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Born and raised in Detroit, Michigan, Ross rose to fame as the lead singer of the vocal group the Supremes, which, during the 1960s, became Motown's most successful act, and are the best charting girl group in US history, as well as one of the world's best-selling girl groups of all time.The group released a record-setting twelve number-one hit singles on the US Billboard Hot 100, including "Where Did Our Love Go", "Baby Love", "Come See About Me", "Stop!She was listed as "Diane" during the first Supremes records, and she introduced herself as "Diane" until early in the group's heyday. Virginia Baytop's mother Francis "Frankey" Baytop was a former slave who had become a midwife after the Civil War.Ross and her family originally lived on Belmont Road in the North End section of Detroit, near Highland Park, Michigan, where her neighbor was Smokey Robinson.When Ross was seven, her mother contracted tuberculosis, causing her to become seriously ill.Ross's father moved with his children to live with relatives in Bessemer, Alabama.

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She was the second eldest child for Ernestine (née Moten; January 27, 1916 – October 9, 1984) and Fred Ross, Sr. Ross's older sister is American physician Barbara Ross-Lee.

According to Ross, her mother actually named her "Diane", but, a clerical error resulted in her name being recorded as "Diana" on her birth certificate. Ross, a native of Gloucester County, Virginia, was born to Washington Ross and Virginia Baytop.

Following a talent competition win in Windsor, Ontario, in 1960, the Primettes were invited to audition for Motown records.

Later, following local success via live performances at sock hops, etc., Ross approached former neighbor (and rumored childhood former boyfriend), William "Smokey" Robinson, who insisted that the group audition for him first.

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