Sniped by the Tax Man 

Wesley Snipes was plastered across every news outlet a few years back when his fall from fame landed him three years in the slammer. That's right, this famous film fixture, seen in such films as White Men Can't Jump, Waiting to Exhale and the Blade trilogy spent three years in prison because he failed to pay taxes for several years. Snipes was released in 2013. Oddly enough, CNW reports that Snipes has managed to maintain a net worth of $10 million. 

Throughout the years, many celebrities have learned the hard way that fame is fleeting – and so is their financial security. For some, it's here one day, gone the next. Meanwhile, those who aren't penny wise and pounds foolish will be eating off the silver spoon for years to come.