Don't Think Twice

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)