Wayne Newton
Wayne Newton was a big hit back in the '60s, but he was, unfortunately, unable to keep his fame alive. By 1992, Newton fell bankrupt and $20 million in the hole. In 2005, the IRS sued him for failing to pay the $1.8 million he owed them on his mortgage, which was eventually taken only 5 years later. Nowadays, all of Newton's assets have been liquidated. The famous face has been in ruin ever since.
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