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What if the secret to a meaningful life was discovered over two thousand years ago? Stoicism has experienced a remarkable renaissance recently - tech CEOs practice morning Stoic meditations, NFL teams incorporate its principles into training, and celebrities cite its ideas as guiding influences. This ancient philosophy offers something our anxiety-ridden, distraction-filled modern world desperately needs: a practical framework for living well despite life's inevitable challenges. Born in Athens around 300 BCE when a shipwrecked merchant named Zeno discovered philosophy and founded a school under the Stoa Poikile (painted porch), Stoicism evolved through centuries of practice. For our journey, we'll follow Epictetus - born a slave around 55 CE, who studied under renowned Stoic teacher Musonius Rufus before establishing his own school. Despite never writing anything himself, his lectures were transcribed by his student Arrian into the Discourses we use today. His sensitivity, intelligence, dark humor, and occasional disagreements with modern perspectives make him the perfect guide to demonstrate how Stoicism can flex across vastly different eras and contexts.