In the season finale of Sage Advice, Hamza Khan sits down with the sage who gave him his call to adventure—leadership educator, TEDx icon, and personal mentor, Drew Dudley. This is the conversation years in the making: raw, revelatory, and deeply healing. Drew reflects on his meteoric rise, painful falls, and his ongoing journey to reclaim strength, clarity, and self-love. Together, he and Hamza explore the unspoken weight of seeking parental approval, what it means to misread where you are in your hero’s journey, and why some of the most powerful advice we receive is the advice we struggle to believe ourselves. The two longtime friends speak candidly about mental health, the fog of ambition, and how storytelling—when done with honesty—can become a tool for transformation. Drew opens up about the loss of his partner, his mother’s dementia, and the moment a stranger’s words allowed him to forgive the past. From his iconic “lollipop moment” to his newest reflections on grief and guilt, Drew shares the truths he’s fought hard to uncover. His three pieces of sage advice: 1) Grief is just love coming face-to-face with its oldest enemy, 2) It’s not your fault, and 3) Know the compliment you’ve been searching your whole life for. This episode is a full-circle moment. It’s about letting go of shame, embracing the mess, and realizing that wisdom doesn’t always arrive with answers, but with better questions. A storybook conclusion to Season 1.