Losing Bets

Losing Bets

The sad tales where the bookies won.

Harry Kakavas, who made his fortune selling real estate on Australia’s Gold Coast, is considered one of the biggest high rollers in the world. In five and a half hours, he lost $164 million, after betting $300,000 per hand. Harry...

Steve Richards was a 56-year-old-roofing contractor with a passion for betting. He would claim that gambling was something he looked forward to every week, and something he says he won’t ever stop doing. Despite his passion for gambling, Steve...

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