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Top Cast
Glen Powell
Charlie Young
Zoey Deutch
Harper Moore
Taye Diggs
Richard "Rick" Otis
Joan Smalls
Suze
Meredith Hagner
Becca
Lucy Liu
Kirsten Stevens
Pete Davidson
Duncan
Jon Rudnitsky
Mike
Tituss Burgess
Creepy Tim
Noah Robbins
Intern Bo
Jaboukie Young-White
Assistant Alex
Jake Robinson
Golf Guy
Aaron Costa Ganis
Dan
Wai Ching Ho
Kristen's Mom
Jeff Hiller
Mexican Restaurant Waiter
Evan Parke
District Club Doorman
Doris McCarthy
Restaurant Guest
Stacey Alyse Cohen
Airport Security Officer - TSA
Shana Solomon
Fancy Restaurant Waiter
Fabrizio Brienza
Fancy Host
Shyrley Rodriguez
Assistant Jamie
Jacqueline Honulik
Date
Anna Suzuki
Frantic Assistant Leslie
Stephanie Hsu
Nervous Assistant Amber
Kate Middleton
Mary
Annie Pisapia
Traveler
Cody Calafiore
Duncan's Hook-up
Leonard Ouzts
UPS Guy
Paulie Deo Jr.
Tim
Ralph Byers
Frank
Jay Schmidt
Assistant Steve
Serena Berman
Young Talented Writer
Hazel Anne Raymundo
Sweet Mother
Alejandro Hernandez
Bobby the Nacho Guy
Madison Arnold
Dennis
Sonia Denis
Ring Salesman
Fay Ann Lee
Kirsten's Friend Emma
Jackie Burns
Kirsten's Friend Sloane
Steve Beauchamp
Random Airport Traveler
Patrick Holden O'Neill
Assistant Peter
Jamie Forbes
Assistant James
Caitlin Brodnick
Assistant Anna
Nick Cafero
Assistant George
Matt Gehring
Assistant on the Phone
Matt Bailey
Tom
H. Foley
Lobby Delivery Guy
Buddy Bolton
Homeless Guy
Saul Alvarez
Pizza Delivery Guy
Leah Lauren
Tourist
Keldrick La Vott Crowder
Yankee Fan
Josh Berresford
Famous Athlete