Our team has undertaken a study designed to explore the context and content of IT identity in a digital society. The work involves conducting semi-structured, reflective interviews—based on the results of a 20 Statements exercise—and analysis based on grounded theory. Our initial findings indicate that our participants have complex relationships with a range of IT that has become embedded in their daily lives, and provide evidence in support of IT’s role as a medium, determinant, and consequent of identity. Further, we see the emergence of weak and strong IT identities and the emergence of a weak anti-IT identity. By iterating on our processes and reflecting on our results, we have been able to tune our methods and inform future recruitment goals. Moving forward, we expect that expanding the diversity in our group of participants will reveal greater insights into the ways that participation in a digital society influences the formation and expression of one’s role, group, personal, and IT (or anti-IT) identities.