Jennings' total earnings on Jeopardy! are $4,522,700, consisting of: $2,520,700 over his 74 wins; a $2,000 second-place prize in his 75th appearance; a $500,000 second-place prize in the Jeopardy! Ultimate Tournament of Champions (2005); a $300,000 second-place prize in Jeopardy!'s IBM Challenge (2011), when he lost to the Watson computer but became the first person to beat third-place finisher Brad Rutter; a $100,000 second-place prize in the Jeopardy! Battle of the Decades (2014); a $100,000 second-place prize (his share of his team's $300,000 prize) in the Jeopardy! All-Star Games (2019); and a $1,000,000 first-place prize in Jeopardy! The Greatest of All Time (2020).