#5. Kevin Olmstead
Who Wants to Be a Millionaire: $2,180,000
Jeopardy!: $27,000
Total winnings: $2,207,000
Kevin held the record as the biggest winner on a US primetime game show for over 12 years. This was broken by Andrew Kravis on the September 19th episode of Jeopardy! in 2013.
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