Demetri Martin as Dean

Gillian Jacobs as Nicky

Christine Woods as Michelle

Mary Steenburgen as Carol

Kevin Kline as Robert

Briga Heelan as Becca

Ginger Gonzaga as Jill

Reid Scott as Brett

Rory Scovel as Eric

Meryl Hathaway as Alissa

Drew Tarver as Kip

Asif Ali as Noah

Peter Scolari as Patrick

Kate Berlant as Naomi

Jesaiah Baer as Partygoer

Kathrine Barnes as Bookstore Employee

H. Jon Benjamin as Phone Store Salesman

Beck Bennett as Trevor

Tori V. Bennett as Dean's Punk Girlfriend

Steven Bono Jr. as Groomsman

Leanne Cabrera as Server

Taulant Cara as All American boy

Camille Chen as June

Lila Claghorn as Selfie Girl

Carol Commissiong as Diva

Christian Dautresme as Peeing Man with Dog

Nicholas Delany as Logan

David Donah as Airport Passenger

Ryan Estevez as Upscale Restaurant Patron

Negin Farsad as Cat Candidate

Virginia Viera Ferrer as Wedding Guest

Dana Gartland as Young Mom

Eddie Gattalin as Father of the Bride

Jamek Grigg as Diner Patron

Annie Heise as Beautiful Candidate

Joseph Integlia as Art gallery patron

Jeszenia Jimenez as Diner Patron

Luka Jones as Toby

Faith Kelly as Server

Julia Kelly as Young Mom

Ina-Alice Kopp as Hotel Patron

Stephanie Lange as Hotel Patron

Casey Larios as Art Viewer

Inga Leps as Wedding Guest

Michael London as Art gallery patron

Levi MacDougall as Alan

Dan Mandel as Hotel Employee

Florence Marcisak as Karen, Dean's Mother

Nicole Masterson as Bridesmaid

Pierce Minor as Airline Passenger

Matt Nagin as Hip Hop Candidate

T.J. Newton as Server

Amy Novondo as Diner Patron

Jonathan O'Reilly as Young mom's son

Michael Oberholtzer as Big Guy Roommate

Jon L Peacock as Hipster in Bookstore

Saul Preciado-Garcia as Pablo, Waiter

Jorge Pupo as Priest

Maricruz Ramirez as Extra

Rivera Reese as Bartender

Gus Renaud as Mustache Candidate

Barry Rothbart as Kevin

Jessie Ruane as Kevin's wife

Andrew Santino as Chad

Antonio E. Silva as Groomsmen

Diane Taren as Art Gallery Patron

Jamila Webb as Flight Attendant

Darren Whitfield as Wedding Guest

Kelly Wray as Wendy

Deb Yates as Museum Patron

Angelic Zambrana as Waitress

Miles Fisher as Josh