Guest Stars Kathryn Hahn as Jennifer Barkley Lucy Lawless as Diane Lewis Richard Lee Burch as Herman Lerpiss Cooper Thornton as Dr. Harris Rylan Lee as Ivy Lewis Joe Mande as Morris Sadie Salazar as Zoey Lewis Susan Isaacs as Martha Jack Scalia as Howard Kurtzwilder Laura Ingraham as Eileen Elijah Nelson as David Donnell Turner as Louis Ryan Radis as Jordan Andy Anderson as Josh