12. Joe Francis
The founder of the Girls Gone Wild kingdom filed for bankruptcy in 2013 because of his financial difficulties; when he was unable to pay $2 million that he lost at the Las Vegas casino of Steve Wynn. He applied for Chapter 11 bankruptcy, so that Steve Wynn could not claim Francis’s assets to settle the debt. However, his financial issues continued even after that. In May 2015, he received an arrest warrant from a federal judge, when he was unable to give back two luxury sedans to his lawyers.