Did it pay off?

The 51-year-old competed on the game show in 2004, going on to set the record for most consecutive games won and the highest regular-season winnings of $2,522,700. He took over as the show’s host ...

The now–'Jeopardy!' host once held the show’s longest winning streak — but his loss on a seemingly simple question raised eyebrows. Was it on purpose? Christopher Willard/Disney Ken Jennings is ...

It’s all coming back to them! One Jeopardy! contestant had a big win after correctly answering the final clue about Taylor Swift, Drake, and another singer. Kaplan, an editor, had the lead of $4,000 ...

You win some, you lose some. Ken Jennings set the record straight on the theory that he purposely ended his 74-game “Jeopardy!” winning streak. During a Q&A session with audience members on Tuesday’s ...