Guest Stars Kiernan Shipka as Sally Draper Jared Harris as Lane Pryce Mark Moses as Herman "Duck" Phillips Anne Dudek as Francine Hanson Abigail Spencer as Miss Farrell Ryan Cutrona as Gene Hofstadt La Monde Byrd as Hollis Yeardley Smith as Nurse Mary Matt Bushell as Dennis Hobart Peter Breitmayer as Raymond Garvey Jayne Taini as Nurse Elaine Michael Canavan as Bob Adamson Co Starring Jared S. Gilmore as Bobby Draper Alexa Alemanni as Allison Lou Mulford as Ruth Hofstadt