The pen being fixed by trade will only deepen the cliff. Let’s say you move Chavis to find a pen arm, then who takes over 1b on the cheap for 2020? Maybe Dalbec? Maybe Ockimey? Chavis is your best option for cheap production.
I do see a reset coming. I think the Sox re-up Bogaerts and put all efforts into re-signing Betts and rolling with them as the center of a strategic rebuild. The problem for DD will be to find veterans on the cheap to replace expensive all stars and that is the riskiest of propositions. Heck, the Yanks had the benefit of a single rebuild year where we dealt off good players for talent that turned into Torres and Paxton whilst not shedding talent like Sevy, Judge, Sanchez, Andujar, etc. I doubt the Sox have that as I feel the Sox will be a playoff team this year. With them being way over the cap, though, they won’t get the draft benefit that they’d enjoyed in the past. They’ll offer QO’s to Sale, Porcello, and JDM, but all of those guys will move on and the Sox will get 3 fourth round picks. Nothing to sneeze at, but nothing like the years where the Sox would get a first and a supp or even just a supplemental pick