So You Think You Can Freelance?

Take our quick quiz to see whether you have what it takes to make it in the demanding and high-pressure world of contracting.

If you’re thinking of going solo and leaving full-time employment behind you, you need to be pretty sure you can handle it. Sure, it sounds glamorous being your own boss and hanging out in your PJs all day, but do you have what it takes to succeed; to earn more money and enjoy more freedom than when you were an employee? Take the quiz and find out if you should stick to your day job or go it alone.

Simply answer YES or NO to the following questions:

1. Are you truly driven to succeed; are you moving to contracting knowing full well that it will take plenty of hard work and dedication?

2. Are you adaptable and able to fit into different environments easily?

3. Are you good at what you do? When clients pay a large sum of money for a contract, they expect great service and workmanship.

4. Are you a “people’s person”, able to adapt easily to new people and get along with different types of people? In other words, will clients be happy to see you and book you more often because you don’t have any bad “vibes”?

5. Are you disciplined enough to get yourself out of bed and to the job, every single time?

6. Are you motivated and determined enough to market yourself on a continual basis, do the research, surf the net, post onto job boards and network like a demon?

7. Are you organised enough to manage your own time and appointments and to keep track of all your clients so that you can communicate with them from time to time?

8. Are you organised and disciplined enough to ensure that your legal and tax responsibilities are always up-to-date and that you are 100% compliant at all times?

9. Are you alert to opportunities and will you be able to spot other potential work when on-site?

10. Are you equipped for the job? Do you have the tools, equipment, vehicle etc. to get started or at least the capital required to purchase these tools?

11. Do you have a positive inner attitude – so that you will keep trying and not lose faith when the going gets tough?

12. Are your skills in demand? It’s no use starting your own cupcake business when there are already 17 cupcake makers in your area.

13. Do you have some money put aside that will help you to pay your bills and put food on the table while you are trying to get your business off the ground?

14. Have you done research into operating as a sole trader vs. starting a limited company?

15. Do you have established contacts that you can immediately call on for work?

16. Do you have support from those around you? Will your spouse, parents or friends help you out if things get a little hairy in the beginning?

17. Do you have nerves of steel? Freelancing is not for the fainthearted. There will be trying times and in these times you will need to keep a clear head and stay positive and keep on looking for the work and doing what needs to be done.


If you answered “yes” to 14 – 17 questions, you might very well have what it takes to be a successful freelancer. Visit to find out more about your options and to find out how a reputable accounting firm can make your life as a contractor easier.


If you answered “yes” to 10 – 13 questions, you might be able to make it as a freelancer, but you will have to do some thorough research first. Check to see which areas are lacking and then see if you can find solutions to those issues.


If you answered “no” to more than 8 questions, you might want to consider staying in permanent employment. Freelancing is not for everyone, and if you aren’t suited to freelancing, trying it out might be a very costly mistake.