It is no measure of health to be well adjusted to a profoundly sick society. (Paraphrased summary from Krishnamurti’s Commentaries on Living, Series 3 (1960): “Is society healthy, that an individual should return to it? Has not society itself helped to make the individual unhealthy? Of course, the unhealthy must be made healthy, that goes without saying; but why should the individual adjust himself to an unhealthy society? If he is healthy, he will not be a part of it. Without first questioning the health of society, what is the good of helping misfits to conform to society?”). This chapter will explore the current value system that needs transformation, outline the complexity of the challenge, and present a leadership framework designed to guide, develop, and challenge leaders beyond traditional methodologies. It encourages stepping outside accepted and politically correct norms to avoid complacency, empowering leaders to undertake this daunting task while aligning their organizations and teams toward the same goal. It will be an impossible task to provide a complete set of answers, approaches, or methodologies let alone in one chapter. In this chapter I attempt to provide some direction on how organizations can develop their leadership and teams to overcome perverse economic interests systemically, undermining the basis for corruption, while focusing on creative agency and addressing contradictive external limitations in the decision-making process.