Don't Think Twice

Keegan-Michael Key

Jack

Sunita Mani

Amy

Adam Pally

Robbie

Brandon Scott Jones

Audience Chuck

Gillian Jacobs

Samantha

Robert King

Heckler

Colby Minifie

Audience Neil

Ben Stiller

Self

Mike Birbiglia

Miles

Sondra James

Bonnie

Seth Barrish

Timothy

Chris Gethard

Bill

Kate Micucci

Allison

Richard Masur

Lou

Richard Kline

Mr. Coughlin

Pete Holmes

Self

Josh Rabinowitz

Josh

Kevin Barnett

Writer Terry

Rachel Pegram

Audience Sarah

Jo Firestone

Jo

Jo Yang

Sewing Lady (uncredited)

Ira Glass

Man on TV (uncredited)

Connor Ratliff

Connor

Emily Skeggs

Shy Sarah

Erin Darke

Natasha

Gary Richardson

Gary

Kati Rediger

Alicia Bonham

Glenn Wein

Psychiatrist

DeWitt Fleming Jr.

Subway Bucket Drummer (uncredited)

Neil Fleischer

Pianist Seth

Steve Waltien

Hugh Finn

Hallie Bulleit

Audience Claudia

Garth Kravits

Doctor

Matthew Star

Improv Student

Maggie Kemper

Liz

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

Jordan Kenneth Kamp

Audience Jim

Tim Martin

Audience Tony

Brian Edwards

Bouncer

Elise Edwards

Improv Intern (uncredited)

Annamaria Sofillas

Audience Member (uncredited)

Sean Toney

Audience Member (uncredited)