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 Guest Star Talia Balsam Mona Sterling Guest Star Anne Dudek Francine Hanson Guest Star Darby Stanchfield Helen Bishop Guest Star Andy Umberger Dr. Arnold Wayne Guest Star Mark Kelly Dale Guest Star Kiernan Shipka Sally Draper Guest Star Maxwell Huckabee Robert Draper Guest Star Josiah Polhemus Ernie Guest Star Marten Holden Weiner Glen Bishop Guest Star Matthew Weiner Writer Alan Taylor Director