When somebody calls me about owning a business, I don’t start with the business. I start with two things: what you want your life to look like, and why you’d want to own a business at all. Most people have an answer ready for the second one. The honest answer usually takes a little longer.
What are the real reasons people want to own a business?
Money usually comes up first, and that’s fair. But underneath it, people want freedom and fulfillment. They want to control their own days, their calendars, and who they spend time with. They want decisions that are theirs, time back, and something they built. It’s not just about money, and it’s not just about a title.
So I ask what freedom would actually look like for you on an ordinary Tuesday. That answer is where the real conversation starts.
Underneath that, there’s usually a decision somebody else made. A move you didn’t ask for. A seat that was never going to open. Staying where you are can feel like the safe choice. But somebody else can still decide you’re moving, or that your job is gone.
I know what it’s like when somebody else decides where you live, what you’re worth, and what comes next. I spent twenty-one years in the corporate world, and my story is on the About page.
Not ready to talk yet?
Take the QuizIs owning a business the goal, or a way to get somewhere?
It’s a way to get somewhere. The business is the vehicle, not the destination. If you start with the business, you end up choosing a life to fit it. If you start with the life you want, you can look for a business that fits it. That’s why the business always comes second when I work with somebody.
The biggest mistake I see is starting with the business instead of the life. People fall for a business, get into it, and find out it isn’t what they expected.
For the last fifteen years, I’ve been helping people figure out whether owning a business is right for them, and which one fits. I work with everybody the same way, in the same order:
- We start with your life, not a business.
- You get a plan built around you.
- You have someone in your corner while you decide.
When we get to companies, I build a personal model with two to four of them, chosen because they fit. It’s never a list of everything for sale.
How do you know your reasons for owning a business are the right ones?
Good reasons point toward something: time with the people you care about, decisions that are yours, building something that makes you feel whole. Being sick of working for somebody else isn’t a reason to own a business. There has to be something you’re running toward, and you have to want it for yourself.
Wanting out is a fair place to start a conversation. It isn’t a reason to buy a business. I talked about that difference on the Sound BITES podcast, along with the one thing nobody can do for you:
“I can’t make you want it.”
I can help you see clearly, ask better questions, and test whether a business fits. The wanting has to be yours.
Owning a business isn’t for everyone. If it isn’t right, you’ll hear it from me. It can be the best brand in the world. If it’s not the right one for you, we shouldn’t do it.
What does it look like when a business fits your life?
It looks like a life that’s whole. Nobody relocates you, and nobody decides what you’re worth. You get time back, the one thing money can’t buy. It might be something you can pass down. The business is how you get there, and it’s one you chose for that reason.
Ben and his brother had moved from Seattle to Iowa to run pizza franchises. Three locations, working themselves into the ground, and it wasn’t paying them what it was costing them. I met Ben before he was married. Then I met Sarah.
Together they bought a window covering business and built it. Years later, they sold it and took their kids to live on a boat off the coast of Cabo for six months.
The business mattered. The boat was the point.
Names changed to protect their privacy.




