You CAN Have It All But First You've Gotta Have This episode artwork

EPISODE · Mar 30, 2026 · 28 MIN

You CAN Have It All But First You've Gotta Have This

from The Eric Osborne Podcast

Confidence broke my leg. And confidence built my life. At 30, confidence got me onto roller skates. At 44, a split second of self-consciousness shattered my tibia. Moments later, overconfidence made the injury worse. In this episode, I unpack the light side and shadow side of confidence — how a tiny wobble in self-trust can cost you, and how real, grounded confidence can change the trajectory of your life. We explore: • The subtle moment self-doubt sneaks in • Why overconfidence can be just as dangerous • What Jamaican customs officers taught me about energy • How confidence helped launch one of the first public psilocybin retreats in Jamaica • Why AI can’t replace your spirit • The difference between arrogance and authentic confidence • How evolution — not blind faith — became my foundation for deep trust • Why fun is a sign you’re standing in real confidence Confidence isn’t bravado. It isn’t performance. It isn’t pretending you’re not afraid. It’s the quiet knowing that everything unfolding in your life is shaping you toward growth. If you want stronger relationships, a more powerful presence, and the kind of grounded energy that inspires instead of intimidates — this conversation is for you.

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You CAN Have It All But First You've Gotta Have This

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