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Berlusconi: Condemned to Win poster

MOVIE

Berlusconi: Condemned to Win

2025 · 150 min · 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.

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Official trailer

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Creators

Sam Blair — Director

Top cast

Silvio Berlusconi portraitSilvio BerlusconiSelf (archival footage)Adriano Galliani portraitAdriano GallianiSelfFFedele ConfalonieriSelfAlexander Stille portraitAlexander StilleSelfRRuth Ben-GhiatSelfJJohn FootSelfCarlo Ancelotti portraitCarlo AncelottiSelfPPaolo TarozziSelfPPippo RussoSelfCCarlo PellegattiSelf

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