Silvio Berlusconi Net Worth: Silvio Berlusconi is a former Prime Minister of Italy, entrepreneur and media tycoon who has a net worth of $5.9 billion dollars. Born on September 29 1936, in Milan, Italy, he is one of Italy's longest serving post-war prime ministers and he is widely known for being frequent criminal defendant and convicted tax evader. Furthermore, he is the owner of the Italian football club A.C. Milan and remains Italy's "oldest playboy" who continues to capture headlines at 76 years of age. The rise of this Teflon politician is one worthy of a Hollywood screenplay. Hailing from a lower middle class family, the young and versatile Berlusconi studied law in Milan and worked as a singer on cruise ships and nightclubs. After he successfully secured a small loan from a local bank, he oversaw the construction of small-scale projects in the city of Milan and later built "Milano Two", 4,000 residential apartments east of Milan. Berlusconi first entered the media world in 1973 by establishing a small cable television company called Telemilano. Soon, he started to accumulate fortune through Fininvest that holds stakes in Mediaset, Italy's largest media company; Mediolanum financial services company that was founded by Italian billionaire Ennio Doris); Mondadori, one of Italy's largest publishing houses; Medusa, movie maker and A.C. Milan, which was a nearly defunct football club when Berlusconi bought it in 1986. It was in 1993 that Berlusconi first appeared on the political scene running for Prime Minister under his newly formed political party Forza Italy (Go Italy). Since, he has served four times as Prime Minister of Italy, from 1994 to 1995, 2001 to 2006, and 2008 to 2011. Holding the Prime Minister office during nine years in total, Berlusconi is third longest-serving since the Unification of Italy, after Benito Mussolini and Giovanni Giolitti. As for his private life, he has five children from two marriages. Three of Berlusconi's kids already occupy important posts in Fininvest.