Frank Sinatra
Ol’ Blue Eyes ran with an interesting crowd. Beyond being arguably the most famous jazz singer, Frank Sinatra was alleged to have deep mobster ties. His godfather was Willie Moretti, a heavy hitter in the notorious Genovese crime family. Moretti reportedly arranged for facets of Sinatra’s success in shady ways. Sinatra also attended the Mafia Havana Conference in 1946, and maintained friendships with many mafiosos in his life.