Jon Hamm Don Draper Actor John Slattery Roger Sterling Actor Rich Sommer Harry Crane Actor Bryan Batt Salvatore Romano Actor Vincent Kartheiser Pete Campbell Actor Christina Hendricks Joan Holloway Actor January Jones Betty Draper Actor Elisabeth Moss Peggy Olson Actor Rosemarie DeWitt Midge Daniels Actor Maggie Siff Rachel Menken Actor Aaron Staton Ken Cosgrove Actor Michael Gladis Paul Kinsey Actor Robert Morse Bertram Cooper Actor Darby Stanchfield Helen Bishop Actor Anne Dudek Francine Hanson Actor Mark Moses Herman "Duck" Phillips Guest Star Joel Murray Fred Rumsen Guest Star Gabriel Mann Arthur Case Guest Star Alison Brie Trudy Campbell Guest Star Missy Yager Sarah Beth Carson Guest Star Patrick Cavanaugh Smitty Smith Guest Star Denise Crosby Gertie Guest Star Crista Flanagan Lois Sadler Guest Star Seamus Dever Chuck Guest Star Scott MacArthur Jim Guest Star Sarah Drew Kitty Romano Guest Star Jennifer Siebel Newsom Juanita Carson Guest Star Gerald Downey Greg Harris Guest Star David Bowe Dr. Adams Guest Star John Thaddeus Driver Guest Star Kiernan Shipka Sally Draper Guest Star Aaron Hart Robert Draper Guest Star Julie McNiven Hildy Guest Star Mark Kelly Dale Guest Star Deborah Lacey Carla Guest Star Michael Christian Alexander Delivery Man Guest Star Edin Gali Kurt Guest Star Jeff Grace Jones Guest Star Norma Micheals Older Woman Guest Star Frank Novak Curtis Guest Star Tess Parker Nurse Guest Star Matthew Weiner Executive Producer, Writer Tim Hunter Director