4. Wesley Snipes (Tax Evasion)
Snipes made a lot of money as a movie star, but apparently he didn’t want the government to have its share. As you would expect, the tax authorities didn’t take this well, leading to a tax evasion trial and conviction in 2008. He went to prison in 2010 and stayed there till July 2013. Luckily for him, as soon as he got out, he was cast in a Sylvester Stallone film so his career is now back on track. However, his “celebrities in jail” reputation still follows him.
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