Bailey owes more than $5 million to the IRS.
Debts to the IRS aren't normally discharged in bankruptcy proceedings, but the 83-year-old Bailey said Friday that they can be if one abides by certain conditions, such as filing and paying his taxes on time since the original taxes and penalties were assessed. The debt stems from a dispute of his reportable income from 1993 to 2001, according to the Portland Press Herald. Bailey served as one of Simpson's attorneys during the former NFL star's 1995 trial, which ended in his acquittal in the 1994 murders of his ex-wife, Nicole Brown Simpson, and her friend Ronald Goldman.
Bailey in the 1960s secured a reversal of Dr. Sam Sheppard's conviction in the murder of his pregnant wife, and an acquittal at his second trial. He also represented Albert DeSalvo, who claimed to be the Boston Strangler.