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 Harry Hamlin Jim Cutler Guest Star Teyonah Parris Dawn Chambers Guest Star Allan Havey Lou Avery Guest Star Sola Bamis Shirley Guest Star Jessy Schram Bonnie Whiteside Guest Star David James Elliott Dave Wooster Guest Star H. Richard Greene Jim Hobart Guest Star Juliette Angelo Carol Guest Star Christine Garver Moira Guest Star Stephanie Drake Meredith Guest Star Kiva Jump Dee Guest Star Gabriella Weltman Yolanda Guest Star Matthew Weiner Executive Producer, Writer Scott Hornbacher Executive Producer Jonathan Igla Writer Michael Uppendahl Director