Cities have been using the strategy of nudging to elicit citizens’ behavioural change for the sake of a desirable urban environment. As big data and ICT systems are integrated into the process of urban management, a new version of nudging has emerged – data-driven nudging. Data-driven nudging has opened up possibilities for cities to change citizen behaviours more efficiently through their pervasive surveillance infrastructure. With the power of predictive analytics and big data, it is highly probable that this intelligent nudge can be fully automated in the near future. Thus, this project aims to evoke critical discussions over the potential social implications of a data-driven nudged city and its manipulative nature.