5 Life Lessons From Parents Our Daughter Remembered

Trevor with daughters Amber and Akaisha in a recent family photo

One of the interesting things about life lessons from parents is that you never really know which ones your children are going to remember.

As parents, we put plenty of thought into the things we deliberately try to teach our children — responsibility, kindness, confidence, money, work ethic and how to make good decisions.

Then, years later, they tell you about something you barely remember doing, and apparently it became a life lesson.

Our daughter Amber recently wrote a piece on her Substack, Dear Summer, called “5 Life Lessons From My Dad.” She originally wrote it for my birthday, and reading it was both funny and quite moving.

Some of what she remembered were values Cathy and I consciously tried to make part of our family life. Other things were simply what we did. Her reflections made me think about the life lessons from parents that children can carry with them long after they leave home.

Amber has grown into a wonderfully creative young woman. She writes poetry and songs, plays the ukulele and sings, knits her own jumpers, makes an excellent coffee and is currently writing a science-fiction novel. She has a strong interest in women’s health, loves sport and, with her boyfriend, has traveled around Australia in a four-wheel drive with a rooftop tent.

Amber as a young child smiling while holding her doll
Amber as a little girl, years before she would look back and write about the lessons she remembered from childhood.

Her life has taken quite a few directions already, which makes something else she wrote about me rather fitting. Apparently, I taught her to believe in “having as many life pathways as you want, even if they’re windy.”

That sounds about right.

So, with Amber’s permission, I wanted to share five of the lessons that stayed with her — although in this case she was writing specifically about Dad.

Read Amber’s original “5 Life Lessons From My Dad” on Dear Summer.

1. Life Doesn’t End When You Have Kids

Amber starts her article with one of the more unusual chapters of our family life:

“My sister was born in one of the most remote corners of northern Australia in the middle of the night.”

At the time, Cathy and I were teaching in Kalumburu, a remote Aboriginal community in the north-eastern Kimberley of Western Australia.

Cathy with baby Kaitlin on a quad bike with friends in Kalumburu, Western Australia
Cathy with baby Kaitlin and friends in Kalumburu, where we were teaching in one of the most remote Aboriginal communities in northern Australia.

Remote really did mean remote. Reaching the nearest town involved around two days of driving on dirt roads. Life there included quad bikes, tropical weather, rough roads and crocodile-inhabited waterways. It certainly wasn’t suburban teaching.

A few children later, we found ourselves owning a mandarin and plum orchard in Western Australia’s South West. The kids were recruited to help pick fruit, although I suspect the homemade 20-meter water slide running down the property left a stronger childhood impression than the finer points of orchard management.

Jai and Kaitlin as young children sitting on a trailer full of freshly picked mandarins with Collie the family dog
Jai and Kaitlin on the back of a trailer full of freshly picked mandarins, with Collie the family dog, at our orchard in Burekup.

Later, with six children, we packed up and moved to a tropical island.

Cathy sitting with young children on a palm log beside the sea on the Cocos Islands
Cathy with some of the children on the Cocos Islands, during one of the chapters of family life that became part of their education and adventure.

Then, after our seventh child came along, we took the family traveling through the United States and Canada in a 10-meter motorhome.

The Howitt children standing beside the motorhome they lived in while traveling through the USA and Canada
The kids beside the 10-meter motorhome we lived in while traveling through the United States and Canada.

Nine people living in a motorhome requires a certain amount of organization — and tolerance — but we had an incredible time.

Amber summed up what she took from all this beautifully:

“When people tell me they couldn’t possibly think of having kids until they’ve achieved every life goal they’ve ever thought of, I just shrug and say maybe they’re meant to come too.”

That was very much our approach.

Having children obviously changes life. There are more people to consider, more logistics, more expense and usually a great deal more luggage.

But we never felt becoming parents meant the adventurous part of life had to finish.

Where we could, we brought the kids with us. Looking back, some of the most important life lessons from parents came through those shared experiences rather than through anything we deliberately set out to teach.

Looking back, those experiences became part of their education as well. They lived in unusual places, met all sorts of people, traveled through different countries and saw that there wasn’t only one acceptable way to construct a life. Many of the smaller projects and experiences from those years now sit within our family enterprise stories.

2. Stick Your Dreams on Your Wall

This one has become something of a family joke.

Long before I’d heard the term vision board, I used to cut pictures out of magazines showing places I wanted to visit and things I hoped to do, then stick them onto posters where I could see them.

I’m a visual person, and seeing those pictures regularly kept those ideas alive for me.

One photograph had particular importance.

I was born in Kenya and had always wanted to return to Africa as an adult. I had found a photograph showing what I believed was the African savanna and put it prominently on my board.

I looked at that picture for years.

Trevor's vision board featuring a San Diego Zoo Safari Park image and other life goals
One of my early vision boards. The photo at left, which I thought showed the African savanna, turned out to be San Diego Zoo Safari Park. Over the years, many of the other images on this board also became part of our lives.

Then, during our motorhome trip through the United States, we visited San Diego Zoo Safari Park.

As we drove through the park, something looked strangely familiar.

It was the scene from my vision board — almost exactly.

It turned out that the photograph I had been looking at all those years wasn’t a photograph taken somewhere in Africa at all. It was a photograph of the savanna landscape at San Diego Zoo Safari Park in California.

So, technically, the vision board worked extraordinarily well. It took me to exactly the place in the photograph — just not to the continent I thought was in the photograph.

Amber still finds this particularly amusing:

“I absolutely believe in the power of vision boarding, but I fact check my photos a little harder now.”

Fair enough.

What I like about the story now isn’t really whether vision boards work, although I’ve always found them useful. It’s that our kids grew up seeing us continue to have dreams of our own.

They heard us talking about places we’d like to visit, things we’d like to build, businesses we might start and experiences we’d like to have. They knew that becoming an adult didn’t mean you had to stop imagining what might come next.

3. 2 + 2 May Not Always Equal 4

Amber describes growing up in our house as learning that “life isn’t black and white.”

That’s probably a fair description.

I regularly told our children to question what they were being told — including what they were taught at school — and to make their own minds up about things.

I wasn’t raising unusual ideas simply to provoke the kids or play devil’s advocate. Quite often I genuinely thought there might be more truth in some of those ideas than there was in the accepted version being taught at school or presented as general consensus on television.

The point I wanted the kids to understand was that they didn’t have to believe something simply because an adult, a teacher, a textbook or someone on television said it was true.

Listen, think about it, look at different perspectives and then make your own mind up.

Sometimes those conversations went in some fairly interesting directions.

Amber remembers writing a school assignment about aliens and receiving a zero from her science teacher.

Her memory of the experience isn’t that the assignment was badly written. Her teacher simply didn’t agree with the perspective she had taken.

That became a lesson of its own.

Amber wrote:

“Questioning things can only make you more curious, and curiosity makes you smarter.”

I like that she took that from her childhood.

Independent thinking doesn’t mean automatically rejecting conventional ideas any more than it means automatically accepting them. It means being willing to think for yourself.

That has a strong connection with what we are trying to encourage through Enterprise for Kids.

Enterprise isn’t just about teaching a child how to start a business.

Children who are comfortable questioning assumptions are more likely to notice problems, see opportunities other people overlook and think about different ways something might be done. Curiosity is a pretty good place for that to begin.

4. Dinner Is the Most Important Meal of the Day

Of all the things Amber wrote about, this section may have surprised me the most.

Dinner was just something we did.

There were nine people in our family, so it wasn’t usually a peaceful, elegant affair. It could be noisy, funny, argumentative and occasionally chaotic.

But we sat down together.

Everyone came to the table, screens were put away and we didn’t start until the family was there.

Before we ate, we went around the table and each person took a turn saying something they were grateful for.

Gratitude was important in our family. Cathy and I wanted the kids to develop the habit of noticing the good things in their lives, even when other things weren’t going particularly well.

It never occurred to me that this simple dinner ritual would become one of Amber’s strongest childhood memories.

She now describes those dinners as “the most cherished time in my childhood memories.”

She also wrote:

“We would come together in all moods, stresses or struggles and talk about our days and achievements. We’d joke or argue, listen and laugh.”

The Howitt family laughing and mucking around together during a lively family dinner
Family dinner was rarely quiet in a house of nine. There was plenty of talking, laughing, disagreement and the occasional bit of chaos.

That’s pretty much how I remember it too. Some life lessons from parents are built through ordinary family routines like this, without anyone realizing at the time how much they will matter later.

With nine people around the table, there was never a shortage of conversation.

Someone had done something at school. Somebody had a problem. Someone had an idea. Another person disagreed with it. We’d talk about money, travel, work, businesses, plans, mistakes and whatever happened to be going on in our lives.

The children weren’t excluded from those conversations because they were children. Their ideas counted too.

Looking back, I suspect a surprising amount of their education took place around that table. We have written more about those enterprising dinner-table conversations and the kinds of ideas that naturally came up in our family.

When people hear the phrase raising entrepreneurial kids, they often picture lemonade stands, market stalls and children’s first little businesses.

Those things can be great, but I think enterprise starts much earlier than that.

It can start around a dinner table where children are encouraged to talk, have opinions, listen to other people’s ideas and know that what they have to say matters. Those kinds of family conversations with kids can shape how confidently they contribute their ideas later in life.

5. Love Your Family Hard

Amber’s final lesson was about family.

When the children were growing up, we would make the seven-and-a-half-hour trip north to Geraldton to visit my parents two or three times most years.

With seven children, that meant nine people packed into the vehicle for a very long drive, followed some time later by another seven-and-a-half hours home.

We did it often enough that Amber estimates she made the trip more than sixty-five times during her childhood.

What stayed with her wasn’t really the drive. It was what happened when we arrived.

She remembers watching me sitting on the porch with my parents, drinking tea, talking and simply being happy to spend time with them.

Amber showing affection to her grandmother during a family visit
Amber with her Gran. Those regular trips to see the grandparents became part of the family memories she carried into adulthood.

As she got older, she also began noticing some of the quieter ways I showed an interest in what the kids were doing.

She wrote:

“He’s a quiet man but always takes the time to celebrate the wins of his children.”

One example she mentioned means a lot to me.

Amber had recorded a song with a friend. I loved it and would sometimes play it when she wasn’t around and I missed her.

She later discovered that I’d been listening to it.

There were similar things with the other kids — watching one of the boys’ latest YouTube videos, reading something one of them had written or taking an interest in whatever project had captured their attention at the time.

I never thought of those things as teaching family values. They were simply what family meant to me.

But children notice more than we realize.

The Life Lessons From Parents Children Remember

Reading Amber’s article made me think about how much parenting happens when we aren’t deliberately trying to parent.

Of course, children remember some of the advice we give them, but they also remember the ordinary things: sitting around a dinner table, long car trips to see grandparents, being asked what they were grateful for, hearing their parents talk about dreams, and being encouraged to challenge an idea rather than simply accept it.

And apparently they even remember a photograph Dad stuck on a vision board many years ago without checking where it was actually taken.

What I particularly like about Amber’s story is that she hasn’t taken those lessons and simply tried to recreate our life. She’s built her own. That is also the idea behind our Our Enterprising Kids Today section, where we look at the very different paths our children have taken as adults.

Writing, music, travel, sport, health, photography, knitting, relationships, work and now a novel all have a place in it. Some of those things will probably remain important to her for decades. Others may eventually give way to interests she hasn’t discovered yet.

Amber Summer as an adult, reflecting the creative and independent life she has built
Amber today — writing, making music, traveling and continuing to build a life with plenty of different paths.

That’s part of the point. The most lasting life lessons from parents are not always formal lessons at all.

One of the strongest messages Cathy and I have tried to give all seven of our children is that there doesn’t have to be one predetermined pathway through life.

You can change direction, have several interests at once, try something that doesn’t work and start again.

For us, that’s also what Enterprise for Kids is really about.

It isn’t simply about producing young entrepreneurs. It’s about children developing enough curiosity, confidence and initiative to explore possibilities and create opportunities for themselves.

Some will use those qualities to build businesses. Others will use them in careers, creative pursuits, family life, community projects or adventures we couldn’t possibly predict for them.

That’s their decision to make.

A Final Thought on Life Lessons From Parents

Amber finished her original article with this:

“I could probably make this post a thousand times over with different lessons every time.”

I hope she does.

There is something quite special about reaching the stage where your children are adults and getting to see parts of their childhood through their eyes.

Some moments you thought were important hardly get mentioned.

Then they remind you of a conversation you have almost forgotten, a family dinner, a long drive, a song you kept playing or a picture you stuck on a wall years ago.

And you discover that while you were busy raising them, they were quietly deciding for themselves which parts were worth carrying with them.


Editor’s Note

This article was inspired by and adapted with permission from our daughter Amber Summer’s original piece, 5 Life Lessons From My Dad, published on her Substack, Dear Summer.

Read Amber’s original article on Dear Summer.

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.

“`

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.

“`

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.

Entrepreneurial Family: What We Talk About Around the Dinner Table

Kaitlin, Jai, Flynn, Amber and Tully relaxing by the sea on Cocos Islands as part of an entrepreneurial family story

An entrepreneurial family does not always teach enterprise through formal lessons. Sometimes the most powerful learning happens around the dinner table.

In our family, dinner often began with gratitude, a few stories from the day, and a celebration of what people had achieved. But quite often, the conversation would shift into business, money, social media, investing, websites, ideas and opportunities.

Flynn developing photography and filmmaking skills as part of an entrepreneurial family story
Film making and photography helped Flynn build confidence, creativity and a social media following.

Editor’s note: This article was originally written during an earlier stage of our family’s Enterprise for Kids journey and has been refreshed with updated formatting, links and reflections. Some examples are historical, but the bigger lesson is still very relevant: children learn a great deal from the conversations, questions and opportunities they grow up around.

What Does an Entrepreneurial Family Talk About?

What do you think the Howitts talk about around the dinner table?

It always begins with each member of the family sharing a gratitude. Usually the events of the day are told, small wins are noticed, and achievements are celebrated. But what often happens next is that topics of business, enterprise, finance and investing begin to govern the conversation.

That might sound unusual, but for us it became part of family life. We were not trying to lecture the children. We were simply talking openly about ideas, opportunities, risks, mistakes and what people were learning.

This is one of the quiet strengths of an entrepreneurial family. Children begin to hear the language of possibility. They hear adults and siblings talk about ideas, value, money, creativity, customers, digital skills and problem-solving. Over time, those conversations can shape the way children see the world.

Some of the topics around our family table have included social media opportunities, digital assets, eCommerce and online business. Let’s look at how these conversations can present opportunities for kids and teens to think more entrepreneurially.

How Social Media Became a Learning Opportunity

Our older children, Kaitlin, Jai, Flynn and Amber, all discovered social media when they were in their mid-teens. It started with Facebook, then Instagram, and later platforms such as TikTok and Snapchat.

They learned how to grow a real following by posting regular, quality content about their lives, interests and adventures. It probably helped that we were living on a tropical island atoll in the middle of the Indian Ocean. Photos and videos from Cocos Islands always looked pretty fabulous, and those early creative skills helped shape things like Flynn’s photography and creative work.

Kaitlin creating inspirational workshops and enterprise opportunities through social media and connection
Creating workshops and connecting with people became part of Kaitlin’s enterprise journey.

As their following grew, so did their opportunities for enterprise. It began with simple things like shoutouts. Other people or companies would pay them to mention a product, page or service in a post. This helped those people grow their followers or promote what they were offering, and our enterprising kids were happy for the cash.

Next came real products. Companies sent clothing, watches, surf gear and jewellery for them to wear and share on their accounts. The kids were able to keep the gear, and in some cases they were also paid for the promotion.

Looking back, this was an early lesson in digital entrepreneurship. The children were learning that attention, trust, creativity and consistency could create opportunities. They were also learning that a following is not just about numbers. It is about connection, value and communication.

Turning Digital Skills Into Real Business

As time went by and their social media followings grew, their creative ideas began to grow as well. Bigger opportunities started to appear.

Jai beginning his digital enterprise journey from his bedroom as part of an entrepreneurial family
Jai building digital skills from his bedroom in the early days of his enterprise journey.

Kaitlin, along with Tully, began building multiple streams of income using social media, connection and online platforms. Their work included coaching, network marketing and online courses.

Jai took a few years to build momentum, but his early interest in social media and content creation eventually became a real business path. He began creating content for clients and using his digital skills to generate leads and opportunities.

That is one of the things I find interesting as a parent. The small things children play with, practise and explore as teenagers can become the early foundations for future work.

Jai standing in his warehouse after growing his digital content and media business
Jai’s early digital interests eventually grew into real business opportunities.

An entrepreneurial family does not need to have all the answers. What matters is creating an environment where children are allowed to explore ideas, test things, ask questions and see real examples of enterprise in action.

That connects closely with our broader reflections on how to raise entrepreneurial kids. Children do not only need theory. They need conversations, experiments, encouragement and real-world opportunities.

Talking About Crypto and Digital Assets Carefully

Another topic that entered our family conversations was crypto. You would have heard about Bitcoin, but many people still do not fully understand what it is, how it works, or why people are interested in it.

For our family, the useful part of the conversation was not “everyone should buy crypto”. It was the opportunity to talk about technology, risk, research, hype, long-term thinking and the difference between speculation and investing.

Important note: This section is not financial advice. Crypto assets are volatile and risky. This article is simply reflecting on how one family used the topic as a learning conversation about technology, money and decision-making.

In simple terms, Bitcoin is a digital asset built on blockchain technology. It was created in 2008 and has a limited supply. People are interested in it for many reasons, including decentralisation, borderless transactions, digital scarcity and the potential of blockchain technology.

But the more important family lesson was this: children and teens need to learn how to think, not just what to buy.

When topics like crypto come up, parents can ask useful questions:

  • What problem is this technology trying to solve?
  • Who benefits if people buy into it?
  • What could go wrong?
  • Is this investing, speculation, gambling or learning?
  • What would proper research look like?
  • How much risk is too much?

Those are powerful dinner table questions. They help children think about risk, evidence, emotions and decision-making. That is far more valuable than simply telling them something is good or bad.

This also links with our article on financial education for kids, where we explore how children can begin to think about assets, liabilities and wiser money choices.

eCommerce and Website Building at Home

Another topic we explored as a family was eCommerce and website building. We were learning how websites could be built, improved, monetised and sometimes bought or sold as digital assets.

Websites can be monetised in many ways. Some common methods include affiliate marketing, advertising, directory listings, services, digital products and online courses.

For enterprising kids and teens, the bigger lesson is not that every child should rush out and build a website. The lesson is that digital skills matter.

When a young person learns how websites work, they begin to understand:

  • how online businesses attract attention
  • how content can create value
  • how products and services are sold online
  • how audiences are built
  • how digital assets can be improved over time
  • how creativity, writing, design and technology can work together

At the time of the original article, some of the younger Howitt kids were building websites. Amber had started a site about sustainable period products. Chayse had bought a site called Baby Client and was working on improving it. Other projects were still a work in progress.

Some of those early projects worked. Some did not. But every one of them created learning.

That is the value of an entrepreneurial family. The goal is not to make every child successful at every idea. The goal is to build initiative, curiosity, problem-solving and the courage to keep learning.

What Parents Can Learn From an Entrepreneurial Family

Our dinner table conversations may be a little different to the average family. We gain inspiration from one another through these conversations and through mentors who support us on our entrepreneurial journeys.

We are building skills, gaining knowledge, creating assets and, most of all, strengthening a mindset for enterprise.

If you want to encourage more enterprise in your own family, you do not need to start with a big business idea. Start with better conversations.

You might ask your children:

  • What problem did you notice today?
  • What could make that easier, better or more useful?
  • What skill would you like to learn?
  • What do people already ask you for help with?
  • What could you create, sell, improve or share?
  • What does this teach us about money, value or responsibility?

Those questions help children see the world differently. They begin to notice opportunity. They begin to understand value. They begin to realise that enterprise is not just something adults do. It is a way of thinking.

Key takeaway: An entrepreneurial family can use everyday conversations about business, money, digital skills, investing and ideas to help children build confidence, curiosity and real-world enterprise. The dinner table can become one of the most powerful classrooms in the home.

Kids Biz Program- (by Amber)

Kids business ideas through a kerb painting program for children

Kids business ideas become much more powerful when children are given the chance to take action in the real world. This Kids Biz Program challenge gave our family a practical way to learn about entrepreneurship, confidence, problem-solving and making money through effort and initiative.

What started as a simple $20 challenge turned into a kerb painting business, more than 60 presold jobs, and a real-life lesson in enterprise.

Kids business ideas in action with Flynn and Amber kerb painting
Flynn and Amber kerb painting as part of the Kids Biz Program.

Kids Business Ideas in Action

We are currently involved in a Kids Biz Program. The program teaches young people, and their parents, about the traits of successful entrepreneurs. It also helps children understand the practical methods and the mindset needed to become more successful, more confident and more open to new ideas.

This is exactly the kind of real-world learning we love at Enterprise for Kids. Children learn so much when they are given the chance to test ideas, solve problems, speak to people, handle money and take responsibility for a project.

A wise man once said:

“The most successful people in life are the ones who ask questions. They’re always learning. They are always growing. They are always pushing.”

This quote from Robert Kiyosaki, author of Rich Dad Poor Dad, best sums up what my family and I have been doing through the Kids Biz Program. You can learn more about his work through Rich Dad.

Kids Business Ideas Monthly Challenge

Every month, the program sets a challenge that encourages us to take the skills we have learnt and apply them to real-life situations.

In August, our challenge was to take $20 and create a business that would earn a profit. To win the challenge, we had to make the most money from our $20.

This made the challenge much more than a classroom activity. It became a real test of creativity, planning, teamwork and courage.

Our Kerb Painting Kids Business Idea

Kit painting a kerb number as part of a kids business idea
Kit putting the final touches on a kerb number.

Naturally, my family was slow to get started. We kept circulating ideas but not actually taking action. Eventually, we came up with one idea that stuck — and from there, it exploded.

Our idea was to paint house numbers on kerbs. This would help visitors, family members and even emergency services find homes more easily.

It was a simple idea, but that is often what makes the best kids business ideas work. The business solved a real problem, was affordable to start, and could be explained clearly to customers.

From a $20 Challenge to Real Profit

We did our fair share of research and planning, and then we took action.

In just five days, we presold over 60 kerb paintings, giving us a profit of about $1000.

Amazingly, we won the challenge for the month. We then spent September painting kerbs and completing the jobs we had sold.

It has been an awesome experience so far, and I swear my artistic ability has improved!

What Kids Can Learn from Business Ideas Like This

This kerb painting challenge taught us much more than how to make money. It helped us learn real enterprise skills, including:

  • coming up with a practical business idea
  • starting with a small amount of money
  • researching and planning before taking action
  • talking to customers
  • preselling a service
  • working as a team
  • following through and completing the job
  • building confidence through real experience

These are the kinds of lessons that help children grow into capable, resourceful and confident young people.

Why Real Kids Business Ideas Matter

When children are given the chance to run small businesses, they learn in a way that feels exciting and meaningful. They are not just reading about entrepreneurship — they are experiencing it.

Also, they learn that ideas need action. They learn that money is connected to service, value and effort. They learn that confidence grows when they step outside their comfort zone and try something real.

This is why family enterprise stories are such an important part of our website. They show how ordinary moments can become powerful lessons in initiative, responsibility and resilience.

You may also enjoy reading Honey Pot of Gold, another real family enterprise story about Flynn’s honey business, or Financial Education for Kids: Teaching Assets and Liabilities, which explores how children can learn about money through real-life experience.

More Kids Biz Program Adventures Coming Soon

I’m really excited to share our Kids Biz Program September challenge with you. I’ll tell you all about that in my next post.

We also invite you to like our Enterprise for Kids Facebook page.

Key takeaway: Kids business ideas do not need to be complicated. With a small amount of money, a practical idea and the courage to take action, children can learn powerful lessons about entrepreneurship, confidence and real-world responsibility.

Where to Next?

If you enjoyed this family enterprise story, you may also like:

Enterprise for Kids Team: We Are Back

The Enterprise for Kids team family photo

Yes, the Enterprise for Kids team is still here!

Hello friends and followers,

Would you believe it has been nearly four years since our last post?

Our “little” kids are not so little anymore. Kaitlin and Jai are 20 and 18 and have left school. Flynn and Amber are 16 and 14 and are studying at high school, and our three babies — Kit, Chayse and Akaisha — are 10, 8 and 5.

Enterprise for Kids team photo of the Howitt family
The Enterprise for Kids team — the Howitt family, still learning, growing and continuing their entrepreneurial journey.

The Howitt clan household is intact and, would you believe it, still on our entrepreneurial journey.

There is so much to catch up on with our family’s activities. Too much for one small update post.

Over time, we will revisit each of our children and look at what they have been doing and what they have learnt. We will share their successes, but we will also share the tough lessons, because that is where so much of the real learning happens.

We are also excited to share our latest enterprising projects and continue building this collection of real family stories about children learning enterprise, money, responsibility, creativity and confidence.

This has always been at the heart of Enterprise for Kids. We believe children learn a great deal through real conversations, small projects, family enterprise, money lessons and opportunities to have a go. That links closely with the kind of everyday money conversations encouraged by MoneySmart’s guide to teaching kids about money.

So stay tuned for the next chapter in the Howitt clan’s entrepreneurial journey.

You might enjoy looking back at little Amber from five years ago when she embarked on her Money Bunny enterprising project.

Key takeaway: The Enterprise for Kids team is back. Our children are growing, our family is still learning, and the next chapter of our entrepreneurial journey is ready to unfold.

Business Ideas for Young Entrepreneurs: Burekup Fair Success

Chayse making a sale at the Burekup Fair as one of the business ideas for young entrepreneurs

Business ideas for young entrepreneurs come alive when children have the chance to prepare products, talk to customers, handle money and experience the excitement of making real sales.

The day of the Burekup Country Fair started with a mad rush. Seven enterprising kids needed to be ready and set up down at the Burekup Country Club grounds by 8.30am. It required four trips with a trailer carrying tables, pram, signs, eskies, TV, banners and all the products we planned on selling.

Amber and Flynn with Fish in a Bottle showing business ideas for young entrepreneurs
Amber and Flynn with their Fish in a Bottle idea.

Business Ideas for Young Entrepreneurs at the Burekup Fair

On arriving at the Burekup Fair, we discovered that someone else had set up in our designated spot. We milled around waiting until the problem was sorted, and once a new space was allocated, we busied ourselves with setting up.

A very strong easterly wind challenged us with erecting banners and keeping tablecloths on the tables. It was obviously going to be a hot day. Thankfully, the red gum trees overhead would keep us in shade all day.

Bargain hunters were quick to do the rounds of the stalls well before we were ready. While we were still trying to set things up, people were already asking questions and making purchases. We will have to be better prepared for this next time round!

Amber with succulents as one of the kids business ideas at Burekup Fair
Amber and her succulents.
Enterprising kids making a sale at the Burekup Fair
…and making a sale.

The kids’ anticipation and the joyful growing crowd created an air of excitement. It was a real country fair without all the commercial jazz that you see at many fairs today.

Visitors and locals first joined in with the Australia Day barbecue breakfast. Following the brekky, the crowd moved on to all the stalls and activities. There were old machinery displays, a free bouncy castle and water slide, a dunk tank, fairy floss, pat-the-animals, thong-throwing contests, face painting, and people selling their wares — from homemade fudge, plants and toys to live pigs, chickens and crafts.

Other enterprising kids were also selling their toys, bikes, clothes and things they had made. It was the perfect place to see business ideas for young entrepreneurs being tested in a real community setting.

Setting Up Business Ideas for Young Entrepreneurs at a Kids Market Stall

A market stall is a wonderful way for children to test their ideas in the real world. It gives them the chance to see whether people are interested, practise talking to customers, learn how to display products, and understand that business is about far more than simply having something to sell.

The Australian Government’s business.gov.au page on market stalls explains that a market stall is a temporary structure used to sell products or services, and that stallholders may need to think about registrations, permits, food safety, insurance and other requirements. Read more about setting up a market stall here.

For children, the lesson can start simply:

  • What are we selling?
  • Who might want to buy it?
  • How should we display it?
  • What price should we charge?
  • How do we speak confidently to customers?
  • How do we count money and work out profit?
Kids market stall set up with business ideas for young entrepreneurs at the Burekup Country Fair
All set ready for the customers!

Novelty Products and Business Ideas for Young Entrepreneurs

Having a novelty product is one of the keys to drawing interest, and we had the perfect product.

Flynn and Amber’s “Fish in a Bottle” were an absolute hit. Kids came from everywhere dragging their parents over to look at the fish. Once at our stall, we were able to show them our other items too.

This was a powerful business lesson. Sometimes one unusual product can bring people closer, start conversations and help customers notice the rest of what is on offer.

Fish in a Bottle products waiting to be sold at a kids market stall
Products waiting to be sold.

Learning to Ask for the Sale

Chayse soon got the hang of it. Whenever a customer wandered past, he would hold up a lolly bag and ask if they would like to buy one.

Many people bought lollies from him simply because he had asked. How can you refuse a little five-year-old?

There was another little boy walking around selling his mum’s homemade fudge. He was not shy in coming forward and asking customers if they would like to make a purchase. Talking to his dad later in the day, he said that his son had sold more fudge walking around than they had sold at their stall.

I guess there is a lesson in that.

For young entrepreneurs, learning to politely ask is powerful. It builds confidence, communication skills and resilience. It also teaches children that customers often need a friendly invitation before they buy.

Customers, Money and Confidence

It was not long before we had customers coming in their droves. Talking with customers, handling money and recording on a pad what was sold all kept the kids on their toes.

Taking turns to man the stall allowed each of us time to catch up with friends and also spend some of the takings at the fair.

Kaitlin's Eye heART display as a creative business idea for young entrepreneurs
Kaitlin’s EYE heART on display.
Customers admiring Kaitlin's artwork at the Burekup Fair
…customers admiring her work!

Our enterprising kids were very happy with their results. Each was able to sell products and make a profit.

Flynn’s Howitt’s Honey was very popular and sold very well. Kit and Chayse sold about half their lolly bags and, due to the hot day, Jai’s icy-poles also sold well. Jai made a profitable sale with his exercise equipment. Amber sold succulents. Kaitlin received commissions for her Eye heART artwork. And, of course, the Fish in a Bottle sold well.

Making Sales Turns Business Ideas for Young Entrepreneurs Into Real Learning

This is where business ideas for young entrepreneurs become real learning.

It is one thing to imagine a business. It is another thing entirely to prepare the product, take it to a fair, display it, speak to customers, handle money, record sales, pay back costs and work out profit.

Those are real lessons.

Jai manning the stall with his exercise equipment at the Burekup Fair
Jai manning the stall with his exercise equipment.
Flynn selling unpasteurised honey as a young entrepreneur
Flynn selling his unpasteurised honey.

Cath and I also had a terrific result with our own stall. This was the first time we had put ourselves out there with our new business in the local community, and it allowed us to develop our own self-efficacy too. We spoke with many interesting people and learned a lot about their lives and interests.

By the end of the day, we were exhausted.

Celebrating Success Builds Self-Efficacy

It was important to celebrate our success because this is vital in fostering self-efficacy around being entrepreneurial kids.

The kids counted the takings and divided the money up. They then paid any debts so they could work out their profits. Each received congratulations and a hug for being successful enterprising kids.

Akaisha enjoying one of Jai's icy poles at the Burekup Fair
Akaisha enjoying one of Jai’s icy-poles, mittens and all!
Cathy speaking with a customer at the Burekup Country Fair
Cathy explaining the health benefits of her product.

Many great lessons around financial education were learned on this day.

It is our hope that our kids continue to develop self-efficacy around being entrepreneurial, as we believe this will give them greater opportunities when they become adults.

Cathy talking with an interested customer at the Burekup Fair
Cathy talking with an interested customer.
Kit and Chayse selling lolly bags as a kids business idea Kit and Chayse selling lolly bags.

Finally, we would like to thank the Burekup Country Club, and in particular Sally and Jason Barnden and their team, for coordinating the fair.

Just as an added note, the day after the fair, five more Fish in a Bottle sold!

Where to Next?

Have your children ever tried a market stall, fair stall or small business idea? We would love to hear what they sold and what they learned along the way.