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Berlusconi: Condemned to Win

Berlusconi: Condemned to Win (2025)

Documentary

Runtime: 150 minutes

Overview

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.

Trailer

Cast

Silvio Berlusconi

Silvio Berlusconi

Self (archival footage)

 Adriano Galliani

Adriano Galliani

Self
F

Fedele Confalonieri

Self
A

Alexander Stille

Self
R

Ruth Ben-Ghiat

Self
J

John Foot

Self

 Carlo Ancelotti

Carlo Ancelotti

Self
P

Paolo Tarozzi

Self
P

Pippo Russo

Self
C

Carlo Pellegatti

Self