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