The Early Days
Nash Trash
The Big Apple
All About the Bride
Ze Groom
100

The sport Kathryn has a recruiting profile for

What is tennis?

100

The sorority Kathryn pledged

What is Chi Omega?

100

Where Kathryn received her MBA from

What is Columbia?

100

Kathryn's guilty pleasure television network

What is Bravo? 

100

The item Jack is passionate about collecting

What are watches?

200

The title of Kathryn's debut novel

What is Lost Among the Tears?

200

The city Kathryn studied abroad

What is Florence, Italy?

200

The license Kathryn studied for in record time in 2024

What are Series 6 & Series 63?

200

Kathryn's favorite catch phrase

What is HOOOY YEEAAAH?

200

The holiday Kathryn and Jack met around

What is Halloween?

300

Kathryn's High School (Bonus Point for the Mascot)

What is Charlotte Country Day? And the Buccaneers?

300

The name of Kathryn's college ex... 

Who is Vance

300
The four neighborhood Kathryn has lived in in NYC

What are Murray Hill, Chelsea, the Upper West Side and Tribeca? 

300

The name of the boat we were captaining today

What is Red Sky?

300

Jack's hometown... 

What is Bronxville?

400

Kathryn's nickname in High School

What is The Brain?

400

The fraternities that adored Kathryn

What are phi delt and AEPI?

400

Three companies Kathryn has worked for in NYC

What are Bank of America, Madison Square Garden, Future Positive, Score, Byron Financial Insurance Services?

400

A certain trait Kathryn inherited from her father

What are drunk eyes?

400

The spot Jack took Kathryn to on their first date

What is Holywater?

500

Kathryn's Senior year prom date

Who is Walker Vann?

500

The name of her college friend group and what it stands for 

What is PMO? (Power Moves Only)

500

The dog-obsessed philanthropist Kathryn befriended as a "mentor"

Who is Wendy Diamond?

500

The name of Kathryn's childhood pet

What is NONE! EVER!

500

Jack's favorite thing about Kathryn

What is EVERYTHING?!?!