Keegan-Michael Key character Jack
Gillian Jacobs character Samantha
Mike Birbiglia character Miles
Kate Micucci character Allison
Chris Gethard character Bill
Tami Sagher character Lindsay
Maggie Kemper character Liz
Seth Barrish character Timothy
Erin Darke character Natasha
Brian Edwards character Bouncer
Elise Edwards character Improv Intern
DeWitt Fleming Jr. character Subway Bucket Drummer
Sondra James character Bonnie
Brandon Scott Jones character Guy Looking for Apartment
Jordan Kenneth Kamp character Audience Member 3
Lena Dunham character Herself
Ben Stiller character Himself
Pete Holmes character Himself
Adam Pally character Robert
Sunita Mani character Amy