful in comparison to the league, forget the Yankees. The untimely hitting (LOB/RISP performance) is the equivalent of the BP's blown saves/losses. Second, the WS allowed a quiet reset of sorts for 2020 . There will be 6 to 8 changes in the roster for 2020., even if no tradeline moves are made.
These may include a JDM opt out (doubt it, if he is in fact hurting), Nunez & Pearce(past their "Best by" dates; Thornburg ( C. Smith already gone); Brian Johnson or H. Velazquez (too limited to keep both); Weber ; Pedroia (no longer a factor); Josh Smith (overage/underskilled) along other Pawsox perennials (Sam Travis, Brentz, TzuWei Lin, Poyner ). The big deal question marks include Sandy Leon ( probably still Sale's caddy), JBJr (costing $9million?); Benintendi (trade bait?); Moreland (50% season active ); Holt (trade bait ?).
Then Dombrowski's own contract comes up in the summer or end of 2020 (based on August 2015 signing date). you better believe the bean will be on him to be much better positioned budget wise and talent wise for 2020.