Berlusconi: Condemned to Win (2025)

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.

Cast (16)CrewGenresDetailsReleasesMediaAwards

Silvio Berlusconi

Self (archival footage)

Adriano Galliani

Self

F

Fedele Confalonieri

Self

Alexander Stille

Self

R

Ruth Ben-Ghiat

Self

J

John Foot

Self

Carlo Ancelotti

Self

P

Paolo Tarozzi

Self

P

Pippo Russo

Self

C

Carlo Pellegatti

Self

V

Vittorio Dotti

Self

P

Paolo Taveggia

Self

A

Andrea Scanzi

Self

E

Edoardo Maturo

Self

D

Dejan Savićević

Self

Z

Zvonimir Boban

Self

If you liked Berlusconi: Condemned to Win, you might also like…

92% match

McQueen

2018

90% match

Lionel Messi: Destiny

2023

84% match

The Class of ‘92

2013

82% match

35 Up

1991

75% match

A Toxic Love Story

2026

74% match

Directed by John Ford

1971

71% match

Diego Maradona

2019

68% match

Above Majestic

2018

60% match

Anna Nicole Smith: You Don't Know Me

2023

61% match

28 Up

1985

60% match

Seduced and Abandoned

2013

60% match

Marvel Studios Assembled: The Making of Hawkeye

2022

60% match

21 Up

1977

60% match

Voyeur

2017

60% match

I Am Heath Ledger

2017

60% match

Come See Me in the Good Light

2025

60% match

My Mom Jayne

2025

60% match

Lucy and Desi

2022

60% match

42 Up

1999

60% match

Valentino: The Last Emperor

2008