Berlusconi: Condemned to Win

Genre: DocumentaryRuntime: 2h 30mRelease: 16th September, 2025

Directors: Sam BlairLanguages: English, Italian, GermanCountry: United States of America

Plot: 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.

Company: Box to Box Films, ESPN

Cast:

Silvio Berlusconi

Self (archival footage)

Adriano Galliani

Berlusconi: Condemned to Win

Cast:

Silvio Berlusconi

Self (archival footage)

Adriano Galliani

Self

Fedele Confalonieri

Self

Alexander Stille

Self

Ruth Ben-Ghiat

Self

John Foot

Self