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This time, he's dishing out the clue to the Jeopardy! team.
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Jeopardy producers and members of his family looked back on Trebek's last few months hosting the show.
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"You’re gonna get some nice people, and you’re gonna get some creeps."
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Unfortunately, Jennings' double blunder never made it to air.
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The host of Wheel Of Fortune just needs to banter with the contestants, keep the game moving, and... well, that's about it.
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"Some of the question writing could be a little sharper than it has been," Holzhauer suggested.
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“I was 100% confident I would not get a shot at the job," Jennings admitted.
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Holzhauer won the Masters tournament, narrowly beating Mattea Roach in the process.
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Hosted by Ken Jennings, the tournament features Amy Schneider, James Holzhauer, Andrew He, Sam Buttrey, Mattea Roach and Matt Amodio.
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Yogesh Raut went after the game show after it awarded him with a $96,403 check.
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Ken Jennings, the Jeopardy GOAT, will host the all-star series.
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Amodio is up to 35 consecutive wins.
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After a fiery tweet from former champ James Holzhauer targeted him, Matt Amodio finally hit $1 mil!
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"Do I think Mike Richards's podcast comments were appropriate for polite society? No," he wrote.
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Even the Dictionary chimed in to roast Mike Richards' brief stint as Jeopardy! host.
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As Jeopardy! reaches the end of Season 37, Amodio's win may fall into the hands of the new host.
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This new American version of the UK hit game show is hosted by Sara Haines of The View.
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It's not exactly Ken Jennings vs. James Holzhauer Part 2, but it's close.
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James Holzhauer and Brad Rutter were no match for the legendary Jeopardy contestant.
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"I get to say it to Alex!" said Jennings.