Entertainment TV James Holzhauer Returning to 'Jeopardy!' to Compete for $250K in Tournament of Champions James Holzhauer made history with 32 straight wins on Jeopardy! By Jodi Guglielmi Jodi Guglielmi Instagram Twitter Writer-Reporter, PEOPLE People Editorial Guidelines Published on October 28, 2019 03:45 PM Share Tweet Pin Email James Holzhauer is making his grand Jeopardy! return! Holzhauer, who made history with 32 straight wins on the Alex-Trebek-hosted game show, is set to participate in the show’s most competitive and prestigious event: The Tournament of Champions. The 34-year-old professional sports gambler will face off against Alan Dunn, a software development manager, and Lindsey Shultz, a physician and healthcare analyst, in the quarterfinal match-ups. Holzhauer’s first round of competition will take place on Nov. 6. The winner will then go on to compete in the semifinals the following week. The two-day finals will see the remaining competitors fight for the $250,000 grand prize, while the second-place finisher earns $100,000, and third place takes home $50,000. Jeopardy Productions, Inc. The 10-day tournament kicks off Nov. 4 and concludes Nov. 15. Earlier this summer, Holzhauer was on track to break Ken Jennings’ regular-season record total winnings of $2.52 million — but he fell just short as Emma Boettcher, a librarian from Chicago, defeated the champion by $22,002. Jeopardy!‘s James Holzhauer Jokes Alex Trebek ‘Has a Potty Mouth’ When Cameras Aren’t Rolling The game-show wiz finished in second place with $24,799, and Boettcher won the game with $46,801. Jeopardy Productions, Inc. With $2,462,216 in earnings, Holzhauer needed just $58,484 to overtake Jennings.