Special Guest Stars Griffin Dunne as Nick Pearson Guest Stars Chris Geere as Phillip Briana Venskus as Vanessa Tom Parker as Madison's Father Alexandra Wright as Madison's Mother Co Starring Kaz Womack as Kevin (6 y/o) Isabella Rose Landau as Kate (6 y/o) Ca'ron Jaden Coleman as Randall (6 y/o) Mike Rock as Cellist Lexie Lovering as Madison (8 y/o) Doug Long as Delivery Man Catherine Curry as Madison (14 y/o) Cronin Cullen as David