How to Serial Entrepreneur

How to Serial Entrepreneur

Being an entrepreneur could be passed down through D.N.A. or by learning from your industrious parents. Here are some of the things I have learned on How to be a Serial entrepreneur after many (too many) years of entrepreneurship. Is that even a word?

Last week I was asked to speak at Hirsch’s Women in Business Networking Event. They called me on Thursday and the talk was only a week away. Initially, I thought of turning it down but realized what a great experience it would be if I accepted the challenge,

Here is the presentation I prepared:

7 Secrets of a Serial Entrepreneur from Jill Alexa du Preez


As a Minister’s wife, I was invited on an occasion to visit a dear old couple to have tea with them. The wife told me that as she had heard I am a seamstress, she would like to speak to me about something.

Well, that really piqued my curiosity.

I wondered if she wanted some dressmaking done.

Nothing could have been further from the truth. What she wanted was to share her extensive knowledge of how she made breast prosthetics for the unfortunate women who had lost their breasts to cancer.

It was such a fascinating morning and so inspiring to hear of the many people she had made prosthetic breasts for, worldwide.

Towards the end of the morning, while having tea, she said she would like to teach me and for me to take over the business should I want to.

She was in her eighties and felt she had done all she could to help others, and that it was now beyond her.

Wow! What a proposition. This was all new territory for me but naturally, being a born entrepreneur, I jumped at the chance and went for a number of lessons and when she was satisfied that she had taught me all she could, she gave up her business, and that was when “Lexies”, was born.

From the time I learned about making prosthetics and becoming known, through word of mouth, I was approached by specialists to make many and varied items to aid their patients. It was so challenging creating items of clothing or whatever was deemed necessary to give the patients comfort and support.

The ability to use my imagination and creativity was extremely stimulating and uplifting. It was good to know the patients were being helped.

I was able to create a business that I had for 8 years before passing it on to a nursing friend of mine.

This I did as my mother, who lived with me and was aging and required more of my time and attention.

Entrepreneurs are naturally curious

Curiosity can be what sparks a new business venture, so keep your eyes and ears open for opportunities and keep a little book handy to note them down in. You never know where your next inspiration for a business might come from.

I something you overhear (while sitting in a coffee shop – or wherever) tweaks your interest, write it down. Even if It is something you haven’t come across before, you can do the research on it later.

This is especially important when you realize, whilst eavesdropping, that It is a problem you might be able to solve. If the people having the discussion are finding something difficult, then there will be others in the same boat.

Don’t ever stop learning. There is always something new that can be turned into a business opportunity.

Become an expert on what you do by learning all you can on the subject. Enroll in courses if needed.

Don’t ever think that because whatever you want to do has been done before, it isn’t worth pursuing. You might have a new slant on it, you could upgrade it.

There are umpteen ways of changing an existing item into something better. That is the very reason you are a creative entrepreneur.

You will be limiting your expertise, should you ever lose your curiosity.


Another amazing thing about being a Serial entrepreneur is that there is such a variety of options open to having a business that can add value to those you love the most. Your immediate family and from there it can spread out to the community in which you live.

Working from home may have drawbacks but the blessings far outweigh any drawbacks you might experience. It served me well to work from home as I had my aging mother living with me when I ventured into the arena of quilting. I was already making wedding gowns, matric dance (prom) dresses, dressmaking, and doing alterations.

Quilting and machine embroidery were creative outlets for me to pursue and were not paid work at that time. Naturally. They did eventually end up that way.

Although, it was important for me to be an entrepreneur and make money to help keep the wolf from the door, being a quilter gave me the opportunity of, “spreading a little love”. (excuse the pun), by making 68 quilts for the Maitland Cottage Hospital which caters to children from all over Africa with orthopedic problems.

When the church group I belonged to went there to hold parties for the little patients, the drabness of the ward struck me. After discussing it with the members of the Outreach Group, it was decided to make quilts for them. This entailed a lot of collecting fabric (cotton), monetary donations, and asking for helpers (a very old group of people, not many with the skill sets needed but very willing to help).

Creative Entrepreneurs are spoiled for choice

Upon purchasing the batting from a quilting shop, the owner offered that her quilter help with the quilting, but sadly the quilter left. The only way forward was for me to become a quilter for them and between making the quilts for the shop and quilting for the Maitland Cottage Hospital, any spare time was taken up.

What a feeling of accomplishment we all felt when the quilts were delivered and laid on the beds. The difference it made to the ward was great, a much brighter and happier place in which to spend the long, lonely days of recuperation after operations on the children’s’ limbs.

We all have the choice to share our gifts and expertise, as entrepreneurs.


Entrepreneurs step out boldly with courageBeing in the ministry, entailed a lot of moving about. It was not always easy, in fact, I found it very difficult, to uproot my family from what they knew, and the people we had all learned to love and begin all over again in pastures new.

Not only did I get to know and love new people but once again I had to start another new garden. Both really turned out to be a real pleasure but It is still nerve-wracking to begin all over again in a new town or city.

I stuck up the word – COURAGE – on my mirror, to help me get through yet another move.

Keeping up friendships was important but not always possible from a distance and I am afraid that some were lost along the way. Fortunately, however, I still have a number in all the congregations we have served.

When we moved from Port Elizabeth in the Eastern Cape to Vryheid in Northern Kwa-Zulu Natal, Besides the friends I left behind, there were also the sewing classes I ran, the tennis club I belonged to, and the gym classes which were run in the Church Hall.

Upon my telling Dot, the gym instructor how much I would miss it, her reply was, “When you settle down in Vryheid, begin your own”. As I had my ballet training as a child and had been attending gym classes for many years, it got me thinking, “Why not?”

This began another chapter in my life as an entrepreneur. I attended many gym courses and even was a speaker at one of the gym courses held in Warmbaths, near Pretoria.

It wasn’t long before I began teaching sewing again. Am still friends (on Facebook) with some of the gym members and also the people who attended the sewing classes. What a lot of fun we had.


Adapting to any change can be difficult but the most difficult for me so far is being able to cope with the change in circumstances that you cannot control in any way at all.

We all have issues we deal with in our lives as entrepreneurs

  • Should we make changes to the pattern we are currently using?
  • Are we taking on staff or outsourcing?
  • Has the time come to get bigger?
  • What else can we try to improve our customer satisfaction?
  • Are we using the correct fabric for the job at hand?
  • Is there an alternative?

All of these questions are asked by entrepreneurs regularly to help them keep their business current.

Entrepreneurs develop coping skills to survive

Coping with

  • Depression – Please get help. It is not anything to feel ashamed of and there are so many avenues of help available.
  • Illness, yours or a loved one – This can change your life completely and it takes time to accept and cope with changes one might need to make.
  • Financial worry – What a burden this can be, share your worries with a trusted friend or family member. Get advice and if you feel that It is good advice and will help, take it.
  • Moving house – Such a difficult time, What to give away, sell, or just throw out? Things that one found necessary to have at one time are now found to be a burden. It might require you to be quite ruthless in sorting through to see what you can’t do without.
  • Loss and loneliness – Take courage and join a group that will lift your spirits. Try to talk to someone every day, perhaps they are lonely too.
  • Long distance relationships – are so difficult, and add to the loneliness. Keep lines of communication open. We are so blessed to have options of communication open to us, use them.

These are things you cannot control but need to learn to cope with.

Find something to keep your creative juices flowing. Fortunately, you are an Entrepreneur and always open to new ideas.

Entrepreneurs are super capable


As an entrepreneur, through and through, I have found that whatever you attempt to do, do it properly. If you don’t have the skill you feel is required to do whatever you are planning to take on, do courses in it until you become proficient and capable of doing the job to the best of your ability.

The great thing about doing what you love, creating a business, is that there are so many ways to create spin-off business ventures from the one you are involved in at the time.

When I had my gym, having sewing skills proved very fortuitous, as I was able to make and sell leotards, tracksuits, and headbands, all of which were necessary items for anyone who does aerobics.

I also sourced leg warmers (yes, it was in those days when we wore legwarmers) and sold them at a slight profit to cover the costs of my collecting buying and collecting them from another town where they were manufactured. You don’t actually have to reinvent the wheel, just know where to find what you are looking for.

With many of the business ventures I have had, I had ways to develop spin-off business ventures on the side.

Entrepreneurs commit to their end goal


Whatever entrepreneurial venture you attempt, be committed. Do everything you can to get it up and running as you would like it to be.

Make plans and carry them out.

Ask questions to see if this would be something that would be needed.

Research all you can on what you want to much easier now with Google etc.

Be conscious of the needs in the marketplace.

If you have staff, make sure they are happy and also listen to their ideas, concerns, and even their advice. Keep them happy and you will earn their loyalty.

Make sure they are adequately trained in what you are expecting them to do.

Creative Entrepreneurs are often unconventional


One thing I know for sure is that the Good Lord has a sense of humor. Why else would he have me be a minister’s wife?

Most people have preconceived ideas of what a “good” minister’s wife should be. Let me be the first to tell you, that I was probably not the most conventional minister’s wife around. In fact, I was perhaps a great disappointment to many.

There was no way that I was cut out for Women’s Meetings. I was not interested in what had happened last month but was interested in what we were planning to do next. It was not long before I quit trying to please everyone else and did things my way.

My primary concern was being there for my husband, children, and also my parents who came to live with us in their later years and needed attention. Being an entrepreneur, and working from home, gave me the freedom to be with them when they needed me.

By either working in an office which I did at times during my marriage, (learned a lot but also learned that I hate to be told what to do), and by having my many entrepreneurial ventures, I was able to lift some of the burdens my husband carried so that he was able to be the great Minister and Pastor he was to the congregations he served.

It was his wish for me to take a back seat in the running of the Church and was perfectly happy for me to do my own thing, especially as it helped with the family finances.


Its never too early or too late to become an EntrepreneurMy journey as a serial Entrepreneur began as a child aged around 4 years, when I purloined a packet of envelopes from my mother’s desk and drew pictures of poppies, and marigolds and wrote the names of the seeds, which I picked in the garden (please don’t ask how they were spelled out on the packets, I am dyslexic) and went up and down our road selling them.

That was when the penny (remember them?) dropped if you sold something you got money. What a pleasure that I learned that so early in my life.

At the age of 73, I began my latest venture as an Online Entrepreneur. Boy! Was I in for a wonderful surprise when I joined Wealthy Affiliate and learned that even as I was still in training, I could earn money for something that I absolutely love.

Once again, this venture into the unknown world of the computer and the internet has entailed a lot of learning, research, and such weird jargon but I am cracking it, totally absorbed in it, and I am living proof that you can never be too young or too old to be a serial entrepreneur.

Besides learning something so completely alien to me, one of the many pleasures of doing this online course is the fact that I am also still able to help others in their journey.

Helping others has always been at the forefront of all my entrepreneurial ventures.


I would love to hear what experiences you have had as a serial entrepreneur.

Why do you become one – out of necessity or just for the love of learning?

How have you accomplished all you have done?

Jill Alexa

Jill of all Trades. Master of Many. Too busy to die.


  1. Great article… Funny you should say that being a serial entrepreneur might be passed down in your DNA!  I remember when I was a kid… I’ll be 50 this year. My parents were in Amway.  It is where I got my first experiences with what residual income and passive income actually was.  Things sure have changed since those days!

    • Hi Brian, 

      Thank you for commenting on my post. There are so many wonderful options for entrepreneurs now.

      Wishing you all the best,


  2. Hi Jill. 

    Your story is so inspiring that now I’m considering how little I have done the least few years. I don’t consider myself an entrepreneur, an even less a serial entrepreneur. The only thing that I have done as an entrepreneur was at school, when I had to go a small business as an assigment and then I sell food at school. That was my most significant experience as an entrepreneur, but I learned a lot about it, how to build my own business from a small budget, all the requirements to open a real shop and so much more. But it doesn’t compare to all you have done. After reading your post,  I want to be more of a serial entrepreneur, but I don’t know where to begin. I will follow your advice and check your other posts too. I will start carrying around a notepd with me and see if any ideas come up. 

    I hope this post inspire many just like me and helped those looking for motivation to keep being a serial entrepreneur.



    • Hi Mariana, Thank you so much for reading my post and the lovely comments. I do hope you will be inspired to try something new.

      One must be passionate about what one does and I hope you find your passion.

      Kind regards,


  3. The fact that you are getting called to speak in such big events says alot about you. Your presentation is very specific and workable. 

    Congratulations for your  prosthetics venture. Do you have to be certified to get into that business? I ask this because this is somehow a ‘treatment’ for cancer patients.

    Thank you for your inspiration. Time to be more curious and see what lies ahead for us entrepreneurs.

    • Hi Carol, Thank you for reading my post and for comments. No, you don’t need to be certified to make prosthetics but it is necessary to have the ability to design and create and sew. Many years of trial and error goes into making and perfecting medical garments.

      Wishing you all the best in your entrepreneurial ventures.

      Kind regards,


  4. Your presentation was awesome today, Mom! I’m so glad I was able to be there and get some video footage. I think we must upload a few more videos from today to your YouTube channel. Thank You for sharing these amazing stories. I hope you write a book someday. Next up… TEDx.

    • Thank you, my lovely daughter. You are so kind and I really value you as a person and thank you for all the assistance you have given me on this new journey at this time of my life. As you know, I really needed something positive to concentrate on now.

  5. Hi, I’m also a serial entrepreneur, involving myself with both online and offline businesses.

    Curiosity will have you asking, and then you’ll find some gaps in the marketplace. Those gaps can be opportunities! If you can fill the gaps with a new idea or a new product/service, then that’s the start of a new enterprise. So, I agree with you about curiosity. Of course, there are other secrets, if you can have them all, then it’s better.

    • Hi Gomer, Life is so exciting for a serial entrepreneur and I am sure you feel that way too.

      Thank you so much for reading my post and for commenting.

      Wishing you all the best with all your entrepreneurial ventures.


  6. Hi Jill

    Wonderful post! Your list is very accurate. For me business started with curiosity, I have been curious since childhood, I like to discover new things and I really never get tired of learnin as long as it is something new. And I do not think there is any business that one can’t do, as long as you able to learn what it is about and comfortable with what you have to do in that business you can do it.

    Being a serial entrepreneur is something that has always fascinated me and today I am happy that I get the courage and the confidence to go for it.

    Thanks for sharing

    • HiAdyns,

      Thank you so much for reading my post. You sound like a very self-motivated person and I am sure you will find the business you really are passionate about.

      Wishing you all the very best,


  7. Greetings Alexa!
    Thank you so much for this amazing post about serial entrepreneurs’ secrets. I was really motivated to do more after reading your history and I totally agree with the points you have listed! I myself once did a small project, where I made 1000 bracelets for 100$ and then sold each one for 1$! It is not that much of a business, but we all start very small at the beginning! I think that everyone who puts his mind and time and power to become a great Serial Entrepreneur can achieve this goal, don’t you think?


    • Hi Georgio, Absolutely, I agree with you. One just has to keep your eyes and ears open to hear what is needed and you will be able to start a business.

      Thank you for reading my post and the great comments.

      KInd regards,


  8. Your article is really motivating. I don’t have any entrepreneurial experience in my life but I’m dreaming of having my own food business someday. Still ain’t sure if it’s food truck, franchise or a resto bar. I do believe that entering any business should be well planned. I might as well prepare a feasibility study before heading out to the venture. 

    Having courage is what I like most in your article. I can relate with you in some ways. The reasons why it’s hard for me to put up my own business is because of the capital and my current job as a teacher. It’s really taking so much of my time. I don’t regret it but with how things are going, my dreams wouldn’t materialize if I don’t quit. I need to go out of my comfort zone and do something different from what I used to do.

    Thank you for sharing your entrepreneurial journey. I hope you can help more people through it. 

    • Thank you so much for your lovely comments about my post. I am so pleased you found it motivating and hope that one day you will achieve your dreams.

      All the best,


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