Leadership is the art of motivating or inspiring a group of people to act towards achieving a common goal. A leader steps up in times of crisis, and is able to think and act creatively in difficult situations. There are numerous leaders out there who have been successful in leading a group of people, an organization or the general public. Functions of a leader includes: Engaging followers, integrating them, catering to their needs, aspirations, and goals in a common organization while making them better citizens, followers and leaders. (Simmons, 2008). A good example that fits this category of leadership is “Barack Obama”. Barack Obama was catapulted into national prominence, in part, because of his skill at building bonds of empathy with supporters from a seemingly impossibly broad political base (Noble , 2009). Conservatives marveled at his use of language and metaphors that resonated with their core beliefs, while Liberals and progressives believed that the rise to prominence of a self-identified African American with impeccable civil rights credentials represented a triumph for their own core agenda (Noble , 2009). This paper will focus on the leadership of Barack Obama; how he made history and was able to lead the country during the time of crisis. Furthermore, the theoretical standpoints of postmodernism and transformational leadership will be implemented to discuss some of the reasons he was successful as a leader.