In this episode of the Black on the Law Podcast, host Dr. RaShall Brackney talks with Superintendent Orlando Lilly, the first African-American superintendent of the Maryland Natural Resource Police. They discuss Lilly's extensive background in law enforcement, his personal experiences that shaped his career, and the importance of mentorship and community support in navigating challenges within the field. The conversation highlights the intersection of personal and professional journeys, the impact of unexpected allies, and the power of self-belief in achieving one's goals. In this conversation, Orlando D. Lilly and RaShall Brackney discuss the importance of mentorship, overcoming self-doubt, and the significance of representation in leadership roles. They explore the unique challenges faced by the Maryland Natural Resources Police and the importance of building trust as an outsider in a new organization. Lilly shares insights on his career trajectory, the surprises he encountered in his leadership role, and offers advice for those considering a career in law enforcement, emphasizing the need to learn about various agencies and their functions