Frank Sinatra's beginnings in Hoboken New Jersey, and how he discovers his passion for singing. We see as Sinatra performs with various groups and bands, eventually working toward performing solo. These are also the years Sinatra develops his unique vocal style and works his way into the hearts of the girls in bobby socks and socialites alike.

Although he has hit his lowest in his acting career and personal life, Frank Sinatra doesn't give up on Hollywood. He works his way back up to the top through films like From Here to Eternity, Suddenly, The Man With the Golden Arm, and High Society. He continues to act in MGM films all the way up to 1974 and even takes a stab at producing himself.

Some of Frank Sinatra's final film ventures in the changing world of Hollywood and America. Although he lost his parents during this time, his children made him proud by following his footsteps in their careers. Sinatra attempted to retire for a while, but the old itch came back and he returned with the record Ol' Blue Eyes is Back.