Dean

Meryl Hathaway as Alissa Kathrine Barnes as Bookstore Employee Annie Heise as Beautiful Candidate Briga Heelan as Becca Steven Bono Jr. as Groomsman Negin Farsad as Cat Candidate Rivera Reese as Bartender Miles Fisher as Josh Pierce Minor as Airline Passenger Barry Rothbart as Kevin Leanne Cabrera as Server Jeszenia Jimenez as Diner Patron Demetri Martin as Dean Ginger Gonzaga as Jill Asif Ali as Noah Michael Oberholtzer as Big Guy Roommate Jamila Webb as Flight Attendant Christine Woods as Michelle Peter Scolari as Patrick Kevin Kline as Robert Casey Larios as Art Viewer Nicholas Delany as Logan Inga Leps as Wedding Guest Mary Steenburgen as Carol Rory Scovel as Eric Beck Bennett as Trevor Camille Chen as June Reid Scott as Brett Drew Tarver as Kip Andrew Santino as Chad Angelic Zambrana as Waitress Gillian Jacobs as Nicky Kate Berlant as Naomi H. Jon Benjamin as Phone Store Salesman Joseph Integlia as Art gallery patron Saul Preciado-Garcia as Pablo, Waiter Ina-Alice Kopp as Hotel Patron Luka Jones as Toby Darren Whitfield as Wedding Guest

Nathan Elston Production Assistant Demetri Martin Director, Writer Mark Schwartzbard Director of Photography