Famous Celebrity Bankruptcy #2: Willie Nelson
This country crooner had a host of famous songs and a strong fan following, who inhaled his music as quickly as Willie could finish a joint. But the self-proclaimed pot-loving country star was a little too Americana for the government’s tastes — especially since Willie refused to pay taxes.
His $16 million tax debt cost him many of his assets and he filed for bankruptcy in 1990. Though that stung a bit, it wasn’t enough to really change him: Some two decades later he still had to fight with the IRS on unpaid back taxes.