Early Life
Gentry was born Roberta Streeter and is of English and Portuguese ancestry. She was born in Chickasaw County, Mississippi, an only child to Robert and Ruby (Bullington) Streeter. Her parents divorced shortly after her birth, and her mother moved to California. She was raised on her grandparents' farm in Chickasaw County. Her grandmother traded one of the family's milk cows for a neighbor's piano, and seven-year-old Bobbie composed her first song, "My Dog Sergeant Is a Good Dog". She attended school in Greenwood, Mississippi, and began teaching herself to play the guitar, bass, banjo, and vibes.
At 13, she moved to Arcadia, California, to live with her mother. Gentry graduated from Palm Valley School in 1960. She chose her stage name from the 1952 film Ruby Gentry about a heroine born into poverty but determined to make a success of her life and began performing at local country clubs. Encouraged by Bob Hope, she performed in a revue at Les Folies Bergeres nightclub of Las Vegas.
Gentry then moved to Los Angeles to enter UCLA as a philosophy major. She supported herself in clerical jobs, occasionally performing at nightclubs. She later transferred to the Los Angeles Conservatory of Music to develop her composition and performing skills. In 1964, she made her recording debut in two duets – "Requiem for Love" and "Stranger in the Mirror" with rockabilly singer Jody Reynolds. She continued performing in nightclubs until Capitol Records executive Kelly Gordon heard a demo she had recorded in 1967.
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