Reggae singer-songwriter Gregory Isaacs cut his first single at age 17, under the pseudonym Winston Sinclair. ∙ In 1974, he scored his first Jamaican No. 1 hit with “Love Is Overdue,” which became a staple at local weddings and christenings. ∙ Isaacs costarred (as himself) in the 1978 reggae film Rockers, alongside reggae icons Burning Spear, Dillinger, Big Youth, and Robbie Shakespeare. ∙ The 1982 album Night Nurse was his biggest international commercial success, reaching the Top 40 on the UK charts. ∙ After an arrest on weapons and drug charges, Isaacs wrote much of his ensuing album, Out Deh!, while behind bars. ∙ Between 1982 and 2010 (the year of his death), he was nominated for five Grammy Awards, four of them for Best Reggae Album.