A gripping true story involves three gamblers—Miami Paul, Dino Mateo, and Big Bernie—who bet everything on a filly named for the 1988 Kentucky Derby.

: Whiteley entered the Exeter racecourse with a free promotional ticket and placed a modest £2 bet .

: In 2001, Benter's model correctly predicted the "Triple Triple" at Happy Valley—a jackpot requiring the bettor to pick the top three finishers in three specific races.

: The trio placed a massive longshot bet at a racetrack in Tijuana, Mexico.

: By the time he retired, it is estimated Benter made nearly $1 billion through his quantitative betting models. The Longshot of a Lifetime: Winning Colors

In 2011, , a 61-year-old heating engineer, experienced what many call the ultimate stroke of luck.

: Against all logic, Lupita won, completing Whiteley's six-race accumulator and turning his £2 into £1.45 million . Fast Facts: Famous Wagering Feats

One of the most legendary figures in horse racing is , a physics dropout who applied advanced mathematics to the track. Benter moved to Hong Kong and developed a computer model that analyzed over 130 variables for every horse in every race.