History
Famous Tax Cheats
Friendly Competition
Marketing
Curveball
100
This decade saw the creation of the IRS to fund the American Civil War
What are the 1860s?
100
This 82 year old writer and TV personality served five months in prison in 2004 for tax fraud
Who is Martha Stewart?
100
This company was founded in 1955 by brothers Richard and Henry.
What is H&R Block?
100
This method of communication was introduced through the iPhone in 2009 and resulted in over 300M marketing messages being sent this year
What is a push notification?
100
A certified scrum master, this future Credit Karma CEO spent 2 years in the Peace Corps in Mozambique and thus is better than you
Who is Courtney Alev?
200
This amendment allows Congress to levy an income tax without apportioning it among the states on the basis of population.
What is the 16th amendment?
200
This 'Drop Zone' actor served 3 years in federal prison for income tax evasion after not filing a tax return in 2008.
Who is Wesley Snipes?
200
Founded in 2001 this fast growing company is owned by Tax Hawk.
What is FreetaxUSA?
200
Invented in 1971, this communication method resulted in 190 million messages being sent in tax year 2023
What is email?
200
Sometimes referred to as Elmo, this entrepreneur had to pay the largest tax bill in history in 2021 ($12B)
Who is Elon Musk?
300
This war led to a 10x increase in the number of Americans paying income tax
What is World War II?
300
This famed mobster avoided murder charges but finally served time on Alcatraz for income tax evasion
Who is Al Capone?
300
Headquartered in New Jersey this tax operator has 3,000 locations within Walmart stores
What is Jackson Hewitt?
300
This Abbott Elementary actress and comedian starred in the 2024 Turbotax Superbowl commercial
Who is Quinta Brunson?
300
Alaska, Florida, Nevada, South Dakota, Texas, and Wyoming do not have a state income tax and which other state?
Washington
400
This President paid under $1,000 in taxes in 1971 and led to future Presidential candidates publishing their taxes
Who is Richard Nixon?
400
This country star was caught for a bogus tax shelter and subsequently entered into a revenue sharing agreement with the IRS to pay it back
Who is Willie Nelson?
400
Founded in Cedar Rapids this tax prep company was bought by a private equity company in 2022
What is Tax Act?
400
This Misery actress spearheaded Turbotax's marketing campaign in 2017
Who is Kathy Bates?
400
This state ensured its cowboy boots are exempt from sales tax but hiking boots are not.
What is Texas?
500
This decade of prosperity saw the filing deadline moved from March 15 to April 15.
What are the 1950s?
500
Rose to fame in the 1990s after a high-profile bust for running a prostitution ring for wealthy individuals this woman was later indicted for tax fraud
Who is Heidi Fleiss?
500
Famed for it's quirky marketing this tax operator's parent company ironically went bankrupt in 2023
What is Liberty Tax?
500
Originating with the IT departments of Microsoft in late 2003 due to poor online sales of Office, this appears in response to clicking on a SEO search result or marketing promotion
What is a landing page?
500
This NY arena is exempt from taxes due to a poorly worded exemption that was only supposed to last 10 years.
What is Madison Square Gardens?