My research focuses on rethinking and foregrounding the entanglement and relationship between people, data, and cities through the lens of design and human-computer interaction. The current data-driven city, with its urban technology system, operates under a top-down, efficiency-oriented model. Building on the concept of the 'Senseable City', I aim to design and examine how to enhance the urban AI system to be more understandable, transparent, and trustworthy.