Once a hitman for Al Capone, Sam Giancana enjoyed a career at the pinnacle of organised crime. Suspected of receiving a request from the CIA to assassinate Cuban leader Fidel Castro, Giancana had his reign ended in when he was gunned down in Chicago. A man who mixed with film stars and loved Hollywood, Giancana's cruelty was legendary, but he was most famous for his alleged role in the 1963 assassination of President John F Kennedy.