- Anna Kendrick - Darby Carter
- Scoot McNairy - Bradley Field
- Gus Halper - Danny
- John Gallagher Jr. - Luke Ducharme
- Aparna Nancherla - Naomi
- Ayumi Patterson - Tiffany
- Courtney Grosbeck - Young Darby Carter
- Griffin Gluck - Young Luke Ducharme
- Michelle Hurst - Headmistress
- Haley Murphy - Grace
- James Le Gros - Larry Carter
- Siobhan Fallon Hogan - Therapist
- Michael Palladino - Ezra
- Cathy Salvodon - Dr. Vachon
- Taylor Ortega - Ramona
- Rachel B. Joyce - Carolyn
- Rachel Pegram - Bachelorette Party Guest
- Julian Alexander - Stranger in bathroom
- Angela Pierce - Woman in Bathroom
- Pascal Yen-Pfister - Tony
- Nadia Quinn - Lola
- Diana Irvine - Laurel
- Kingsley Ben-Adir - Grant
- Jin Ha - Augie Jeong
- Kapil Bawa - Convenience Store Cashier
- Julia Shiplett - Taryn
- An-Li Bogan - Darby’s Assistant
- Larissa Laurel - Neighbor
- Phil Nee - Sara's Father
- Roya Shanks - Odeon Bartender
- Hope Davis - Claudia Hoffman
- Nick Thune - Magnus Lund
- Amar'e Stoudemire - Amar'e Stoudemire
- Ari Barkan - Big Guy
- Dillon Geyselaers - Random Dude
- Christine Spang - Isabel
- Gabriel Furman - Igor
- Jakob von Eichel - Mikhael
- Mitchell Green - Security Guard
- Emma Kikue - Keiko
- Yasha Jackson - Destiny Mathis
- Lance Roberts - Uncle Jovan
- Courtney Burrell - Cousin Vince
- Germar Terrell Gardner - Darnell
- Hayward Leach - Freddie
- Whitney Uland - Keely King
- Brooke Monroe Conaway - 9 Year Old Girl
- Nikki Giovanni - Nikki Giovanni
- Briana Marin - Gigi
- Kate Rachesky - Greeter
- Leslie Bibb - Becca Evans
- Amy Tribbey - Dr. Sullivan
- Zuhdi Boueri - Cashier
- Blair Underwood - Leon Hines
- Xavier Scott Evans - Akil
- Kimberly Elise - Suzanné Hayward
- Madeline Grey DeFreece - Jasmine
- Em Grosland - Nico
- Colin Walker - Pete
- Maya Kazan - Emily Hexton
- Steven Boyer - Josh
- Arian Moayed - Kian Parsa
- John Earl Jelks - Kirby Watkins
- Nikiya Mathis - Tina
- Janet Hubert - Donna Watkins
- Ego Nwodim - Ola Adebayo
- Jasmin Walker - Jaleesa
- Matthew Shear - Ben
- Jordan Rock - Trae Lang
- Phoenix Best - Ogechi
- Benjamin Mapp - Rapper
- Sasha Spielberg - Lauren
- Ruth Aguilar - Terry
- Mike Donovan - Scruffy Dude
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