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 Elijah Nelson as David Laura Ingraham as Eileen Donnell Turner as Louis Ryan Radis as Jordan Jack Scalia as Howard Kurtzwilder Andy Anderson as Josh