Dustin May has completed a uniquely twisty World Series journey: he was traded away from the Dodgers during their 2025 championship season, then joined the Brewers at the 2026 trade deadline and helped them win the title. He’s the first player to leave one season’s eventual champions midseason, join a different team midseason the next year, and win it all with that new club.

By the Numbers
  • May is the third player to change teams midseason in consecutive years, first leaving a team that would win the World Series and then joining the next season’s champions.
  • The other two were Lee King (1921–22) and Dal Maxvill (1973–74).
  • May is the first of the three to win with a different club than the one he had left the previous season.
Bottom Line

King and Maxvill returned to teams they had previously played for; May’s back-to-back championship connection came through two different clubs, making his route to a second title a first of its kind.