Minnie Driver Maya DiMeo Actor John Ross Bowie Jimmy DiMeo Actor Mason Cook Ray DiMeo Actor Micah Fowler J.J. DiMeo Actor Kyla Kenedy Dylan DiMeo Actor Cedric Yarbrough Kenneth Clements Actor Jonathan Slavin Mr. Powers Guest Star Marin Hinkle Dr. Miller Guest Star Kayla Maisonet Izzy Guest Star Holly Kaplan Professor Miller Guest Star Fran De Leon Mother 1 Guest Star Melissa Greenspan Mother 2 Guest Star Liz Cackowski Joyce Guest Star Emma Kidd Leah Guest Star Nikki Rodriguez Madison Guest Star Scott Silveri Executive Producer Jake Kasdan Executive Producer Melvin Mar Executive Producer Christine Gernon Executive Producer, Director Daniel Chun Executive Producer Seth Kurland Writer Matt Roller Writer