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 Guest Star Cara Buono Faye Miller Guest Star Jessica Paré Megan Calvet Guest Star Zosia Mamet Joyce Ramsay Guest Star David Warshofsky Leonard Fillmore Guest Star Charlie Hofheimer Abe Drexler Guest Star Jay R. Ferguson Stan Rizzo Guest Star Randee Heller Miss Blankenship Guest Star Christopher Gehrman Sean Fillmore Guest Star Grinnell Morris Thomas Fillmore Guest Star Beth Hall Caroline Guest Star Sarah Benoit Vivian Winters Guest Star Kevontay Jackson Man Guest Star Camilla Tar Younger Woman Guest Star Matthew Weiner Executive Producer, Writer Scott Hornbacher Executive Producer Dahvi Waller Writer Michael Uppendahl Director