04. Silvio Berlusconi

Worth: $5.9 billion
The Connection: Prime Minister, Italy (2008-2011)
Silvio Berlusconi is out of office and out of jail, at least for now. The former Italian Prime Minister resigned in November amid scandals, gaffes and a crumbling economy. This past February, the media and banking maven had corruption charges thrown out of Italian court thanks to a statute of limitations, but he still faces separate charges for sex with a minor and tax fraud. He denies all allegations. He started his career as a cruise ship crooner.