The biggest money winner from Los Angeles, California...

Brad Rutter

2020 Jeopardy!: The Greatest of All Time 2nd runner-up: $250,000.
2019 All-Star Games captain of winning Team Brad: a share of $1,000,000 split three ways with Larissa Kelly and David Madden.
2014 Battle of the Decades winner: $1,000,000.
2011 IBM Challenge 2nd runner-up: $100,000 + $100,000 to the Lancaster County Community Foundation.
2005 Ultimate Tournament of Champions Nifty Nine (players with byes into Round 2) member, Elite Eighteen (Round 2 winners) member, Sweet Six (Round 3 winners) member, and winner: $2,115,000.
2002 Million Dollar Masters tournament winner: $1,000,000.
2001 Tournament of Champions winner: $100,000.
Season 17 5-time champion: $55,102.

Brad is the former host of InQuizitive with Brad Rutter. [Dead link]

Brad also appeared on Grand Slam in 2007. He began as the top seed in the tournament because of his holding the all-time game show winnings record. He made it to the quarterfinal round, in which he was eliminated from the tournament in his loss to Who Wants to Be a Millionaire $500,000 winner Ogi Ogas.

Brad shared a $600,000 prize with Ethan Brosowsky and his "pub quiz" team comprising Ethan, Brad, Alan Bailey, Jonathan Dinerstein, Adam Stein, and Rebecca Ward on Million Dollar Mind Game aired 2011-11-27. The players met each other at O'Brien's Irish Pub Quiz in Santa Monica, California. The players unanimously opted to end the game at the $600,000 level rather than proceed to the million dollar question and risk losing all their winnings.

Brad appeared as a chaser on The Chase in 2021.