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Outsmart the Hustle

The Blog

Quit Your Job

What is Your Highest Level of Contribution?

Do I continue down a path where things are good or do I choose a new path (an uncertain path) where things could be great? A great life felt like a space where work and life collided in a beautiful way and complemented each other. It felt like being on a path that would allow me to realize my highest level of contribution.

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How I Made The Leap From Corporate Employee To Full-Time Coach

Something strange is happening. There seems to be a mass exodus of people abandoning their cushy jobs to reevaluate things and do work that’s more meaningful and flexible to their lifestyle desires. After many months of endless Zoom meetings, working from wherever you can find a quiet space in your house, and losing track of how many days you’ve worn …

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I Want To (Secretly) Quit My Job. Have I Gone Mad?

“Don’t ask what the world needs. Ask what makes you come alive, and go do it. Because what the world needs is people who have come alive.” – Howard Thurman I know what you’re thinking. You’re thinking, “If I leave this good job to do something that’s more ME, then I could fail. And If I fail, then what?” Well, […]

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Another Kind Of Work

There are two kinds of work. The first kind of work is contributing to someone else’s dream or endeavor. At the end of the day you’re building something for someone else. It may not be your favorite thing to do, but you do it. You show up and you agonize through it. Most people do this. There’s another kind of […]

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I have a steady paycheck and good benefits. Why am I so miserable?

“Only those who will risk going too far can possibly find out how far one can go.” – T. S. Eliot The truth is that I was pretty miserable in my days of marketing and selling corporate software solutions. Was I successful? Yes and no I suppose. Anyone looking at things from the outside would think that I had it […]

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Setbacks on the Road to Meaningful Work

Why do people struggle with creating meaningful work? It’s a common problem: the part-time health coach, personal trainer, yoga teacher, photographer, mystery writer, jewelry maker, app developer or web designer who has incredible talent… but just can’t seem to get their meaningful project off the ground. Talented creatives often end up working for someone else, often at the expense of […]

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Why Quitting Your Job Could Be The Worst Decision You Ever Make

It’s the final day of the year and my wife and I have enjoyed spending the past week with family in Arizona. Ahhhh…warmth. It’s been so nice! We’ll be (reluctantly) heading back to Portland tomorrow. It’s going to be hard leaving 70 degree weather for the rain and cold. The past few days have been great because I’ve stepped out […]

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