Guest Stars Zach Gilford as Greg Rob Heaps as Dr. Josh Cohen Sally Pressman as Nancy Ione Skye as Gayle Meyer Jackie Cruz as Rhea Ethan Suplee as Gil Jessica Walter as Judith Adam Kulbersh as Moving Company Manager Co Starring Everleigh McDonell as Jane Boland Scarlett Abinante as Emma Boland Mason Shea Joyce as Danny Boland Braxton Bjerken as Kenny Boland David Miranda as Marcus Wesley Kimmel as Tim Scott Manuel Johnson as Developer Guy Ryan McGrath as Bartender Kiel Kennedy as Salesman Sunil Narkar as Customer Gail Bianchi as Developer Lady Andre Boyer as Four Star Salesman Poonam Basu as Waitress