Trailer
Cast
Jake Robinson
Golf Guy
Aaron Costa Ganis
Dan
Jaboukie Young-White
Assistant Alex
Sonia Denis
Ring Salesman
Zoey Deutch
Harper Moore
Taye Diggs
Richard "Rick" Otis
Shana Solomon
Fancy Restaurant Waiter
Shyrley Rodriguez
Assistant Jamie
Jay Schmidt
Assistant Steve
Madison Arnold
Dennis
Doris McCarthy
Restaurant Guest
Anna Suzuki
Frantic Assistant Leslie
Stephanie Hsu
Nervous Assistant Amber
Annie Pisapia
Traveler
Cody Calafiore
Duncan's Hook-up
Serena Berman
Young Talented Writer
Steve Beauchamp
Random Airport Traveler
Tituss Burgess
Creepy Tim
Wai Ching Ho
Kristen's Mom
Evan Parke
District Club Doorman
Stacey Alyse Cohen
Airport Security Officer - TSA
Caitlin Brodnick
Assistant Anna
Josh Berresford
Famous Athlete
Glen Powell
Charlie Young
Lucy Liu
Kirsten Stevens
Meredith Hagner
Becca
Jacqueline Honulik
Date
Pete Davidson
Duncan
Jon Rudnitsky
Mike
Noah Robbins
Intern Bo
Fabrizio Brienza
Fancy Host
H. Foley
Lobby Delivery Guy
Joan Smalls
Suze
Patrick Holden O'Neill
Assistant Peter
Buddy Bolton
Homeless Guy
Jeff Hiller
Mexican Restaurant Waiter
Kate Middleton
Mary
Leonard Ouzts
UPS Guy
Fay Ann Lee
Kirsten's Friend Emma