The Red Sox have spent enough time building up their front office that now other clubs are coming after their people, and Boston just took another hit this week.
Taylor Smith is set to become the next president of baseball operations for the Athletics, a move that leaves Craig Breslow with one more vacancy to fill. It’s a promotion for Smith, but it also means the Red Sox are once again trying to hold together a leadership group that has already been thinned out.
Breslow didn’t hide the reality of the situation in a recent phone interview. He acknowledged that the organization has lost more than just numbers in its executive ranks.
“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,” Breslow said, per the Boston Globe.
He also made clear that the search isn’t something he wants to rush, even if the need is obvious.
“Hesitant to put a timeline on it, but understand that these jobs [as the head of baseball operations] are massive and they’re not getting any smaller. Finding people who can add to what we are building here, it’s near or at the top of my list.”
For Boston, the challenge now is straightforward but not simple: replace people who helped shape the operation and do it without losing momentum. These kinds of hires may not grab headlines the way a player move does, but they can matter just as much over time.
Whether the Red Sox look for help with draft decisions, international prospects, or another piece of the baseball operations puzzle, Breslow has real choices to make now. And by his own admission, they won’t be easy ones.
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Red Sox Early Returns On Breslow Extensions Are Hard To Ignore
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The early returns, though, are not all pointing in the same direction. Some of those deals already look like smart business, while others have been harder to judge, especially with Kristian Campbell fading after a strong start and Brayan Bello still searching for steadier results on the mound. For a front office trying to balance upside, payroll and patience, the rankings of these extensions say as much about the Red Soxs future as they do about the present. [Read more 🡒]
Red Sox Rotation Puzzle Just Got More Complicated For 2027
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If Gray departs, the front office could look outside the organization for another proven arm, and Chicago Cubs All-Star Shota Imanaga is the kind of name that naturally fits the conversation. The fit is not as simple as it sounds, though, because Imanaga would add another left-hander to a rotation that already has several of them, which means any pursuit would likely come with some roster math and a tough decision or two. [Read more 🡒]
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For a club that has already explored the market, including past interest from the Padres, the challenge is no longer whether Duran can draw attention. It is whether the return would be worth moving on now, or whether the Red Sox would be better off holding a player whose value no longer matches the kind of haul Boston once might have expected. [Read more 🡒]
