Special Guest Stars Maggie Siff as Rachel Menken Guest Stars Alison Brie as Trudy Campbell Peyton List as Jane Siegel Joel Murray as Fred Rumsen Myra Turley as Katherine Olson Audrey Wasilewski as Anita Olson Respola Melinda McGraw as Bobbie Barrett Patrick Fischler as Jimmy Barrett John Getz as Dr. Eric Stone Donald Sage MacKay as Dr. Gosman Jack Impellizzeri as Officer Hahn Nick Toren as Tilden Katz Co Starring Kiernan Shipka as Sally Draper Aaron Hart as Robert Draper Jennifer Dawson as Ethel