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I had a great question recently from someone who would like to set themselves up in business. Here’s the full question:
“I’m a designer primarily, my passion is really web design and development. What I’m wondering is if, early on, it makes more sense to incorporate as a business or to brand my name? Should I be freelance or should I be a small business?
I like the entrepreneur aspect that both freelance and business offers. I see the two of you and Project Woodward and Collis Ta’eed with Eden and all his various side projects. Then on the other hand, I see someone like Ian MacKenzie who operates under his own name but also has many side projects. And this ability to have side projects is really appealing to me.
So, I’m sure both are completely viable options for a wannabe location independent professional, but does incorporating as a business offer more benefits? Are people more likely to take you seriously as a business?”
As a business strategist, mentor and also a former freelancer-turned-business owner, here is how I’d respond if you were one of my clients…(it’s quite a long post but I think it’s important to work it out thoroughly given that it’s such an important thing to get right from the start).
Firstly, let’s look at a couple of the key differences between being a freelancer and a business owner…
Starting, running and growing either type of business requires very different mindsets. There is no right or wrong, just whichever is most suitable for you, your goals and your skillset, experience and personality.
The question essentially touches on three key aspects of your business strategy:
Important questions to ask yourself:
What you need to find out:
What really matters:
Honestly? Most people don’t care whether you’re incorporated as a business or not, in the same way they don’t actually care how you do things in your business, as long as you do what they want and can help them.
Having said that, it largely depends on your target market and what kind of solution they expect and want to see…some larger corporations won’t work with freelancers and will expect to deal with limited/incorporated companies rather than individuals. Research your target market and identify which trading structure is best.
As for having side projects, although we are business owners of Project Woodward, which has several sub-brands (e.g. Headstart solutions, new Selfstart solutions and the specific industry offerings), we also both have personal side projects - Jonathan with his illustration, me with Location Independent & other new projects in the pipeline - that don’t necessarily fit under the PW banner.
Coupled with the fact that I am also currently working/sub-contracting for another business consulting company here in South Africa, it doesn’t mean that being a business owner prevents you from getting involved with other projects.
The important thing is this: Choose the right commercial vehicle, business structure, business brand and internal processes to deliver the type of business which suits your lifestyle and ultimate objectives. If you don’t yet know what this is, research, ask and work with someone who can help you decide.

I hadn't ever tried to discern the differences between a freelancer and a small business owner, and you've now done all of that for me. Great post! Kind of makes me want to do some freelance work . . .

I agree with Bart. This makes a lot of sense. There's too much emphasis on being a business owner. I'd rather own a home first before I own a business just to get a hang of...you know, responsibility.
But if you have a skill set that you can sell, its very empowering and builds confidence so that maybe over time maybe you can turn those skills into a business.
Love the title, btw!