Entrepreneurial orientation (EO) has been well established in the for-profit context as a way to determine the proclivity of firms to undertake entrepreneurial activities (Covin and Slevin, 1989, Lumpkin and Dess, 1996). To date, EO has not been extensively researched in the social context, and existing EO scale items have not been adjusted for the primary social mission (Morris et al., 2011). This qualitative exploratory research explores the EO dimension of risk taking (Lumpkin and Dess, 1996) in small nonprofit organizations in Australia and the UK, and identifies whether it is appropriate to adapt existing EO scale items to assess risk taking in the social context.