Jon Hamm Don Draper Actor John Slattery Roger Sterling Actor Vincent Kartheiser Pete Campbell Actor January Jones Betty Draper Actor Christina Hendricks Joan Holloway Actor Elisabeth Moss Peggy Olson Actor Robert Morse Bertram Cooper Actor Rich Sommer Harry Crane Actor Aaron Staton Ken Cosgrove Actor Kiernan Shipka Sally Draper Actor Christopher Stanley Henry Francis Actor Jessica Paré Megan Draper Actor Jay R. Ferguson Stan Rizzo Actor Ben Feldman Michael Ginsberg Actor Kevin Rahm Ted Chaough Guest Star Mason Vale Cotton Bobby Draper Guest Star Joel Murray Fred Rumsen Guest Star Harry Hamlin Jim Cutler Guest Star Neve Campbell Lee Cabot Guest Star Teyonah Parris Dawn Chambers Guest Star Allan Havey Lou Avery Guest Star Trevor Einhorn John Mathis Guest Star Sola Bamis Shirley Guest Star Elizabeth Rice Margaret Hargrove Guest Star Jessy Schram Bonnie Whiteside Guest Star Jerry O'Donnell Gerry Respola Guest Star Dan Byrd Wayne Barnes Guest Star Johnathan McClain Alan Silver Guest Star Mark Pinter Irwin Podolsky Guest Star Christine Garver Moira Guest Star Kit Williamson Ed Guest Star Alexandra Ella Clara Guest Star Jacob Guenther Julio Guest Star Rachel DiPillo Sherry Guest Star Ricardo Chacon Deliveryman Guest Star Matthew Weiner Executive Producer, Writer Scott Hornbacher Executive Producer, Director