Appointed as Dave Dombrowski's successor as Boston's chief baseball officer in October 2019, one of Bloom's first orders of business with the Red Sox was to determine the future of franchise star Mookie Betts. Bloom and the Red Sox - unable to come to terms on a long-term extension with Betts - ultimately traded him to the Dodgers in February 2020 (along with David Price) in exchange for Alex Verdugo, Jeter Downs, and Connor Wong.
Jordan Hicks is a pitcher who needs an offseason of work under his belt to be unlocked. James Tibbs got shipped off for Dustin May, which never really made sense to me because Dustin May also felt like a pitcher who needs an offseason of work to be unlocked, but he was on an expiring deal so I guess the Red Sox thought otherwise.