Artists like Tommy McCook

Owen Gray , also known as Owen Grey, was a Jamaican musician. His work spans the R&B, ska, rocksteady, and reggae eras of Jamaican music, and he has been credited as Jamaica's first home-grown singing star.

Don Drummond was a Jamaican ska trombonist and composer. He was one of the original members of The Skatalites, and composed many of their tunes. In 1966, Drummond was convicted of murdering his 23-year-old lover, Anita "Marguerita" Mahfood.

Slim Smith was a Jamaican ska, rocksteady and reggae singer. In their book Reggae: The Rough Guide (1997), Steve Barrow and Peter Dalton described Smith as "the greatest vocalist to emerge in the rocksteady era".

Desmond Dekker was a Jamaican singer/songwriter and musician considered a pioneer in the ska, rocksteady and reggae genres. Together with his backing group the Aces, he had one of the earliest international reggae hits with "Israelites" (1968). Other hits include "007 " (1967), "It Mek" (1969) and "You Can Get It If You Really Want" (1970).