50 Best 'Mad Men' Characters

From one-off cameos to Sterling-Cooper's core players, we're ranking the show's most memorable characters

Sally Draper
50
Michael Yarish/AMC5/50

5. Sally Draper

Showcase Episode: "At The Codfish Ball"
Let's face it, 99 percent of child actors suck. So it makes zero sense that the show lucked out with a Sally (Kiernan Shipka) who grew up to be a real actor, one who could actually help carry the emotional heft of the story. (This literally never happens.) And Sally has turned out to be crucial — she's the only living soul Don wants to impress, yet she's the one he has the toughest time fooling. (As a great man once sang, "The ones who love us least are the ones we'll die to please.") Is it weird she never brings up the fact that he took her to see the Beatles at Shea Stadium? Wouldn't most people have trouble shutting up about that?

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