We as fans tend to think about how the Sox are going to look next season while Chaim is doing what he's paid to do. He's looking at how the Sox are going to look in 2022, 2023, and 2024, and those two goals aren't always compatible.
We criticized DD for going for the WSC and leaving the minors bare. Now we're lauding Chaim for rebuilding the minors while making the team competitive. I look for him to do what he's done in the past, to take a more patient approach and build toward winning the division in 2022 and looking at 2023 (and possibly beyond) to be in the WS, all the while making the minors stronger. That may mean trading some players who are nearing the end of their contracts for younger and cheaper players with promise.
I like to think that most of us agree with Bill James when he said that the best way to build a team that will be consistently competitive is by having a core group of solid players and paying FA money to players to fill needs not covered by the group of solid players. (and yes, I'm paraphrasing James, but that was the gist of what he said). That's what I see as Chaim's goal and thus far it seems to be working.