On this episode of The Hollywood Outsider podcast, it's time to again reflect on the past 25 years as we debate the best villains of the 21st century! Sure, there are the standards - Joker, Joffrey, Thanos, Pennywise, Ben Linus - but are they the best of them all? We discuss these and more villains from both film and television in our latest reflection on the past quarter century.

Also, AI Actors have arrived, and are pissing everyone off. Plus, reviews of The Smashing Machine, Good Boy, Shell, and more!

Click here for more info on our 2026 Alaskan Cruise!

Discussed on this episode

• (0:00 – 09:20) AI Actors and the Emergence of Tilly Norwood
• (09:21 – 1:04:41) From the Outside In Topic: The Best Villains of the 21st Century
• (1:04:42 – 1:09:55) Upcoming Attractions
• (1:09:56 – 1:15:24) Shell
• (1:15:25 – 1:21:55) The Smashing Machine
• (1:21:56 – 1:27:53) Good Boy
• (1:27:54 – 1:38:08) Whatcha Been Watching
• Click here for more info on our 2026 Alaskan Cruise!
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