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Appropriate design and redesign of programs, responses to accreditation agencies, and internal academic legitimacy concerns are critical challenges in education in general and in leadership education in particular. Guiding Questions: Guidelines for Leadership Education Programs (Guiding Questions), a member initiated project sponsored by the International Leadership Association (ILA), provides a framework to address these challenges. In this paper, we first describe the background and context of this initiative. Second, we introduce the Overview of the five sections of Guiding Questions: Conceptual Framework, Context, Content, Teaching and Learning, and Outcomes and Assessment. Third, we present results of initial field tests of the Overview and its framework within three different North American universities. Finally, we discuss next steps and invite the reader to get involved in the further development of Guiding Questions.