Shawn Graham is a Full Professor of Digital Humanities in the Department of History at Carleton University, Ottawa, Canada, which he joined in 2010 after several years outside of academia. He comes to the digital humanities by way of Roman archaeology. He transformed an early interest in social networks and agent based modeling into explorations of archaeogaming, of networked representations of knowledge and knowledge graphs in the context of the antiquities trade, and machine learning for surfacing latent discourses or stories in both text and photographs. He contributed to the first archaeological research in space on the International Space Station through computational analysis of annotated imagery. That work drew on his computational visual and textual analysis work on thousands of social media posts collected from the online human remains trade (the results of which were published in a volume co-written with Damien Huffer in 2023). Because he re-joined academia after so many years outside of it, his imposter syndrome proved hard to shake; confronting it, and learning to value the process of learning ‘how to be a digital humanist’ in public led to a collection of essays called ‘Failing Gloriously’ that captures his philosophy of teaching – we who are secure in our position need to make it safe for others who are not to try things out by ‘failing’ in public, and sharing the lessons learned. In that same tradition he has recently published a handbook to generative AI called ‘Practical Necromancy’, which expands on an earlier volume, ‘An Enchantment of Digital Archaeology’. He is currently developing a new research project on ‘archaeology in impossible places’, supported by the Cultural Heritage Informatics Colaboratory he is co-creating at Carleton University.