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