The concept of "leadership" is thought to be a special, profitable situation inside a specific social group presupposing the influence on other individuals with the aim of subsequent attaining of goals, i.e. perfection, leadership, career advancement, etc. Leaders have always existed, both in the animal world and in different human formations. The questions of origin of the concept "leadership" interested Aristotle and Plato, and later other scientists devoted considerable attention to this issue. This contribution discusses presumptions and methods of realization of what we call the "creative leadership". It analyses the dilemma of creative leadership and discusses how this concept differs from the political leadership. Moreover, it uses several examples and case studies from Armenia to prove its point. All in all, the contribution offers an interesting methodological insight into the concept of leadership from the point of view of philosophy, linguistics, semantics, and history.