Meanest Movie Bosses of All Time

A devil, a fashionista, a broker and more evil movie bigwigs that made us want to kiss our own boss!
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Betty Picks the Meanest Movie Bosses of All Time

A devil, a fashionista, a broker and more evil cinematic bigwigs that made us want to kiss our own boss!

-Sarah Polonsky

meryl streep

After a long Memorial Day weekend we found it apropos to send you back into the office with an account of some seriously mean-spirited movie bosses. We hope it’ll add a little pep in your step for the upcoming work week.

So, sit back, relax, and enjoy some workplace sadism– and remember, you don’t really have it so bad!

Callous in Couture: Miranda Priestly (Meryl Streep) in The Devil Wears Prada.

While The Devil Wears Prada is fiction, it’s no secret that the onscreen Runway editor-in-chief, Miranda Priestly, is based on the infamous “dragon lady” of Vogue, Anna Wintour. Miranda makes her staff cower in fear by simply entering the office building. She refers to anyone over a size four as “chubby,” while any heel less than four inches is a faux pas. Miranda’s declaration, “That’s all,” is her inexorable way of telling her assistant, Andrea, (Anne Hathaway) she’s through speaking with her. With a boss like her, who needs food or friends? Not that Andrea has time for either what with the 45 times a day Miranda calls her slave, er, assistant.

Read Meryl Streep’s 10 Best Movie Moments

Memorable quote from Miranda Priestly: “Do you know why I hired you? I always hire the same girl- stylish, slender, of course… worships the magazine. But so often, they turn out to be- I don’t know- disappointing and, um… stupid. So you, with that impressive résumé and the big speech about your so-called work ethic- I, um- I thought you would be different. I said to myself, go ahead. Take a chance. Hire the smart, fat girl. I had hope. My G-d. I live on it. Anyway, you ended up disappointing me more than, um- more than any of the other silly girls.”

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0 thoughts on “Meanest Movie Bosses of All Time

  1. kitty says:

    Haha — this does make me want to kiss my boss!

  2. CityLady212 says:

    That Al Pacino quote is amazing~

  3. shopaholic says:

    The only reason to watch The Devil Wears Prada was to watch Miranda!

  4. Yay heels says:

    Al Pacino is creepy and sexy- a strange combo that works for him. I mean do you kiss him or smack him???

  5. danggirl says:

    Yay heels — both!

  6. Fashionista says:

    Miranda Priestly was terrifying – both in the book and in the movie. Thank god I’ve never had a boss like that.

  7. uptowngirl says:

    Miranda Priestly will always be my fave.

  8. lemoned says:

    Remember when Ben Affleck was sexy?

  9. FBNYC says:

    I can’t picture Ben Affleck being mean for some reason.

  10. girleegirl says:

    That Ben’s finest few monologue ever– actually he had a good one in “Good Will Hunting” (off topic).

    He can be totally mean FBNYC!

  11. K S says:

    Dabney Coleman in “Nine to Five”!

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