The current chapter displays the leadership of Archbishop Desmond Tutu, a national figure in South Africa, who fought all his life against injustice and called for peaceful solutions to human conflicts. Tutu can be viewed as a compassionate leader who involves taking some form of public action that is intended to ease people’s pain and inspires others to act as well. As an African with a passion to preserve African traditions of courtesy, Tutu was strongly influenced by the worldview of Ubuntu, which is about humanness, gentleness, hospitality, and putting others before oneself. Based on Tutu’s biography, the chapter discusses the meanings of compassionate caring and the major elements of compassionate leadership in the spirit of Tutu. Much emphasis is given to concepts put forward by Tutu throughout his life which are very relevant to educational leadership; forgiveness and reconciliation that are seen as strategies to resolve conflicts and promote social justice.