Guest Stars Ana Gasteyer as Karen Grisham (Agent) Dean Cain as Graham Jenny Slate as Karen Grisham (Life Coach) Keith Lucas as Himself Kenny Lucas as Himself Patton Oswalt as Himself Betsy Sodaro as A.D. Betsy Jason Mantzoukas as Karl Grisham Judd Apatow as Himself Sarah Silverman as Herself Tig Notaro as Herself Esther Povitsky as Kristy Coombs Max Gecowets as Graham's 14-Year-Old Co Starring Kyle McCulloch voices Bert Michelle Hutchison as Candy Coombs Makai Dudeck as Graham's 5-Year-Old Jake Rude as Graham's 18-Year-Old Marc Fajardo as Rafael