This article discusses how the emerging trend of using literary arts and dialogue, along with reflective and creative writing, referred to by the author as transformative narratives, can be used to help unpack and re-script assumptions, attitudes, values, and biases of leaders as they operate in systems of privilege. When leaders read, write, and dialogue about their own and others’ cultural and social group identities, they increase self-awareness and improve interaction with others. These skills prove effective in building emotional intelligence that is linked to competencies of high performing leaders who create strong financial performance in their organizations. Specific applications are provided throughout the article.