Inspired by critical technology, urban and education studies, the Outsmarted project, led by Dr Alevizou, worked with KCL students from Digital Humanities and Liberal Arts to explore their experiences of London in terms of culture and communication infrastructures, places and spaces for knowledge, learning and leisure. Deploying a range of participatory pedagogies and qualitative methods, as well as creative and computational thinking, it drew insights into students’ understanding of the ‘digital’ (culture, media, connections, networks and infrastructures and frames surrounding ‘appification’) in the city. This toolkit can be used as a research and a further learning resource aimed at cultivating informed-collaborative pedagogies. The Outsmarted project was jointly funded by the faculties of Arts & Humanities and Education at King’s College London. The design iteration and production of the Outsmarted toolkit was funded by the Digital Futures Institute. The toolkit builds upon participatory, capacity building methodologies devised by numerous projects including the Media, Community and the Creative Citizen project and the UnBias AI project with further adaptions based on input of faculty and students from the Department of Digital Humanities at KCL.