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 Jared Harris Lane Pryce 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 Guest Star Peyton List Jane Sterling Guest Star Teyonah Parris Dawn Chambers Guest Star Stephen Mendel Morris Ginsberg Guest Star John Sloman Raymond Geiger Guest Star Tony Pasqualini Sandy Orcutt Guest Star Bess Armstrong Catherine Orcutt Guest Star Tom Beyer Dale Vanderwort Guest Star Lisa K. Wyatt Brenda Guest Star Joseph Williamson Man Guest Star Greg Allan Martin John Frank Guest Star Kristen Miller Olive Frank Guest Star Keith Allan Steven Chase Guest Star Thomas Lumberg Jr. State Trooper Guest Star Lou Bonacki Cabbie Guest Star Matthew Weiner Executive Producer, Writer Scott Hornbacher Executive Producer, Director Semi Chellas Writer