Current educational policy in Mexico, as in many other parts of the world, leans heavily on teachers to use computers in their classrooms. This article explores under what conditions teachers are willing to learn about and use digital technology in their work. The authors' central premise is that incorporating technology into teaching is a complex process that includes redefining classroom relationships, re-interpreting the curriculum, and expanding the notion of academic literacy beyond written texts. Using a social practice framework, they present data from a collaborative experience between teachers and researchers who share knowledge and know-how about how to use computers for academic purposes and co-participate in the design of academic activities for their classrooms. This article shows that in order for teachers to use digital technology, they need to participate in viable transitional practices that allow them to foray into the new, take risks in a safe environment, and construct new approaches to what counts as academic work, classroom interaction, curriculum and evaluation.