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 Kiernan Shipka Sally Draper Guest Star Alison Brie Trudy Campbell Guest Star Ryan Cutrona Gene Hofstadt Guest Star Peyton List Jane Sterling Guest Star Sam Page Greg Harris Guest Star Chelcie Ross Connie Guest Star Christopher Stanley Henry Francis Guest Star Patrick Cavanaugh Smitty Smith Guest Star Laura Regan Jennifer Crane Guest Star Miles Fisher Jeffrey Graves Guest Star Jud Tylor Honey Stolich Guest Star Judy Kain Olive Healy Guest Star Pamela Roylance Irene Ettinger Guest Star Tim Snay Ronald Ettinger Guest Star Deborah Lacey Carla Guest Star Alexa Alemanni Allison Guest Star Jared Gilmore Bobby Draper Guest Star Amy Scott Hillary Guest Star Jamison Haase Rick Stolich Guest Star Scott Hornbacher Executive Producer Dahvi Waller Writer Jennifer Getzinger Director