Her first hit record was "Double Crossing Blues", recorded in 1950 for Savoy Records. After several hit records with Savoy, including her duet with Mel Walker on "Mistrusting Blues", which went to number one that year, as did "Cupid Boogie". Other Phillips records that made it onto the U.S. Billboard R&B chart in 1950 include "Misery" (number 9), "Deceivin' Blues" (number 4), "Wedding Boogie" (number 6), and "Faraway Blues" (number 6). Few female artists, R&B or otherwise, had ever enjoyed such success in their debut year. Phillips left Otis and the Savoy label at the end of 1950 and signed with Federal Records.
But just as quickly as the hits had started, they stopped. Although she recorded more than thirty sides for Federal, only one, "Ring-a-Ding-Doo", charted; the song made it to number 8 in 1952. Not working with Otis was part of her problem; the other part was her drug usage. By the middle of the decade Phillips was chronically addicted to drugs.
Phillips ultimately got well enough to launch a comeback in 1962. Now billed as Esther Phillips instead of Little Esther, she recorded a country tune, "Release Me," with producer Bob Gans. This went to number 1 R&B and number 8 on the pop listings. After several other minor R&B hits on Lenox, she was signed by Atlantic Records. Her cover of The Beatles' song "And I Love Him" nearly made the R&B Top Ten in 1965 and the Beatles flew her to the UK for her first overseas performances.
She had other hits in the 1960s on the label like the critically acclaimed Jimmy Radcliffe song "Try Me" that featured the saxophone work of King Curtis and is often mistakenly credited as the James Brown song of the same title, but no more chart toppers, and she waged a battle with heroin dependency. With her addiction worsening, Phillips checked into a rehab facility where she met fellow vocalist Sam Fletcher. While undergoing treatment, she cut some sides for Roulette in 1969, mostly produced by Leland Rogers. On her release, she moved back to Los Angeles and re-signed with the Atlantic label.Her friendship with Sam Fletcher resulted in a late 1969 gig at Freddie Jett's Pied Piper club produced the album Burnin'. She performed with the Johnny Otis Show at the Monterey Jazz Festival in 1970.
One of her biggest post-1950s triumphs was in 1972 with her first album for Kudu Records. The song penned by Gil Scott-Heron, "Home Is Where the Hatred Is," - an account of drug use — was lead track on From a Whisper to a Scream which went on to be nominated for a Grammy Award. When Phillips lost to Aretha Franklin, the latter presented the trophy to Phillips, saying she should have won it instead.
She continued to record and perform throughout the 1970s and early 1980s, completing a total of seven albums on Kudu and four with Mercury Records, for whom she signed in 1977. In 1983, she charted for the final time on a tiny independent label, Winning with "Turn Me Out," which reached #85 R&B. She completed recording her final album a few months before her death, but it was not until 1986 that the label (Muse) released the record.
Phillips died at UCLA Medical Center in Carson, California in 1984, at the age of 48 from liver and kidney failure due to drug use. Her funeral services were conducted by Johnny Otis, and was buried in the Morning Light section, at Forest Lawn - Hollywood Hills Cemetery in Los Angeles. The bronze marker recognizes her career achievements, as well as quoting a Bible passage, "In My Father's House Are Many Mansions" -St. John 14:2
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