| Name | Character | Episodes |
|---|---|---|
| Anna Kendrick | Darby Carter | 13 |
| Zoë Chao | Sara Yang | 11 |
| Peter Vack | Jim | 11 |
| Sasha Compère | Mallory Moore | 11 |
| Jessica Williams | Mia Hines | 10 |
| Keith David | Narrator (voice) | 10 |
| Lesley Manville | Narrator (voice) | 10 |
| William Jackson Harper | Marcus Watkins | 10 |
| Hope Davis | Claudia Hoffman | 6 |
| Arian Moayed | Kian Parsa | 6 |
| Janet Hubert | Donna Watkins | 5 |
| Steven Boyer | Josh | 5 |
| Jin Ha | Augie Jeong | 4 |
| Nick Thune | Magnus Lund | 3 |
| Jordan Rock | Trae Lang | 3 |
| Scoot McNairy | Bradley Field | 2 |
| Leslie Bibb | Becca Evans | 2 |
| James Le Gros | Larry Carter | 2 |
| Siobhan Fallon Hogan | Therapist | 2 |
| Julia Shiplett | Taryn | 2 |
| Ego Nwodim | Ola Adebayo | 2 |
| An-Li Bogan | Darby’s Assistant | 1 |
| Yasha Jackson | Destiny Mathis | 1 |
| Griffin Gluck | Young Luke Ducharme | 1 |
| Blair Underwood | Leon Hines | 1 |
| Kimberly Elise | Suzanné Hayward | 1 |
| John Gallagher Jr. | Luke Ducharme | 1 |
| Michelle Hurst | Headmistress | 1 |
| Aparna Nancherla | Naomi | 1 |
| Briana Marin | Gigi | 1 |
| Taylor Ortega | Ramona | 1 |
| Gus Halper | Danny | 1 |
| Sasha Spielberg | Lauren | 1 |
| Jakob von Eichel | Mikhael | 1 |
| Kingsley Ben-Adir | Grant | 1 |
| Courtney Grosbeck | Young Darby Carter | 1 |
| Germar Terrell Gardner | Darnell | 1 |
| Kate Rachesky | Greeter | 1 |
| Matthew Shear | Ben | 1 |
| Lance Roberts | Uncle Jovan | 1 |
| Haley Murphy | Grace | 1 |
| Angela Pierce | Woman in Bathroom | 1 |
| Roya Shanks | Odeon Bartender | 1 |
| Amar'e Stoudemire | Amar'e Stoudemire | 1 |
| Cathy Salvodon | Dr. Vachon | 1 |