This paper addresses the pedagogic and disciplinary challenges posed by the effort to understand urban spatial practices and institutional histories in Bombay/Mumbai, and other postcolonial South Asian cities. Many cities in the region, such as Chandigarh and Dhaka were designed as iconic of the abstract space of the nation-state. The dominance of the nationalist spatial imagination in the understandings of public space, citizenship, and the metropolitan environment - combined with the functionalist perception of architecture and spatial practice - have resulted in an urban pedagogy that regards the city only as a technological or physical artefact. Architectural education and urban pedagogy is therefore unable to address the diversity of social-spatial formations in the city, and its political regime of predatory development, tactical negotiation, and blurry urbanism. To better understand this new regime, we require a collaborative urbanism that treats the city as an extra-curricular space by which we can reconstruct existing institutional frameworks. Drawing on the work of CRIT (Collective Research Initiatives Trust), Mumbai, this papers explores the post-industrial landscapes of the Mumbai Mill and Port Lands as a case study in two extracurricular research projects, which grew into urban design and community planning interventions in the Mumbai Metropolitan Region, where urban spaces became the arena for re-imagining the relations between knowledge production, institutional boundaries, and civic activism on which nationalism has imposed a long estrangement.