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9 Critical Mistakes Masters of Midlife Don’t Make

Craig Stanland
4 min readMar 21, 2024

When we hit the mid-point of our lives, a natural reflection begins.

We take stock of our lives and often discover that they’re not as good as we thought they were.

Sure, we checked all the boxes we believed would make us happy, but something is “off,” something is missing.

We may have professional success and the materialistic trappings that accompany that success, but there’s no purpose, meaning, or fulfillment.

And we find ourselves drawn, with the force of Jupiter’s gravity, to a life of purpose, meaning, and fulfillment.

We stand at the crossroads of what we’ve created and the life we want to create as the clock ticks louder in the background.

If we don’t take meaningful action, we suffer.

This is where far too many fall into the trap of the midlife crisis.

Life feels empty, and they long to feel something, anything, different than they feel, and they chase externals to fill the void.

  • Buy a boat
  • Have an affair
  • Buy a sports car
  • Start drinking to excess
  • Bury themselves in work

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Craig Stanland
Craig Stanland

Written by Craig Stanland

From corporate success to federal prison, I share my journey to rediscover joy, meaning, and purpose. Join me in reinventing your extraordinary second act!

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