- Tyler Labine
- Barry Burke
- Damon Wayans Jr.
- Desmond
- Hayes MacArthur
- Rafe
- Thomas Middleditch
- Kurt
- Amanda Lund
- Rachel
- Frankie Shaw
- Camille
- Wyatt Oleff
- J.T.
- Kathy Bell Denton
- Mrs. Griggs
- Brian Huskey
- Minister Hagen
- Greg Germann
- Bill
- Lauren Miller Rogen
- Leslie
- Brett Gelman
- Goker
- Ginger Gonzaga
- Juanita
- Lucy Punch
- Melanie Miller
- Vivian Bang
- Woman at Taxi Stand
- Jerry Minor
- Taxi Driver
- J. Robin Miller
- Paige
- Nick Stanner
- Cyclist
- Ashley Platz
- Yoga Woman
- Rob Pearlstein
- Fireman
- Brooke Josephson
- Sarah
- Mark Edward Smith
- Desmond's New Boss
- Al Vicente
- Friar
- Daniel Hayek
- Romeo
- Karissa Vacker
- Juliet
- Scott Whyte
- Angry Man in Audience
- Gabrielle Conforti
- Angry Woman In Audience
- Liza Lapira
- Single Mom at Wedding
- Joe Lo Truglio
- Sammy
- Arun Sahoo
- Indian Barry
- Katie Wee
- Katie
- Brandon Azoo
- High School Bassist
- Lizzy Burgi
- Dog Lover Speed Dater
- Micah Cohen
- Barry's Dad in Flashback
- Ronnie Connell
- High School Drummer
- Maggie De Leonardis
- Woman
- Valerie Fuselier
- Bill's Daughter
- Anne Giovanni
- Italian Restaurant Owner
- Candace Groff
- Nose Job Speed Dater
- Ed Helms
- Ben
- Angie Hill
- Speed Dater
- Keontae Hogains
- Young Desmond
- Robert A. Johnson
- Mr. Anderson
- EJ Marin
- High School Guitarist
- Carolyn Matini
- Speed Dater
- Dennis Nicomede
- Barry's Dad
- Melanie Anne Padernal
- Cute High School Girl
- Michael Panes
- Rabbi Frankel
- Ryan Radis
- Barry's Friend in Montage
- Aaron Rice
- Barry #1
- Kristen Ruhlin
- Raven - Goth Speed Dater
- Sam Valentine
- Girl at Bar
- Selah Victor
- Voluptuous Friend
