Charles Forrest (born June 3, 1961) is an American attorney and game show contestant who at one time held the record for the largest non-tournament cash winnings total on the syndicated game show Jeopardy! The Los Angeles Times called him "the Alexander the Great of Jeopardy! players." The producers of the show regarded him as one of the best and most memorable contestants of the 1980s. Forrest is widely regarded by other elite Jeopardy! players to be one of the most formidable contestants ever to play. Appearances on Jeopardy! Initial run Forrest, who was described at the time as a law student from Grand Blanc, Michigan, had a series of victories in Season 2 of Jeopardy!, starting on September 30, 1985. After four games, he set the regular play cash winnings record, with $60,000. When he went on to play his fifth game on October 4, 1985, he broke his own cash winnings record, with 5-day cash winnings of $72,800. Under the Jeopardy! rules in effect at the time of Forrest's victory, he retired undefeated. His record lasted until early in Season 6 of Jeopardy!, when Bob Blake won $82,501. Blake's record lasted until the middle of Season 6, when Frank Spangenberg accumulated a 5-day total of $102,597. Tournament of Champions He went on to win the 1986 Tournament of Champions. In the quarterfinals, which was the first round, Forrest defeated Guy Tonti and Gary Palmer. (Palmer advanced as a "wild card" high scoring nonwinner.) In the semi-finals, he defeated Jay Rosenberg and Gary Giardina He defeated Paul Rouffa and Marvin Shinkman in the two-game final, adding another $100,000 to his total cash winnings. That final series was featured in a July 29, 1989, PBS documentary called Wise Guys, a behind-the scenes look at the program. Super Jeopardy! In the 1990 Super Jeopardy! tournament, Forrest was defeated in the quarterfinals, or the first round, by Dave Traini. That appearance added $5,000 to Forrest's total winnings. Traini would eventually become the third-place finalist. In the 2002 Million Dollar Masters tournament, Forrest lost his semi-final to Bob Verini, picking up another $25,000 in the process. Verini placed third in the finals. In the 2005 Ultimate Tournament of Champions, Forrest received a bye into Round 2 in recognition of his former regular-play cash winnings record. However, Forrest came in third in his Round 2 game and received another $25,000 ($10,000 as a runner-up