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Josey Wales

b. 1958

Jamaican singer

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About Josey Wales

Born 1958. Josey Wales is a Jamaican disc jockey and musician.

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".

His career began in 1977, first starting as a deejay on the Roots Unlimited sound-system where he often sparred with Burro Banton, 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,

He was shot and robbed in a Kingston bar in 1997, an incident that he dealt with in the country and western song "Bushwacked".

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.

Discography This discography is incomplete; you can help by adding missing albums/singles.

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"

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Important facts

People in Josey Wales's life

Named in this biography and alive at the same time

Contemporaries

People whose lives overlapped Josey Wales's

Frequently asked questions

Who is Josey Wales?

Jamaican singer

When was Josey Wales born?

Josey Wales was born on 9 October 1958 in Saint Mary Parish.

What is Josey Wales's occupation?

Josey Wales is a disc jockey and musician.

What nationality is Josey Wales?

Josey Wales is Jamaican.

Sources & further reading

Β· Wikipedia: Josey Wales

Β· Wikidata: Q2382485

Β· DBpedia: Josey Wales (singer)

Cite this page

APA: Biography.guide. (2026). Josey Wales. https://biography.guide/josey-wales/

MLA: "Josey Wales." Biography.guide, https://biography.guide/josey-wales/.

Chicago: "Josey Wales." Biography.guide. https://biography.guide/josey-wales/.

Data last updated: 2026-09-20 Β· Spot an error? Report a correction.

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