Berlusconi: Condemned to Win (Documentary, English)
Status: Running
Premiered: 2025-09-16
Network: ESPN
Country: US
Berlusconi: Condemned to Win, the latest installment in ESPN's 30 for 30 series, unravels how Berlusconi transformed A.C. Milan into a global powerhouse and used the club's success as a springboard to political dominance. Told over three parts, the film traces his rise from real estate and television to football glory and ultimately to the highest office in Italy. Directed by Sam Blair and produced by Box to Box Films, the documentary captures the interplay of sport, culture and politics at a defining moment in history.