The Second Half of Life: Why Creating is Better Than Chasing

Craig Stanland
3 min readMay 11, 2023

I checked all the boxes I thought I had to check.

I had the career, the cars, the homes, the watches, the clothes, and the VIP status at the hot restaurants.

I did more than check them; I excelled at them.

But there was one box that wasn’t checked, and I was chasing and checking all those other boxes, thinking that one box would be checked one day.

I thought all those other boxes would eventually reach a critical mass and allow me to check that box, but no matter what I did, it hung over me — unchecked.

What was that one box?

Meaning.

And my life was empty without it.

I was chasing meaning through professional success and materialism and was too blind to see my actions would never create the outcome I desired.

So I doubled down on the chase, and when that didn’t work, I doubled down on the escapes (alcohol/materialism/sex).

I had a success-sized hole in the middle of my life and was throwing sand into a sieve.

Here’s something I learned:

Meaning isn’t difficult to create.

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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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