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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.
- Brad Rutter ($4,938,436) So, at number one is someone you might not have expected: Brad Rutter, a record store employee from Lancaster, Pennsylvania, whose 5-day cash earnings total $55,102.
- Ken Jennings ($4,370,700) The mighty Ken Jennings! A computer scientist from Seattle, Washington, compiled 74-day cash winnings totaling $2,520,700 plus another $500K for a second-place finish in the 2005 Tournament of Champions and $1 million and the title of “Greatest of All Time” in 2020’s GOAT Tournament.
- James Holzhauer ($3,462,216) A sports gambler from Las Vegas, Nevada, whose 32-day cash winnings total $2,462,216, Holzhauer took the Jeopardy! world by storm in the winter and spring of 2019, bringing in record ratings with his swashbuckling style and the odd, but daring, amounts of his bets on Daily Doubles and Final Jeopardy.
- Matt Amodio ($1,668,601) Matt Amodio’s winning streak ended just a couple of months shy of Amy Schneider’s first appearance, and while his 38-game win streak was two shy of hers, he came out with a higher amount of cash winnings ahead of the Tournamentn of Champions, earning $1,518,601.
Learn more about all of Jeopardy!’s tournament champions including the two biggest winners in Jeopardy! history, Ken Jennings and Brad Rutter.
- 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.
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 ).
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.
