The Endless Trials of Eleanora Fagan, Lady Day


“Mom and Pop were just a couple of kids when they got married. He was eighteen, she was sixteen, and I was three.” – Billie Holiday (Eleanora Fagan)

Eleanora Fagan, better known to most as Billie Holiday or simply Lady Day, was a powerful performer. Like many of the great voices of her time, she had had a turbulent life at every step. She was born to an unwed teenage couple, Sarah Julia “Sadie” Fagan and Clarence Holiday and her father left the family when Holiday was too young to remember, trading them in for his quest to become a successful jazz banjo player and guitarist.

Lady Day’s Troublesome Youth

Eleanora’s mother often left her with her half-sister’s mother-in-law, Martha Miller, within the first ten years of her life due to transportation jobs she had to work, and Holiday did suffer all the more for it. In January of 1925, at the age of nine, Holiday appeared in front of a juvenile court due to her repeated truancy and was then sent to the House of the Good Shepherd, a Catholic reform school, where she was baptized and kept in line.

Nine months later, she was returned to her mother on parole, who had by then opened The East Side Grill. The long hours she spent helping her mother at the grill had only been one of the several reasons for Holiday to drop out of school entirely at the age of 11.

Holiday encountered more trouble later that same year and had to begin scrubbing floors and cleaning houses by the time she was 12. Fortunately, she had heard recordings of the likes of Louis Armstrong, which was part of what formed her musical taste and style. Armstrong was also one of the many great singers that inspired her throughout her career, and through her hardest times.

Soon enough, Holiday moved to Harlem, New York, with her mother – to an even worse life, where she ended up in prison for several months.

Luck, be a Lady

“If I’m going to sing like someone else, then I don’t need to sing at all.”

These words are just one example of who Holiday grew to be and evidence of how much she was not willing to change to fit another’s idea of who she ought to be.

Billie Holiday became her self-appointed stage name. The Billie was adopted from one of her idols, Billie Dove, while the Holiday was taken from her probable father – as some evidence suggests that her true father was Frank DeViese, though it doesn’t seem very probable and is often dismissed.

She took up singing at Harlem’s nightclubs during her teen years, where she met people from all walks of life and musicians that she worked with at several venues over the years. Incidentally, John Henry Hammond II, an American record producer, activist and talent scout, happened to hear Holiday singing at Covan’s, a club on West 132nd Street, during the spring of 1933. Hammond, during his career, worked with many artists, either getting them a foot in the door or upping their career – from Count Basie to Bob Dylan and Leonard Cohen.

He landed Holliday her recording debut by the end of the year, with Benny Goodman, who claimed to have spotted her a few years earlier at yet another New York nightclub. She recorded only two songs – “Riffin’ the Scotch” was her first hit, selling approximately 5000 copies. Hammond thought of her as a true improvisation genius and even compared her to her idol, Armstrong. Despite her young age, the girl of barely 18, impressed Hammond and others with her immense talent and potential.

She didn’t just get her foot through the door then, but was soon as good as guaranteed a massive career in the music business.

One More for the Road

Billie Holiday went on to face many more challenges and difficulties through the next three decades of her life, some even harder than those she had previously encountered. Until the day that her sad, yet awesome story ended in a tragedy during the early hours of July 17, 1959. Beaten down by cirrhosis, her addictions and many other of her favourite, ruinous poisons, Holiday spent the last two months of her life in a bed in the Metropolitan Hospital in New York, and nearly half that time under arrest, for the illegal possession of narcotics.

In the end, Holiday died with almost nothing to her name, other than the timeless musical opus she left to the world. In her last days at Metropolitan Hospital, she agreed to a final interview. The $750 she had received for that interview were found on her body when she passed and she had less than a dollar in the bank.

In 1958, Frank Sinatra had this to say about the great Eleanora Fagan, who he admitted had influenced him deeply, “ With few exceptions, every major pop singer in the US during her generation has been touched in some way by her genius. It is Billie Holiday who was, and still remains, the greatest single musical influence on me. Lady Day is unquestionably the most important influence on American popular singing in the last twenty years.”

Despite her dreadful tale and its end, she is known as one of the great names, great voices of jazz to this day. Lady Day truly had a monumental influence on jazz music and pop singers, taking inspiration and cues from jazz instrumentals and applying them to her music in new and experimental ways, which still leave us in awe. For that, we thank her once more.

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