The first step towards rearing children to become healthy leaders of the next generation should be taken by the mothers the CEOs of families who possess exemplary leadership skills. To examine the current status of the leadership of mothers, this paper first selects leaders-domestic and abroad-across all areas by studying various sources. Then focusing on the cases in which the mothers played a positive influence in bringing up their children, this paper examines concrete practical strategies of such successful leadership. The case study classifies the leadership, which requires soft power to change the world, into four types: self assurance, creative reform, communication and empowerment. The subjects to these studies are Kwak Nak-Won, the mother of Kim Gu, Gu Maeng Gyuck, the mother of Mencius, Grace Welch, the mother of Jack Welch, and Yoo Hyun Gyung, the mother of Kim Jin-Ho. The paper examines the leadership capacity of each of these figures. This paper concludes that when mothers exercise positive leadership and the child naturally experiences the synergy effect with the mother, he or she naturally becomes a charismatic social leader.