Jack

Keegan-Michael Key

Samantha

Gillian Jacobs

Miles

Mike Birbiglia

Bill

Chris Gethard

Allison

Kate Micucci

Lindsay

Tami Sagher

Shy Sarah

Emily Skeggs

Lou

Richard Masur

Audience Chuck

Brandon Scott Jones

Bonnie

Sondra James

Dr. Coughlin

Richard Kline

Amy

Sunita Mani

Liz

Maggie Kemper

Natasha

Erin Darke

Psychiatrist

Glenn Wein

Pianist Seth

Neil Fleischer

Gary

Gary Richardson

Alicia Bonham

Kati Rediger

Hugh Finn

Steve Waltien

Doctor

Garth Kravits

Studio Page

Jason C. Brown

Audience Claudia

Hallie Bulleit

Pete Holmes

Pete Holmes

Timothy

Seth Barrish

Producer

Miranda Bailey

Robbie

Adam Pally

Improv Student

Matthew Star

Josh

Josh Rabinowitz

Lena Dunham

Lena Dunham

ELEL

Ben Elkins

ELEL

Jo-Jo Jackson

ELEL

Zach Tichenor

ELEL

Tim Cook

ELEL

Alex Mojaverian

ELEL

Steve Frederick

Autograph Speaker

Gavin Speiller

ELEL

Frderick Weathersby

Ben Stiller

Ben Stiller

Audience Jim

Jordan Kenneth Kamp

Audience Neil

Colby Minifie

Audience Sarah

Rachel Pegram

Jo

Jo Firestone

Connor

Connor Ratliff

Audience Member

George Daileda

Audience Tony

Tim Martin

Heckler

Robert King

Improv Intern

Elise Edwards

Writer Terry

Kevin Barnett

Subway Bucket Drummer

DeWitt Fleming Jr.

Bouncer

Brian Edwards

Man

Ira Glass

Chinese Sewing Lady

Jo Yang

Audience Member (uncredited)

Annamaria Sofillas

Audience Claudia

Hallie Bulliet

Doctor

Garth Kravitz

ELEL

Stefan Forbus

ELEL

Fredrick Weathersby