This research is a contribution to issues of digital technology use at the interface of formal and informal learning contexts. The research was conducted in the discourse tradition and investigates Finnish teacher training students' 'manners of speaking' as resources for, and obstacles to, making pedagogical changes in response to the potential of digital technology. Findings revealed that the resources and obstacles associated with transitions between formal and informal learning contexts are concerned with students' engagement in: (i) linking formal and informal activities, (ii) avoiding uncertainty, and (iii) participating in shared work practices. This research argues that risk taking is an opportunity in making the associated pedagogical changes. Risk taking can be developed in teacher education by critically evaluating how to support students in their use of digital technology at personal, group and cultural levels.