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100

This New York landmark was once the tallest building in the world and is still home to King Kong.

What is the Empire State Building?

100

He broke bad, then cooked good.

Who is Walter White?

100

He turned poetry about pain into a Grammy -- and proved you come from Compton and still win a Pulitzer Prize?

Who is Kendrick Lamar?

100

This folk trio told us to “Puff, the Magic Dragon” lives by the sea.

Who are Peter, Paul and Mary?

100

This Saturday Night Live comedian is also an amazing singer — her mom was Minnie Riperton, who sang “Lovin’ You.”

Who is Maya Rudolph?

200

If you call it the “subway” anywhere outside NYC, people might think you’re ordering this.

What is a sandwich?

200

This Marvel hero still lives with his aunt in the "World's Borough."

Who is Spider-Man?

200

Known by the initials NBA, this rapper has had legal issues but continues to put out music and remain influential.

Who is YoungBoy Never Broke Again?

200

This Minnesota-born poet with a guitar wrote “Blowin’ in the Wind” and “The Times They Are A-Changin’.”

Who is Bob Dylan?

200

Before she became a rock legend, this Fleetwood Mac frontwoman saw her “dreams” literally go viral on TikTok.

Who is Stevie Nicks?

300

This borough claims it’s “The World’s Borough.”

What is Queens?

300

The most famous “Rocky” who isn’t a mountain.

Who is Rocky Balboa?

300

In 2024, Kendrick declared he’s not part of the “Big Three” — he said it’s only “big me” — in a line from this track.

What is “Not Like Us”?

300

She was married to James Taylor for a while, and her version of “You’re So Vain” made pop history.

Who is Carly Simon?

300

This eccentric singer from the 80s danced on tables and sang “Girls Just Want to Have Fun.”

Who is Cyndi Lauper?

400

The only reason anyone willingly goes to Times Square.

What is to watch tourists suffer?

400

This TV show proved you can survive with nothing but alliances and betrayal.

What is Survivor?

400

This iconic wrapper is known for rapping off-beat, turned Thotiana into a smash hit, and later opened a soul food restaurant.

Who is Blueface?

400

This group asked “For What It’s Worth” when things got tense — and created one of the most recognizable protest songs ever.

Who are Buffalo Springfield?

400

Known for her powerful voice and flower crown, she gave us “Me and Bobby McGee.”

Who is Janis Joplin?

500

This bridge connects Manhattan to Brooklyn and has more selfie traffic than car traffic.

What is the Brooklyn Bridge?

500

This rapper-turned-mogul once said “I’m not a businessman, I’m a business, man.”

Who is Jay-Z?

500

This 2025 track by a Canadian producer features Big Sean and Babyface Ray — colliding Detroit voices over trap production.

What is “Hood Politics”?

500

Before Beyoncé sang about freedom, this soul legend was already shouting “Respect!”

Who is Aretha Franklin?

500

She sang “Rehab” and brought 1960s soul into the 2000s before her tragic early death.

Who is Amy Winehouse?