In a city where pointing the finger is not uncommon, Ottawa's top-down parliamentary decision making has led to an apparent divide between planning officials, architects, and citizens regarding proposed public projects. In addition to that, stringent policies that allow for the public to have their voices heard in the wrong way make for ineffective public consultations. With a rewritten Official Plan on its way, the resistance to change and confusing policies need addressing for a successful implementation. This thesis considers a series of design methodologies for a schematic rejuvenation of the Rideau Canal - one of Canada's most famous waterways. It attempts to develop a more holistic view on city planning and explores methods of architectural thinking and production that stray from convention. Focusing on conversation, mapping, and storytelling, this thesis looks to bridge the extensive gap that exists between city makers and city dwellers.