WB
I forget how unathletic other people are
Old McDonough
Lupe Fiasco's Jeopardy
Bajan
100

Where Warner is headquartered.

Where is New York City?

100

The term to refer to the left side of a tennis court.

What is "ad court"?
100

The city holds a festival each May for this flower.

What is a Geranium?

100

His first top ten single (featuring Matthew Santos) off the Album "The Cool."

What is "Superstar"?

100

For many years, Barbados' economy was dependent on this crop.

What is sugarcane?

200

Time Warner once owned this theme park.

What is Six Flags?

200

Taekwondo comes from this country.

What is Korea?

200

The NBA Hall of Famer and DJ lives here. 

Who is Shaquille O'Neal?

200

The name of his 2006 debut album.

What is "Lupe Fiasco's Food & Liquour"?

200

The capital and largest city in Barbados.

What is Bridgetown?

300

The Warner channel and streaming service that plays "new and classic cartoons and movies."

What is Boomerang?

300

The number of points needed to win a single game of table tennis.

What is 11?

300

The Tyler Perry Movie that was primarily filmed here.

What is "A Madea Christmas"?

300

The city where Lupo is from.

What is Chicago?

300

The three European powers that have controlled Barbados over the past 600 years.

Who are the Spanish, Portuguese, and English?

400

The CEO who thinks actors and writers should make 400 times less than him.

Who is David Zaslav?

400
The language the name Parkour comes from. 
What is French?
400

The year McDonough was founded.

What is 1823?

400

The 2005 Kanye hit featuring Lupe whose music video features Pamela Anderson.

What is "Touch the Sky"?

400

The meaning of the word "Barbados."

What is "the bearded ones"?

500

The anglicized version of the original four warner brother's names.

Who are Harry, Albert, Sam, and Jack?

500

About this fraction of NBA teams have never won an NBA championship.

What is 1/3?

500

The modern version of this yard tool that was allegedly invented here. 

What is a lawn mower?

500

The number of studio albums he has (not including mixtapes or EPs).

What is 8?

500

The year Barbados gained independence.

What is 1966?