As practice based research, this exegesis is a dissemination of design strategies embedded in the process termed Urban Generosity. The beginning of the twentieth first century has seen the rise of greater populations within cities creating new demands on the form and structure of cities. This proliferation of human activity has given rise to the nature of cities, a place of exchange and surplus, a place of urban generosity. This research has observed how local conditions can readily be shifted given our global assertion of liveability and governance, with either detrimental or enhancing outcomes, on the long-term generosity of the city. Through observation it is proposed that urban generosity is active, it facilitates a series of design responses that transcends architectural iconic object making through a series of subtle design devices. Urban generosity is the investigation of an architecture that authenticates the local context and allows the imagination of others to delight within a given context. It is fundamentally about clothing that culture and its binding civic effect that extends the individual site into a wider context harnessing the forces of globalisation to develop a civic surplus. The design investigations have developed around the key question of how architecture can extend itself beyond a mid-twentieth century form/ function paradigm? What opportunities does architecture offer the environment in which it is placed