Even though the world’s population is nowadays essentially urban, the mediumsized cities have historically been disregarded by public policies and research due to numerous difficulties defining these “in-between towns”. This lack of definition is even more accurate for the medium-sized cities in the Global South, despite the recent Southern perspective promoted by the postcolonial urban studies. The concept of intermediation, thanks to its dynamic and qualitative approach of urban environment, could be an adequate tool for better comprehension of social and economic realities together with the specific needs of these Southern cities. In Haiti, the analysis of the city of Jacmel as an intermediate city is a way to reveal its own characteristics, its “shared urbanity”, its inhabitant’s needs, the various risks the city faces, but also its position on the urban national stage and its potential of development.