In this article, we have presented the two-sided research design that we developed for answering the question about how and what professionals and other participants of outreach social work practices learn from innovating their own practices. We distinguished five strengths the representatives of which all have to learn to play new roles in order to improve democratization and enabling the citizenship of citizens in vulnerable situations. Without outreach research, it would not have been possible to expose the connection between the learning of representatives of these strengths and other transformation processes on an individual, team, and systemic level. This underlines the importance of outreach research for successful innovations in the social field. In our opinion, our two-sided research design is a precondition for the co-creation of these relative autonomous strengths and the connectedness of each of these three levels. This article is based on the article about the research design of a multi case study of four educational cases Martin Stam wrote for International Journal Of Qualitative Studies in Education (2013b). This research design also formed the basis for a multi case study of six social work cases (published as 'Geef de burger moed' (2012)) and of three social quarter teams (is still ongoing). Both publications were used as a pad for his lecture for NOSMO, HvA en Andragogenkring in 2013. The article presented here elaborates on the findings of the social work and social quarter team case studies.