Uma das relações mais importantes na vida de Gregory Isaacs foi sem dúvida a sua amizade com Dennis Brown.
“Gregory and Dennis referred to themselves as ‘blood brothers’. I can’t remember Dennis calling Gregory by name. It is always ‘big bredda’. They did everything together, even music, and thought highly of each other”, revelou June Isaacs, a esposa do falecido cantor, à revista “DancehallMag”.
“Dennis always looked at Gregory as the best writer ever and Gregory thought Dennis was the best performer ever.”
Quando questionada se Gregory alguma vez se sentiu ofuscado pela adoração que a indústria tinha por Dennis Brown, respondeu: “I don’t think Gregory felt overshadowed by Dennis…they were best friends up to when Dennis made his transition in 1999…20yrs after being with Gregory and [it was] the first time I ever, ever see Gregory cry. They even have albums….Gregory sings Dennis and Dennis sings Gregory.”
Em 1984, o produtor Prince Jammy levou Isaacs para estúdio para a criação de “Let’s Go Dancing”, juntando também o cantor a Dennis Brown para “Two Bad Superstars Meet”.
O sucesso foi tanto que, no ano seguinte, surgiu “Judge Not”. Os dois cantores voltaram a fazer um dueto em 1995, no álbum de Isaacs “Private Beach Party”.
