Francesca Delbanco Diane Creator, Actor Nicholas Stoller Creator Rose Byrne Sylvia Actor, Executive Producer Seth Rogen Will Actor, Executive Producer Luke Macfarlane Charlie Greeves Actor Carla Gallo Katie Actor Sophie Leonard Frances Actor Max Matenko Simon Actor Sophia Kopera Maeve Actor Andrew Lopez Reggie Actor Tre Hale Andy Actor Vinny Thomas Omar Actor Guy Branum Stewart Actor Aidy Bryant Carrie Actor Michael Kostroff Frank Schaeffer Actor Alisha Wainwright Audrey Actor Janet Varney Vanessa Actor Paul Lieberstein Dr. Melfi Actor Conor Welch Executive Producer O'Shea Read Producer