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Matt Damon sticks it to nemesis Jimmy Kimmel by winning “Who Wants to Be a Millionaire” with Ken Jennings

Last updated: July 30, 2025 10:56 pm
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Matt Damon sticks it to nemesis Jimmy Kimmel by winning “Who Wants to Be a Millionaire” with Ken Jennings
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The years-long feud between late-night host Jimmy Kimmel and movie star Matt Damon continues to burn bright. And the Oscar winner just scored a big victory, much to the Jimmy Kimmel Live host’s dismay.

It all went down on Wednesday’s episode of Who Wants to Be a Millionaire, which Kimmel hosts in prime time, when Damon competed with a secret weapon — Jeopardy host Ken Jennings.

The duo made it all the way to the final question, for all the marbles: “Which of these words is used to describe one of the most beautiful auditory effects on Earth: the sound made by the leaves of trees when wind blows through them?”

Jennings, who’s won a game show (or 74-plus), said he and his partner wanted to “play this very safe.” So they opted to take away two of the answers.

Kimmel chose to fume that Damon was there with a trivia master.

After the 50/50 confirmed that what Jennings had thought was likely the correct answer, Damon mused, “It is so awesome having Ken Jennings as your partner in a trivia game. I can’t even tell you.”

To which Jennings responded, “Everybody but Jimmy Kimmel. Do we love Matt Damon or what?”

Damon thanked him and noted, “You are making him so miserable right now.”

Kimmel took the opportunity to boo his faux enemy, and also vowed to come on Jennings’ own game show with “someone you hate.”

Jennings and Damon then won the $1 million, in what Kimmel called “the least dramatic million-dollar moment in history,” and they collected a check for the nonprofit Water.org, which Damon co-founded in 2009. The organization is dedicated to bringing water and sanitation to the world.

Confetti flew. The crowd cheered. And Kimmel was feeling generous.

“I’m begrudgingly going to shake your hand,” he told Damon before reaching out. And Damon accepted it. (Watch the big moment above.)

Sign up for Entertainment Weekly‘s free daily newsletter to get breaking TV news, exclusive first looks, recaps, reviews, interviews with your favorite stars, and more.

The enmity between the two men is about as real as the animosity between Ryan Reynolds and Hugh Jackman. But it’s pretty entertaining and has gone on for the better part of two decades.

Who Wants to Be a Millionaire airs Wednesdays on ABC.

Read the original article on Entertainment Weekly

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