The Midlife Chrysalis

From Wall Street to Inner Peace: The Emotional Journey of Jerry Colonna

Jun 2, 2025
Discover the transformative journey of a former venture capitalist who navigates the turbulent waters of midlife. From the brink of despair to finding inner peace, he shares pivotal moments and wisdom that challenge societal views on success. Explore the healing power of vulnerability and human connection, and learn why true leadership begins with self-care. Delve into insights on aging gracefully, embracing a beginner's mindset, and the joy found in life's bittersweet moments.
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INSIGHT

Success Grows Inner Emptiness

  • Outward success does not guarantee inner happiness; Jerry felt worse despite achieving more.
  • This revealed a deeper personal struggle beyond external achievements.
ANECDOTE

Grand Canyon Awakening

  • Jerry rafted in the Grand Canyon during the 2001 tech crash, disconnected from external chaos.
  • This experience shifted his perspective profoundly before joining JPMorgan.
ADVICE

Ask About Your Complicity

  • Ask yourself, "How am I complicit in creating the conditions I say I don't want?"
  • This question fosters real inquiry beyond blame, critical for personal transformation.
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