- Lois Smith - Sister Sarah Joan
- Odeya Rush - Jenna Walton
- Jake McDorman - Mr. Bruno
- John Karna - Greg Anrue
- Bayne Gibby - Casey Kelly
- Laura Marano - Diana Greenway
- Marietta DePrima - Miss Patty
- Daniel Zovatto - Jonah Ruiz
- Kristen Cloke - Ms. Steffans
- Andy Buckley - Matt
- Paul Keller - Parish Priest
- Kathryn Newton - Darlene Bell
- Myra Turley - Sister Gina
- Bob Stephenson - Father Walter
- Abhimanyu Katyal - Friendly Banker
- Chris Witaske - Business Jock
- Ben Konigsberg - David From College
- Gurpreet Gill - Convenience Store Clerk
- Richard Jin Namkung - Cool Coffee Manager
- Joan Patricia O'Neil - Danny's Grandmother
- Robert Figueroa - Cast Removal Doctor
- Carla Valentine - Guidance Counselor
- Roman Arabia - Luis Cruz
- Monique Edwards - NYC Nurse
- Matthew Maher - NYC Man on Street
- Anita Kalathara - Prom Chairwoman
- Debra Miller - Saleswoman Joyce
- Georgia Leva - Senior Class Candidate
- Derek Butler - "Merrily We Roll Along" Performer
- London Thor - "Merrily We Roll Along" Performer
- Shaelan O'Connor - "Merrily We Roll Along" Performer
- Christina Offley - "Merrily We Roll Along" Performer
- Sabrina Schloss - "Merrily We Roll Along" Performer
- Connor Mickiewicz - "Merrily We Roll Along" Performer
- Erik Daniells - "Merrily We Roll Along" Performer
- Cynthia Cales - Immaculate Heart of Mary Teacher
- Giselle Grams - Immaculate Heart of Mary Teacher
- Ithamar Enriquez - Driving Instructor
- Luisa Lee - Young Lady
- Danielle Macdonald - Another Young Lady
- Adam Brock - Band Lead Singer
- Bonnie Jean Shelton - Fab 40s Realtor
- Rebecca Light - Mr. Bruno's Wife
- Janet Song - Administrator (uncredited)
- Greta Gerwig
- Jordan Thaler
- Allison Jones
- Eli Bush
- Kendra Rasmussen
- Scott Rudin
- Ben Harris
- Michael Hill
- Jon Brion
- Steve Bartek
- Paul Hsu
- Matt Hovland
Capítulo disponible en las siguientes plataformas:
