I think the biggest difference between the two is that as a Freelancer you are taking much less risk financially than a business owner.

As a freelancer, you have the opportunity to build your skill set and get paid for doing that while proving the concept.


  • Are you actually good at this?
  • Can you get paid for doing this?
  • Do you enjoy it even when it gets hard?

On a continuum this is how I see the two:

As a gym owner of 8 years, I started training people out of my sister’s garage. I didn’t have a location, I didn’t have a business name, I didn’t have an LLC. My goal was to build my skill set as a trainer while simultaneously building my client base. Meanwhile I was doing this while teaching full-time as a high school English.

Over time I got better and better a training other people. I even had some people paying me! That’s when I decided to turn that freelance work into a full-fledged business. I became an LLC (Naples Strength & Conditioning), leased my first facility, and charging everyone that trained with me.

I will say that I’ve attempted many startups through freelance work that have not turned into businesses. And that’s okay. I didn’t fail. I learned what I was not good at.

But ultimately, please don’t overthink this process.

“The road of a thousand miles began with one step.”


Mario Ashley, MBA

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