Ray Charles’ 1962 album of R&B covers of country hits is often mentioned in country music history discussions, but today’s main topic is Esther Phillips, who released the same type of material months later. Her discography is confusing, with albums released different years under different names, etc.
In 1961, Kenny Rogers heard her singing a cover of Charlie Rich’s “No Headstone On My Grave” in Houston, and she signed with Kenny Rogers’ brother’s label in 1962. Source: Barney Hoskyns’ book “Say It One Time For The Broken Hearted: Country Soul In The American South.”
Here’s the album listing for “Little” Esther Phillips’ album “Release Me” in 1962: https://rateyourmusic.com/release/album/little-esther-phillips/release-me.p/
Here are photos of the album, which featured the Anita Kerr Singers: http://www.45worlds.com/vinyl/album/lx227
Here’s where it gets confusing. Here’s a different album listing for “Release Me” in 1963: https://www.allmusic.com/album/release-me-mw0000508352
Here’s a YouTube list for this album: https://www.youtube.com/playlist?list=PL8a8cutYP7frf26eeclf9IEbsVEQUPnt9
In 1966, she released “The Country Side Of Esther Phillips,” which appears to have the same song list as the first link, so here’s that YouTube for it: https://www.youtube.com/playlist?list=OLAK5uy_mncbHv2iOqJAqsxO3BXdKngeUfSD_uiKQ
Her version of “Release Me” hit number one on the R&B chart on December 8, 1962: https://www.billboard.com/music/little-esther-phillips-1
The song also hit number 8 on the all-genre Billboard Hot 100 a couple of weeks later https://www.billboard.com/music/esther-phillips/chart-history/hot-100
The song was written by Eddie Miller and Robert Yount in 1949, and was released in 1954 by country stars such as Ray Price and Kitty Wells. Here’s Esther’s version https://youtu.be/R5yYwiYEJ_8
Esther Phillips also recorded various duets with Big Al Downing, like this one: https://youtu.be/TQ8OmSuG8H0
Big Al was in Wanda Jackson’s band in the late 1950s, and his career included a lot of country credits, including performing on Hee Haw and the Grand Ole Opry, so be sure to check out his discography, too. http://www.rockabillyhall.com/bigal.html
In 1962, Big Al released a cover of the 1957 Marty Robbins hit, “The Story Of My Life” https://youtu.be/4tIxdorL2fA
Here’s Big Al singing “Down On The Farm” in 1958: https://youtu.be/hnAGwWLdcbo
I’ll also mention the 1968 album “Soul Country” by Joe Tex, which would fit the “R&B-covers-of-country-hits” theme of the Ray Charles and Esther Phillips albums: https://www.allmusic.com/album/soul-country-mw0000437096
Clarence Carter covered “Harper Valley PTA” in 1969: https://youtu.be/3-X2jzEgsPU
Of course, R&B and country were foundations of rock and roll, and there are countless examples of crossovers between country and rock and roll. Here’s an article about Chuck Berry’s country influence: http://communityvoices.post-gazette.com/arts-entertainment-living/get-rhythm/item/40741-country-music-influenced-chuck-berry-and-vice-versa
Linda Martell was in R&B in the early 1960s, but by the end of the decade, she had moved to country, and sang at the Grand Ole Opry in 1969. Here’s Linda Martell on Hee Haw in 1970: https://youtu.be/ETQTDgZA9Vo
Of course, in addition to the various R&B and soul singers crossing over to sing country songs in the 1960s, there were also artists of color playing straight up country music for their whole career, most notably Charley Pride: https://countrymusichalloffame.org/artist/charley-pride/
Starting in 1970, Stoney Edwards was also in the “very country” category, and he collaborated with Asleep At The Wheel when they were also just starting out: https://www.encyclopedia.com/education/news-wires-white-papers-and-books/edwards-stoney