This paper to uncovers how leaders practice emergent strategy as a core strategic philosophy. The article uses the case of general and statesman Moshe Dayan as a principal case study to uncover leadership and management practices of emergent strategy. Following a discussion on the emergent versus deliberate strategy schools, I show why Moshe Dayan as a leader can be considered as an archetype of the emergent approach worth studying. I then present six leadership principles that enabled him to practice the emergent approach. The article concludes with discussion of the limitations and value of the emergent approach for leaders today.