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Tired of the Chase? How to Redefine Success on Your Terms

Craig Stanland
4 min readFeb 14, 2025

How will you know when you’ve made it?

What is the metric of success that will inform you that you’ve done it?

If the metric of success is outside yourself, for example, the answer to,

“What’s Your Number?” (The idea that there’s a monetary amount that will make you happy.)

I can tell you what has the highest probability of happening:

You’ll strive, you’ll chase, you’ll work your ass off to get there, and maybe one day, you’ll reach this magical destination.

And you’ll expect a switch to flip, and suddenly, everything in your life will be exactly how it’s meant to be — because you hit “it.”

All the tumblers will align, and you’ll be “happy.”

Sure, you’ll most likely experience happiness that hit your goal, but that happiness will always fade, and you’ll be left feeling empty, confused, and determined that the number wasn’t “right” and that maybe you did something wrong.

To comfort yourself, you’ll expand your lifestyle to meet your new income level.

Hell, you deserve it, right? For all the crap you had to put up with to get there.

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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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