
At 18, he moved to Kingston in hopes of starting a music career, and performed with several small sound systems before catching on with Stewart Brown's African Star, a combination sound system and label with connections in both Jamaica and Toronto. He also loved music, counting both Bob Marley & the Wailers and dancehall DJ Papa San as early favorites, and sneaking into sound system shows at age 12.

Capleton's namesake was a prominent local lawyer, and young Clifton earned that nickname as a verbally gifted youth with a similar talent for logical argument.

Capleton was born Clifton George Bailey III on April 13, 1967, in the rural town of Islington, in Jamaica's St.

Along with Buju Banton and Sizzla, Capleton spearheaded dancehall's return to reggae tradition, tackling Rastafarian spiritual themes and using classic roots reggae as a musical foundation.
