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

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 charity with help from Jimmy Kimmel on "Who Wants to be a Millionaire." ...

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

Jennings did most of the heavy lifting. Damon, meanwhile, got relentlessly pummeled with insults by the game show’s host, ...

Jimmy Kimmel’s longstanding feud with Matt Damon is only going to get more insufferable from here. Damon, alongside Jeopardy!

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

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

Matt Damon and Ken Jennings are on the verge of winning $1 million for charity on the Jimmy Kimmel-hosted edition of "Who ...

Ken Jennings is all too familiar with a Steve Martin look-alike on Jeopardy!. Fan favorite Sam Buttrey resembles the Only ...

Ken Jennings shocks Jimmy Kimmel by teaming up with Matt Damon on Who Wants to Be a Millionaire, igniting chaos and their ...

Ken Jennings revealed to Variety that he called Brad Rutter, who is ahead of Jennings on the Leaderboard of Legends by only ...