I sure wish we had kept Betts, somehow- some way.
Not extending him is a separate issue from the trade, IMO. Once we decided to trade him, and I might add, he was nearly traded to LAD in the summer of 2019 under DD, the teams that could afford him were few and far between.
The trade, essentially was this:
1 year of Betts, and that year was the shortened COVID season, where Betts posted a 2.9 fWAR.
Dugo has posted a 7.0 fWAR in 4 years with BOS. The team went nowhere, so that looks like a failure, to some.
Downs was a complete bust.
Wong looks somewhat promising and had a 0.8 fWAR in his first 159 games in MLB.
None of the three pitchers we got for Dugo look all that promising, but if we get one year of Duvall for $9M, that could be counted into the value of the return.
The 2020 money "saved" by trading Betts should not be counted as having any value to the 2020 roster, because it was not replaced until 2021 or 2022, which is after the Betts control would have ended, had he stayed.
Again, I was a big fan of keeping Betts. I even suggested paying him something like $400M/14 or 12. That's how much I wanted him here, but getting just a comp pick would have been worse.