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Evander Holyfield

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With more than 20 years in the world of boxing, this four-time world champion made more than 230 million dollars in prize money. But this long time world champion learned in the hard way that nothing lasts forever, especially if you are in an IRS battle for many years. This millionaire is currently left with a humble net worth of only 500 000 dollars to his name, and he even lost his huge Georgia mansion.