If you ask Ken Jennings, a throw-down with James Holzhauer is not in jeopardy.

Jennings described the face-off as a sure thing during an interview with "Good Morning America" that aired Thursday.

"It's got to be inevitable," Jennings said of going head-to-head with the man who came within $58,484 of his cash record set in 2004. Jennings holds the record of biggest winnings in regular-season play ($2,520,700) and consecutive games won (74). Holzhauer, a professional sports gambler from Las Vegas, bet big and holds the record for single-game winnings ($131,127).

"But 'Jeopardy!' only does those special tournaments every so often," Jennings, 45, told "GMA," "and obviously I can't get 29-year-old Ken to show up with his sleek, 29-year-old brain. It's got to be me, with my broke-down brain."

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Jennings said he rooted for Holzhauer, despite his cash record being at stake.

"It seemed like he might be the guy, the chosen one, so I was very excited," he shared. "I wanted to see it come down to the wire, I wanted to see if it could be beaten because I think it can be done."

"He was so close to the cash record," Jennings continued. "And it just shows how fragile a 'Jeopardy!' streak is."

Jennings believes a battle with Holzhauer would compare to his 2011 showdown with IBM's Watson computer, which ended in defeat.

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"Watching James on that show, he feels as close to Watson as you can get and still have a pulse," Jennings said. "His accuracy is just unbelievable."

Jennings reiterated how he's had to come to terms with no longer being the lone big name in "Jeopardy!"

"It hit me all at once, I'm not that 'Jeopardy guy' anymore," he explained. "He's that 'Jeopardy! guy,' I'm like your dad's 'Jeopardy! guy.' "

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Jennings said he and Holzhauer have exchanged emails, in which he's doled out advice.

"I just told him take some time to think about what it is you want, 'cause you do have a window," Jennings said. "Do you have a book idea? Do you have a podcast idea? Do you want to give a TED Talk? Because now's the time."

Jennings said he returned to his old stomping grounds in April, venturing to a taping to check in on host Alex Trebek, who revealed his stage 4 pancreatic cancer diagnosis in March.

"He was in good spirits, and he showed me some of the letters – the hundreds of thousands of letters he's been getting, and it was touching how much it meant to him," said Jennings.

Jennings, a full-time author, who will serve as an expert for Game Show Network's "Best Ever Trivia Show" debuting Monday, reflected on the unexpected success resulting from his time on "Jeopardy!"

"It was such a weird accident, that I could've had a mid-life crisis, and instead I went on a game show," he said. "And I accidentally got to write the books and to spend more time with my kids. Like, what could be better than that?"

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