A lot has been made of the supposedly minuscule circle of advisors Craig Breslow reportedly maintains in the Red Sox front office. Prior to the season-saving 15-game win streak, when it looked all but certain that Breslow would soon be fired, media reports painted a picture of a near-reclusive CBO, one who trusted few people in the front office and alienated most others. Winning put a lot of those concerns to rest, as it so often does. But the fact remains that the Red Sox front office does have
some holes. The General Manager role has been vacant since 2023, while two high-ranking assistant GMs haven’t really been replaced: Paul Toboni, who was hired to lead the Nationals last fall, and Taylor Smith, who recently departed for the A’s, after having been hired by Breslow just two years ago. That’s why — in addition to finding a power bat — Breslow says he’s making front office hiring a priority this offseason. “It is pretty clear that that executive leadership circle is down not just bodies, but down really talented people. And we’ve got to find the right people to emerge and to put into place there,” said Breslow. “The inconvenient piece is that we need to put a great team on the field and we need to win more games in 2027 than we did in 2026. Losing leadership like Taylor and Paul makes that harder, but we have to do everything we can to replace them.” (Tim Healey, Boston Globe)
While Dana LeVangie isn’t an upper level front office executive like Smith or Toboni, he needs to be replaced now, too. A Massachusetts native, LeVangie has been employed by the Red Sox in one form or another ever since being drafted by the team back in 1991, rising to the level of pitching coach in 2018. He’s been in the scouting department since 2020, and will depart for a similar role with the Royals. (Alex Speier, Boston Globe)
Front office and scouting hires don’t usually make the headlines, though, and they won’t this week, either, as it’s time to hand out MLB’s major awards. First up is the Rookie of the Year, which will be announced tonight and features Payton Tolle as a finalist. Here’s a case for Tolle and each of his two competitors. (MLB.com)
Tolle is unlikely to take home the hardware given how good Kevin McGonigle was this year, but he’s won something else: the praise of CC Sabathia. “I love watching him, and I love his personality,” the former Yankees ace said. “I don’t think I could have pitched the way he does. I was always way more emotional and upset. It’s fun to see him have that disposition.” (Peter Abraham, Boston Globe)
With Tolle at the top of the rotation alongside Garrett Crochet and Ranger Suárez, the Sox are unlikely to go after any of the really big name arms on the market this offseason (read: Tarik Skubal). But they could still be on the hunt for some pitching. “Beyond a run producer, the focus will be on improving pitching depth. Look for the Sox to be in the market for a back-end starter to compete with Brayan Bello, Tanner Houck and Kutter Crawford. And while the back end of the bullpen is strong, the most successful teams in the game feature multiple power arms. If the Red Sox are convinced that Erik Miller can improve his command, the Sox should be in the market for another righthander with swing-and-miss capability.” (Sean McAdam, MassLive)
Zack Kelly has some swing-and-miss capability, but he probably won’t be back at Fenway next season. After he was designated for assignment last week, Kelly has now cleared waivers and been released. “[H]e is expected to have a robust market of teams who believe he has considerable upside.” (Chris Cotillo, MassLive)
