Dan Gregor Director, Screenwriter, Executive Producer Adam Pally Billy Actor, Producer Rachel Bloom Kara Actor, Producer Doug Mand Duane Actor, Screenwriter, Executive Producer Julia Goldani Telles Tami Actor Vincent Kartheiser Lowell Actor John Reynolds Perkins Actor Didi Conn Billy's Mom Actor Ethan Phillips Dad Actor Constance Shulman Lowell's Mom Actor Michael Kostroff Billy's Uncle Fred Actor Hasan Minhaj Amir Actor Mary Testa Mrs. Lipman Actor Rebecca Naomi Jones Elana Actor John Lutz Billy's Cousin Corey Actor Rachael Ma Laura Ginsberg Actor Gary Richardson Rooney Actor Wayne J. Miller Grandpa Actor Andy Bustillos Roman Actor Petra Ahmann Producer Joshua Blum Executive Producer Charlie Gruet Cinematographer Mollie Goldstein Film Editing Mark Henry Phillips Original Music Erin Beaupre Production Design Kristina Porter Art Director Gayle Keller Casting