The Milwaukee Brewers have the best record in baseball, but one of their biggest offseason decisions is now looking like a costly swing and a miss.
Milwaukee has built a run of steady success without behaving like a club willing to empty the wallet. The Brewers have reached the postseason in seven of the last eight seasons, and they’re on pace to get back again this year while sitting in the bottom half of the league in payroll. Even with that consistency, the deeper October breakthrough still hasn’t come, and last year ended with a sweep at the hands of the Los Angeles Dodgers in the NLCS.
At the trade deadline, the Brewers had a chance to make a bolder move. They were linked to Tarik Skubal, but instead landed Dustin May and JoJo Romero from the St.
Louis Cardinals. That cautious approach matched the way Milwaukee handled the offseason, when the club focused on long-term deals for players like Cooper Pratt and Luis Lara.
The biggest financial commitment came when Brandon Woodruff accepted a $22 million qualifying offer.
That decision made sense only if Woodruff could stay on the mound. He opened the year looking sharp, putting up a 2.98 ERA with 47 strikeouts in nine starts, but a shoulder injury ended his season and required surgery. Given the injury history and the amount of time he’s set to miss again, the contract now looks like a major burden.
"When Brandon Woodruff made the surprise decision to accept his qualifying offer from the Brewers, it changed the math of their offseason, and that unexpected payroll commitment for a club that operates with a small-market budget is a big part of the conversation here," Bleacher Report's Joel Reuter wrote on Wednesday. "The 33-year-old was excellent over nine starts before arm fatigue preceded a season-ending shoulder injury. The Brewers have been one of the best teams in baseball, but Woodruff has not delivered relative to the significant slice of the payroll pie he is occupying."
Milwaukee knew there was risk in making the offer, especially with Woodruff’s injury track record. If he had turned it down and signed elsewhere, the Brewers would have collected draft compensation instead.
Woodruff has spent all nine seasons of his career in Milwaukee and remains a fan favorite, so his choice to stay wasn’t hard to understand. But before this season, he had appeared in only 23 games since 2023, and that should have weighed much more heavily in the decision.
Instead, the Brewers are left paying $22 million for an injured pitcher while trying to piece together a roster for another postseason run.
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