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From Material Wealth to True Fulfillment: My Journey to Success

Craig Stanland
3 min readJan 10, 2024

Getting clear on your definition of success is crucial to your life.

Would you consider him a success if Richard Branson secretly wanted to sit on his couch and watch football all day but had the compulsion to create billion-dollar companies that he couldn’t escape?

Probably not.

He’d be miserable.

Success is such a loaded word, and it’s a word that’s been bandied about for way too long, and as a result, it’s lost its meaning.

Before being arrested by the FBI and sentenced to federal prison, I owned multiple homes and drove BMWs.

I wore five-figure watches and held VIP status at some of the best restaurants in Greenwich, CT.

This certainly meets commonly accepted metrics of success, but here’s a couple of things no one could see:

I felt unworthy.
I disliked my job.
I never felt like I was enough.
I was chasing, chasing, chasing.
I didn’t own my things; they owned me.
I had so many balls in the air; it was exhausting.
I had a success-sized hole in the middle of my chest.
I had no command over my time and was cruising on auto-pilot.
I was living a life that was the antithesis of what I wanted: Freedom.
I was professionally and materialistically successful, yet…

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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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