The Cardinals have made four trades with Chaim Bloom's former organization since July, but he's not acquiring players whom he knows.
Since the 2025 MLB trade deadline, the St. Louis Cardinals have made four trades with the Boston Red Sox. Making four trades with one team isn't unique, but it is noteworthy. It's even more noteworthy when that team is the current president of baseball operations' prior employer.
Prior to the 2020 season, the Boston Red Sox hired Chaim Bloom, a young analytical executive from the Tampa Bay Rays, to be their Chief Baseball Officer.