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The Most Overlooked Life Decision

November 18, 2025

There are a few major choices in your life that have a dramatically outsized impact on the quality of said life.
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But the one that is most often overlooked?
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Where you choose to live.
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It’s second only to who you choose as a partner.
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​Hot take: Where you live is even more important than what you choose to do for work. ​
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Your work can shift and change over the years. I’ve reinvented my career multiple times over the last decade.
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But both the place you live and the physical space in which you live deeply influence your quality of life.
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In 2016, when I chose to leave Texas for the mountains of Colorado, everyone warned me it was a bad business decision. ​
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And they were right.
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Being physically close to my industry allowed much better access to deals, and proximity to the source of knowledge gave us an edge.
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But living in Texas did not allow me to create the life that I wanted to live.

Whenever I would do an exercise where I would design my perfect day, I would dream of waking up and going mountain biking. My weeks would be filled with hikes, fishing with my kids, and snowboarding in the winter.
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No matter how I tried to justify it with mental gymnastics, access to the outdoors was a glaring gap in my happiness.
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There were a million reasons not to take the leap.
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My parents were there. My kids had friends there. My business was there. My network was there.
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​And I moved anyway. ​
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Then, in 2020, I doubled down and built my dream house with my dream partner, who later became my wife.

For two years, I poured my heart and soul into creating this space. I painstakingly pored over every detail, designing every square foot with precision.
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​The combination of these two decisions has yielded a near-infinite Return on Happiness.​
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Every morning as I sip my coffee and look out at the red rock cliffs that punctuate the view from my patio, I am filled with a deep sense of peace and gratitude. I meditate, and then ride my bike on the 28 miles of exquisite single track out my front door.
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And it’s every bit as fulfilling as I imagined it might be when I was dreaming about it all those years ago.
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My home has become a gathering place for my community, my family, and the inspiration for my coaching business.
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I designed my home with the idea of one day hosting retreats here. Shortly after moving in, I circled a date on the calendar, and a few months later, I hosted 16 founders looking to level up their wealth and their lives.
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Had I not made a decidedly bad business decision to leave Texas, and then an equally questionable financial decision to build this house, I may have never uncovered my true purpose.​
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I may have never found the most meaningful relationships that now sit at the center of my life.
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I would have quietly longed for the outdoors while trapped in a life that only looked successful on paper.
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​So much of what makes my life so meaningful now is a direct result of choosing a path that didn’t make sense on paper, but instead aligned with my values. ​
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Every time I land at the Denver airport and start the drive home, my heart leaps with joy as the snow-covered Rockies loom in the distance.
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My wife laughs as I say the same thing every time:
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​“I love where we live. I can’t believe how lucky we are.”​

But of course, luck has little to do with it.
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​I chose Return on Happiness (ROH) over ROI.​

And I’ll be forever grateful that I did.

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