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100

In Star Wars, this famously reckless pilot tells C-3PO, "Never tell me the odds!"

Who is Han Solo?

100

In 1978, this Swedish pop group sang about a romantic risk in their hit "Take a Chance on Me."

Who is ABBA?

100

In football, teams take a calculated risk after scoring a touchdown by attempting this instead of an extra point kick.

What is a two-point conversion?

100

This explorer took a massive leap of faith by sailing west in 1492, hoping to find a new route to Asia.

Who is Christopher Columbus?

100

Taking a huge risk on the future of streaming, this company shifted its focus entirely away from mailing DVDs.

What is Netflix?

200

In The Matrix, Neo risks leaving everything he knows behind by choosing to swallow the pill of this color.

What is red?

200

Bob Dylan risked alienating his entire folk fanbase when he played this instrument at the 1965 Newport Folk Festival.

What is an electric guitar?

200

This boxer risked taking devastating hits by using his famous "rope-a-dope" strategy against George Foreman.

Who is Muhammad Ali?

200

This US President took a monumental political and social risk by issuing the Emancipation Proclamation during the Civil War.

Who is Abraham Lincoln?

200

Elon Musk risked his entire fortune from the sale of PayPal to fund these two companies in the early 2000s.

What are SpaceX and Tesla?

300

Tom Cruise routinely risks his life for stunts, including hanging off the Burj Khalifa in this movie franchise.

What is Mission: Impossible?

300

This rapper gambled his own money to self-fund the music video for "Through the Wire" while his jaw was literally wired shut.

Who is Kanye West?

300

In 1993, Michael Jordan shocked the world by leaving his basketball throne to try his hand at this sport.

What is baseball?

300

Apollo 11 was a massive risk, leaving these two astronauts on the lunar surface with only one ascent engine to get them back up.

Who are Neil Armstrong and Buzz Aldrin?

300

Apple took a massive risk in 2007 by releasing the first iPhone without this feature, which BlackBerry had dominated the market with.

What is a physical keyboard?

400

In 2005, this comedian took a massive $50 million risk by walking away from his hit sketch show and retreating to South Africa.

Who is Dave Chappelle?

400

Radiohead took a massive financial risk in 2007 by releasing the album In Rainbows under this unique payment model.

What is "pay-what-you-want"?

400

The US Olympic hockey team took a huge risk playing amateur college kids against the pros of this nation in the "Miracle on Ice."

What is the Soviet Union?

400

Apollo 11 was a massive risk, leaving these two astronauts on the lunar surface with only one ascent engine to get them back up.

Who are Neil Armstrong and Buzz Aldrin?

400

Fred Smith took a literal gamble in Vegas, playing blackjack to turn $5,000 into the $27,000 needed to save this delivery company.

What is FedEx?

500

In 2012, Felix Baumgartner took the ultimate pop-culture risk by jumping from the stratosphere in an event sponsored by this energy drink.

What is Red Bull?

500

This country music trio risked (and temporarily lost) their entire career in 2003 when they criticized the US President during a London concert.

Who are the Dixie Chicks (or The Chicks)?

500

Patrick Mahomes famously took a risk calling the play "Wasp" on 3rd and 15, turning the tide of this specific Super Bowl number.

What is Super Bowl LIV (54)?

500

In 1519, this conquistador took the ultimate risk of mutiny by sinking his own ships so his men couldn't retreat from Mexico.

Who is Hernán Cortés?

500

This massive video game company started as a playing card business in 1889 before risking it all on electronic entertainment decades later.

What is Nintendo?