In Memoriam
2025 Wrapped
AI
Chicago
Most likely to...
Merry Christmas
Rosalie Knows!
100

In the Godfather, Diane Keaton's character was married to which character. 

Who was Michael Corleone?


100

Seen in the gif below, a couple went viral when their affair was revealed during a concert for this band.


Who is Coldplay?

100

In early 2023, this chatbot from OpenAI became the fastest-growing consumer application in history, sparking a global conversation about the future of homework and white-collar jobs.

What is ChatGPT?

100

A traditional "Chicago handshake" is a shot-and-a-beer combo that pairs Heileman's Old Style with this swedish liqueur?

What is Malört?

100

Have used a fake ID to buy booze/go to a bar. 

Who is Steph?
100

In Love Actually, Sam learns this instrument to impress his school crush.

What are the drums? 

100

Who is singing this song in the Grinch? 


Cindy Lou Who

200

The "Prince of Darkness," Ozzy found a second wave of stardom when this reality TV show about his family aired in 2002. 

What is "The Osbournes"? 


200

MARTY SUPREME CHRISTMAS DAY 

The titular character in Marty Supreme plays this "sport".  

What is Table Tennis (Ping Pong)?

200

This punctuation mark became a dead-giveaway that a piece of writing was drafted by AI. 

What is the em dash? 

200

Chicagoan Gwendolyn Brooks became the first African-American woman to win this award in 1950 for her book Annie Allen. 

What is the Pulitzer Prize?


200

Invent something really useful.

Who is Steve?

200

You can't visit Christkindlmarket without getting a mug of this mulled wine featuring cinnamon, cloves, and star anise. 

What is Glühwein?

200

What is the best way to spread Christmas cheer? 

Singing loud for all to hear!!!

300

The lead singer of this 60s American rock band, known for their surf tracks, was ironically afraid of the ocean. 

Who are the Beach Boys?

300

This mischievous elf-like plush doll, became a viral sensation in 2025. If you were lucky, you might even a open 24K gold edition.  

What is a Labubu?

300

Often used to describe low-quality, AI-generated images of "shrimp Jesus" or "abandoned log cabins" clogging up Facebook feeds, this 4-letter term has become the internet’s favorite word for AI-generated junk.

What is Slop?


300

The worlds first this, measuring nearly 10 stories high, was built in Chicago in 1885.

What is the skyscraper?

300

Write a book about the family.

Who is Nina?

300

Frosty the Snowman's pipe was made of this.

What is a corncob?


300

Who was born on Christmas? 

Jesus

400

Gene Hackman played the eponymous character and patriarch in this off-beat family dramedy released in 2001.

What is the Royal Tennebaums?


400

America (and Chicago's!) first Pope, Leo XIV, spent most of his life working in this South American country. 

Where is Peru?

400

Goodbye Uber drivers, this robotaxi (driverless) car service brand has begun expanding across the country, servicing Phoenix, LA, and other major cities.

What is Waymo?

400

This Chicago restaurant, made famous from its Chef's Table episode, recently lost one of its Michelin stars, taking it from a 3-star down to a 2. 

What is Alinea?


400

Die first in a horror movie. 

Who is Auntie Barb?

400

This song is the best selling Christmas song of all time. 

What is White Christmas?

400

What is oogie boogie made out of?

Bugs!

500

In the 1989 film When Harry Met Sally..., the actress who delivers the line: "I’ll have what she’s having" held this real-life relation to the film’s director, Rob Reiner.

What is his mother?


500

While Zohran Mamdani won the election, this NYC politican stole the internet's heart, with his red beret and his stories of being shot at 5 times by the mafia in a yellow cab. 

Who was Curtis Sliwa?

500

Previously known for creating iconic animated films, this Japanese animation studio, became embroiled in controversy this year when AI engines began ripping off their work.

What is Studio Ghibli?

500

This is how Chicago got it's nickname, "the Windy City." 

What is boastful, "full of hot air" politicians? (Judges will decide on answer/accuracy) 

500

Talk themselves out of a speeding ticket. 

Who is Evelyn?

500

This shepherd's crook shaped treat was created in 1670 by a German choirmaster who wanted to keep children quiet during long church services.

What is a candy cane?

500

What does Buddy call himself after messing up when making a toy? 

Cotton-headed ninny muggins!