"First of all, I’m just gobsmacked by James," says Jennings, the all-time Jeopardy! champ, of Holzhauer, who is approaching his all-time winnings total. "It's absolutely insane what he's doing. Like, I thought I had seen everything on Jeopardy!. And this is something I would have thought was just impossible, these numbers. Statistically, he’s playing at as high a level as anyone who’s ever played the game. And then he’s got these incredibly confident wagers. He’s maximizing money. He can make two or three times what any other player ever has with that same level of play, which again is top shelf. He’s as good as anybody. I’ve always wanted to see somebody play that way, you know? I remember as a kid doing the math and figuring out how much somebody could win on Jeopardy!, if they got every question, and got all the Daily Doubles last, and they bet everything on them. Like, wow, look at that number. Did I actually think we would see someone try that? No, I would not." Jennings adds: "As a fan of the show, I’m actually rooting for James or anybody who can take a swing at that record." ALSO: Holzhauer says he'd love to have a "head-to-head deathmatch" with Jennings.