ESPN.com’s David Schoenfield didn’t hold back when he sized up the Milwaukee Brewers after the 2026 MLB trade deadline, labeling them the “biggest loser.” MLB.com’s panel backed that view in a big way.
In a poll of 29 MLB.com experts published Thursday, the Brewers came out as the contending team with the most disappointing deadline haul, drawing 10 votes. The Atlanta Braves were right behind them with nine.
The criticism centered on what Milwaukee didn’t land. The Brewers had spent the season in the mix and had a chance to chase down one of the deadline’s biggest prizes, Tarik Skubal. Instead, the left-hander wound up with the Los Angeles Dodgers, and Milwaukee’s additions were Dustin May, JoJo Romero, Antonio Senzatela and Bo Naylor.
The writeup noted that Milwaukee had made the postseason in seven of the past eight years and led MLB with 97 wins in 2025, but still hadn’t broken through for the franchise’s first World Series title. With the Brewers again in position to challenge for baseball’s best record, there was plenty of buzz that they should go all-in for Skubal - both to boost their own championship odds and to keep him out of the hands of a top NL rival.
Milwaukee did have a flurry of roster movement around the deadline, but the immediate results have been mixed. The Brewers dropped their first game after the deadline on Monday night against the Pittsburgh Pirates, then answered with back-to-back 4-2 wins over their NL Central opponent.
May, who came over in a trade with the St. Louis Cardinals on Monday, is set to make his Brewers debut against the Pirates on Thursday. Romero arrived with him in the deal, though he is currently on the 15-day injured list after an emergency appendectomy in mid-July.
Naylor, acquired from the Cleveland Guardians on Saturday, has yet to join the big-league club and is playing with Triple-A Nashville. The younger brother of 2024 All-Star first baseman Josh Naylor is 2-for-7 in two games with the Sounds.
Senzatela, picked up from the Colorado Rockies just before Monday’s deadline, is the only newcomer to have already appeared in multiple games for Milwaukee. The 31-year-old has two holds in two outings, allowing one walk and recording one strikeout while facing four batters.
The most eye-catching detail came Tuesday, when it was reported that Milwaukee offered three prospects to the Detroit Tigers for Skubal, including infielder Luis Pena. That followed Pat Murphy’s forceful denial that the Brewers hadn’t pushed hard for the two-time reigning AL Cy Young Award winner.
So yes, the Brewers were active. They just didn’t leave the deadline looking like a team that had clearly upgraded its chances.
In Other News...
Brewers Let A Former Infield Prospect Find His Shot Elsewhere
Eddys Leonards path through Milwaukees system ended with a familiar kind of frustration for a player stuck behind a crowded big league roster. The former Brewers minor league infielder had been using contract clauses to chase a clearer route to major league playing time, and after the Brewers released him, the San Francisco Giants gave him that opening. His appeal was easy to see from the start: he can move around the infield and bring some real pop to the lineup.
What makes Leonards move stand out is how quickly a fresh opportunity turned into a real one. Once he landed with San Francisco, the Giants brought him up and gave him his first taste of the majors, a reminder that a player can spend years looking blocked in one organization and still find a way through somewhere else. For Milwaukee, it is another example of how roster depth can squeeze out a useful talent before he ever gets a chance to matter in the big leagues. [Read more 🡒]
Brewers Depth Pieces Are Suddenly Worth Watching In The Farm System
The Brewers farm system had another busy night, with roster shuffling in Nashville adding a little more intrigue to the clubs depth picture. Milwaukee sent right-hander Grant Anderson to the Sounds, while Nashville brought shortstop Eric Brown Jr. back from the 7-day injured list, a reminder that even the upper levels of the system can change quickly as the major league club keeps sorting out its options.
On the field, Nashville also had the kind of game that leaves a mark, rallying late only to see Memphis answer with a walk-off in the ninth inning. Other affiliates, including Biloxi, Wisconsin and Wilson, were in action too, with a mix of player performances and pitching updates that gave the Brewers more to monitor across the board. [Read more 🡒]
Brewers Pitching Depth Just Got Squeezed Even Tighter
The Brewers kept churning their pitching mix this week, outrighting Carlos Rodriguez and Thomas Pannone to Triple-A Nashville after both had recently been designated for assignment. It was the latest roster squeeze created by Milwaukees addition of new arms, a reminder of how quickly the back end of a staff can get crowded when the front office is trying to keep options open.
Pannone now has the right to elect free agency, while Rodriguez has to decide whether to accept the assignment and remain in the organization. For a Brewers team that leans hard on depth and flexibility, moves like this are part of the business, but they also leave a few more questions about who fits where once the dust settles. [Read more 🡒]