 | The Federal Bureau of Investigation tracked Sinatra for over 40 years, amassing a dossier of thousand of pages. Sinatra’s ties to known Mafia members and the underworld were many. Sinatra’s FBI file reads like a guide to the era’s organized crime figures. Chicago mob boss Sam Giancana was a close friend. |  |
 | There are accounts of gifts from Joseph and Charles Fischetti, brothers with the Chicago outfit who ran illegal gambling operations. There’s a Godfather-style appearance at an Atlantic City club as a favor for attendees of the wedding of the daughter of Philadelphia mobster Angelo Bruno. There’s even documentation of the Mob exerting pressure on Sinatra’s behalf to release him from a 1951 contract. FBI agents also watched Sinatra carouse with Detroit mobsters Anthony and Vito Giacalone. |  |
His FBI file never got him in trouble, but it reflects the power and influence of the singer.  |
