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Isaacs recorded for many of Jamaica\'s top producers during the 1970s. By the late 1970s, Isaacs was one of the biggest reggae performers in the world, regularly touring the US and the UK, and only challenged by Dennis Brown and Bob Marley. International stardom seemed assured in 1978 when Isaacs signed to the Virgin Records offshoot Front Line Records, and appeared in the film Rockers, in which he performed Slavemaster.[3] T In 1981, he made his first appearance at the Reggae Sunsplash festival (returning annually until 1991). He signed to Island Records and released the record that finally saw him break through to a wider audience, Night Nurse, the title track from his first album for the label (Night Nurse (1982). In the 1990s the African Museum label continued to release all of Isaacs\' music, and that of artists he produced. Isaacs continues to record and perform live in the 2000s. In 2008, after some 40 years as a recording artist, Isaacs released a new studio album Brand New Me. The album received positive reviews from critics, such as this review from Reggae Vibes: Gregory is back, and how! \'Brand New Me\' is a very suitable album title for the cool ruler\'s new album. He is back in a different style, more or less like we were used to from this great \'lovers & roots\' artist
His nicknames include Cool Ruler” and Lonely Lover.
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