Many cities across the world continue to grapple with long-standing urban challenges even as new ones emerge. With each crisis, cities address these perennial (e.g. decentralization of urban cores and revitalising the city centre), nascent, and emergent (work-life balance, digitization of social-economy) urban challenges with a greater sense of urgency. The book adopts a multidisciplinary approach to signpost future pathways of cities, drawing on the experiences of the city-state of Singapore.