
Berlusconi: Condemned to Win
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September 16, 2025
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Documentary
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.
Featured Crew
Sam Blair
Director
James Gay-Rees
Executive Producer
Paul Martin
Executive Producer
Cast

Silvio Berlusconi
Self (archival footage)

Adriano Galliani
Self
Fedele Confalonieri
Self
Alexander Stille
Self
Ruth Ben-Ghiat
Self