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2. Ken Jennings

Jeopardy! contestants just can’t beat Ken.  | Jeopardy! via YouTube
  • Winnings: $3,422,700
  • TV show: Jeopardy!

Ken Jennings came storming on to the Jeopardy! scene back in 2004, quickly becoming a household name as the man who couldn’t be beaten. Jennings won an astounding 74 games before contestant Nancy Zerg defeated him. In 2011, Jennings returned to the game show to compete against an IBM computer named Watson. Spoiler alert: Watson won.

NextJeopardy!’s master