Holzhauer was defeated in his 33rd game, which aired on June 3, 2019, and was watched by 14.5 million people. The winner, Emma Boettcher, used many of the same strategies Holzhauer used during his run.
In July 2019, Jeopardy! confirmed that Holzhauer would return for the Tournament of Champions in November. Holzhauer won both his quarterfinal and semifinal games to advance to the final round, which featured a rematch against Boettcher, who was invited separately and also won her first two tournament games. Holzhauer won the two-day final, winning the first game by a larger margin than Boettcher won the second and claiming the $250,000 top prize.
Holzhauer debuted at the World Series of Poker in 2019. In his first event, he finished 454th out of approximately 1,800 contestants and did not win any prize money (he would have needed to finish at 281st or higher to win any prize money). His second event was a tag-team match in which he partnered with Mike Sexton. He ultimately was knocked out as a solo contestant in round 17 of the tournament, with his most notable prize win being a $600 profit for finishing 92nd out of 1,867 on a No-Limit Hold'em Super Turbo Bounty game.
Holzhauer said he intended to donate some of his Jeopardy! winnings to Las Vegas children's charities. On April 7, 2019, he donated $10,000 to a Las Vegas organization for displaced teens. On May 2, 2019, he was awarded a key to the Las Vegas Strip for his success on Jeopardy! and for his donations to children's charity organizations and other nonprofit organizations in the Las Vegas area. In mid-2019, Holzhauer donated $1,109.14 (representing his daughter's birthday) to the 2019 Naperville Pancreatic Cancer Reach Walk in Illinois, in Alex Trebek's name. On June 24, 2019, Holzhauer began participating in World Series of Poker events in Las Vegas. He plans to donate half his winnings to the Las Vegas nonprofit Project 150, which helps homeless, displaced and disadvantaged high school students.