Jon and Kate Gosselin
Do you recall Jon and Kate Plus 8? This reality TV couple split up after Jon allegedly had an affair with the nanny. The show was then cancelled, and the couple got a divorce. They used to make more than $75,000 for each episode, but it must not have been cheap to provide for the big family.
Willie Nelson
You do not even need to be a big country music fan to know Willie Nelson. He has been in the music industry since 1956, so you would think that he has made a fortune. Things spiraled when he had to pay the IRS $16.7 million in taxes. Thanks to his lawyer and an album called ‘The IRS Tapes: Who’ll Buy My Memories,’ he was able to get out of debt. Despite this, his life has never been the same since then.