I built Privatepreneur because I wanted more freedom too.
Privatepreneur is an educational and operational service for entrepreneurs and service-based operators who want to understand private business, work more privately through direct agreements, and deliberately choose the public tools they continue to use.
I’m Kyle Henson.
I spent about twenty-five years running a small insurance agency.
I knew how to work hard. I knew how to serve people. I knew how to build relationships and keep the work moving.
What I didn’t understand nearly as well was how much of the life surrounding that work I had simply accepted.
What I started asking.
How much of what the work produced was mine to direct? What was I agreeing to, and what was I supporting? Why did working for myself still come with so much that felt decided for me? Eventually I couldn’t ignore those questions.
I wanted something simpler: greater ownership, greater autonomy, more control over my property, more freedom to decide what my work supported, and more peace.
I wanted to do useful work, serve other men and women, provide for the people I care about, steward what was mine, and stop participating by default where I had a genuine choice.
Where this began.
I learned about private life through Greg Saunders at Private Life.
What began as an introduction became several years of direct learning and conversation with Greg as I worked to understand these principles and their practical application. I continue to be associated with Private Life as one of its consultants.
I’m grateful for what Greg taught me.
Private Life covers these ideas broadly and deeply, including their application to business and other areas of life. I still recommend Greg’s own course, Private Life Foundations, to anyone who wants that broader exploration. It is not a Privatepreneur offering.
Privatepreneur grew from that foundation, but it is its own work. It has become my own: helping entrepreneurs apply these ideas to the way they work day to day. Private Work Fundamentals is my course focused specifically on applying those underlying distinctions to the way entrepreneurs work.
Understanding was only the beginning.
How do you arrange your work around more freedom? How do you lawfully keep and steward more of what is yours, build agreements around that, and put it into practice? And how do you keep from sliding back toward the old way because it’s familiar? Privatepreneur exists to help answer those questions.
The deeper issue was not only money.
Like many solo entrepreneurs, I could see how much of what my work produced was already spoken for every year. The amount was hard to ignore.
But over time, the deeper issue became participation. Where did that value go? What did it support? Which relationships had I entered willingly, and which had I accepted simply because they were treated as automatic?
I didn’t want another strategy for making the same setup slightly more efficient. I wanted to understand the ground beneath it.
The more I learned, the more obvious one principle became:
The man or woman comes first. Everything else should have a reason for being there.
You do not have to wait.
For years I assumed greater autonomy would have to come from somewhere outside me: a change in policy, a different administration, a better rule, a reform someone else would eventually make.
I no longer think a man or woman has to wait for any of that before examining their own participation.
You can look at the agreements already in your life, decide which tools still serve you, and build future working relationships more directly where that fits.
You can stop treating an inherited way of operating as though it were the only possible way to work.
That’s not defiance. It’s responsibility exercised closer to home.
If we work together, you work with me.
I’ll ask questions, challenge things that don’t make sense, and help you see choices you may have stopped seeing.
And when we design something together, I’ll help you put it into practice.
The choices remain yours.
Key facts about Privatepreneur
- Name
- Privatepreneur
- Founder
- Kyle Henson
- Type
- Educational and operational private-business service
- Primary audience
- Entrepreneurs and service-based operators
- Core focus
- Private business education, private agreements, operating design, implementation, and stewardship
- Entry point
- Free Private Business Orientation
- The Path
- Orientation → Blueprint and Design → Implementation → Stewardship
- Private Work Fundamentals
- $99
- Blueprint and Design
- $2,950, with the $99 Private Work Fundamentals credit under current terms
- Private 1:1
- $250 for a session of 60 minutes. The $175 participant compensation applies to men and women currently in Blueprint and Design, Implementation, or active Stewardship.
- Website Design & Build
- Starting at $5,900
- Website
- privatepreneur.com