Berlusconi: Condemned to WinDocumentary69 Play Trailer Play Trailer Berlusconi: Condemned to Win69Documentarythumb_upthumb_downBerlusconi: Condemned to WinSeptember 16, 2025Directed bySam BlairThree-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.US content warning Last Updated: March 1, 2026 Request Update CastSilvio BerlusconiSelf (archival footage)Adriano GallianiSelfFedele ConfalonieriSelfAlexander StilleSelfRuth Ben-GhiatSelfJohn FootSelfCarlo AncelottiSelfPaolo TarozziSelfPippo RussoSelfCarlo PellegattiSelfVittorio DottiSelfPaolo TaveggiaSelfAndrea ScanziSelfEdoardo MaturoSelfDejan SavićevićSelfTrailerOfficial Trailer | Berlusconi: Condemned to Win Image Gallery
