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
Directing
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