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 Alison Brie Trudy Campbell Guest Star Bruce Greenwood Richard Burghoff Guest Star Teyonah Parris Dawn Chambers Guest Star Allan Havey Lou Avery Guest Star Sola Bamis Shirley Guest Star Stephanie Drake Meredith Guest Star H. Richard Greene Jim Hobart Guest Star Paul Johansson Ferg Donnelly Guest Star William R. Moses Bruce MacDonald Guest Star Nikki Deloach Cheryl Guest Star Anthony Starke Gerald Brady Guest Star Beth Hall Caroline Guest Star Jill E. Alexander Marsha Guest Star Anthony Gioe Kenneth Guest Star Scot Zeller Hugh Guest Star Ava Acres Susie Guest Star Matthew Weiner Executive Producer, Writer Scott Hornbacher Executive Producer Erin Levy Writer Jared Harris Director