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Dustin May has been traded to or from the last 2 World Series winners. How rare is that?

"Lately it occurs to me, what a long, strange trip it’s been." The Grateful Dead weren’t singing about Dustin May’s World Series journey in the song “Truckin,’” but they might as well have been. Every season and championship run has…

By Sarah Langs · MLB Official

Published: Saturday, 31 October 2026 at 1:17 AM

Key Things to Know

Dustin May completed a historic feat involving trades to or from consecutive World Series champions.
May was traded from the 2025 champion Dodgers before being traded to the champion Brewers in 2026.
He joins Lee King and Dal Maxvill as the only players to accomplish this two-year transition.

The Story in 60 Seconds

Dustin May achieved a rare feat by being traded away from the eventual World Series champions in one season and traded to the eventual champions the next. After being dealt from the Los Angeles Dodgers to the Boston Red Sox in 2025, May signed with the St. Louis Cardinals before a midseason trade sent him to the champion Milwaukee Brewers.

According to the Elias Sports Bureau, May is only the third player to achieve this consecutive midseason transition, joining Lee King and Dal Maxvill. However, May is uniquely the first player to depart one eventual champion and then join an entirely new club midseason before winning the title.

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Dustin May has been traded to or from the last 2 World Series winners. How rare is that?

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