16 September 2025 Factual 150 mins
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.
Watch the official Berlusconi: Condemned to Win 2025 trailer in HD below.
Silvio Berlusconi as Self (archival footage)
Adriano Galliani as Self
Alexander Stille as Self
Ruth Ben-Ghiat as Self
John Foot as Self
Carlo Ancelotti as Self
Andrea Scanzi as Self
Dejan Savićević as Self
Zvonimir Boban as Self
James Gay-Rees Executive Producer
Paul Martin Executive Producer
Marsha Cooke Executive Producer
Martin Conway Executive Producer
Heather Anderson Executive Producer
Brian Lockhart Executive Producer
Burke Magnus Executive Producer
Andrew Slater Producer
Gentry Kirby Producer
Germany 06 February 2026
United States 16 September 2025
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Have you watched Berlusconi: Condemned to Win yet? What did you think about it?
Artwork, screen shots, trailers and other imagery is © 2025 ESPN, Box to Box Films.