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Berlusconi: Condemned to Win
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Berlusconi: Condemned to Win Sep 16, 2025

Three-part series for ESPN capturing the rise of Silvio Berlusconi from his humble beginnings to the very top – from cruise ship crooner to AC Milan owner to Prime Minister of Italy.

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Cast

Silvio BerlusconiSilvio Berlusconias Self (archival footage)
Adriano GallianiAdriano Gallianias Self
Fedele ConfalonieriFedele Confalonierias Self
Alexander StilleAlexander Stilleas Self
Ruth Ben-GhiatRuth Ben-Ghiatas Self
John FootJohn Footas Self
Carlo AncelottiCarlo Ancelottias Self
Paolo TarozziPaolo Tarozzias Self
DirectorSam Blair
WriterUnknown

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