Understanding the dynamics of individual or group adaptation can provide valuable information for constructing professional development strategies to increase chances of instructional success. This paper reports on an exploratory study that identifies indicators of convergent vs. non-convergent adaptation in two cases of teachers working together on a technology-based curriculum construction activity and explores the relationship between group characteristics and adaptation processes. We have used the core complex systems concept of adaptation as a lens for understanding how and why some teachers are better able to adapt to the educational program requirements. The results show that processes of convergence and non-convergence influenced adaptive outcomes, and that the more similar the teaching characteristic index (TCI) number was among group members, the more likely it was that group dynamics would result in convergent adaptive outcomes. (Contains 3 tables.)