So far, Jennings has done most of the heavy lifting. Damon, meanwhile, is getting relentlessly pummeled with insults by the game show’s host, Jimmy Kimmel.

The "Jeopardy!" host now has to partake in what he once found "so cringey" he would walk out of the room while the game show ...

Matt Damon is back in the spotlight after sparking fresh drama with longtime frenemy Jimmy Kimmel. The Oscar winner appeared ...

Matt Damon and Ken Jennings won $1 million for Damon's charity Water.org thanks to unexpected savior Jimmy Kimmel on the ...

Ken Jennings and Matt Damon just won $1 million, much to Jimmy Kimmel 's dismay. Jennings, along with trivia partner Damon, ...

Matt Damon and Jimmy Kimmel reignited their ongoing feud when the actor appeared as a contestant on 'Who Wants to Be a ...

Matt Damon and Jimmy Kimmel reignited their ongoing feud for a good cause as they appeared on 'Who Wants to Be a Millionaire' ...

Matt Damon finally appears on Who Wants to Be a Millionaire, surprising Jimmy Kimmel and teaming up with Ken Jennings to win $1 million for charity ...

On the July 30, 2025 episode of Who Wants to Be a Millionaire, actor Matt Damon teamed up with Jeopardy! legend Ken Jennings ...

Matt Damon and Ken Jennings won $1 million on Who Wants to Be a Millionaire for charity in the July 30, 2025 episode. Here’s how they did it, including the final question and Jimmy Kimmel’s key assist ...

Ken Jennings revealed to Variety that he called Brad Rutter, who is ahead of Jennings on the Leaderboard of Legends by only $600,000 in All-Time Winnings Including Tournaments. Jennings beat Rutter ...

Bringing home the gold! Matt Damon and Ken Jennings win the $1 million prize on "Who Wants to Be a Millionaire" for Damon's nonprofit.