This article presents a national and international youth leadership program utilizing personal assessments as part of the pedagogy. Using the tenets of experiential learning, the learner's self-awareness heightens their experience as individuals make personal connections with the topic for deeper understanding. In addition to discussing the creation of tools for advancing the understanding and practice of leadership in the context of a specific organization, this article explores the following instruments and assessments: Kolb Learning Styles Inventory, Transformational Leadership Instrument, Path--Goal Leadership Questionnaire, Identity--Who am I? Survey, and Leading from Experience.