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Our Nominees for Best—and Worst—Movie Boss

The 89th Academy Awards will take place Sunday, February 26th. As we kick off a weekend sure to be all about Oscars, let’s talk about some of the most-loved and most-reviled bosses in movie history.

Here are our nominations for the best and worst boss in movie history:


Alec Baldwin in Glengarry Glen Ross. “First prize is a Cadillac El Dorado. Second place is a set of steak knives. Third place is you’re fired.” This smart screenplay by David Mamet shows the best ways not to motivate people: threats and fear. Baldwin plays a suit from Corporate that is disconnected from the daily operations of a sales office and makes impossible demands.

Other nominees include:

Meryl Streep as Miranda Priestly—The Devil Wears Prada

Michael Douglas as Gordon Gekko—Wall Street

Gary Cole as Bill Lumbergh—Office Space


Anne Hathaway in The Intern. Hathaway plays Jules Ostin, the CEO of a fashion start-up that has agreed to take senior citizens as interns as a community-outreach program. She is competent and ambitious without being unfeeling. Ultimately she knows that her company’s wellbeing and her employees’ wellbeing are intertwined and she seeks to improve both.

Other nominees include:

Robert Loggia as Mr. MacMillan—Big

Jimmy Stewart as George Bailey—It’s a Wonderful Life

Whom would you like to nominate? Have you ever learned anything about leadership from the movies? Join us on social media to share.