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 Alison Brie Trudy Campbell Guest Star Peyton List Jane Sterling Guest Star Embeth Davidtz Rebecca Pryce Guest Star Mason Vale Cotton Bobby Draper Guest Star Charlie Hofheimer Abe Drexler Guest Star Larisa Oleynik Cynthia Cosgrove Guest Star Jack Laufer Frank Keller Guest Star Christine Estabrook Gail Holloway Guest Star John Sloman Raymond Geiger Guest Star Matt Riedy Henry Lammott Guest Star Jeff Clarke Howard Dawes Guest Star Beth Hall Caroline Guest Star Alexandra Ella Clara Guest Star Irving Green Troy Guest Star Meghan Bradley Julia Guest Star Taylor Emerson Robbie Guest Star Steven Lee Allen Jack Wyler Guest Star Devin Skrade Chip Guest Star Brian Jack Earl Guest Star Dominic Dierkes Lou Guest Star Mary Margaret Lewis Receptionist Guest Star Algerita Wynn Woman Guest Star Angela Sargeant Other Woman Guest Star Evan Londo Gene Draper Guest Star Matthew Weiner Executive Producer, Writer Scott Hornbacher Executive Producer Jennifer Getzinger Director