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100

This day is generally considered the day that kicked off the Great Depression, as the New York Stock Exchange completely collapsed. 

What is October 29, 1929? (or Black Tuesday)

100

This character spends the entire book pestering the (originally) unnamed protagonist to try the titular dish of Dr. Seuss's Green Eggs and Ham.

Who is Sam-I-Am?

100

This sitcom was revived for a 4th and later 5th season by Netflix six years after it was cancelled by Fox.

What is Arrested Development?

100

The most expensive space in Monopoly.

What is Boardwalk?

100

This comic strip, created by Bill Watterson in 1985, depicts the daily life of a 6 year old boy and his stuffed tiger. 

What is Calvin and Hobbs?

200

The subject of both a feature film and a Broadway musical, this con-man estimates that he stole upwards of $2.5 Million by passing somewhere around 17,000 bad checks around the world all before his 22nd birthday. 

Who is Frank William Abagnale Jr.?

200

This author, poet, and musician created content for readers and listeners of all ages, but is perhaps best known for writing The Giving Tree.

Who is Shel Silverstein?

200

The secret to Steve Harrington's hair: when your hair is damp, not wet but DAMP, use four puffs of this Fabergé Organics product.

What is Farrah Fawcett Hairspray?

200

In chess, this is achieved when a player is forced into a position where they are not in check, but they are unable to move except into check. 

What is a Stalemate?

200

Though Garfield and his owner Jon were introduced to the public in 1976, this canine companion was not introduced until two years later.

Who is Odie?

300

Though out of print for a decade from 1966 to 1976, this note accounts for approximately 1% of all U.S. currency currently in circulation. 

What is the Two Dollar Bill?

300

Curious George's best friend, who also happens to be the person who brought him back from Africa to begin with. 

Who is the Man with the Yellow Hat?

300

This section of Canada is depicted as being inhabited solely by dogs in Bojack Horseman, and is also where Mr. Peanutbutter grew up. 

What is the Labrador Peninsula? 

300

One of the three original male suspects in Clue along with Colonel Mustard and Rev. Green. 

Who is Professor Plum?

300

This man wrote and illustrated Peanuts from its inception in 1950 until his death and the end of the comic's run in 2000. 

Who is Charles M. Schulz?

400

Despite its famous source material, this 2018 Taron Egerton film made only $86.5 million at the box office, failing to make back its budget of $100 million .

What is Robin Hood?

400

The first and most famous words that Charlotte stitches into her web to describe her friend Wilbur.

What is "Some Pig"?

400

This 2019 series stars Paul Rudd, Aisling Bea, and Paul Rudd.

What is Living With Yourself?

400

Along with the letter X, this letter is worth 8 points in Scrabble.

What is the letter J?

400

Before he created The Simpsons, Matt Groening created this comic strip which ran from 1977 to 2012.

What is Life in Hell?

500

The initial purpose of this law enforcement agency was to investigate and suppress the vast amounts of counterfeit US currency following the Civil War. 

What is the U.S. Secret Service?

500

This famous children's book begins with the protagonist wreaking such havoc on his home that he is sent to bed without supper. His bedroom then undergoes a mysterious transformation into a jungle environment. 

What is Where the Wild Things Are?

500

This actress has appeared in multiple Netflix Original projects including a recurring role on Maniac and a series regular on Ozark.

Who is Julia Garner?

500

In Catan, if someone rolls a 7 they must move this game piece to a new hex tile which may no longer produce resources.

What is the Robber?

500

Often the damsel-in-distress for Popeye to rescue, this character was actually introduced to the world 10 years prior to the famous one-eyed sailor. 

Who is Olive Oyl?

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