Age: 70
Title: Owner, AC Milan
Pro: Revived the floundering Italian soccer franchise in 1986 with an infusion of high-profile foreign stars and innovative coaches on his way to seven league titles and five Champion's League crowns, including this year's win over Liverpool.
Con: Chronic conflicts of interest also spill over to soccer: While serving as Italian Prime Minister, Berlusconi used his political muscle to help make top AC Milan executive and longtime friend Adriano Galliani president of the entire Italian league, while holding onto his position with the club.