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Come Fan with UsThursday, June 25, 2026

The Red Sox are making changes to their front office

Thursday’s Say Hey, Baseball includes the renovations of the Red Sox front office, the AL’s first no-hitter in three years and the streaking Blue Jays. Subscribe for your daily Say Hey!

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The Red Sox aren’t going to replace general manager Ben Cherington. He’s two years removed from a World Series team, one he built by reshaping the roster and budget post-Theo Epstein. While Boston is in last place in the AL East, they’ve also graduated a number of top prospects (Xander Bogaerts, Mookie Betts, Eduardo Rodriguez, Blake Swihart) and are still considered to have one of the top farm systems in the game. It seems like the Sox are determined to find Cherington some help in his front office, however, and have begun by hiring former Angels’ GM Jerry Dipoto on an interim basis.

Dipoto formerly worked for John Henry’s Red Sox, in the same front office as Cherington. He was a scout in 2003 and 2004, back when Cherington had already risen from scout to the ranks of coordinator and director and the like in that department. He’s still on the lookout for a GM gig, possibly with the Mariners or Brewers, but in the meantime, he’s going to work with his old team to help them prepare for the offseason. Like former Royals’ GM Allard Baird before him, maybe Dipoto ends up sticking around and is put in charge of a department. That seems unlikely given how much the game seems to believe in Dipoto -- there will be bigger and better jobs available to him elsewhere.

The Red Sox aren’t stopping with an interim hire. They’re trying to lure Pat Gillick from the Phillies to be an advisor, since Gillick is stepping down from the team presidency that he only took over due to David Montgomery’s medical leave. Gillick is the man who built the World Series winning Phillies team that Ruben Amaro later squandered. He would be a perfect complement to a front office that has bled a lot of talent over the last decade -- this is the team that used to have Theo, Jed Hoyer, Jason McLeod, Josh Byrnes, Dipoto and more. Neither Dipoto nor Gillick would keep the Red Sox from hiring Dave Dombrowski as their president of baseball operations, either, so a lot of change could be coming to Boston.

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