Short answers, pulled from the story.
Brad Rutter has won more than five million dollars on Jeopardy!, making him the highest-earning contestant in that show's history. His total game show winnings across all appearances exceed $5.1 million, placing him third among all American game show contestants of all time.
Brad Rutter never lost a Jeopardy! match against a human opponent until the Greatest of All Time Tournament in January 2020. His undefeated streak included his original five-day run in 2000 plus 17 matches across five separate tournaments. He finished third in the GOAT Tournament, which was his first official defeat.
Brad Rutter graduated from Manheim Township High School in Neffsville, Pennsylvania in 1995. He was a member of the school's quiz bowl team, which finished second at the 1994 Texaco Star National Academic Championship.
The IBM Challenge aired from the 14th through the 16th of February 2011 and was the first man-versus-machine competition in Jeopardy! history. Watson finished with $77,147, while Jennings took second with $24,000 and Rutter finished third with $21,600. The match was classified as an exhibition, so it did not count toward official records.
Rutter built his record through a series of special tournaments rather than daily play. He won the 2001 Tournament of Champions ($100,000), the 2002 Million Dollar Masters ($1,000,000), the 2005 Ultimate Tournament of Champions ($2,115,000), and the 2014 Battle of the Decades ($1,000,000), among other events.
Rutter wagered 4,133 points in the Final Jeopardy! round of the third GOAT Tournament game in 2020 as a tribute to the Philadelphia Eagles. The number references the score of Super Bowl LII, in which the Eagles defeated the New England Patriots 41-33 to win their first Super Bowl championship.