During the years 2002 to 2009, five African settings were used as foundation for designing different learning environments. While the content and target group for each learning environment varied, all of their design settings, or milieux, shared one implicit expectation: the milieu should facilitate the production of a change-making learning environment. A retrospective qualitative analysis identified a set of 10 common indicators that describe how successful a given setting is as a design milieu for creating learning environments. The study shows that for each design milieu indicator, a milieu can feature success and failure at the same time. The results, novel in their emphasis on the design setting rather than the use setting, can be used for both assessing the prospects of a particular milieu and improving its strengths for design opportunities especially in African or other developing contexts.