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The 25 Best Movies of the Century: No. 3 - '25th Hour'

November 26, 2025/ 48 min/ Sean Fennessey · Amanda Dobbins

Sean and Amanda make the case for No. 3 on their century list: Spike Lee's 25th Hour, the movie almost nobody guessed.

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. 3 - '25th Hour'the mystery pick

25th Hour poster

25th Hour 2002

Spike Lee's adaptation of David Benioff's novel, tracking Edward Norton's Monty Brogan through his last day before a seven-year prison sentence. Made during and after 9/11, not about the attack but surrounded by it. Sean and Amanda single out the mirror 'fuck you' monologue and the imagined-escape ending as two of the century's great scenes; it was originally No. 2 before Sean's late crisis of confidence dropped it to No. 3.

Also mentioned raised along the way

The rest of Spike Lee Do the Right ThingJungle FeverMalcolm XMo' Better BluesCrooklynInside ManBlacKkKlansmanClockers

Edward Norton's run Primal FearDeath to SmoochyFridaRed DragonAmerican History X

Rodrigo Prieto shot Amores PerrosOriginal Sin8 Mile21 GramsAlexanderBrokeback MountainThe Wolf of Wall Street

Other New York movies Spider-ManFrances HaGood TimeUncut GemsIf Beale Street Could TalkSynecdoche, New YorkRequiem for a DreamMargaret

In comparison FriendshipFried Green TomatoesMulholland DriveLady Bird

The drug-dealer genre American GangsterTrafficBlowScarface

If you liked it, watch Carlito's WayBoyz n the HoodTrainspottingMidnight ExpressOnce Upon a Time in AmericaMidnight Cowboy

Not films filtered out: TV, games, ads

TV The WireTrue BloodWhen the Levees Broke

Ads Amazon PrimeSingin' in the Rain