He made a comeback in 1970 with the ballad "Rainy Night in Georgia." Benton scored over 50 Billboard chart hits as an artist, and also wrote hits for other performers.

Finally in 1959 he made his breakthrough with his hits "It's Just a Matter of Time" and "Endlessly". "It's Just a Matter of Time" peaked at #3 on the U.S. Billboard Hot 100 chart, while "Endlessly" made it to #12. Both of the first two hits were written by Benton with Clyde Otis. He followed this success with a series of hits, including "So Many Ways" (#6), "Hotel Happiness" (#3), "Think Twice" (#11), "Kiddio" (#7), and "The Boll Weevil Song" (#2). In 1960, he had two top 10 hit duets with Dinah Washington: "Baby (You've Got What It Takes)" (#5) and "A Rockin' Good Way (To Mess Around and Fall in Love)" (#7).

He also recorded his own version of "Take Good Care of Her" in 1962. In the mid- and late 1960's, Benton recorded for RCA Records and Reprise Records with minimal commercial success. In 1969 he signed with Cotillion Records, a subsidiary of Atlantic Records, where the next year he had his last major hit with "Rainy Night in Georgia" [1]

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