O.J. Simpson
Currently incarcerated for 30 years after a 2008 conviction for multiple felonies, including armed robbery and kidnapping, the Juice keeps racking up tax bills. In total, O.J. owes the IRS a little over half a million dollars. He also owes the families of his ex-wife and her friend $33.3 million from a civil court judgment after he was found not guilty of murdering both of them in a criminal trial.
