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We’re surrounded by information but many of us still feel unsure about how to live well. This episode gently explores why midlife pulls us toward wisdom, not more answers. Chip Conley is joined by bestselling author Eric Weiner (The Geography of Bliss, Man Seeks God, The Socrates Express), a curious guide who’s spent years learning from philosophers, cultures, and lived experience. Together, they talk about what ancient wisdom can teach us about modern life—especially when certainty starts to fall away. In this conversation, you’ll hear: Why midlife naturally turns us into philosophers The difference between knowing more and living better How thinkers like Socrates, Thoreau, and Marcus Aurelius offer practical guidance Why wonder, humility, and generosity matter more than expertise Simple ideas that help us navigate change, relationships, and uncertainty This is a warm, thoughtful, and often playful conversation about slowing down, asking better questions, and learning how to live with more clarity and meaning. 👉 Watch now and step into the wisdom midlife is inviting you to explore. Timestamps: 04:21 Welcome to Midlife Chrysalis 04:59 Writing with humility and vulnerability 07:02 Book titles and framing ideas 08:34 Geography of Bliss origin story 12:31 Favorite places and soul place 13:54 Ben Franklin and usefulness 18:31 Writing about God and belief 21:44 Geography of Genius and creativity 23:30 Introducing The Socrates Express 24:10 Knowledge vs wisdom 27:23 What philosophy really is 30:38 Wonder vs curiosity 34:40 Stoicism and modern relevance 37:33 Philosophers that resonated most 40:53 Thoreau and learning how to see 44:52 Why philosophy matters in midlife 49:20 Wisdom bumper stickers 52:26 Closing and Santa Fe workshop Learn more about MEA at https://www.meawisdom.com/