80s
90s
1999
2000-2010
2011-2023
100

Originally "Puckman" what arcade game debuted May of 1980?

What is Pac-man?

100

Just down the street from Monica's apartment, Central Perk was a fictional coffee shop and gathering spot for the title characters of what long-running sitcom?

What is Friends?

100

What movie debuted May of 1999 and starred Keanu Reeves as a savior of human kind. 

What is The Matrix.

100

Jack Black starred in this sports comedy film in 2006 that was loosely based on the real-life story of a Mexican Catholic Priest?

What is Nacho Libre.

100

In 2016, this reality TV star became the President of the United States.

Who is Donald Trump

200

"The Ain'ts" was a nickname for this NFC South Team in the 1980s?

Who are the Saints

200

This girl group first debuted in 1997.

Who is Destiny's Child

200

Released in 1982 this Artist wrote a song titled 1999?

Who is Prince.

200

What controversial music icon made headlines in 2002 when he dangled his nine-month-old son over a balcony in Germany?

Who is Michael Jackson.

200

This TV series debuted in 2011, set a record for highest number of Primetime Emmy Awards for a series in a single year. The series included 9 noble families fighting to control the lands.

What is Game of Thrones.

300

Best of Enemies is an ESPN 30 for 30 documentary on the 1980s rivalry between the Boston Celtics and this NBA team.

Who are the Los Angeles Lakers?

300

Jaleel White wore famously huge glasses playing Steve Urkel on what long-running sitcom in the 1990s?

What is Family Matters.

300

Referring to utility payments, this song released by Destiny's child hit the charts at number one July of 1999.

What is Bills Bills Bills.

300

Originally titled "Doggie" what song did Baha Men release in the year 2000?

What is "Who let the Dogs Out".

300
A new insurance law that was put into place to make it easier for people to purchase health insurance. It was nicknamed after the president who's administration created it. 

What is Obama Care or ACA the Affordable Care Act.

400

This wall that symbolized the division of Germany, was torn down at the end of the Cold War.

What is the Berlin Wall

400

In the 1990s, what illness previously thought to be confined to cattle was found to have been expanded to impact livestock, other animals, and even humans?

What is Mad Cow's Disease?

400

In what movie, did the main character not realize he was a ghost until the final scene.

What is the Sixth Sense.

400

Burger Beard, also known as Painty the Pirate, sings the theme song to what long-running and frequently meme-able animated TV series?

What is SpongeBob SquarePants.

400

In 2018, Beyonce made history as the first African American Woman to headline this concert series with a performance known as Homecoming. 

What is Coachella.

500

Gary Coleman played this character in Different Strokes.

Who is Arnold.

500

Voice actor Elwood Edwards recorded he famous "You've got mail!" announcement, as well as "Welcome, File's done" and others, on a tape deck at his home. You'd know his voice if you had this internet service provider in the 1990s.

What is AOL.

500

What was the abbreviated nickname for the Year 2000 bug that referred to potential computer problems when the year changed from 1999 to 2000?

What is Y2K.

500

In 2009 what actor won the Academy Award for Best supporting actor a year after death from overdosing? 

Who is Heath Ledger.

500

In 2019, this American born actor stunned the world when he faked a hate crime attack against himself and was charged with felony disorderly conduct. 

Who is Jussie Smollett.