<P> In 2014, Jennings and Rutter were both invited to play in the Jeopardy! Battle of the Decades, a tournament conducted by the producers of Jeopardy! to celebrate its thirtieth season in syndication . Both men advanced to the two - day tournament final with Roger Craig filling the third position . Needing a win to reclaim his record, Rutter took the top prize in the tournament after Jennings, who needed to answer the second day's Final Jeopardy clue correctly to win (after making a sufficient wager), failed to do so . Rutter won the top prize of $1,000,000 while Jennings won the $100,000 second prize . </P> <P> Jennings later appeared on Millionaire in November 2014 . Winning the top prize was the only way he could have reclaimed the record from Rutter; however, Jennings finished with only $100,000, leaving him in second place . Jennings later appeared on the ABC prime time show 500 Questions in 2016; however, as he only lasted four questions, he was unable to add to his total . </P> <Table> <Tr> <Th> Rank </Th> <Th> Name </Th> <Th> Total winnings </Th> <Th> Show (s) </Th> <Th> Notes </Th> </Tr> <Tr> <Th> </Th> <Td> Brad Rutter </Td> <Td> $4,555,102 </Td> <Td> Jeopardy!, $4,455,102 </Td> <Td> Rutter's total includes $55,102 during his initial appearance on Jeopardy! in 2001, $100,000 in 2002's Tournament of Champions, two separate $1,000,000 prizes (one for winning the Million Dollar Masters tournament in 2002 and one for winning the Battle of the Decades in 2014), $2,100,000 during the Ultimate Tournament of Champions in 2005, and $200,000 ($100,000 of which was donated to charity) for finishing third in the 2011 Jeopardy! IBM Challenge . </Td> </Tr> <Tr> <Td> Million Dollar Mind Game, $100,000 </Td> </Tr> <Tr> <Th> </Th> <Td> Ken Jennings </Td> <Td> $4,123,414.29 </Td> <Td> Jeopardy!, $3,422,700 </Td> <Td> Jennings won $2,522,700 in his original run on Jeopardy!, $500,000 for his second - place finish in the Ultimate Tournament of Champions, $300,000 ($150,000 of which was donated to charity) in the 2011 IBM Challenge, and $100,000 for finishing second in the Battle of the Decades . In addition to his appearances on other shows, Jennings also competed on 500 Questions in 2016; however, he did not add to his total, lasting only four questions . </Td> </Tr> <Tr> <Td> Are You Smarter than a 5th Grader?, $500,000 </Td> </Tr> <Tr> <Td> Grand Slam, $100,000 </Td> </Tr> <Tr> <Td> Who Wants to Be a Millionaire, $100,000 </Td> </Tr> <Tr> <Td> 1 vs. 100, $714.29 </Td> </Tr> <Tr> <Th> </Th> <Td> Andrew Kravis </Td> <Td> $2,656,550 </Td> <Td> The Million Second Quiz, $2,600,000 </Td> <Td> Kravis won $326,346 in the main competition as one of the top four finalists, then won a $2,000,000 grand prize plus an additional $273,654 as champion to bring his total to $2.6 million, surpassing the amount of money won by Jennings during his original run on Jeopardy! . </Td> </Tr> <Tr> <Td> Wheel of Fortune, $50,550 </Td> </Tr> <Tr> <Td> Jeopardy!, $5,000 </Td> </Tr> <Tr> <Td> Who Wants to Be a Millionaire, $1,000 </Td> </Tr> <Tr> <Th> </Th> <Td> Kevin Olmstead </Td> <Td> $2,207,000 </Td> <Td> Who Wants to Be a Millionaire, $2,180,000 </Td> <Td> Olmstead's primary win occurred during the progressive jackpot shows on Who Wants to Be a Millionaire? in 2001 . Following this win, Olmstead held the record as the biggest winner in American television for over three years until it was broken by Ken Jennings . He also held the record as the biggest winner on a primetime game show in U.S. television history for over twelve years until it was broken by Andrew Kravis on September 19, 2013 . </Td> </Tr> <Tr> <Td> Jeopardy!, $27,000 </Td> </Tr> <Tr> <Th> </Th> <Td> Ed Toutant </Td> <Td> $1,871,401 </Td> <Td> Who Wants to Be a Millionaire, $1,860,000 </Td> <Td> Toutant was another contestant during the progressive jackpot shows on Who Wants to Be a Millionaire? in 2001 . After missing a question which was later revealed to be flawed, Toutant was invited back to continue playing for the jackpot at the same level he was playing for during his original appearance . Toutant was able to complete the remaining questions and win a jackpot of $1.86 million . </Td> </Tr> <Tr> <Td> Jeopardy!, $11,401 </Td> </Tr> <Tr> <Th> 6 </Th> <Td> Ashlee Register </Td> <Td> $1,795,000 </Td> <Td> Duel, $1,795,000 </Td> <Td> Register won $75,000 plus an accumulating $1,720,000 jackpot, giving her the record for most winnings by a female contestant on a game show in U.S. television history (equivalent to $2,119,000 in 2017) and the record for the most money won by an American who has only ever appeared on one game show . </Td> </Tr> <Tr> <Th> 7 </Th> <Td> David Legler </Td> <Td> $1,765,000 </Td> <Td> Twenty One, $1,765,000 </Td> <Td> Legler won $1,765,000 over six wins on the 2000 revival of Twenty One, making him the show's biggest winner . </Td> </Tr> <Tr> <Th> 8 </Th> <Td> Curtis Warren </Td> <Td> $1,546,988 </Td> <Td> Greed, $1,410,000 </Td> <Td> Warren's then - record - setting win came in a Million Dollar Moment on Greed, bringing his total winnings on the show to $1,410,000 . Warren also appeared on Sale of the Century, Win Ben Stein's Money, and Jeopardy!, although he failed to win any money while competing on the latter program . </Td> </Tr> <Tr> <Td> Sale of the Century, $136,288 </Td> </Tr> <Tr> <Td> Win Ben Stein's Money, $700 </Td> </Tr> <Tr> <Th> 9 </Th> <Td> John Carpenter </Td> <Td> $1,250,000 </Td> <Td> Who Wants to Be a Millionaire, $1,250,000 </Td> <Td> Carpenter's winnings include $1,000,000 as first ever top prize winner on the show, and $250,000 ($125,000 of which was donated to charity) in the champions edition of the show . </Td> </Tr> <Tr> <Th> 10 </Th> <Td> Adam Rose </Td> <Td> $1,153,908 </Td> <Td> The Price Is Right, $1,153,908 </Td> <Td> Rose's total was achieved on a $1,000,000 Spectacular special episode, winning $153,903 in cash and prizes including both of that evening's Showcases, which earned him a $1,000,000 cash bonus . </Td> </Tr> </Table> <Tr> <Th> Rank </Th> <Th> Name </Th> <Th> Total winnings </Th> <Th> Show (s) </Th> <Th> Notes </Th> </Tr>

Who has won the most money on a game show