Life 17 days strong! James Holzhauer win ‘Jeopardy!’ again Friday. Here’s how he did it April 25, 2019April 26, 2019Erin Jensen, USA TODAYComments Off on 17 days strong! James Holzhauer win ‘Jeopardy!’ again Friday. Here’s how he did it "The fact that I win and lose money all the time helps desensitize me," says "Jeopardy!" champ James Holzhauer, a professional sports gambler.