The paper discusses the style of leadership of the president of the United States of America President Barack Obama, during the eight years of working to achieve his promises to voters. The Obama presidential term has been characterized by great tensions serious events, crisis, overlapping changes at both internal and external levels, in addition, a heavy legacy of economic and security problems. The paper shows how Obama’s leadership style influenced by personal characteristics, and that had an impact on some cases to acquire support and sometimes on the face of fierce opposition, especially from the vanguard political classes. The paper touched Leadership Theories and Behavioral Theories to discuss of President Obama’s leadership style. Where the largest share of the study was to Traits Theory and the Transformational Leadership Theory, with the aid of the Behavioral Theories in analyzing the personal behavior and leadership style of President Obama. The study tries to bridge between theory and practice in harmonizing behaviors and theoretical assumptions, using the Behavioral Theories. When the study found that the transformational leader personality is not enough to earn the necessary support unless the personality of the transformational leader involves a democratic behavior.