The Phillies made the World Series in 2022, so it may seem strange to include them on this list. But they’ve had a horrendous few years and made it very difficult for their fans. They were one of the first two MLB franchises to lose 10,000 games. That’s a major embarrassment for the city’s passionate supporters.
Then, when they made it to the World Series, they suffered one of the worst losses on record. Game Four against the Astros saw them reach their lowest depths. They posted a no-hitter against Houston as they capitulated on the biggest stage. It was the most Phillies moment in history (via USA Today Sports).