Humility is one of the most misunderstood virtues often mistaken for weakness or low self-esteem. But as St. Thomas Aquinas teaches, humility is a twofold virtue: it moderates pride by pulling us down from being too high, but also lifts us up when we bring ourselves too low. In other words, humility keeps us grounded in truth about ourselves, our gifts, and our talents. In this episode of The Ordered Life Podcast, Sean Gregory (Portfolio Manager), AJ Sanson (Associate Investment Advisor), and Anthony De Lazzari (Associate Investment Advisor) explore humility not as self-deprecation, but as the foundation for all growth. Drawing from Aquinas, St. Augustine, and leadership thinkers like Alexander Havard, they discuss humility as the key to authentic strength: the ability to live in truth and to order our actions toward the good. The hosts connect this virtue to modern life and decision-making, especially in areas of leadership, finance, and personal development. How do we practice humility when making investment decisions? When leading teams or raising families? When we succeed or fail? The conversation turns from philosophy to practicality, showing that humility isn’t about thinking less of yourself, but thinking of yourself truthfully and rightly. Through stories, laughter, and honest reflection, Sean, AJ and Anthony explore how humility brings balance in a world obsessed with status and performance. It frees us to receive correction, to learn continuously, and to pursue greatness without vanity. In leadership and in money alike, humility is what allows us to see clearly, act wisely, and serve others generously.