Guest Stars Ari Graynor as Rachel Dunham Michael Gaston as Sanford Harris Chris Bauer as Brian Dempsey Gbenga Akinnagbe as Akim Mary Beth Peil as Jessica Warren Noah Fleiss as Luke Dempsey Co Starring Lily Pilblad as Ella Blake Mark Lotito as Paul Wiles Mark Elliot Wilson as Salesman Kelly Kirklyn as Miriam Rosenthal Susan Elaine Knight as Cynthia Wiles Jake O'Connor as Gregory Wiles Randy Kovitz as Mark Rosenthal Uncredited Michael Cerveris as September