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 Marin Hinkle Dr. Miller Guest Star Kayla Maisonet Izzy Guest Star Jay Chandrasekhar Coach Guest Star Nelson Mashita Doctor Morton Guest Star Liz Benoit Insurance Rep Guest Star Buckley Sampson Principal Guest Star Mark Jacobson Photography Rep Guest Star Martin Morales Super Guest Star Rich Grosso Rude New Yorker Guest Star Alexa Sutherland Danielle Guest Star Giselle Torres Kathleen Guest Star Bria Blyther Molly Guest Star Jaidan Jiron Sarah Guest Star Gordy De St. Jeor Chad Guest Star Lofton Shaw Simon Guest Star Josephine Lawrence Girl Guest Star Sunny Keller Vanessa Guest Star Scott Silveri Executive Producer, Writer Jake Kasdan Executive Producer Melvin Mar Executive Producer Christine Gernon Executive Producer Daniel Chun Executive Producer Matt Roller Writer Bill Purple Director