In this paper we present a case of a structured, facilitated group process with a climate action group engaged in a local Transition initiative. We explore how the interacting contexts between action researchers and the group acted as a constraint for the trajectory of the group process, by looking at the mismatches between the group’s and the researchers’ purposes and differences in expectations about methods of engagement. A methodological framework was used for evaluating the outcomes. The primary aim of this article was to investigate and point out dynamics that may be a hindrance to the effectiveness of a facilitated local climate initiative, with the view to inform facilitation practices and improve future action research processes.