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Unforgettable Moments In Music History That Shocked The Media

Khalid Elhassan March 8, 2023 32 min

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The Dark Side of Ole Blue Eyes

Frank Sinatra (1915 – 1998) is not as well known today as he was in his mid-twentieth century heyday. Ever since, the man known as Ole Blue Eyes and Chairman of the Board has captured the hearts of music lovers around the world. His music sold about 150 million records, which puts him among history’s top artists by volume of sales. When he died in 1998, Sinatra had already established himself as an iconic figure in the same league as a Marilyn Monroe or Elvis.

Music - A young Frank Sinatra, right, with the Hoboken Four in 1935 — A young Frank Sinatra, right, with the Hoboken Four in 1935. Wikimedia

Sinatra had an abundance of self-respect. Early in his career, at a time of significant anti-Italian sentiment, bandleader Harry James recommended that Sinatra change his name because it was “too Italian”. He replied: “No way, baby. My name is Sinatra. Frank f**king Sinatra“. It’s a good thing he kept the name: bobby soxers, enthusiastic 1940s teenage female fans of pop music, loved it and him. Their passion never dimmed for the rest of their and his life. Sinatra was a class act, but he did have an iffy side. For example, as seen below, he was once arrested for “seduction” of a reputable woman.

Written by

Khalid Elhassan

A lifelong history buff, I developed a particular passion for WW2 history as a child, when I spent hours listening to my grandfather, enraptured, as he recounted his wartime experiences in the British East African Campaign and with the British 8th Army in North Africa.

I graduated with a history BA from George Mason University, then went on to get a JD from the University of Virginia School of Law. After lawyering for a decade, I moved to sunny Rio de Janeiro and a less demanding career, opening a tourism agency in Copacabana.

A big chunk of my free time is spent blogging (you can follow me on Quora https://www.quora.com/profile/Khalid-Elhassan ) or freelance writing, mostly about my favorite subject, history.