After filing for bankruptcy protection in 2009, things got so bad in 2012 for Baldwin (brother to fellow actors Alec, William and Daniel) that New York authorities arrested him for alleged state income tax evasion. According to the New York Daily News, the 46-year-old performer owes more than $350,000 in back state taxes. Baldwin managed to avoid jail time by admitting he had failed to file taxes for three years and agreeing to pay up.
It can be hard to pay the tax man when you’re in prison, not earning any money. But jail won't protect the former football star, who has been slapped with more than $500,000 in tax liens. Simpson, 65, who was famously tried — and acquitted — on charges of murdering his ex-wife, Nicole Brown Simpson, and her friend Ronald Goldman, is serving time on armed robbery and kidnapping charges. The government may try to tap some of his remaining assets or get a slice of his NFL pension.
The celebrity photographer has been burdened by $24 million in debt, including $1.4 million in back taxes. The IRS said the 63-year-old shutterbug hadn’t reported income earned between 2004 and 2007. At first, her economic travails put the rights to her photographs at risk, but Leibovitz has since restructured her debts and worked out a plan to keep her prized photos.
The professional golfer got in such hot water with the IRS that his $2 million tax problem landed him in jail. After serving a yearlong sentence in 2010 for failing to pay income taxes, Thorpe resumed his career on the Champions Tour. At 64, the North Carolina native is still paying off his tax debts.