Chad Jennings dug into this in The Athletic today, it's not pretty.
"Under Bloom, the Red Sox have executed 24 trades. In all but eight, prospects were a key piece of the return. Twelve of the trades involved giving up at least one experienced big league player or taking on the salary dump of an opposing big league player. Nine or so — depending on where you draw the prospect line — brought back notable prospects with perceived big-league upside. All told, the Red Sox acquired 25 minor leaguers via trade, and the return has been minimal so far. Of those 25 minor leaguers:
- Five have since reached the Major Leagues.
- Four have been designated for assignment.
- Six currently rank among the system’s top 30 prospects according to SoxProspects.com.
- None rank in Baseball America’s Top 10.
- Twelve have been exposed to the Rule 5 draft or else released into minor league free agency.
Those numbers do not include major league trade additions Jackie Bradley Jr.,
Hoy Park, Franchy Cordero, Austin Davis, Austin Brice and Matt Hall, all of whom were also designated for assignment after underwhelming — or, in the case of Park, nonexistent — stints on the Red Sox roster. According to FanGraphs, the only Red Sox trade additions worth at least 2 WAR the past three years were
Alex Verdugo (5.1) and
Nick Pivetta (3.9). Next highest on the list were
Reese McGuire (1.3),
Kyle Schwarber (1.2) and Adam Ottavino (0.6).
Of the 25 minor league additions, only
Connor Wong, Franklin German and
Josh Winckowski seem to have even modest opportunities to make the big league team this spring.
Enmanuel Valdez, at No. 16, is the only one who currently ranks as a top 20 organizational prospect on
SoxProspects.com, which calls him a “potential up-and-down, platoon bat.”"
https://theathletic.com/4006950/2022/12/16/red-sox-poor-trade-record/