This research is an exploratory study on green roof adoption by medium to large private housing organizations in Malmö, Sweden. The research aims to explore the drivers and the barriers for the green roofs adoption. Also to look for what leadership effect on overcoming the barriers and promoting the drivers for green roof adoption. The theoretical contribution is the assessment of the motivations on transformational and adaptive leadership. The thesis employs a qualitative method with non-structured and semi-structured interviews. It develops an analytical framework combining systems thinking and leadership theories to look on the practice of green roof adoption. The thesis identifies the main drivers and barriers in relation to the internal and external positions of actors and rules in the system of green roof adoption in Malmö among private housing organizations. The main findings are that transformational leadership effect motives on overcoming the barriers and adaptive leadership motivation effect on promoting the drivers. It also summarizes three categories of green roof adoption, namely the transformations, adapters and green skinners. The study also has practical contribution with recommendation of policy implication to Malmö. Furthermore, models and figures for future researches on green roof adoption among housing organizations.