In this episode, Dan and Lauren speak with the co-editors of New Directions for Student Leadership #184, Drs. Jonathan R. Kroll, Cameron C. Beatty, and Amber Manning-Ouellette. They explore Facilitating Leadership Development in Training Contexts, released in Winter 2024. This special issue centers on student leadership training and emphasizes the need for leadership educators to both understand the theories, history, and complexities of the field and to model healthy leadership habits that help individuals thrive and organizations flourish. The editors share their collaborative process and underscore the importance of self-reflective practice, authentic identity development, and the creation of belonging in leadership spaces. The issue highlights facilitation strategies that move beyond lecture-style delivery to support meaningful leadership learning and application.