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 Darby Stanchfield Helen Bishop Guest Star Christopher Allport Andrew Campbell Guest Star Alison Brie Trudy Campbell Guest Star Joe O'Connor Tom Vogel Guest Star Randy Oglesby Walter Veith Guest Star Andy Umberger Dr. Arnold Wayne Guest Star Channing Chase Dorothy Campbell Guest Star Barbara Kerr Condon Mrs. Clifford Lyman Guest Star René Hamilton Elaine Guest Star Maxwell Huckabee Robert Draper Guest Star Stephen Jordan Dan Bishop Guest Star Kiersten Lyons Charlotte Guest Star Haley Mancini Wendy Guest Star Julie McNiven Hildy Guest Star Sheila Shaw Jeannie Vogel Guest Star Kiernan Shipka Sally Draper Guest Star Marten Holden Weiner Glen Bishop Guest Star Lisa Albert Writer Tim Hunter Director