Guest Stars Rhea Seehorn as Ellen Swatello Ernie Hudson as Judge Lawrence Perry Grace Eboigbe as Samantha Gutin Ken Weller as Nate Rubin Patrick Fabian as Paul Levy Courtney Henggeler as Molly Taylor Traci Dinwiddie as Laurie Tom Virtue as Madison's Lawyer Valerie Mahaffey as Julie Serrano Dyana Liu as Connie Choi Devon Werkheiser as Josh Taylor Madison Lawlor as Madison Coleman Martin Morales as Mr. Louza Kevin Rock as Principal Bill Edgar Co Starring Craig Susser as Randy Brooks Alison Yates as Paralegal Rex J. Hahn as Kim's Lawyer