Wesley Snipes was a big star with roles in White Men Can’t Jump, To Wong Foo Thanks for Everything, Julie Newmar, and the Blade trilogy. He was doing pretty great. Then Snipes decided to not pay his taxes.
Now, it’s obvious that not paying your taxes is bad, but what’s the worst that could happen? You pay it back plus some fines and maybe have to make Demolition Man 2 to get some cash? Nope. Snipes’ tax offenses were bad enough that he went to jail. Snipes was found guilty of willfully not filing taxes for three years and got a year in the slammer for each year he failed to make a trip to H&R Block. Plus, he had to pay back $17 million in taxes and penalties. Since it’s pretty hard to make a Blade sequel from jail, his tax evasion put a complete stop on his career. Let that be a lesson to all you movie stars out there: if you want a career, don’t try to get tricky with the tax man.