Redefining Generational Wealth
Why I’m More Focused on Teaching My Kids to Build Wealth Than Leaving Them an Inheritance
I’ve been thinking a lot lately about generational wealth. Not in the aspirational, dynasty-building sense we often hear about online, but in a much more tactical way. I absolutely believe in creating wealth that benefits the next generation. I want my kids to have opportunities. I want them to have enough money and enough security to live lives aligned with who they are and what matters to them.
That doesn’t mean I think they shouldn’t work. It doesn’t mean they shouldn’t struggle or develop resilience or have skin in the game. But if I can provide them with a head start in a world that feels increasingly uncertain, why wouldn’t I?
The truth is, none of us really knows what the future economy will look like.
We don’t know how AI will reshape careers. We don’t know what industries will disappear or emerge. We don’t know what markets will do over the next twenty or thirty years. In the face of that uncertainty, I think giving our children a financial advantage is less about entitlement and more about preparation.
But I’ve realized that the way I think about generational wealth differs from the traditional model in three important ways.
The first is that I no longer think of generational wealth as something meant to last forever.
When people talk about generational wealth, they often imagine money flowing down through grandchildren, great-grandchildren, and beyond. There’s almost this fantasy of building a permanent family dynasty.
I’m not interested in that anymore.
Part of the reason is practical. My kids may not even have children themselves. A lot of young adults today are questioning whether they want marriage or parenthood at all. My own son and daughter have both expressed uncertainty about having kids someday. So when I think about generational wealth, I’m really thinking about one generation ahead, not four.
And honestly, that feels more palpable to me.
There’s an old saying: “Shirtsleeves to shirtsleeves in three generations.” One generation builds the wealth, the second manages it imperfectly, and by the third it’s often gone. We’ve seen this story play out over and over again. Families spend enormous energy trying to preserve wealth indefinitely, but money has a way of dissipating over time, especially when the people inheriting it didn’t build it themselves.
So instead of trying to create an endless financial legacy, I’m focused on helping my children become capable, adaptable, and financially secure in their own lives. That feels both achievable and meaningful.
The second way I think differently about generational wealth is timing.
I believe in giving money early.
My kids are eighteen and twenty-one, and I’ve already started gifting them money. Not because they need luxury or because I want them dependent on me, but because time is one of the most powerful assets in investing.
If they can take that money now and invest it in equities, or buy a piece of real estate, or even experiment with a small business idea, they gain something incredibly valuable: compounding. A dollar invested at eighteen has a completely different trajectory than a dollar inherited at fifty.
I think many parents hold onto wealth for too long. They spend decades building businesses, accumulating assets, and preserving capital, all with the intention of passing it down later. Often that transfer happens after death, when their children are already middle-aged and financially formed.
But by then, the most important ingredient has been lost: time.
A relatively modest investment at eighteen or twenty-one can become something significant by forty because compounding has decades to work. More importantly, those early experiences teach lessons that can’t be learned academically. Owning an investment property, watching market fluctuations, making mistakes, earning passive income—those experiences shape financial identity in a way that lectures never will.
Some people worry that giving kids money young will spoil them or destroy their motivation. I understand the concern, but I’ve come to believe the opposite can happen if the family culture is healthy.
Money itself doesn’t create work ethic. Modeling does.
My wife and I don’t sit around doing nothing all day. We work hard. We stay engaged. We build things. Our kids have watched that for years. Hopefully what they inherit from us isn’t just money, but behavior. Curiosity. Discipline. Initiative.
Giving them some capital now doesn’t remove them from the game. It actually puts them into the game earlier.
And that leads to the third, and probably most important, way I think about generational wealth differently:
The real inheritance isn’t money. It’s skill.
When I give my children money, the money itself isn’t the point. The point is learning how to use it. Learning when to spend and when to invest. Learning how assets grow. Learning how businesses work. Learning how to evaluate risk and opportunity.
Those skills are the true form of generational wealth.
Because eventually the money may disappear. Markets crash. Businesses fail. Economies change. But the ability to create wealth, to rebuild, to adapt, and to compound value over time—that’s durable.
If my kids know how to build a business, invest consistently, create multiple income streams, or think long term about money, then they’ll be able to generate financial security regardless of what happens to any inheritance I leave behind.
And the beautiful thing is that this approach isn’t reserved for wealthy families.
You don’t need millions of dollars to create generational wealth. You don’t even need to be financially independent. You can teach your kids about investing with a few hundred dollars. You can involve them in conversations about budgeting, real estate, entrepreneurship, or side hustles. You can model thoughtful financial behavior. You can help them start early, even in small ways.
That may matter far more than leaving behind a giant estate someday.
So yes, I believe deeply in generational wealth.
But for me, it’s become less about preserving a fortune forever and more about equipping the next generation with opportunity, time, and knowledge.
Not wealth as an inheritance.
Wealth as capability.
Did you catch this week’s episode of Earn & Invest (Click to listen)?





Question: what’s the message when you hand over a big check to your kids? Are any strings attached, or they’re free to do with it as they wish?
Great perspective. I'm also firmly in the camp of giving to the next generation with a warm hand rather than a cold one. And as you point out, the key is to ensure some hard-earned wisdom passes along with the money.