Red Sox president's recent comments about team's GM should have Brewers fans smiling

The Milwaukee Brewers and Boston Red Sox have a rich trade history that dates back to just two years after the Brewers established their roots in Milwaukee. 3x All-Star George Scott was traded to Milwaukee as part of a massive, five-player deal that succeeded the Crew's second season in The Good Land. Five years later, Scott was dealt back to Boston, and Milwaukee received franchise legend Cecil Cooper in return.

More recently, the Brewers and Red Sox have continued their trade partnership with a series of notable deals. Before the start of the 2017 season, Milwaukee sent Tyler Thornburg to Boston in a deal that ultimately netted them Travis Shaw and Mauricio Dubón. A few years later, the Brewers acquired Hunter Renfroe from the Red Sox, sending Jackie Bradley Jr., prospect David Hamilton, and Wisconsin-native Alex Binelas to Boston for the slugging outfielder.

Since Craig Breslow took over as Boston's President of Baseball Operations in October 2023, the trade pipeline has remained active. Milwaukee acquired Quinn Priester in early April of last year, and the right-hander went on to become a key piece of the Brewers' rotation. This year, the Brewers landed Kyle Harrison, who has emerged as a legitimate Cy Young contender, while also bringing Hamilton back into the organization and adding lefty Shane Drohan in a deal that sent Caleb Durbin to Boston.

Given the success the Brewers have enjoyed in these two recent trades with the Breslow-led Boston front office, it's easy to see why another deal between the clubs would draw attention. And if the two sides do link up again in the near future, it's worth noting that Breslow will still be calling the shots, as Red Sox president Sam Kennedy recently called Breslow's job "safe," which came as a surprise to many frustrated Red Sox fans.

With Craig Breslow's job safe, the Brewers should absolutely continue trading with the Boston Red Sox

With the Red Sox currently in last place in the American League East and well under a .500 record, odds are they will be selling assets before the August 3 trade deadline. Left-handed reliever Aroldis Chapman and starting pitcher Sonny Gray, both of whom will be free agents at season's end, will almost surely be dealt. Outfielder Jarren Duran, who has two years of team control remaining, may also be on the trade block.

Of those mentioned, Chapman would likely be the most help to the Brewers given the number of injuries to southpaw relievers Milwaukee has dealt with this year, including Ángel Zerpa, Jared Koenig, Rob Zastryzny, DL Hall, and Brain Fitzpatrick. However, adding a veteran starter like Gray is never a bad idea either, and Duran, an All-Star outfielder, is certainly intriguing but would make an already crowded outfield situation even more complicated.

Whether another major trade materializes remains to be seen, but Breslow's continued presence ensures that the communication channels and familiarity between the two organizations will remain intact. However, given just how successful Matt Arnold and the Brewers' front office has been in both the Priester and Harrison deals, don't be surprised if Breslow and company stop picking up their calls.

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