Benny Drama Benny Creator, Actor, Writer, Executive Producer Wally Baram Carmen Actor Mary Beth Barone Grace Actor Adam DiMarco Peter Actor Rish Shah Miles Actor Holmes Hailee Actor Corteon Moore Gabe Actor Owen Thiele George Actor Nell Verlaque Emily Actor Connie Britton Kathryn Actor Kyle MacLachlan John Actor Kaia Gerber Esther Actor Julia Shiplett Mimi Actor Tommy Do Kevin Actor Alexandra Beaton Bridget Actor Claire Qute Sloan Actor Maddie Phillips Gigi Actor Tomaso Sanelli Trent Actor David A. Klein Adam Actor Scott King Writer, Executive Producer Jonah Hill Executive Producer Matt Dines Executive Producer Desiree Akhavan Director Daniel Gray Longino Director