Martha Plimpton Eileen Actor Jay R. Ferguson Pat Actor Noah Galvin Kenny Actor Matt Shively Jimmy Actor Bebe Wood Shannon Actor Mary Hollis Inboden Jodi Actor Matt Oberg VP Murray Guest Star Jamie Denbo Sam Guest Star Noah Crawford Drew Guest Star Jeremy Lawson Jesus Guest Star Rickey Eugene Brown Goon Guest Star Ethan Josh Lee Nerdy Boy Guest Star Caroline Morahan Maleficent Guest Star David Windsor Executive Producer Casey Johnson Executive Producer Brian Pines Executive Producer Dan McDermott Executive Producer Stacy Traub Executive Producer Dan Savage Executive Producer Lewaa Nasserdeen Writer Todd Holland Director