Jon Hamm Don Draper Actor John Slattery Roger Sterling Actor Rich Sommer Harry Crane Actor Bryan Batt Salvatore Romano Actor Vincent Kartheiser Pete Campbell Actor Christina Hendricks Joan Holloway Actor January Jones Betty Draper Actor Elisabeth Moss Peggy Olson Actor Rosemarie DeWitt Midge Daniels Actor Maggie Siff Rachel Menken Actor Aaron Staton Ken Cosgrove Actor Michael Gladis Paul Kinsey Actor Robert Morse Bertram Cooper Actor Darby Stanchfield Helen Bishop Actor Anne Dudek Francine Hanson Actor Mark Moses Herman "Duck" Phillips Guest Star Melinda McGraw Bobbie Barrett Guest Star Patrick Fischler Jimmy Barrett Guest Star Peyton List Jane Siegel Guest Star Sarah Drew Kitty Romano Guest Star Patrick Cavanaugh Smitty Smith Guest Star Melinda Page Hamilton Anna Draper Guest Star Adam Godley Wayne Kirkeby Guest Star Gareth Williams Mr. Wheatley Guest Star Tom Ormeny Jim Van Dyke Guest Star Kiernan Shipka Sally Draper Guest Star Aaron Hart Robert Draper Guest Star Edin Gali Kurt Guest Star James Michael Lambert Charlie Wheatley Guest Star Gregory Franklin Andrew Colville Guest Star Matthew Weiner Executive Producer, Writer Jane Anderson Writer Andre Jacquemetton Writer Maria Jacquemetton Writer Andrew Bernstein Director