Perhaps one of the most intelligent contestants the show has ever seen, the paralegal ended his debut run with a 13-day winning streak before returning for the 2015 Tournament of Champions. Ranking seventh on the highest winnings list during regular-season play, Jackson is perhaps best known for his speedy answers, slow smiles during contestant intros, and his memorable “Boom!” catchphrase. Though he was surprised, Trebek went along with it until she cut herself off, saying, “Sorry, I shouldn’t be talking now.” Though the act left fans with mixed feelings, the polite and genuine interaction makes us curious how she would act around the show’s current guest hosts. After reading her incorrect response, she chimed in with her second guess, which ended up being the correct answer. This four-day champ broke one of the show’s “unspoken” rules in a charming way, interrupting Trebek to explain her incorrect Final Jeopardy answer. We bet this isn’t the last we’ll see of the animated contestant! Sarah Jett Rayburn While not every Jeopardy! fan was amused by her expressiveness, the New York attorney managed to take home $26,250 over her 3-episode, 2-win stint on the show. One of the most recent contestants on this list, Cameron garnered lots of media attention during her first appearance on June 3, 2021, for her over-the-top and enthusiastic facial expressions. Tony Isabella, Creator of Black Lightning June 4, 2021 Enter quirky Brooklyn New York lawyer Julia Markham Cameron, whose reactions to answers right and wrong were delightful to behold. Every so often a contestant comes along who makes the popular game even better. Though she has remained quiet since her time on the show, we hope to one day hear the beloved contestant’s “The Life of a Dorito” poem. ![]() The host was charmed by the teen’s genuine personality, odd hobbies, and self-proclaimed “bad poetry.” She returned for the 1998 Teen Reunion Tournament, studying as a graduate student at the University of Chicago at the time. Dana VenatorĪppearing in the first-ever Teen Tournament in 1987, Trebek named Venator as his favorite contestant interview in his memoir The Answer Is. He has since appeared in several tournaments, and we’d love to see him return for more. Rogers broke several Jeopardy! records during his 12-day winning streak before well-known champion James Holzhauer beat them, including two of the highest one-day totals at $69,000 and $65,600, as well as the highest Final Jeopardy wager with $34,000. Austin Rogersįirst appearing in 2017, this bartender from New York City won audiences over with his hilarious intros and positive demeanor, in addition to being one of the most successful contestants throughout the show’s history. From Ken Jennings and Matt Amodio to Cindy Stowell, these competitors caught fans' attention.
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