The son of a provincial school administrator in British-governed Trinidad, James disappointed his family by embracing the culture and passions of the colonial underclass, Carnival and cricket. He joined the literary avant-garde of the island before leaving for Britain. In the UK, James swiftly became a beloved cricket journalist, playwright for his close friend Paul Robeson, and a pathbreaking scholar of black history with The Black Jacobins (1938), the first history of the Haitian revolt.