| Directed by | ||
|---|---|---|
 | Claire Scanlon | |
| Starring | ||
|---|---|---|
 | 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 |
| Alejandro Hernandez | Bobby the Nacho Guy |
| Madison Arnold | Dennis |
| Evan Parke | District Club Doorman |
| Jeff Hiller | Mexican Restaurant Waiter |
| Sonia Denis | Ring Salesman |
| Fay Ann Lee | Kirsten's Friend Emma |
| Jackie Burns | Kirsten's Friend Sloane |
| Kate Middleton | Kirsten's Friend Mary |
| Steve Beauchamp | Random Airport Traveler |
| Stephanie Hsu | Nervous Assistant Amber |
| Anna Suzuki | Frantic Assistant Leslie |
| Patrick Holden O'Neill | Assistant Peter |
| Jamie Forbes | Assistant James |
| Jay Schmidt | Assistant Steve |
| Caitlin Brodnick | Assistant Anna |
| Nick Cafero | Assistant George |
| Jaboukie Young-White | Assistant Alex |
| 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 Crowder | Yankee Fan |
| Josh Berresford | Famous Athlete |
| Fabrizio Brienza | Fancy Host |
| Edward Chin-Lyn | Lineup Writer |
| Stacey Alyse Cohen | Airport Security Officer - TSA |
| Marmee Regine Cosico | Parent |
| Wai Ching Ho | Kirsten's Mom |
| Jacqueline Honulik | Date |
| Elisha Lawson | Assistant Spencer |
| Faith Logan | Elegant Restaurant Patron |
| Doris McCarthy | Restaurant Guest |
| Ruben Navarro | Otis Capital Analyst |
| Christine Pardo | Coat Check Girl |
| Annie Pisapia | Traveler |
| Shyrley Rodriguez | Assistant Jamie |
| Shana Solomon | Fancy Restaurant Waiter |
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