I love Betts, but he isn’t the single greatest factor in 2020. The Sox can keep him, “go for it”, and still flop. Sure they can wait until July to deal him for a prospect and some table scraps, lose him forever to free agency, and somehow hope 2021 and beyond will be different.
Deal him now, get the best offer in a trade, and go hard after him in 2021. The Sox chances of re-signing him long term are still probably greater than their chances of another title in 2020 if they keep him. And as for “deal him in July if,” that’s a half-measure. And half measures avail nothing