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MLB GMs Reportedly 'Hate Dealing With' Red Sox, Craig Breslow at Trade Deadline

Zach BacharAug 1, 2025

Boston Red Sox chief baseball officer Craig Breslow has developed a reputation around the league as being tough to negotiate with, according to USA Today's Bob Nightengale.

"When you talk to GMs around the game, they say it's very tough to deal with the Red Sox and Craig Breslow in particular," Nightengale reported during an appearance on Foul Territory TV.

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While it's obviously important for Breslow to hold firm in negotiations and not overpay on the trade market, Boston still had a relatively quiet trade deadline for a team that's fighting for positioning in the American League postseason picture.

The Red Sox traded for veteran pitcher Steven Matz on Wednesday night in a deal with the St. Louis Cardinals before acquiring Dustin May in a swap with the Los Angeles Dodgers on Thursday.

Boston paid a hefty price for May, giving up outfield prospects James Tibbs III and Zach Ehrhard.

The Red Sox reportedly engaged with the Minnesota Twins regarding a trade for All-Star starting pitcher Joe Ryan, but talks eventually broke down.

Boston also showed interest in starter Merrill Kelly before the Arizona Diamondbacks traded him to the Texas Rangers.

Breslow discussed the front office's unsuccessful trade attempts following Thursday's deadline.

"I understand the frustration and disappointment... There's not a lot of sympathy for how hard we tried to get deals across the line," Breslow said, via Chris Cotillo of MassLive.com.

The Red Sox hold the second AL wild card spot with a 59-51 record and have overcome a slow start to the season, owning a 31-19 record over their past 50 games.

They ultimately didn't make several major additions ahead of the trade deadline, and Breslow's perception around MLB may have factored into the outcome.

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