Keegan-Michael Key
Jack
Gillian Jacobs
Samantha
Chris Gethard
Bill
Kate Micucci
Allison
Tami Sagher
Lindsay
Mike Birbiglia
Miles
Richard Masur
Lou
Sondra James
Bonnie
Richard Kline
Mr. Coughlin
Emily Skeggs
Shy Sarah
Brandon Scott Jones
Audience Chuck
Sunita Mani
Amy
Glenn Wein
Psychiatrist
Neil Fleischer
Pianist Seth
Erin Darke
Natasha
Gary Richardson
Gary
Steve Waltien
Hugh Finn
Kati Rediger
Alicia Bonham
Hallie Bulleit
Audience Claudia
Garth Kravits
Doctor
Jason C. Brown
Studio Page
Pete Holmes
Self
Seth Barrish
Timothy
Miranda Bailey
Producer
Adam Pally
Robbie
Matthew Star
Improv Student
Josh Rabinowitz
Josh
Maggie Kemper
Liz
Lena Dunham
Self
Ben Elkins
ELEL
Jo-Jo Jackson
ELEL
Tim Cook
ELEL
Zach Tichenor
ELEL
Steve Frederick
ELEL
Frderick Weathersby
ELEL
Alex Mojaverian
ELEL
Gavin Speiller
Autograph Speaker
Ben Stiller
Self
Jordan Kenneth Kamp
Audience Jim
Colby Minifie
Audience Neil
Rachel Pegram
Audience Sarah
Tim Martin
Audience Tony
Robert King
Heckler
Kevin Barnett
Writer Terry
Brian Edwards
Bouncer
Jo Firestone
Jo
Connor Ratliff
Connor
Elise Edwards
Improv Intern (uncredited)
DeWitt Fleming Jr.
Subway Bucket Drummer (uncredited)
Ira Glass
Man on TV (uncredited)
Annamaria Sofillas
Audience Member (uncredited)
Sean Toney
Audience Member (uncredited)
Jo Yang
Sewing Lady (uncredited)