WALTER ANDERSON
No one person has managed to cheat their way out of as much tax debt as telecom mogul Walter Anderson. Anderson was sentenced to nine years in prison for skipping out on some $200 million in taxes through an intricate network of offshore companies, aliases and cash drops. Anderson ultimately hid $365 million in income.
In 1998, a year that he admitted to making $126 million, he reported an income of $67,939 and only paid $495 in taxes.