The purpose of this article was to explore the multidimensional facets of transformational leadership and the impacts of such leadership on first-year academic success programs at the college level. Specifically, transformational leaders within higher-education organizations must share vision, rally support, and genuinely care about student success. The inspiration and motivation instilled in students during the first year of college is of paramount importance for continued academic success. While leading success initiatives, transformational leaders must strive to share the dreams of their students. Educators should explore multiple and creative methods in which to ensure student success.