Ken Jennings on Jeopardy It’s been more than 20 years since Ken Jennings saw his streak of 74 straight wins on Jeopardy! come to an end after earning more than $2.5 million. The nature of the question that ended his reign has led some people to speculate he went out on his own terms, and he got to address that theory while chatting with an audience member for the show he now hosts. There was once a time when contestants on Jeopardy! could only w…