The book overall has advanced an argument that there is no single right way to pursue design participation. Rather, to make it real and not just the academic high ground, it must be adjusted to the contexts, aims, resources, and so on that are at play. Yet this does not mean that anything goes. On the contrary, one needs to take one’s bearings carefully to land in well-suited ways to carry out design participation. Assessing the contexts of design participation then becomes important, and this chapter proceeds to provide a set of concepts and considerations for approximating it. Drawing from innovation studies and S&TS, the chapter outlines sociotechnical change and actor-group-related phenomena that typically need to be gauged upon considering whether and how design participation could be pursued. These considerations begin from the characteristics of the issues involved and settings in which design participation is sought. Building on Chapter 4 , the considerations move to assessment of salient sociotechnical structuring, such as presence and depth of path dependencies, the depth and width of infrastructural lock-in and interdependencies, and the size of sunk investments, paired with assessing the key actors in the domain, their characteristics and interrelations, and the arenas in which they interact. We introduce one way to map them that is useful for approximating the context for potential design participation actions. Not pretending to provide an exhaustive list of issues to be considered and insisting on the continuous translation between design participation choices, the chapter walks these considerations through three design participation cases in the Finnish energy transitions. The first one is a case of the as yet unrealized potential benefits of two actor groups, in this case the use of ambient heat reserves to decarbonize district heating. The second concerns supporting an emerging phenomenon that is recognized as societally valuable but falls between the cracks of different actors: “hybrid heating” renewable solutions in detached houses in Finland. The final one is a case steering the evolution of the more structured and high investment industrial field of hydrogen development within advancing energy transitions.