This chapter examines leadership lenses and styles so that people may become aware of what lenses exist and which are most effective, especially in the 21st Century where the assembly-line culture has been replaced. While there are several different leadership lenses, the authors focus on four: trait, transactional, transformational, and servant in an effort to help better understand which styles are best aligned with effective leadership, creating positive school cultures, and empowering faculties to achieve their greatest potential. Transactional leadership style is simple and effective in short-term and non-complex situations, relying on a system of reward and punishment to motivate followers. Transformational leadership is distinguished from other lenses of leadership by its call for long-term visioning, selfless concern for followers personal development, and the transformation of followers into leaders and moral agents. Servant leadership may be the least common, but is in many respects the most effective and enduring leadership style.