Josh Radnor Lou Mazzuchelli Actor Rosie Perez Tracey Wolfe Actor Auli'i Cravalho Lilette Suarez Actor Damon J. Gillespie Robbie Thorne Actor Amy Forsyth Gwen Strickland Actor Casey Johnson Gordy Mazzuchelli Actor Rarmian Newton Maashous Evers Actor Taylor Richardson Kaitlin Mazzuchelli Actor Shirley Rumierk Vanessa Suarez Actor Ted Sutherland Simon Saunders Actor Joe Tippett Coach Doug Strickland Actor Marley Shelton Gail Mazzuchelli Actor Diallo Riddle Andy Kranepool Guest Star Ellie Desautels Michael Hallowell Guest Star Shannon Purser Annabelle Guest Star Stephanie J. Block Patricia Saunders Guest Star Jennifer Ferrin Denise Strickland Guest Star Mark Tallman Detrell Thorne Guest Star Sean Grandillo Jeremy Travers Guest Star Tom Riis Farrell Harold Baer Guest Star Brooklyn Shuck Sadie Mazzuchelli Guest Star Katherine Reis Jolene Brooks Guest Star Rachel Hilson Harmony Curtis Guest Star Erin Kommor Sasha Foley Guest Star Stephen Plunkett Robert Saunders Guest Star Alicia Harding Therapist Joyce Guest Star Caroline Pluta Violet Bell Guest Star Tiffany Mann Cheryl Harper Guest Star Jason Katims Executive Producer Michelle Lee Executive Producer Jeffrey Seller Executive Producer Flody Suarez Executive Producer