Sydney Pollack: 25 Career Milestones

Director. Actor. Producer. Through the years in pictures with the late, great, jack-of-all-trades filmmaker

By Joshua Rich

Updated May 26, 2008 at 08:00 PM EDT

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Credit: Everett Collection

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Credit: Photofest

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Three Days of the Condor (1975)

Credit: Everett Collection

Robert Redford plays Joe Turner — later given the code name ''Condor'' — a CIA agent who literally reads between the lines, scanning books, papers, and mags for coded messages. In the movie, a Jackie Collins-esque novel becomes the focus of the pending scandal. Today, Condor would have had his eyes full just glimpsing at Wikipedia.

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Credit: Everett Collection

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Credit: Photofest

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Credit: Everett Collection

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EYES WIDE SHUT (1999)

Credit: Everett Collection

Few might be aware that Stanley Kubrick based this film on the Arthur Schnitzler novella Dream Story, set in early 20th-century Vienna — not modern-day New York — where the masquerade balls, swinger parties, and sleepy ominous tones make so much more sense. Instead, we're exposed to what seems like a masturbatory exercise in coupledom, with a then-married Nicole Kidman and Tom Cruise baring more than just feelings.—Youyoung Lee

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Credit: Fernando Goméz

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Michael Clayton (2007)

Credit: Myles Aronowitz

George Clooney is a master ''fixer'' for a high-powered law firm, but fixing a massive cover-up by a client is harder than it looks.

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Sydney Pollack: 25 Career Milestones

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Three Days of the Condor (1975)

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EYES WIDE SHUT (1999)

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Michael Clayton (2007)

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