James Holzhauer had a wild Jeopardy! Masters exchange with Ken Jennings: ‘Keep it in your pants’

“Keep it in your pants, Ken!”

Jeopardy! Masters is into its second week, with James Holzhauer ahead of the rest of the field of legends.

He’s also winning when it comes to bantering with host and former rival, Ken Jennings. Last week, we saw Holzhauer use his Final Jeopardy board to joke with the host: “Stop ducking a rematch, Ken.”

Then, there was a clue that flummoxed the competitors. Jennings jokingly said that he refers to Holzhauer as “elegantly erotic and full of enchanting terror,” as the clue said.

The reply from Holzhauer?

“Keep it in your pants, Ken.”

LOLOL! Can’t wait to see more of this as the week goes on:

James Holzhauer trolled Ken Jennings on Jeopardy! Masters with a hilarious Final Jeopardy answer

This is too good.

Ah, the James Holzhauer and Ken Jennings “rivalry.”

The two Jeopardy! all-time greats have exchanged so much trash talk in the past, leading up to and after Jennings won the GOAT tournament.

Now, we’re up to Jeopardy! Masters, featuring Holzhauer — the professional sports gambler — and Jennings is the host. James ended up winning one of the rounds, but before he did, he trolled Jennings with his Final Jeopardy answer, and it was very funny.

Instead of answering the clue that would have gotten you “What is the Manhattan Bridge,” Holzhauer wrote down, “Stop ducking a rematch Ken.” And their exchange is delightful:

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The new Jeopardy! Masters tournament and format, explained

What to know about Jeopardy!’s latest tournament of stars.

Welcome to FTW Explains, a guide to catching up on and better understanding stuff going on in the world. We here at For The Win are big Jeopardy! fans, and the Jeopardy! Masters tournament is no exception. What’s that? Glad you asked.

Ken Jennings is the ultimate Jeopardy! GOAT — remember a few years ago when he topped James Holzhauer and Brad Rutter in the Jeopardy! The Greatest of All Time tournament? — but that’s not stopping him from hosting a new best-of-the-best Jeopardy! tournament.

Monday kicks off the first episode of the Jeopardy! Masters tournament, which will pit some of the shows most successful candidates against each other to see who will become a different kind of Jeopardy! champion.

James Holzhauer playfully roasted Ken Jennings ahead of Jeopardy! Masters

James Holzhauer playfully roasted Ken Jennings ahead of Jeopardy! Masters

James Holzhauer is back on his trolling ahead of Jeopardy! Masters.

Jeopardy! champion James Holzhauer has cultivated a reputation for being a phenomenal trash talker, and he’s at it again ahead of next week’s Jeopardy! Masters competition.

Holzhauer will be squaring off with fellow Jeopardy! heavyweights like Amy Schneider, Matt Amodio, Mattea Roach, Andrew He and Sam Buttrey, with former Jeopardy! winner Ken Jennings hosting the shows.

Well, Holzhauer found a hilarious way to warm up his intimidation tactics by roasting Jennings’ standing as host.

First, Holzhauer takes aim at the way that the game shows are being marketed with Jennings front and center. He compares it to the NFL advertising a Super Bowl with a referee as the main draw. Ouch.

Next, Holzhauer pokes fun at Jennings by comparing him to legendary Jeopardy! host Alex Trebek.

Having competed against him, Jennings knows how effective Holzhauer can be once he’s on the Jeopardy! stage. He’s now the warm-up target for Holzhauer’s trolling ahead of next week’s marquee games.