Oct 21, 2026 2:44 PM

Despite recent struggles, the veteran reliever brings the only championship ring to the Milwaukee Brewers clubhouse.

The Milwaukee Brewers went out and traded for Dustin May at the trade deadline, but the reliever they acquired in the deal, JoJo Romero, has far outplayed him.

May, 29, won a World Series in 2020 with the Los Angeles Dodgers. He's the only player on the Brewers roster with World Series experience, so that right there immediately gives him an edge when manager Pat Murphy is putting together this roster.

Murphy opted to use Shane Drohan as an opener in Game 4 of the National League Championship Series, but May would come in during the second inning.

He made it through three innings, but not before allowing a viral three-run homer to Shohei Ohtani.

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Obviously, that didn't end up mattering in the end as the Brewers came back to win that game, 6-4. But it goes to show that May is one of the weaker parts of this starting rotation or bullpen with his 6.43 postseason ERA.

Brewers can't remove May from the roster

There's a chance having a full week off is going to benefit some players far more than others, but it'll be a great chance for May to go back to the drawing board.

He actually looked pretty good in his three innings against the back-to-back World Series champions, and he pitched a scoreless inning in Game 2 of the series.

May appeared in seven games for the Dodgers when they won the modified World Series in 2020, but even if that year wasn't the same as what's about to go down in 2026, that type of experience is something that can't be bought.

Revisiting May's 2020 World Series appearances

In just his second year in the big leagues, May was a career-high 1.4 WAR player. His 1.09 WHIP was incredible, and it went along with a 2.57 ERA that he hasn't been able to replicate since.

In the 2020 postseason, specifically, he had a 4.22 ERA, but most importantly, he pitched against the Tampa Bay Rays in the World Series.

Here in 2026, that's the Brewers opponent, and it's one May knows a thing or two about.

May got picked apart as he allowed three runs in Game 2, one that saw the Dodgers fall, 6-4. For what it's worth, he did not take the loss in that one

In Game 5, May followed a strong 5.2-inning performance from Clayton Kershaw. He picked up his first and only hold of that postseason, striking out a pair of batters and only allowing one hit in 1.2 innings.

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