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1919
The White Sox unexpectedly lost the World Series to the Cincinnati Reds, five games to three. Sox fans, reporters and some players were totally shocked over the way some games were lost. The questions surrounding this series, one of the greatest upsets in baseball history, would linger for a year before exploding into the Black Sox scandal — eight players put on trial for attempting to deliberately lose games.
1993
In Game 4 of the ALCS the White Sox squared the best-of-seven series at two games apiece, with a 7-4 win in Toronto. Tim Belcher (acquired in a July trade) got the win in relief of Jason Bere. Unfortunately, this was the last great moment for the “Good Guys Wear Black” White Sox, as Toronto closed out the series by winning Game 5 in Toronto and Game 6 at Comiskey Park.
A few years later, Toronto manager Cito Gaston revealed that the Jays knew exactly what pitches were coming from both Sox aces, Jack McDowell and Alex Fernandez — something the Sox coaching staff and players never picked up on. In fact, Toronto beat those pitchers four times, while losing all the other games.