Celebrities You Didn’t Know Were Spies on the Side

Frank Sinatra Secretly Smuggled People on His Private Jet


Photo by Michael Ochs Archives/Getty Images

Legendary crooner Frank Sinatra was known for songs such as “My Way,” “Fly Me to the Moon” and “Strangers in the Night.” He also had ties to the mafia. However, did you know he purportedly worked with the CIA? There is no definitive proof that he was a spy, but according to his daughter Tina, the singer did favors for the agency by acting as a secret courier. He not only smuggled documents, but he also smuggled people, which made him a human trafficker. It wasn’t a challenge because Sinatra often flew around the world on private chartered jets. During these cross-Atlantic flights, he would covertly transport those who needed to get someplace in secret without leaving a trail.

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