Quiz: Don't Mess With The IRS: Famous Tax Evaders Quiz
Don't Mess With The IRS: Famous Tax Evaders Quiz
By: Staff
Image: refer to hsw

About This Quiz

The Internal Revenue Service (IRS) loves to take down high-profile tax cheats. Test your knowledge of some of the biggest names to get busted by the tax police.

1.0 of 20
Al Capone famously said: "The government can't collect legal taxes on illegal money." Was he correct?
2.0 of 20
When convicted of tax evasion, Al Capone owed $215,000 in back taxes, plus a $50,000 penalty. How much jail time did he serve?
3.0 of 20
The extravagantly wealthy and famously mean Leona Helmsley was quoted by a former employee as saying, "Only the little people pay taxes." Yes, but rich people can go to jail. How many years was Helmsley sentenced to prison for evading $1.2 million in back taxes?
4.0 of 20
Leona Helmsley was originally indicted for evading more than $4 million in taxes by funneling corporate profits into her private bank accounts. How many rooms did her mansion in Greenwich, Conn. have?
6.0 of 20
True or False: Martha Stewart went to jail for tax evasion.
7.0 of 20
Country music star Willie Nelson was convicted of evading $16.7 million in back taxes and forced to pay $32 million penalties. After auctioning off most of his possessions, he released an album titled…
8.0 of 20
Heidi Fleiss, the infamous Hollywood madam, served three years in federal prison for what crime?
9.0 of 20
Which of the following former professional athletes WAS NOT convicted of tax evasion?
10.0 of 20
Actor Nicholas Cage was forced to sell four of his homes when the Internal Revenue Service (IRS) said he owed $6.2 million in taxes on the $24 million he made from which two films?
11.0 of 20
Dennis Kozlowski was CEO of Tyco when he was indicted for tax evasion. What expensive hobby tipped off the feds to Kozlowski's tax cheating?
12.0 of 20
Which of the following celebrities ended up living in a string of hotels after the IRS foreclosed on his or her home?
13.0 of 20
Brilliant creative artists are not immune from stupid financial decisions. Which of the following famous visual artists owed the IRS $2.5 million in unpaid taxes?
14.0 of 20
Which of the following politicians had to resign over tax evasion charges?
15.0 of 20
Which of the following comedy duos fell apart over back taxes owed to the IRS?
16.0 of 20
Singer Mark Anthony was never charged with tax evasion — even though he owed $2.5 million in back taxes — because he didn't willfully intend to break the law. Instead, who did he blame?
17.0 of 20
What was actor Wesley Snipes' excuse for not filing income tax returns from 1999 to 2004?
18.0 of 20
Which "American Idol" winner had property seized by both the federal government and the state of Alabama for failing to pay income tax on his or her $1 million record deal?
19.0 of 20
True or False: A former commissioner of the IRS was once convicted of tax evasion.
20.0 of 20
Which of the following is the name of the greatest tax evader in American history, a successful investor who tried to hide $365 million from the IRS in offshore accounts?
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