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Nov 8, 20243 min read
WANNA BET? ($70,000 – $105,000+)
In 1956, Thomas Fitzpatrick, a World War II and Korean War veteran, made an unbelievable bet in a New York City bar. He claimed he could...
Oct 26, 20243 min read
THE GINGER ALE GAMBLE ($161,000 – $195,500)
Growing up, my family was firmly embedded towards the lower end of ‘middle class’. We had enough to get by, but there wasn’t very much...
Oct 23, 20242 min read
BLABBERMOUTH ($103,000 – $109,000)
On August 8, 1963, a gang of 15 robbers executed a meticulously planned heist, stealing £2.6 million from a Royal Mail train in the UK....
Oct 9, 20242 min read
THE FAST & THE FOOLISH ($55,000 – $65,000+)
In Denmark, police were baffled by a series of dangerous motorcycle stunts – reckless speeding, wheelies, and near-misses – that had put...
Oct 8, 20242 min read
THAT’S GONNA COST YA ($135,000 – $180,000+)
In September of 2023, a Jetstar flight bound from Perth, Australia was forced to perform an emergency landing due to the actions of an...
Oct 8, 20242 min read
ADA BLACKJACK ($115,000 – $160,000+)
Ada Blackjack was an Iñupiaq woman born in 1898. She was also the sole survivor of a doomed 1920’s Arctic expedition to Wrangel Island....
Oct 7, 20242 min read
ICE ICE BABY ($115,000 – $140,000+)
Robert Van Winkle was born in 1967. Better known by his stage name, Vanilla Ice – he rocketed to fame in the early 1990s with his hit...
Sep 24, 20242 min read
BUGGIN’ OUT FOR PIZZA (OTE: $84,000 - $117,000)
In 1960, two brothers named Tom and James bought a small pizza shop in Ypsilanti, Michigan for $1,400. They put $500 cash down and took...
Sep 11, 20243 min read
RUDE AWAKENING (OTE: $80,500 - $92,000+)
In March 2012, a 22-year-old named Simon Rosenqvist was wheeled into an operating room in Sweden, poised for a routine lung procedure...
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