However, when you really want to talk about semantics, a freelancer is still an entrepreneur as they are taking on the entire risk of the company. It’s still a company, even if it’s one person running it. I think what you’re getting at is the difference between a big business mindset and a small business mindset (reference: Rich Dad, Poor Dad). The person with the big business mindset will think of how to automate their way out of a job, thus creating new jobs for each role you play or hat you wear. The person with the small business mindset believes they are the best person for each job or each hat. They can’t give up control. They are also known as the “technician”, which is what creates the demand for the product or service in the first place (their quality, speed, price or whatever). But in the end, if the person who starts the company (the freelancer) can’t systematize the roles they play, they’ll never work themselves out of being the technician and into a big(ger), automated, business. They’ll die as the technician, working one hour for those dollars. They’re not creating an enterprise. They just create their own job.