The winner of the first season of the American show “Survivor”, Richard Hatch, served 4 years in prison for tax evasion after failing to report his winnings to the IRS.
Shakespeare became wealthy by hoarding grain, and reselling at inflated prices during a period of famine. He used the profits for money-lending activity and was pursued by authorities for tax evasion and was prosecuted for hoarding grain.
In the 1900s Argentina had a tax on unmarried men that included an exemption for single men who had proposed to a woman for marriage but were rejected. Women then started proposals rejection businesses where they would charge to turn down proposals from bachelors seeking to evade the tax.
The typical tax evader in the United States is a male under the age of 50 in the highest tax bracket and with a complicated return, and the most common means of tax evasion is overstatement of charitable contributions, particularly church donations.