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In T & T rural schools receive education that is urban-centric and do not cater to the developmental needs of the communities they serve. Despite the seemingly catastrophic circumstances, rural challenges are not irreversible. This paper presents a unique orientation to Freire’s underpinnings by firstly connecting Freire’s philosophies to issues of urban domination experienced by rural communities in Trinidad and Tobago (T & T). Secondly, I propose a leadership approach grounded on Freire’s ideology, as a practical approach with the potential to curb inequities in education. Finally, I will use Freire’s philosophies to propose a type of community leader essential for the positive transformation of rural education challenges.