Young Entrepreneurs: What Happened to Our 7 Enterprising Kids

The Howitt family together in a recent photo for their young entrepreneurs story

Young entrepreneurs can grow from the smallest real-life moments: selling honey at a market stall, selling lolly bags at a soccer match, repairing and upselling a rabbit hutch, having business conversations at the dinner table, or dealing with real-life responsibility in a range of settings.

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It has been a while.

If you have been with us since the early days of Enterprise for Kids, you will know this site has always been a reflection of our family’s real life — the projects, the lessons, the experiments, the conversations around the dinner table, and the belief that children learn most deeply when they are given real experiences and real responsibility.

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Jai Kit Chayse and Akaisha goofing around on holiday on the Cocos Islands
Jai, Kit, Chayse and Akaisha enjoying a family holiday on the Cocos Islands.

Young Entrepreneurs: What Happened to Our 7 Enterprising Kids

We started this blog back in 2012 when our seven children were young. We shared about market stalls and honey businesses, kerb painting, goal setting, the value of leadership camps and all types of money lessons. We wrote about mindset, mentors, purpose, business ideas and the kind of life we were trying to build together as a family.

As you can imagine with seven kids, life got full. The kids grew up. The blog went quiet.

But we never stopped living the journey.

So, Here We Are Again! But Who Are We Exactly?

For those of you who are new here, we are Cathy and Trevor Howitt, parents of a large family from Western Australia, who have spent the better part of two decades asking one big question:

How do we raise children who are confident, creative, capable and free?

Not just free financially, but free in the way they think. Free to pursue something meaningful in their lives. Free to take a risk on an idea they believe in. Free to design a life rather than simply fall into one.

We are not perfect parents. Far from it! We have made plenty of mistakes along the way.

But we were always intentional. We surrounded our kids with mentors, conversations, real-world experiences and the unshakeable belief that they could shape their own path. Looking back, these were the early foundations that helped shape them into young entrepreneurs in very different ways.

Now, all these years later, we get to watch the proof of that walking around in the world. These are not just entrepreneur stories from somewhere else. These are the stories that grew out of our own home, our own questions and our own family entrepreneurship journey.

Young Entrepreneurs Australia: Our Kids Are Grown Now

As mentioned earlier, we wrote regularly on this blog when our kids were young, ranging in age from 18 months to 17 years. We followed and documented their journeys.

Then life became busy with everyday parenting, working, living in beautiful locations and growing our own side hustles.

Again, the blog went quiet.

But we were always inspired by how our kids showed up as young people in this world, and as they grew, what they were up to in their professional and personal lives.

We picked up the pen briefly again in 2021. The last entry written was when Kaitlin was nearly in her mid-twenties working online, Jai was in his early twenties with a warehouse and big dreams, Flynn and Amber were looking into UGC content to generate extra income, Kit and Chayse were in high school, and our youngest, Akaisha, was in primary school.

Life became busy once again, so priorities changed. But the lessons didn’t. Our kids continued to grow and change, develop their own tastes in what life had to offer, pursue their own dreams, or push them aside until it was time to pick them up again.

And our blog was much the same. It has been a dream to document and share our family’s journey, and now is the time to pick it up again and share what has been happening in those intervening years.

And here we are.

Today, our seven children range in age from 15 to 29. The stories they are living now are better than anything we could have scripted. Not because they are all success stories living a true entrepreneurship lifestyle, but because our children are human, living in an unpredictable world, experiencing success, failure and everything in between.

Some are building businesses as young entrepreneurs in the entrepreneur space. Some are creating art, writing and music. Some are exploring digital entrepreneurship, content, apps, leadership and community. All of them are still learning, stretching, succeeding, failing, succeeding again, but most importantly, finding their own way.

That is the part we love the most. We did not raise seven identical children. We raised seven individuals. And each of them is showing us that young entrepreneurs do not all look the same. Some are loud and visible. Some are quiet and creative. Some build companies. Some build communities. Some build stories, songs and ideas, and some are building futures not even thought of yet.

The Short Version of Our Seven Young Entrepreneurs

Kaitlin (29)

Kat Howitt as part of the Enterprise for Kids young entrepreneurs story
Kat has followed her own creative path through motherhood, community, writing, self-development and women’s connection.

Kaitlin has become a mother to two beautiful little boys, which makes us very proud grandparents. She has spent her adult life as an entrepreneur, running online courses, building communities, and pursuing her deep passion for creativity, women’s connection and self-development. She writes poetry, publishes on Substack, and her next chapter involves building retreats for women.

She has always followed her heart, no matter what that looks like to the outside world. She is deeply obsessed with finding out who she truly is in all the social constructs of our society and experiences it all — the good, the bad and the ugly.

Kaitlin was the child who walked to the beat of her own drum and, quite often, the drum we were beating as parents was a different rhythm to hers. But it is amazing how the rhythm of two drums can sound good together, and we can say with certainty, Kaitlin has also been one of our greatest teachers, and us hers.

Jai (28)

Jai Howitt as part of the Enterprise for Kids young entrepreneurs story
Jai has built Art of Mondays into a global community for entrepreneurs, founders and creative thinkers.

Jai has built something genuinely remarkable. His business, Art of Mondays, or AOM for short, is a multi-million-dollar community for entrepreneurs. He runs residencies in beautiful locations around the world where founders gather to connect, collaborate and grow together.

He has written a book, acquired businesses, and travelled the globe doing what he loves. He left school unsure of his direction. He has been wildly successful, failed miserably, shaken himself off and continued building success again on this entrepreneurial journey.

True to form, and never resting on his laurels, Jai has a burning desire to build something bigger than himself. His fuel is to make a positive difference to others. He has found his path and follows it. Much like a hummingbird searching for nectar, Jai is willing to change direction when needed and bring life’s lessons with him.

Flynn (26)

Flynn Howitt as part of the Enterprise for Kids young entrepreneurs story
Flynn has grown into a creative connector, working across community, content, crypto education, photography and videography.

Flynn is the connector and the creative. He works closely with Jai on AOM in the sales team, but also runs his own crypto trading and education community. He creates UGC content and teaches others to do the same.

Flynn’s passion for photography and videography has opened him to many opportunities, all involving brand deals and travel. He has always found a way to be involved in whatever is interesting, whatever is a growing trend and whatever is full of possibility.

But more importantly, Flynn does what makes him feel happy. In a world where so many are in jobs they hate, working in systems that don’t serve them, it is refreshing to see a young person full of life, willing to take on challenges, but not at the sacrifice of what brings him joy.

There’s a lesson in that for everyone.

Amber (24)

Amber Howitt as part of the Enterprise for Kids young entrepreneurs story
Amber is building a creative life through writing, poetry, music and quiet, consistent commitment to her craft.

Amber left school not really being clear on the direction she wanted to take, only that it would involve writing and being creative.

Making money has been a means to an end, allowing her time to grow into how she wants to show up in this world. She has dabbled in many pursuits whilst honing her craft as a barista. She has travelled Australia, created UGC content for extra income and is currently writing her first novel.

Amber also writes poetry on Substack and makes beautiful music when her soul feels inspired. She is working quietly and consistently on the creative life she has always wanted.

Amber reminds us that success does not have to look loud to be real. Sometimes the most important work happens quietly, consistently and with deep commitment.

Kit (20)

Kit Howitt as part of the Enterprise for Kids young entrepreneurs story
Kit’s path has been shaped by adventure, outdoor education, leadership, real-world learning and practical enterprise.

Kit loves adventures and pushing himself out of his comfort zone. It probably came as no surprise to us that he took on jobs that involved outdoor pursuits.

His certificates in Business, Outdoor Education and Sport and Recreation have all contributed to allowing him this lifestyle. He is currently in the United States in a leadership role at a summer camp in North Carolina.

He has always been someone who learns by doing and experiencing things firsthand. To earn money to get himself to America, he started his own window cleaning business where he quickly built up a client base.

His path shows how real-world learning can build confidence, adaptability and practical skill.

Chayse (18)

Chayse Howitt as part of the Enterprise for Kids young entrepreneurs story
Chayse has chosen a digital path, building websites, apps, AI projects and creative business opportunities.

Chayse finished high school last year with great ATAR results, and whilst others around him were gearing up for university, he has chosen a different path. He has barely paused for breath before building a range of digital products for clients.

Chayse has bought and sold websites, created apps, taught himself all about AI, and is currently being considered for a role managing a team of content creators at a startup doing serious numbers.

At 18, the Candy Man is growing up.

But what really impresses us about Chayse is his ability to back himself. Even if he hasn’t quite got the experience or know-how, he is resourceful enough to find out and upskill himself in his pursuit and journey of being a young entrepreneur.

Akaisha (15)

Akaisha Howitt as part of the Enterprise for Kids young entrepreneurs story
Akaisha is already finding her voice through writing, music, digital art, Substack and creative uses of AI.

Akaisha is still at school and is inspired daily by what she sees her siblings achieve and pursue in their lives. She was only a toddler when we created Enterprise for Kids, but the lessons in our blog are just as relevant today as they were all those years ago.

Fundamentals don’t change, but the opportunities and technology have expanded beyond anything we could have comprehended 15 years ago. In some ways, Akaisha will have opportunities the others could only dream of, but in that fast-paced world also lie challenges.

Navigating them all is a journey she is currently on.

Akaisha is already writing short stories, playing music, creating digital art in Procreate and exploring how AI might help her develop an app for writers to tell better stories. She also publishes on Substack.

Akaisha is fifteen and already finding her voice.

What Raising Young Entrepreneurs Really Taught Us

Looking back, the honey businesses, lolly bags, market stalls and money lessons were never only about money. They were about confidence. They were about courage. They were about helping children realise they could have an idea, take intentional action, solve a problem, communicate with people, handle mistakes and try again.

That is why Enterprise for Kids has always been about more than business. It is about raising children who can think, create, adapt and contribute. It is about helping children understand that they do not have to wait until adulthood to practise responsibility, leadership, creativity and initiative.

When people talk about young entrepreneurs, they often imagine a child making a lot of money or launching a flashy business. But for us, the deeper goal was always broader than that. We wanted our children to feel capable in the world. We wanted them to see opportunity. We wanted them to know that ideas matter, effort matters, relationships matter and courage matters.

That is the real story behind teaching our family entrepreneurship values. We were trying to raise kids who could meet life with imagination, confidence and purpose, and if it suited their nature, to do it in an entrepreneurial way.

For families wanting to start those conversations early, the Australian Government’s MoneySmart guide to teaching kids about money is a useful resource for making money part of everyday family life.

Why We Are Sharing These Young Entrepreneur Stories

We have been talking about relaunching this site for a while, and the timing finally feels right.

Trevor has been working hard behind the scenes rebuilding and updating the site, making it easier to navigate and better to read. That work is nearly done. And we have so much to share.

Over the coming months, we want to do something we have never quite done before: go back and connect the dots. We want to show you not just what we did with our kids when they were young, but what those early lessons actually led to today.

We want to tell each of their stories properly: the ventures, the mindset shifts, the failures, the wins, and the moments where you could see everything clicking into place.

We also have some new projects of our own to share when the time is right. But for now, this is us, saying hello again.

Where to Start If You Are New Here

Cathy and Trevor with their grandson Rafi as part of the Enterprise for Kids family story
Cathy and Trevor with grandson Rafi — a beautiful reminder that the Enterprise for Kids journey is now moving into the next generation.

If you are new here, welcome. A good place to begin is with our Family Enterprise Stories, where you can get a feel for where it all began.

You might also enjoy exploring our Kids Business Ideas, Money Lessons for Kids and Our Enterprising Kids Today sections, especially if you are interested in how young entrepreneurs grow through everyday family life.

If you have been here before, thank you for coming back. We have missed this.

The best chapters are still ahead.

— Cathy and Trevor

Key Takeaway

Key takeaway: Young entrepreneurs do not appear overnight. They grow through small, real-world experiences that build confidence, creativity, responsibility, resilience and the belief that their ideas matter.

Explore More Enterprise for Kids Stories

Keep exploring: These pages will help you follow the Enterprise for Kids journey from the early family projects through to where our children are today.

Money Lessons for Kids: Who Is Teaching Them About Money?

Kids watching a TV advert showing how advertising shapes money lessons for kids

Money lessons are happening all around our children, whether we notice them or not. If you don’t teach your kids about money, then there are plenty of people out there who will. And not all of them will teach your children what they really need to know.

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Media, celebrities, advertising, peers, schools, banks and family choices all help shape what children believe about earning, spending, borrowing and wanting more. That is why money lessons for kids need to begin at home, in the everyday moments where children ask for things, make choices and learn how money really works.

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Teen magazine showing how media can shape money lessons for kids
Kids are constantly receiving money lessons from media, celebrities, advertising and peers.

Money Lessons for Kids: Who Is Teaching Them About Money?

Our kids are educated financially from many sources, whether we like it or not. Everywhere they go and everything they look at is conditioning them around money.

For example, teenage kids are very influenced by their peers, TV, advertising and social media. They are pressured to want to have all the latest and greatest of everything. AND… they have to have it now!

If you have a teenager in your house, or even a preteen, you will understand this very well. They will tell you that they are the “only” ones in the “whole world” who don’t have one. And if you try to compromise with a cheaper version from Target… well, forget it! Brand name or nothing!

The Money Lessons Children Learn From Wanting More

Many parents fall into the trap of giving in to their kids’ persistent demands. We have… more times than we should have! And the older a child gets, the better they are at arguing their point.

Sometimes parents lend their child the money with the view of having them pay it back when they can afford it. Other times, parents simply pay for the item fully and do not expect their child to pay anything back.

But what is this teaching children?

That is the question we had to ask ourselves when Flynn wanted an iPod for school camp.

Flynn’s iPod Money Lesson

Our son Flynn was preparing to go on a camp with his school. He claimed that ALL the kids would have iPods, and that he wanted to buy one to take on camp.

Flynn Howitt learning money lessons for kids through his iPod goal
Flynn’s iPod goal became a real-life money lesson about earning, choices and avoiding debt.

He counted up his money and found that he was short about $100. He was very persistent in his request, so we decided to sit down and have a conversation with him around the value of money.

Our dilemma was this: if we were to say an outright, “No, we can’t afford it,” then we would be conditioning him with a mindset around lack of money.

On the other hand, if we said, “Yes,” and simply paid for it, then we would be conditioning him with the mindset to borrow, then spend… and he would probably not appreciate it too much.

So…………… we came up with another solution.

Turning a Want Into a Money Lesson

We said, “Yes.” He could buy an iPod. However, we were not able to pay for it.

Instead, we brainstormed ideas with Flynn on how he could raise the $100 himself. Time was of the essence, as he was going on camp in three days.

Together, we came up with several ideas. He could increase the marketing of the honey he was selling through his Honey Enterprise. He could sell some of his unwanted things, such as his surfboard. He could also do a deal with his sister and buy the items she had lined up to sell as part of her New From Old enterprise, then resell them with a mark-up.

The discussion gave him motivation, and we took the punt that if he was really keen for the iPod, then he would make it happen.

The point of all this is that we didn’t automatically say, “No, we can’t afford it,” and we didn’t say, “Yes, and we will pay for it.”

Rather, we put the onus on Flynn to work out a way to achieve his goal without getting himself into debt. We used this opportunity to teach Flynn about money.

Who Is Teaching Your Kids About Money?

In our society, kids are conditioned to earn, spend and borrow from a very early age. This conditioning can carry through to adulthood and tie people to a job, especially when they need that job to pay for the interest payments on their “things”.

That is why money lessons for kids matter so much. If we do not consciously teach children how to think about money, they may simply absorb the messages around them.

Sporting heroes and advertising shaping money lessons for kids
Sporting heroes are often used to influence what children want to buy.

It is hard for our kids to avoid this type of conditioning. Their sporting idols appear on TV advertisements telling them what a great investment they are making if they buy x, y or z… and finish with a trusting wink!

In the same way, celebrities promote all sorts of things, from insurance and jewellery to holidays. Retailers offer low-cost, easy monthly payments for expensive items that people may not really be able to afford.

There goes the “earn, spend and borrow” cycle again.

Advertising Teaches Money Lessons Too

Advertising does not just sell products. It also teaches children what to value, what to want and how quickly they should expect to have things.

For this reason, parents need to be part of the conversation.

When a child says, “Everyone has one,” or “I need it now,” there is an opportunity to slow the conversation down and ask some better questions:

  • Do you really want this, or do you feel pressured to want it?
  • How much does it cost?
  • How could you earn the money?
  • What would you need to give up to buy it?
  • Could you buy it second-hand?
  • Could you create money rather than borrow money?

These simple questions can turn everyday wants into powerful money lessons.

Schools, Debt and Financial Choices

The education system may teach many important things, but practical money education can still be limited. Many young people move towards adulthood without having deeply discussed debt, credit, consumer pressure, business, enterprise, financial freedom or how to make money work for them.

Student debt showing why money lessons for kids matter before adulthood
Young people can face financial pressure before they have learnt how money really works.

As a result, many young people begin adult life already carrying financial pressure. This might come through study costs, consumer debt, car loans, lifestyle spending or the general cost of getting started.

That is why a financial education for your kids before they leave home matters.

The Australian Government’s MoneySmart guide to teaching kids about money is a helpful reminder that parents can start early and make money part of everyday conversation.

Can These Money Lessons Change?

Enterprise for Kids image about changing money lessons for kids
Money lessons can help children see new possibilities.

We can look at life as being a game full of experiences. We are here on earth to play the game.

Yet from an early age, the odds can feel stacked against us achieving personal and financial freedom when we are conditioned to earn, spend and borrow for unproductive things.

Can this change?

Absolutely.

And who is the best person to teach this change to your children?

Well, if you have already achieved financial and personal freedom, then the best teacher is YOU!

And if you haven’t, then find someone who has achieved the type of financial or personal success you would like for your kids. You may even learn something in the process. 🙂

Money Lessons for Kids Begin at Home

The most powerful money lessons for kids often begin in ordinary family moments.

A child wants something.

A parent has a choice.

We can shut the conversation down, pay for everything, lend the money, or turn the moment into a learning opportunity.

Flynn’s iPod story reminded us that teaching kids about money does not always require a formal lesson. Sometimes it simply requires a different conversation.

Instead of saying, “We can’t afford it,” or “Yes, we’ll buy it,” we can ask, “How could you create the money?”

That question changes everything.

Key Takeaway: Money Lessons Are Happening Every Day

Key takeaway: money lessons are happening around children every day. Media, peers, celebrities, advertising and family choices all shape how kids think about money. Parents can use everyday wants, like Flynn’s iPod goal, to teach children how to earn, choose, create value and avoid unnecessary debt.

Where to Next?

Who is teaching your children their money lessons — and what are they learning?