Jennifer Westfeldt

Jessica Stein

Acting

Heather Juergensen

Helen Cooper

Acting

Scott Cohen

Josh Myers

Acting

Jackie Hoffman

Joan

Acting

Tovah Feldshuh

Judy Stein

Acting

Michael Mastro

Martin

Acting

Carson Elrod

Sebastian

Acting

Jon Hamm

Charles

Acting

David Aaron Baker

Dan Stein

Acting

Esther Wurmfeld

Grandma Esther

Acting

Hillel Friedman

Rabbi

Acting

Ben Feldman

Ben Feldman

Production

Ben Weber

Larry

Acting

Brian Stepanek

Peter

Acting

Jennifer Carta

Rachel - Dan's Fiancée

Acting

Idina Menzel

Bridesmaid

Acting

Vinny Vella

Cab Driver

Acting

John Cariani

Chuck

Acting

Kevin Sussman

Calculator Guy

Acting

Jim J. Bullock

Not-Yet-Out Gay Guy

Acting

Hayden Adams

Weird Smooth Guy

Acting

Christopher Berger

Malaprops Guy

Acting

Alysia Reiner

Schuller Gallery Artist

Acting

Tibor Feldman

Roland

Acting

Michael Showalter

Stephen

Acting

Michael Ealy

Greg

Acting

Allen Fitzpatrick

Matthew

Acting

Julie Lauren

Josh's Date

Acting

Jimmy Palumbo

Cheesy Pick-up Guy #1

Acting

Ilana Levine

Helen's New Girlfriend

Acting

Naomi Scott

Seductive Woman at Gallery

Production