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The 25 Best Movies of the Century: No. 25 - ‘Michael Clayton’

March 19, 2025/ 39 min/ Sean Fennessey · Amanda Dobbins

The first entry in Sean Fennessey and Amanda Dobbins's year-long 25-for-25 countdown of the century's best films. No. 25 is Tony Gilroy's Michael Clayton; they lay out the project's rules before making the case for it.

1 films across 1 segment.

AI-generated This episode was transcribed and analyzed with AI models. The matches aren't perfect — expect the occasional misheard title or a link to the wrong film.

No. 25: ‘Michael Clayton’the 25-for-25 countdown begins

Michael Clayton poster

Michael Clayton 2007

Tony Gilroy's directing debut, and the pick to open the list. It's a writer's movie, people talking in rooms. Clooney plays against his own charm as a law-firm fixer, Tom Wilkinson and Tilda Swinton (who won for it) get showy supporting turns, and Sydney Pollack plays the boss. Seven Oscar nominations, a shade under two hours. The hosts call it the last great example of a mid-budget adult drama Hollywood doesn't make anymore.

Also mentioned raised along the way

The rest of 2007 No Country for Old MenThere Will Be BloodZodiacAmerican GangsterThe Great Debaters

Clooney elsewhere SyrianaOut of SightOcean's Eleven

Sydney Pollack Out of AfricaThree Days of the CondorThe Way We WereTootsieEyes Wide Shut

Touchstones Working GirlA Knight's TaleStar Wars: The Last Jedi

List business King RichardA Minecraft MovieThe Alto Knights

Not films filtered out: TV, games, ads

TV AndorGame of Thrones

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