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Berlusconi: Condemned to Win

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Producing House

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.

movie

Status: Released

Released Date: 2025-09-16

Runtime: 150 mins

Director: Sam Blair

Spoken language: English, Italiano

Genres: Documentary

Original title: Berlusconi: Condemned to Win

Production Companies: Box to Box Films, ESPN

Production Countries: United States of America

Cast

Silvio Berlusconi
Self (archival footage)

Silvio Berlusconi

Adriano Galliani
Self

Adriano Galliani

Fedele Confalonieri
Self

Fedele Confalonieri

Alexander Stille
Self

Alexander Stille

Ruth Ben-Ghiat
Self

Ruth Ben-Ghiat

John Foot
Self

John Foot

Carlo Ancelotti
Self

Carlo Ancelotti

Paolo Tarozzi
Self

Paolo Tarozzi

Pippo Russo
Self

Pippo Russo

Carlo Pellegatti
Self

Carlo Pellegatti

Vittorio Dotti
Self

Vittorio Dotti

Paolo Taveggia
Self

Paolo Taveggia

Andrea Scanzi
Self

Andrea Scanzi

Edoardo Maturo
Self

Edoardo Maturo

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