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1. Harry Kakavas: AlmostR$1 Billion. The biggest loss on this list goes to Harry Kakavas, an Australian real estate agent who made a fortune selling properties on the Gold Coast. Unfortunately for Kakavas, the more success he found as a real estate agent, the more he lost betting at the casinos.
Ranking the Biggest Gambling Losses of All Time - Online Casino - BetMGM
casino.betmgm : blog : ranking-the-biggest-gambling-losses-of-all-time
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Jim Mattress Mack  McIngvale is known for betting massive lumps of cash on his Texas sports teams, and the NFL playoffs are no exception. The 71-year-old retail furniture store owner betR$2 million on the Dallas Cowboys to beat the San Francisco 49ers in the divisional round on Sunday.
Mattress Mack Places Massive Bet on Cowboys to Beat 49ers
nbcconnecticut : news : sports
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