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Ken: Kenneth Wayne Jennings III (born May 23, 1974) holds the record for the longest winning streak on the syndicated game show Jeopardy!, as well as other records. Jennings won 74 games before he was defeated by Nancy Zerg on his 75th appearance. His total earnings on Jeopardy! are $3,022,700 ($2,520,700 in winnings and a $2,000 consolation during his original run, and $500,000 in the Jeopardy! Ultimate Tournament of Champions). Jennings held the record for most winnings on any game show ever played until the end of the Ultimate Tournament of Champions on May 25, 2005, when he was displaced by Brad Rutter, who defeated Jennings in that tournament.