
The Rewatchables ‘The Sting’ With Bill Simmons, Chris Ryan, and Sean Fennessey
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Sep 30, 2025 The hosts delve into why ‘The Sting’ marks the perfect start to Redford Month, celebrating the collaboration of cinematic legends. They discuss the evolution of star reunions and how the film popularized con narratives. A lively debate unfolds about writing con vs. heist movies, considering modern digital influences on classic schemes. They analyze the film's intricate cons, iconic performances, and timeless style, along with its memorable scenes. Finally, they reflect on the movie's enduring impact and Redford's remarkable career.
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Trust Charm Over Excess Explanation
- To keep an audience surprised in a con story, maintain emotional investment and avoid over-explaining sleights.
- Let characters' charm and staged reveals carry tension rather than constant meta-explanation.
Digital Age Killed Some Classic Cons
- Digital life has shifted traditional cons into phishing and scams, reducing romanticism around elaborate in-person stings.
- Access to information and instant verification make old-school cons harder and change modern con narratives.
December 1973: A Movie Peak
- December 1973 was a cinematic high point with landmark releases clustered in one month.
- The Sting's release alongside The Exorcist and others made that December uniquely influential.






