This chapter focusses specifically on the notion of trajectories of studies in DBR. The key premise discussed in the chapter is that design research is best described in terms of trajectories of studies, rather than a single study aimed at addressing multiple, intertwined goals. Carefully planned trajectories can address some of the methodological concerns about DBR. Rather than simultaneously studying features of a design and testing the underlying theoretical principles, studies along a trajectory can vary in size and scope. Specific studies along a trajectory can be designed to focus on design features, theoretical principles, or issues of implementation. Some studies along a trajectory might focus on the design, while other studies might focus on the underlying theory. Each study informs the next study, and helps to cumulatively build knowledge about the many aspects of understanding an innovation in context. These cycles are described as informing cycles, because each cycle informs the next set of studies. Taken together, the studies along a trajectory can add to the knowledge base about design, implementation, and teaching and learning in real-world contexts. The chapter provides concrete examples to describe how trajectories can be planned and executed, and what we can learn from the iterative development of an innovation.