Zoey Deutch

Harper

Glen Powell

Charlie

Lucy Liu

Kirsten

Taye Diggs

Rick

Joan Smalls

Suze

Meredith Hagner

Becca

Pete Davidson

Duncan

Jon Rudnitsky

Mike

Tituss Burgess

Creepy Tim

Jake Robinson

Golf Guy

Aaron Costa Ganis

Dan

Paulie Deo Jr.

Tim

Noah Robbins

Intern Bo

Cody Calafiore

Duncan's Hook-Up

Ralph Byers

Frank

Serena Berman

Young Talented Writer

Hazel Anne Raymundo

Sweet Mother

Leonard Ouzts

UPS Guy