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"Lonely Teardrops" is a song recorded and released as a single in 1958 by R&B singer Jackie Wilson on the Brunswick label. It is a 1999 Grammy Hall of Fame Inductee. The song is ranked #308 on the Rolling Stone magazine's list of The 500 Greatest Songs of All Time.

Written by Berry Gordy and Billy Davis, going under the pseudonym Tyran Carlo, the single, alongside Wilson's debuting five consecutive singles between 1957-58, turned Wilson into an R&B superstar and influenced the later careers of Davis, who joined the staff of Chess Records while Gordy used the money from the song's success to form Motown Records within a year. The song raced up to number-one on the Billboard R&B chart and became Wilson's first top ten hit on the Billboard Hot 100, eventually peaking at number seven. The hit's success helped land Wilson on American Bandstand and The Ed Sullivan Show performing to receptive audiences on the respective shows.

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