This book examines the role of the British in the diffusion and development of soccer on the Caribbean islands of Trinidad and Tobago, in the light of issues of race, ethnicity, colour, class and national identity, in the period 1908–1973. This role was expressed in the activities of understudied organizations like the English Football Association and the British Council, as well as oil companies like Shell and British Petroleum; through the recruitment of coaches such as Jimmy Hill and Michael Laing; the staging of tours involving teams such as Chelsea, Coventry City, Wolverhampton Wanderers and Arsenal in the 1960s; the formation of clubs, leagues and the construction of sporting facilities. Relatedly, it examines the role of the local middle classes in facilitating the commercialization of the game through professionalization and the operations of betting pools. The volume will help to give readers a better understanding of how the game served as a “double agent” of British hegemony and segregation, as well as integration and socio-political change in colonial and post-colonial society. The book will be of value to sport scholars, students, footballers and fans of the game who have an interest in its history across the world.