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