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- Brad Rutter - $4,938,436. Rutter is one the most successful game show contestants of all time. Hailing from Lancaster, Pennsylvania, Brad Rutter stands as one of the most successful game show contestants of all time, particularly in the realm of Jeopardy, where he has amassed a staggering total of $4,938,436 in winnings.
- Ken Jennings - $4,370,700. Jennings has unbelievable Jeopardy buzzer speed. Ken Jennings, a software engineer from Salt Lake City, Utah, became a legendary figure in the world of Jeopardy with his record-breaking 74-game winning streak in 2004, accumulating an astonishing total of $2,520,700 in regular-season play.
- James Holzhauer - $3,462,216. Holzhauer had a high-risk, high-reward approach to Jeopardy. James Holzhauer, a professional sports gambler from Las Vegas, revolutionized the gameplay of Jeopardy with his extraordinary performance, accumulating a total of $2,462,216 during his 32-game winning streak in 2019.
- Matt Amodio - $1,668,601. Amodio had a clever and distinct Jeopardy strategy. Matt Amodio, a Ph.D. student in computer science from Ohio, wowed audiences with his extraordinary 38-game Jeopardy winning streak, amassing $1,668,601.
- Welcome to the Winner's Circle. What is ... a champion? Jeopardy! has kept viewers hooked for decades with its rapid rounds and fierce competition, not to mention the excitement of watching a competitor on a serious winning streak.
- Ken Jennings. Ken Jennings was working as a software engineer in Utah when he was selected for the trivia competition in 2004, beginning a bid that would make history.
- Host Ken Jennings. In 2020, Ken Jennings trumped fellow Jeopardy! all-stars Brad Rutter and James Holzhauer and won the ABC special Jeopardy! The Greatest of All Time tournament.
- Amy Schneider. Schneider, an engineering manager from California, made history in January 2022 in setting the second-longest consecutive winning streak at 40 games.
Learn more about all of Jeopardy!’s tournament champions including the two biggest winners in Jeopardy! history, Ken Jennings and Brad Rutter.
Brad Rutter is the biggest all-time money winner on Jeopardy! and briefly held the record for biggest cumulative game show winnings for any U.S. game show contestant. Rutter retained the record for Jeopardy! winnings with either $4,255,102 (or $4,270,102, including a pair of Chevrolet Camaros ).
- Brad Rutter. - All-time winnings: $4,938,436. Brad Rutter dominated in 2000, winning $55,102 back when contestants were limited to five games on the show.
- Ken Jennings. - All-time winnings: $4,370,700. Ken Jennings might be one of the show's most familiar faces. He became a household name in 2004, winning 74 games and $2,520,700 over the course of five months.
- James Holzhauer. - All-time winnings: $2,962,216. James Holzhauer's 32-streak "Jeopardy!" run smashed many records set by previous winners on this list.
- Watson. - All-time winnings: $1,000,000. In 2011, "Jeopardy!" brought two of its biggest winners (Ken Jennings and Brad Rutter) back to face their biggest challenge yet: IBM's supercomputer, Watson.
Aug 16, 2023 · Mattea Roach holds the record for the fifth-longest winning streak of all time on Jeopardy!. They had 23 wins in a row throughout season 38, with their episodes airing between April 5, 2022, and May 6, 2022.
May 8, 2023 · Which Jeopardy contestants have won the most money? Here are the top Jeopardy winners in history, including Amy Schneider and Ken Jennings, and how much they won.
