Bradford Gates "Brad" Rutter (born January 31, 1978) is the biggest all-time money winner on the U.S. syndicated game show Jeopardy! and the biggest all-time money winner on a game show.In 19 regular season and tournament games, Rutter has never lost a Jeopardy! match against a human opponent (though he twice trailed at the end of the first game of a two-day tournament match before coming back to win in the second game).