Damon Wayans Jr. Jake Actor Amber Stevens West Claire Actor Felix Mallard Cooper James Actor Stephnie Weir Bonnie Actor Victor Williams Gerald Actor Chris Parnell Wayne Actor Winston James Francis Nightmare Guest Star Jon Daly Oliver Guest Star Howard Alonzo Douglas Guest Star Caitlin Kimball Maggie Guest Star Austen Earl Executive Producer Tim McAuliffe Executive Producer Ben Winston Executive Producer Harry Styles Executive Producer Michael Rotenberg Executive Producer Jonathan Berry Executive Producer Anton Schettini Writer Hillary Handelsman Writer Phill Lewis Director