Really he doesn’t like that it was a salary dump. No one does. Not even Bloom.
But Dombrowski left an awful mess of bad contracts, injured, aging pitchers, and a barren farm system. If the Sox held Betts and Price, this team would be maybe above average in 2020, and then well below in 2021 and 2022. That might not bother him now, but it probably (definitely) would in 2021 and 2022...