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 Linda Cardellini Sylvia Rosen Guest Star Teyonah Parris Dawn Chambers Guest Star Harry Hamlin Jim Cutler Guest Star Davenia McFadden Ida Guest Star Trevor Einhorn John Mathis Guest Star Morgan Rusler Mack Johnson Guest Star Megan Ferguson Ms. Swenson Guest Star Matthew Kimbrough Mikey O'Brien Guest Star Rick Zieff Dr. Shelly Hecht Guest Star Alexa Nikolas Wendy Guest Star Kit Williamson Ed Guest Star Brandon Killham Young Dick Whitman Guest Star Brynn Horrocks Abigail Whitman Guest Star Christine Garver Moira Guest Star Mickey Maxwell Officer Buckley Guest Star Josh Clark Exec 1 Guest Star William Martin Brennan Exec 2 Guest Star Jeremy Overstreet Exec 3 Guest Star Matthew Weiner Executive Producer, Writer Scott Hornbacher Executive Producer Jason Grote Writer Michael Uppendahl Director