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Frank Sinatra was a true icon of the entertainment industry, enjoying a career that lasted over six decades. Ol’ Blue Eyes was one of the most successful singers of the 20th century, and helped define the swing genre. However, his colorful private life and proven associations with dangerous organized crime figures have cast a long shadow over his legacy.

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The lasting image most people have of Sinatra is that of an expensive-suit-wearing crooner, singing big band tunes in his inimitable baritone voice. Sinatra was a class act, a slick entertainer whose music was the soundtrack to an era. In the 1940s and 1950s he released countless hit singles and chart-topping albums, alongside winning an Academy Award.

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