This chapter aims to develop an understanding of the theory and practice of leadership in organizations and society, highlighting the need to explore different dimensions of leadership within sustainable development. An important aspect of this is the relationship between learning, knowledge management and innovation, and by examining the views of a number of writers who place leadership within a systems or ecological perspective, the clear relevance of leadership to sustainable development practice will be outlined. An example is given with the UN PRME (Principles of Responsible Management Education) initiative which is attempting to lead university Business Schools to ensure their teaching embraces social responsibility and sustainability. Finally, the chapter asks whether we actually need leaders at all in view of nature’s overall capacity for self-organisation.