Matthew Weiner Creator, Executive Producer, Writer 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 Jared Harris Lane Pryce Guest Star Kiernan Shipka Sally Draper Guest Star Crista Flanagan Lois Sadler Guest Star Sam Page Greg Harris Guest Star Chelcie Ross Connie Guest Star Charles Shaughnessy Saint John Powell Guest Star Jamie Thomas King Guy Mackendrick Guest Star Ryan Cartwright John Hooker Guest Star Patrick Cavanaugh Smitty Smith Guest Star Judy Kain Olive Healy Guest Star Carol Locatell Miss Wakeman Guest Star Julie McNiven Hildy Guest Star Edin Gali Kurt Guest Star Alexa Alemanni Allison Guest Star Jared Gilmore Bobby Draper Guest Star Mark Kelly Dale Guest Star Neil Dickson Harold Ford Guest Star Scott Hornbacher Executive Producer Robin Veith Writer Lesli Linka Glatter Director