My Dombro post: I'm still satisfied the Red Sox finished first three straight years, improving each year until they had their best season ever -- which never would have culminated with ultimate success without the Pearce and Eovaldi trades. Argue all you want about subsequent signings after the 2018 World Series, but the facts are Pearce was the WS MVP, while Eovaldi -- statistically, for those who forget -- was Boston's best pitcher through the entire '18 postseason (in the past half century, of all hurlers appearing in 6 games and a minimum of 22 innings in a postseason, only two had a lower ERA, Opponent BA and WHIP – Schilling and Johnson in ’01).
As for those who suspect Dombrowski's spendings on others led to the eventual trade of Mookie, I'm not so sure. I always wondered about DD's quote -- "You can't sign'em all" -- and hoped (against all hope, as it turned out), that he wasn't referring to Betts. I sense Dave knew Mookie wouldn't be signing back in Boston, and that's maybe what drove the contracts for others instead. As has been well chronicled, Dombro knows and appreciates talent; remember, Max Scherzer turned down a massive offer in 2014, and yes, Miguel Cabrera got a massive extension. But Miggie is also a first-ballot Hall of Famer...
So is/wiil be Mookie. And it's hard to believe someone in the business as long as Dave Dombrowski didn't see and/or plan for this. After all, Betts was the best player on the best team that DD ever GMed...