This exploratory, qualitative study examined the reflective learning environment in an undergraduate leadership certificate. Undergraduate students (n = 14) were interviewed twice in order to understand if and how reflection, as a pedagogical tool, supported student learning. Learning about reflection, and practicing reflection regularly, introduced students to the importance of a reflective practice for understanding their leadership development. Students highlighted aspects of the Leadership Certificate courses that contributed to their reflective practice and enhanced their learning environment. These included discussion-based courses, physical setting for the certificate classes, diverse peers, and certificate instructors. As a result, engaging in reflection as part of leadership courses helped students develop self-awareness.