The program featured 16 of the biggest winners in United States game show history in a single-elimination tournament. The contestants were seeded by the amount of money they won on their original show. The winner took home the $100,000 Grand Prize and a crystal trophy.
Gameplay
The contestants faced off against each other in a rapid-fire style series of questions. There were four rounds of questioning: General Knowledge, Numbers and Logic, Words and Letters, and "Mixed". Exclusively for the final match, a fifth "Contemporary Knowledge" round was added as round #3, between "Numbers and Logic" and "Words and Letters". In each round, the players were given one minute on their clocks, and the first contestant was asked a question by the off-camera "Questioner", and his clock started counting down. The timing mechanics were similar to those of a chess clock; if a contestant answered correctly, his clock stopped, and his opponent's clock started running. If the active contestant answered incorrectly or passed, their clock continued to run and another question was asked. When one contestant's clock expired, the round ended and whatever time the other player had remaining carried over. At the beginning of the final round, players' carried-over time was added to the one-minute base time. Once a player's clock ran out, the other player was declared the winner and moved on to the next round. Each contestant was given three "switches" at the beginning of the game, and one more before the fourth round: by saying "switch", a player could stop their own clock and start their opponent's with the current question. Switches could be used consecutively to switch the question back and forth between contestants.
Ken Jennings—Jeopardy! champion, winning more than $2.5 million over 75 games. In his initial run as champion Jennings set a new all-time winnings record. His 74-game winning streak remains a show record.
Kevin Olmstead—Contestant on Jeopardy! and on Who Wants to Be a Millionaire?. Olmstead is the biggest winner on Who Wants to Be a Millionaire, taking home a jackpot of $2.18 million; this broke a record set by David Legler and stood until Jennings topped it.
Ed Toutant—Winner of $1.86 million on Who Wants to Be a Millionaire? in 2001. At the time his win made him the second-biggest winner after Kevin Olmstead.
David Legler—Won $1.765 million on Twenty One in 2000. Legler's win broke a record set by Curtis Warren, who won $1.41 million on Greed and over $100,000 combined on Sale of the Century and Win Ben Stein's Money but did not participate in Grand Slam.
John Carpenter—First contestant to win $1 million on the American version of Who Wants to Be a Millionaire? in 1999. Carpenter later won $250,000 during Millionaire's Champions Edition. Carpenter was the first contestant to win $1 million in a single appearance on a game show.
Rahim Oberholtzer—Won $1.12 million on Twenty One in 2000. At the time of his win, Oberholtzer was the first contestant to win over $1 million on a game show.
Nancy Christy—First female winner of $1 million on Who Wants to Be a Millionaire?, accomplishing this feat in 2003. She was the most recent Million-Dollar winner at the time of this tournament, and as of 2017, she is the last player to do so in a non-tournament setting.
Ogi Ogas—Won $500,000 on Who Wants to Be a Millionaire? in 2006, making him the most recent contestant to have faced the Million-Dollar question at the time of this tournament.
Phyllis Harris—Won $497,150 during appearances as a contestant on Who Wants to Be a Millionaire?, Super Greed, Wheel of Fortune, Trivia Trap, Scrabble, and Card Sharks.
Thom McKee—Won $312,700 during 46 appearances on Tic-Tac-Dough in 1980. His total winnings and win streak set a game show record that went unbroken for nearly twenty years.
Frank Spangenberg—Former Jeopardy! record holder for most money won in a five-day period. Was the first contestant to win over $100,000 in regular Jeopardy! play.
Leszek Pawlowicz—Won $194,700 during appearances as a contestant on Jeopardy!, Win Ben Stein's Money, and History IQ. Pawlowicz won the 1992 Jeopardy! Tournament of Champions and finished second in the History IQ Tournament Edition in 2001.
Michelle Kitt—Won $107,500 on the American version of The Weakest Link in 2001.
Victor Lee—won over $80,000 on The World Series of Pop Culture in 2007. Lee's team, the Twistëd Misters, won the $250,000 top prize.
Amy Kelly—Won $20,500 on Lingo in 2007. Kelly and her partner split a $41,000 cash prize for making a line with their first draw in Bonus Lingo.
Tournament bracket
The listed score is the number of seconds the winner had remaining at the end of the match.
Results
Games are listed in the order in which they aired.
First round
Quarterfinals
Semifinals
Finals
A fifth round, Contemporary Knowledge, similar to the first round of the British series, was used in the Finals only.
