In this conversation, Jesse Hake welcomes Dr. Christopher Perrin to explore leadership in the virtue and liberal arts tradition. Drawing from the ClassicalU courses Leadership and the Liberal Arts and Essential School Leadership, Dr. Perrin reflects on how classical and Christian traditions of virtue shape a truly human vision of leadership—one rooted not in dominance but in service, humility, and paradoxical wisdom. He explains how the liberal arts cultivate both the intellectual habits and moral character necessary for wise leadership, especially in classical Christian schools. The discussion also highlights the Educational Leadership for Classical Christian Schools masters program offered through Gordon College, in which Dr. Perrin co-teaches a course on Leadership and the Liberal Arts with Keith Nix. Students engage figures such as Marcus Aurelius, Augustine, Boethius, and Sertillanges, while learning to apply classical insights to the real challenges of school leadership. Listeners will come away with a renewed vision of leadership as a lifelong pursuit of wisdom, virtue, and community.