Longstanding practices of participatory co-design have sought to engage communities in the development of shared resources, services, and technologies. However, approaches such as citizen-centered design and digital civics bring these design methods to bear on the development of digital technologies in support of civic and third sector organizations in particularly complex and rapidly changing socio-technical landscapes. Such endeavors frequently need to engage marginalized, under-served and hard to reach communities. In these design spaces, the ‘Digital Citizen’ becomes a contested concept, deserving of deeper exploration. In this one-day workshop we seek to bring together the DIS community, industry practitioners and third sector representatives to mutually explore the concept of the digital citizen, its boundaries, and opportunities, and in response to a rapidly changing environment of smart digital services, the ways in which design methods might be evolved to better support designing for and with these digital citizens.