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The Top 5 unsung songs of Sinatra

To mark Frank Sinatra’s 100th birthday, we celebrate his illustrious career with what we believe are some of his most underrated songs.

Sinatra in the studio. Courtesy of Frank Sinatra Enterprises, LLC.

By Carol Anne Szel

Known as A blue-eyed crooner, Frank Sinatra was every young girl’s daydream when he entered the music business during the swing era, singing for Harry James’ band and, shortly after, Tommy Dorsey. Born on December 12, 1915, in Hoboken, New Jersey, Francis Albert Sinatra left high school without graduating due to his unruly conduct. Frank already had a love for music even then, singing at the age of 8 for tips at local bars. He moved from the swing bands to atremendous and legendary solo career in both music and film. Many albums and singles later, Sinatra is one of the best-selling artists of all time, having sold more than 150 million music releases around the world.

Here are five of Sinatra’s most underrated songs:


Expert pianist and songwriter Harry Sukman wrote this for Sinatra’s 1967 film “The Naked Runner.” Frank’s voice, together with Gordon Jenkins’ arrangement, makes this worth a spin. Sinatra used this as his curtain call at gigs in his later years.


Sinatra performed this song in the movie “Anchors Aweigh” in 1945. Sinatra sings the song with his even vocals that also portray great heartache. The song was composed in 1944 by Jule Styne with lyrics by Sammy Cahn.


In one of the most reliable and bold recordings of Sinatra’s career, he completely holds tight to the lyrics. “Somehow believe in living,” he sings with grisly assurance andtenacity in this 1969 tune. “Just tell yourself you must go on.”

THE COFFEE SONG (They’ve Got An Awful Lot Of Coffee In Brazil)

Thought to be unique when recorded by Sinatra in 1946, the song incorporates a happy swing pace. Written by Bob Hilliard and Dick Miles, Sinatra re-recorded the song for hisinaugural Reprise album “Ring-A-Ding-Ding!” in 1961.



Johnny Mercer and Robert Emmett Dolan penned this sweet ballad for a 1964 untimely Broadway bust called “Foxy.” A great tune given a great performance. The song was featured on Sinatra’s 1964 album “Softly, As I Leave You.”

What are some of your favorite Frank Sinatra songs? And which ones do you believe are the most underrated? And if you have a Sinatra music collection, send us a photo of that! Email

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