This research explores the link between the practice of contemplation and its influence on leadership. It investigates how the interiority of the leader can shape the style and quality of leadership practice. This research has as its ultimate goal the provision of a deeper understanding of contemplative leadership, its concepts, characteristics, challenges, and opportunities; and it shows how contemplative leadership can be realistically lived and demonstrated in an organisational setting. The literature includes an overview of the historical development of leadership theories, an exploration of the history and development of the Christian contemplative tradition, and a review of the principal assumptions of contemplative leadership. The qualitative research methodology used was that of narrative inquiry by way of in-depth, semi-structured interviewing. The interview participants were a purposively chosen, information rich, non-probability group. Sixteen leaders who have a contemplative orientation to their life and work participated in the in-depth interviews. The study finds that to be a more authentic and effective leader, a major task is nurturing a disciplined contemplative life through developing an intimate relationship with God. The findings also provide an insight into the multifaceted reality of contemplative leadership including its concepts, characteristics, challenges, and opportunities. Further findings are described under the following themes: contemplation is transformative; contemplation and leadership are complementary; contemplative leadership can promote a good organizational culture. A new model of contemplative leadership is also presented with the hope of providing the language and a theoretical and practical framework necessary to inform and guide prospective leaders and future leadership development.