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The Best Jeopardy! Contestants of All Time  

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List Rules Vote up the Jeopardy! contestants who are the most fun to watch as they win.

Since the first episode of the daily-syndicated version of Jeopardy! in 1984, there have been an incredible amount of legendary winners who have taken home astronomical amounts of money to cement their status as the best Jeopardy! contestants of all time. What first started as a simple idea in 1964 by Merv Griffin's wife Julann turned into arguably the most widely recognized television trivia game show ever. When you think of the highest winning contestants, names like Ken Jennings, Eddie Timanus, Brad Rutter, Austin Rogers, and most recently, James Holzhauer, are just a few of the names you'll think of when discussing the best Jeopardy! contestants of all time.

When fans think of the best Jeopardy! contestants of all time, they think of the longest winning streaks, most money won, and most entertaining characters. This is the main criteria taken into consideration when putting this list together. These trivia titans amassed their win totals not only through the traditional syndicated show, but also from return appearances on the Tournament of Champions.

Do you remember some of these Jeopardy! greats? Who do you think are the best Jeopardy contestants of all time? Go ahead and rank them, and when you're done, head on over and vote on the funniest Jeopardy! answers of all time.

James Holzhauer is listed (or ranked) 1 on the list The Best Jeopardy! Contestants of All Time
Photo: CBS Television Distribution
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James Holzhauer

Professional sports gambler James Holzhauer set a new record for single-game winnings on April 9, 2019 with the response "what is quantum leap." His final total set his day's winnings at $110,914 which not only surpassed the 2010 single-day record of $77,000 but is the same digits as his daughter's birthday (11/09/14).

A little over a week later, Holzhauer beat his own record single-game winnings by raking in $131,127 in the Jeopardy episode airing April 17, 2019, in what was also his tenth straight win. In his 14th game on April 23, 2019, Holzhauer passed the $1 million mark, making him the second contestant to do so. On May 27th, he scored his 28th consecutive Jeopardy! win, bringing his total winnings to $2,195,557, and drawing him close to current all-time champion Ken Jennings.

As reported by the Washington Post, each large amount Holzhauer wagered related to an important date in his life, from family birthdates to his wedding anniversary. Holzhauer credited the ability of children's books to engage while informing as his secret to success. 

Great contestant?
Ken Jennings is listed (or ranked) 2 on the list The Best Jeopardy! Contestants of All Time
Photo: CBS Television Distribution

Likely the most recognizable Jeopardy! contestant of all time, Jennings ripped off an incredible 74-night winning streak in 2004 that earned him over $3.27 million, No. 2 all time. Most of his victories weren't even close, as Jennings became the shows longest-running champion by far. No other champion has won more than 20 consecutive games, and Jennings is also No. 2 all time in single-show winnings, bringing home $75,000 on July 23, 2004.

Jennings would later finish as the runner-up in Jeopardy!'s Battle of the Decades in 2014 and even competed against IBM's all-knowing computer, Watson. After Jeopardy!, Jennings went on to become a best-selling author.

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Brad Rutter is listed (or ranked) 3 on the list The Best Jeopardy! Contestants of All Time
Photo: CBS Television Distribution
3
Brad Rutter

Only one being has ever defeated Brad Rutter at Jeopardy!. IBM's Watson. That's it.

Rutter is the highest-earning Jeopardy! contestant of all time (including tournament winnings) with over $4.35 million in winnings over the course of his many tournaments. He originally became a contestant in 2001, and went on to dominate in the Tournament of Champions, the Ultimate Tournament of Champions, Million Dollar Masters, and others.

Through all that, he still never found the formula to defeat good ol' Watson.

Great contestant?
Jason Zuffranieri is listed (or ranked) 4 on the list The Best Jeopardy! Contestants of All Time
Photo: CBS Television Distribution
4
Jason Zuffranieri

A math teacher from Albuquerque, Jason Zuffranieri has quietly crept up on several Jeopardy! records. He currently holds the record as third-highest money winner, behind Ken Jennings and James Holzhauer. By his 17th win, Zuffranieri also reached fifth place for consecutive games won. With his 18th win, Zuffranieri's winnings reached a half a million dollars.

Great contestant?