Just a Kid
Kaleb got a an out of school suspension in high school for this reason.
Calling Lamar Alexandar and telling him to change the graduation ceremony
This many CEOs have fired Kaleb in his life
2
What month did Kaleb start dating Maura?
June 2025
Kaleb's favorite food.
Cheese
Kaleb works out at America's favorite gym, which is called
Blink
Kaleb's least favorite Billionaire
Mark Zuckerberg
will also accept:
Eye of Sauron
The Zuckermunster
Lizard Man
I am Human Too
Stanford
ScoutTrek
What did Kaleb do when dates were going badly for a year straight
Dating Bootcamp/Coaching
Virgin Academy
Burn Book by Kara Swisher
Kaleb thought the Viennese Waltz was called this.
Vietnamese Watlz
Kaleb would rather own a rat, snake, or otter before owning this pet. (apologies if anyone here has one)
Small white dog
Kaleb wanted to do this career at age 9.
Own his own restaurant
Drew Bent
Ana Ghidelli
How long did Kaleb's infamous situationship last
2 years
Kaleb's favorite snack for low blood sugars at the bodega
Juice Box
or
Gingerale
How good is Kaleb at Improv
This part of New York has no soul and reminds Kaleb of Boston
The Upper East Side
Kaleb's name is spelled with a K for this reason
Mom and Dad thought Kaleb was spelled with a K in the bible
Kaleb's income (within 15k)
1) when freelancing
2) when he got his first job
1) 13k
2) 100k
This person in the room right now has not met Maura yet against all odds and has questioned her existence.
Kaleb's favorite color as of 2025
Kaleb made this style of YouTube videos in a former life
Reaction Videos
This is the main reason Kaleb hates Ivy League schools
they haven't expanded enrollment in the last 100 years
(will also accept he didn't get in)
This is the most annoying career Kaleb has said he wants to be at some point in his life
President/Vice President
Name one of the reasons Kaleb made his entire company freak out
Drinking at a company retreat at age 19
Publishing the salaries of the execs at 2U
Writing to the CEO of our Partner Company at Red Ventures
Kaleb rejected a girl at a dance in this grade and didn't dance for 7 years after.
8th
Kaleb favorite song of all time
Let's Go Crazy by Prince
or
WTF do I know Miley Cyrus
This was the first event Kaleb went to with the East Village cohabs (and it did not go well)
Comedy show in the West Village
This person Kaleb said the most bad things about by far in his life. This not famous person represents almost everything bad about the world
Coach Coulter