This work provides context-specific, empirical revelations about the challenges of policy implementation in Africa. It critically examines the social milieu under which the Livelihood Empowerment Against Poverty (LEAP)programme was incubated as a social protection and poverty reduction measure to cater for the needs of the pro-poor in Ghanaian society. Despite the popular claim that this programme is good and must be sustained, empirical evidence gathered at street-level (district-level) shows that the LEAP programme is bedeviled with numerous implementation and monitoring challenges which collectively hinder the attainment of the desired objectives of the programme.