The Guide Appears: Why Wisdom Comes When We Admit We’re Lost

The Crossing: Why Transformation Feels Like Death to the Ego

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Why does every true transformation feel like dying? Dante’s journey across the river Acheron reveals a mystical truth: the soul must face the death of the ego before it can awaken.
In Episode 4 of The Divine Comedy: Inferno, Dante sees trembling souls gathered at the riverbank, waiting for Charon, the ferryman, to take them across. Their terror reflects our own resistance to change. Every deep transformation—spiritual awakening, loss, rebirth—feels like annihilation, but is in fact liberation.
Mystics across traditions echo this. Shamans call it dismemberment, St. Paul spoke of “dying daily,” and Buddhism teaches that stepping beyond ego’s illusion is the path to freedom. Charon’s boat symbolises inevitability: life demands we cross, again and again.
Join us as we explore why transformation shakes the ego, why the crossing feels like death, and why, beyond the fear, lies discovery.
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