Leadership style may be described as “how you behave when you are trying to influence the performance of someone else and is a combination of directive and supportive behaviors” (Blanchard, Zigarmi & Zigarmi, 1994, p. 46). According to Heathfield (n.d) in ‘leadership rewards and recognition,’ “a key leadership trait is the ability to inspire followership.” “In addition to supplying a shared vision and direction, leaders must develop a relationship with the people they inspire to follow them.” Moreover, an effective leader influences people to accomplish and achieve their goals which they would otherwise have never thought of achieving. Moreover, many corporations spend a huge sum of money and time seeking to increase the originality of their workforce, hoping as a result to have an edge over their competitors in the market place. Such programs bring no change if the management does not recognize the valuable ideas among the many at its reach and then find a way to implement them. This paper discusses the leadership qualities of Mary Kay Ash and Bill Gates, their similarities, differences and what makes them effective. Bill Gates of Microsoft and Mary Kay Ash of Mary Kay cosmetics are some of the most successful entrepreneurs in the world but are quite different when it comes to leadership styles and their drive to accomplishment of their dream. Mary Kay Least Preferred Coworker (LPC) level is high, whereas Gates level is low for he is task oriented according to Contingency Model of Leadership Effectiveness. Mary Kay, is “relationship oriented, focused on relationships, family values, and integrity, couching them all in a pleasant personality and gentle manner” while Gates on the other hand is more interested in doing business exclusively and is motivated more by accomplishment of tasks and not the welfare of the people (The Cosmetic Queen and the Software King, n.d). According to Fiedler model in the ‘article leadership style of Bill Gates’, “leadership effectiveness is the result of interaction between the style of the leader and the characteristics of the environment in which the leader works” (Kumar, 2009, p. 16) The effectiveness of a leader is determined by the degree of match between a dominant trait of the leader and the favorableness of the situation for the leader, whereby the dominant trait is a personality factor causing the leader to be either relationship-oriented or task oriented (Kumar, 2009, p. 16) Depending on the situation, both low-LPC and high-LPC leaders may successfully reach their destiny effectively. Descriptions of Gates according to The Cosmetic Queen and the Software King (n.d) include acerbic, conferential, condescending, rude, completely task focused, and one of the hardest-working executives in the world. Nothing gets done; no new ideas get developed without Gates’ approval and he is only concerned about outcomes, which puts him in the high situation control on Fiedler’s Contingency Model. Gates has a low LPC hence functions well or effectively in extremely favorable or unfavorable situations for here, the leadership skills are needed. Although the leader may solely be interested in task completion, leader-member relationships can be strengthened if they offer room for promotions and increase salaries for their subordinates. Microsoft has been known t