9. Mitch Williams
The Philadelphia Phillies were leading Game 6 of the 1993 World Series 6-5 over the Toronto Blue Jays. Trying to close it out and force Game 7, closer Mitch Williams had one out when with two on, he gave up the winning home run to Joe Carter. The Phillies season was abruptly over, and Williams, who had the most saves in Phillies history by a southpaw with 102, would be traded to the Houston Astros before the 1994 season.
It would be another 15 years before the Philadelphia Phillies would make to back to the Fall Classic, before ultimately knocking out the Tampa Bay Rays for their second World Series Championship.