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The 25 Most Sexist Roger Sterling Quotes

Updated October 23, 2020 2.2k votes 471 voters 233.7k views25 items

The greatest Roger Sterling quotes are the ones that would make even Don Draper blush. One of the greatest things about AMC's Mad Men is John Slattery's depiction of the racist, sexist and utterly '60s businessman character Roger Sterling. As one of the head partners where they work, Sterling not only has the power, but the charisma (and wherewithal) to say basically whatever he wants. And since the show takes place in a different time and people weren't being PC yet, half the things that come out of his mouth are either racist, sexist or insensitive.

What are the best Mad Men quotes from Roger Sterling? There are plenty of sexy one liners to choose from, although men today should probably stay away from repeating them. That said, these are the greatest, most wonderfully reprehensible moments in Roger Sterling sexism history.

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  • Photo: AMC
    1

    “When God closes a door, he opens a dress.”

    There is a casting call, and Roger suggests that he and Don should go see who's auditioning.

    "When God closes a door, he opens a dress."
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  • Photo: AMC
    2

    "I am so glad I got to roam those hillsides."

    Roger Sterling comments on Joan's "hillsides."

    "Look, I want to tell you something because you're very dear to me, and I hope you understand it comes from the bottom of my damaged, damaged heart: You are the finest piece of *ss I ever had, and I don't care who knows it. I am so glad I got to roam those hillsides."

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  • Photo: AMC
    3

    "Who cares?"

    Don Draper: "Let me ask you something. What do woman want?"
    Roger Sterling: "Who cares?"
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  • Photo: AMC
    4

    "Someone with a..."

    Don: Mohawk is going to insist on a regular copywriter.
    Roger: Someone with a penis.
    Peggy: I'll work on that.
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