Posted in Web ‘Jeopardy! The Greatest of All Time’ tournament to host … May 2, 2020 Rutter holds the title of highest Jeopardy! earner with over $4.6 million in winnings, according to the release. Holzhauer walked away from winning streak with $2.46 million in total winnings. https://www.cnbc.com/2019/11/18/jeopardy-the-greatest-of-all-time-tournament-to-host-jennings-holzhauer.html