ESPN’s “Berlusconi: Condemned To Win” Trailer Released

Disney has announced details of the latest instalment in the popular ESPN “30 For 30” series called “Berlusconi: Condemned to Win”.

The three-part documentary tells the story of Silvio Berlusconi, one of the most significant figures in Italian history over the last three decades. Serving as Italy’s prime minister over three different stints, Berlusconi first rose to prominence as a business and media tycoon who owned one of the country’s most storied football clubs, A.C. Milan. As he turned the team into arguably the world’s most successful club, he used its victories to fuel his own popularity — ultimately propelling him to the highest political office in the land. Yet as the film reveals, Berlusconi’s ascent raised troubling questions about how sport can mask corruption and provide a pathway to power with consequences far beyond the game.

Check out the trailer below:

Directed by Sam Blair (“Maradona ‘86”, “Make Us Dream”, “Ronnie O’Sullivan: The Edge of Everything”), and produced by Box to Box Films. Sam said in a statement regarding the new film:

“Silvio Berlusconi is one of the most complex figures of our time. His story is about more than football or politics — it’s about ambition, power, and the way sport can be used to reframe an entire nation’s identity. With this documentary, we wanted to explore not only how Berlusconi built AC Milan into a global powerhouse, but also how that success became a launchpad for his rise to the highest office in Italy. It’s a story about the seduction of winning, and the price a society pays when victory overshadows accountability.”

Marsha Cooke, Vice President & Executive Producer, 30 for 30, added:

“Like so many of the best 30 for 30 films, Berlusconi’s story bridges the worlds of sports, politics, and culture in an unforgettable way. It shows us how the drive to win at all costs can impact every facet of society. The film challenges us to think about the true cost of power — and the role sport can play in enabling it.”

“Berlusconi: Condemned to Win” will premiere on September 16th 2025, on the ESPN App for subscribers to an ESPN Unlimited plan and on ESPN2 at 7 p.m. ET. It will also be available on Disney+ for ESPN Unlimited subscribers.

Are you looking forward to watching “Berlusconi: Condemned to Win”? Let me know on social media!