Updated

Ahead of the 2026 World Series, the Milwaukee Brewers and Tampa Bay Rays, both long championship underdogs entering the season, now carry significant sportsbook liability as they meet in the Fall Classic. Separately, the Brewers are working to make amends with fans who paid $1,000 for a 2015 "Timeless Ticket" promotion after some felt the team did not live up to the spirit of the program with their World Series seating. The matchup is also drawing attention for its historical significance, with analysts ranking it among the best World Series matchups since 2000 given that it will crown a first-time champion.