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Lool but didn't he wise up from being broke the first time after becoming a millionaire again? I thought people would be interested in learning lessons. For example, I'm currently broke and I'm learned my lessons, if I have the opportunity not to be here again, I won't.
I think he liked the adrenaline of the gamble. Plus his wife got a monthly payment from an inheritance, so the money wasn't that important, for him it was fun I think!