HE WENT TO PRISON FOR TAX EVASION
Al Capone did it all: bootlegging, illegal gambling, prostitution, and murder. Yet he gets pinched for tax evasion? What a fucking fail. This is the man in charge of The Saint Valentine's Day massacre we're talking about here. Yet, his name will always be associated with the shame that he did 11 years in various federal prisons for a crime that a CEO usually does three months in their apartment for.