Question: who has won the most money playing jeopardy
Answer: Many contestants throughout the show 's history have received significant media attention because of their success on Jeopardy ! , particularly Brad Rutter , who has won the most money on the show , and Ken Jennings , who has the show 's longest winning streak ; Rutter and Jennings also hold the first - and second - place records respectively for most money ever won on American game shows .