Born 1944 in Kingston, Jamaica; died 2017 (death announced on August 24, 2017).

According to an interview in 2002 by Brian Keyo and to the liner notes for Samuels CD Ska Authentic, Winston started recording for Clement Coxson Dodd in 1961. His first release was In Jail on the All Stars label. His followup song was In Paradise, also done for producer Dodd. He then recorded Angela for producers Nembhard & Henry's N & H label. That was a #1 hit. In 1964, Samuels began recording for L. O. Pottinger's SEP label. Among his hits for Mr. Pottinger were Be Prepared, You Are The One and Come What May.
Samuels also cut hits for other producers such as Lloyd Matador Daley and Cecil Prince Buster Campbell. For Matador there was Here I Come Again and Give To Get. For Prince Buster there's Peace Of Mind, Holding Out and I'm Still Here. After emigrating to the US, Samuels recorded for the Clintones label in New York City in the 1970s. Let's Get It On and Lick It Forward are two of those. A 16 track compilation of his 1960s recordings titled Ska Authentic was released in 2000. It's distributed by Rainbow Records, 4124 NW 21st Street, Lauderhill Florida 33313. Samuels was part of the Legends of Ska concerts in 2002 and movie in 2014.