Josey Wales
Josey Wales (born Joseph Winston Sterling, 9 October 1958) is a Jamaican dancehall singer. He has been called, along with Brigadier Jerry, Yellowman and sound system partner Charlie Chaplin, one of the best Jamaican dancehall deejays of the 1980s. Wales is named after the 1976 Western movie character from The Outlaw Josey Wales, played by Clint Eastwood, and subsequently nicknamed "The Outlaw".
Josey Wales
- Name
- Josey Wales
- Born
- 9 October 1958
- Birth Name
- Joseph Winston Sterling
- Nationality
- Jamaica
- Occupation
- disc jockey · musician
- Fields
- dancehall
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Josey Wales (born Joseph Winston Sterling, 9 October 1958) is a Jamaican dancehall singer. He has been called, along with Brigadier Jerry, Yellowman and sound system partner Charlie Chaplin, one of the best Jamaican dancehall deejays of the 1980s. Wales is named after the 1976 Western movie character from The Outlaw Josey Wales, played by Clint Eastwood, and subsequently nicknamed "The Outlaw".
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Josey Wales was a disc jockey and musician and a national of Jamaica. The disc jockey was born in Saint Mary Parish. Genres include dancehall.
Composed from admitted, traceable facts · 01 October 2026
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Biography
Biography
His career began in 1977, first starting as a deejay on the Roots Unlimited sound-system where he often sparred with Burro Banton, and later performing over U-Roy-owned King Sturgav sound system. He gained even more popularity in the early 1980s performing over Henry "Junjo" Lawes's Volcano sound system, and recording singles such as "Bobo Dread" and "Leggo Mi Hand" (which peaked at number four on the Jamaican singles chart) for Lawes' label of the same name, as well as later hits for George Phang's Power House label, most noticeably "Undercover Lover". He was shot and robbed in a Kingston bar in 1997, an incident that he dealt with in the country and western song "Bushwacked". He survived the robbery, and after his discharge from a hospital, he went to the United States and bought an ambulance to donate for the Kingston Public Hospital. He appeared in Shaggy's "Bad Man Don't Cry" video, and by 2014 had begun recording new material. In October 2017, he was awarded the Order of Distinction by the Jamaican government.
Key facts
Key facts
• Name — Josey Wales • Born — 9 October 1958 • Birth Name — Joseph Winston Sterling • Alias — * The Outlaw • The Colonel • Origin — St. Mary, Jamaica • Genre — Dancehall Toasting Reggae • Years Active — 1977–present
Personal life
Personal life
Josey is a Rastafarian and has been since 1975 but also retains a major influence of Christianity. He was baptized in May 1959. He currently resides in Kingston.
Albums and later single
Albums and later single
• 1983 – Josie Wales Meets Early-B • 1983 – Outlaw, also called The Outlaw Josey Wales • 1983 – King Yellowman Meets The Mighty Josey Wales • 1984 – No Way No Better Than Yard • 1984 – Two Giants Clash (split with Yellowman) • 1985 – Undercover Lover • 1986 – Rules, also called Ruling • 1986 – Ha Fi Say So • 1988 – Special Prayer • 1988 – Na Lef Jamaica • 1989 – How Yu Mouth Tan So • 1991 – Code of Conduct • 1994 – Outlaw (reissue) • 1994 – Charlie Chaplin and Josey Wales – Kings of the Dancehall • 1994 – Cowboy Style • 2001 – Rulin (reissue) • 2015 – "Loving Pauper" b/w "Sista Sensi"
Identity
Identity
Josey Wales is recorded with the occupation disc jockey. Recorded as a citizen of Jamaica. Classed in the genre dancehall.
Discography
This discography is incomplete;
Notes from the source article
Cited by Wikipedia
Notes from the source article
These works are cited by the source article, in its own numbering. They are recorded as its citations, not as sources VALÉORINE has verified.
- 1.AllMusic. Josey Wales Songs, Albums, Reviews, Bio & More.
- 2.Colin Larkin. The Guinness Who's Who of Reggae. Guinness Publishing. 289. 1994. 0-85112-734-7.
- 3.Reggaepedia / Josey Wales. Reggaelicious.pbworks.com.
- 4.NME Charts – Jamaica 45s. NME. 4. 10 September 1983. 0028-6362.
- 5.Jackson, Kevin (2014) "The return of Josey Wales", Jamaica Observer, 4 April 2014. Retrieved 5 April 2014
- 6.Johnson, Richard (2017) "With Distinction: Arts, entertainment fraternity members honoured at King's House ", Jamaica Observer, 17 October 2017. Retrieved 18 October 2017
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1- JamaicaPlace
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The Encyclopedia exists whether or not anything is for sale. Corrections are recorded rather than overwritten, and every version of this record is kept. Published 18 August 2026.
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