“That homeless man is richer than me.” Donald Trump reportedly said this to someone walking down the street with him during one of his financial downturns. What did he mean?The homeless man obviously didn’t own skyscrapers, hotels, private aircraft, or billions of dollars worth of real estate. Trump did. Yet at that particular moment, Trump’s liabilities exceeded his assets, giving him a negative net worth. The homeless man, having little or no debt, technically had a higher net worth.
If net worth is truly the best measure of wealth, then we are forced to conclude that a homeless man was wealthier than Donald Trump. That conclusion seems absurd. And it exposes a fundamental question: Is net worth really the best way to measure wealth?
Before answering that question, we first need to understand what net worth actually is.Net worth is one of the simplest financial calculations: Net Worth = Assets − Liabilities In other words, if you sold everything you own, paid off everything you owe, and counted what remained, the result would be your net worth. It is an important financial metric because it provides a snapshot of your financial position at a particular moment in time.
But notice what it measures, or what it doesn’t measure.
It does NOT measure income or cash flow. It does NOT measure earning potential or financial freedom. It simply measures the difference between what you own and what you owe. And this is where things start to get interesting.
Consider two people…
Person A owns nothing and owes nothing.
Assets: $0, Liabilities: $0, Net Worth: $0
Person B owns a $1 million apartment building financed entirely by a $1 million mortgage.
Assets: $1,000,000Liabilities: $1,000,000Net Worth: $0
According to net worth, both individuals are “equally wealthy”.
But are they?
Person A has no assets, no investments, no cash flow, and no capital working for him.
Person B controls a million-dollar income-producing asset.
Suppose the apartment building generates a 10% annual return while the financing costs only 5%.
At the end of the year:
- The property generates $100,000.
- The debt costs $50,000.
- Person B earns a net profit of $50,000.
Wealth was created because capital (not even his own capital) was allocated to a productive use. Meanwhile, Person A still owns nothing and earns nothing.Yet according to net worth, both individuals started the year equally wealthy.
The difference becomes even more striking if Person B borrows against the newly created equity and acquires another productive asset.
His liabilities increase. His assets increase. His net worth may remain close to zero.But the amount of income-producing capital he controls continues to grow. Over time, Person B can become extraordinarily wealthy while repeatedly reporting a surprisingly modest net worth.
This reveals an important limitation of the net worth metric.Net worth measures accumulated equity. It does not measure productive assets. It does not measure cash flow. It does not measure the ability to create future wealth. And it certainly does not measure financial freedom. Of course, leverage cuts both ways.Suppose the real estate market rises by 20%.
Person B’s property increases in value from $1 million to $1.2 million while his debt remains unchanged at $1 million.
Assets: $1,200,000Liabilities: $1,000,000Net Worth: $200,000
A 20% increase in the asset produced an infinite percentage increase in net worth—from $0 to $200,000. This is one reason leverage can be such a powerful wealth-building tool.
But now imagine the opposite. Suppose the property falls in value by 20%.
Assets: $800,000Liabilities: $1,000,000Net Worth: -$200,000
Person B now has a negative net worth.
According to net worth, Person A—the person who owns nothing and has accomplished nothing financially—is now wealthier than Person B (Like Donald Trump and the homeless guy).
Yet Person B still controls a productive asset. He still has tenants. He still collects rent. He still has the potential to create future wealth. What changed was not necessarily his ability to generate income, but the market’s valuation of his asset.
This highlights another limitation of net worth. Net worth does not measure risk. In fact, it can often conceal it.
Consider two investors, each with a net worth of $1 million.The first owns $1 million of assets and has no debt. (0% leverage)The second owns $10 million of assets financed with $9 million of debt (90% leverage).According to net worth, they are equally wealthy. But they are clearly not equally exposed to risk.
A modest decline in asset values may have little impact on the first investor. The second investor, however, could see most—or all—of his net worth disappear in a market downturn.
The difference is leverage. Net worth alone does not tell us how much leverage a person is using. It does not tell us how vulnerable they are to changes in asset prices. It does not tell us how stable their financial position really is. To understand that, we must look beyond net worth and examine the relationship between assets and liabilities.
A person’s asset-to-liability ratio—or leverage ratio—often tells us more about their financial vulnerability than their net worth.
Highly leveraged investors may experience extraordinary gains when asset prices rise, but they are also exposed to extraordinary losses when markets decline.
Viewed this way, net worth becomes much more useful—not as a standalone measure of wealth, but as one piece of a larger financial picture. Net worth tells us the bottom line of a balance sheet. The leverage ratio tells us how fragile or resilient that balance sheet may be. And neither tells us much about cash flow, earning power, productive assets, or financial freedom.
In other words, net worth is highly sensitive to valuation. Wealth is often more closely tied to production. One measures what your balance sheet says today. The other measures what your assets are capable of producing tomorrow.
Wealth vs financial freedom.
If net worth is not the best measure of wealth, then what is?
For statistical purposes, financial institutions often classify people with net worths of several million dollars as “wealthy.” Depending on the study, the threshold is often somewhere between $1 million and $5 million.
But from a practical perspective, I believe there is a far more useful measure: Financial Freedom.
Financial freedom occurs when your passive income equals or exceeds your living expenses. At that point, your lifestyle is no longer dependent on selling your time for money. This distinction is important because wealth and financial freedom are not necessarily the same thing.
Many people assume that the goal of wealth-building is simply to accumulate more and more assets forever.
But the Hebrew sages offer a fascinating warning: “Marbeh Nechasim, Marbeh De’agah”“He who excessively accumulates assets, excessively accumulates worries.” (Pirkei Avot 2:7)
At first glance, this seems like a criticism of wealth. But I believe the sages are pointing to a deeper truth. There is a tension between wealth and freedom.
In the beginning, we accumulate assets to create freedom. We save, invest, and build productive assets so that we are no longer forced to trade our time for money. Assets become tools that liberate us.
But if accumulation itself becomes the goal, the process can reverse. More properties require management. More businesses require oversight. More possessions create more responsibilities. More assets can mean more emails, more meetings, more stress, and more things competing for our attention.
Instead of serving us, the assets begin to own us. The goal is not to accumulate the maximum amount of wealth possible. The goal is to accumulate enough productive assets to reclaim the most valuable resource we possess: time.
Financial freedom begins when your assets generate enough income to support your desired lifestyle. Beyond that point, additional wealth should be pursued only if it serves a higher purpose—creating value, helping others, supporting family, strengthening community, or advancing a meaningful mission. The sages remind us that wealth is a means, not an end.
True success is not measured by the size of your portfolio, but by the degree of freedom, purpose, and fulfillment it enables.
Consider two individuals.
The first has a net worth of $10 million.The second has a net worth of $1.5 million.
Most people would immediately assume the first person is wealthier. And in terms of net worth, they would be correct. But now let’s look a little deeper.
Suppose the first individual spends $1 million per year maintaining his lifestyle and his assets generate only $300,000 of passive income.Meanwhile, the second individual spends $60,000 per year and his investments generate $75,000 of passive income.
The first person is wealthy, but not financially free.The second person is both wealthy and financially free.The first must continue working to sustain his lifestyle. The second does not.This is why I believe every person should know their Freedom Number.
Your Freedom Number is the amount of invested capital required to generate enough passive income to cover your annual expenses.
Assuming a sustainable 5% annual return, the calculation is straightforward:
So if someone spends:
- $50,000/year → Freedom Number = $1,000,000
- $75,000/year → Freedom Number = $1,500,000
- $100,000/year → Freedom Number = $2,000,000
- $150,000/year → Freedom Number = $3,000,000
Notice what happened. We stopped asking: “How much money do I need to be rich?”And started asking: “How much money do I need to be free?”Those are very different questions.
Net worth is a useful accounting metric. Financial freedom is a lifestyle metric. Net worth tells you how much you own. Financial freedom tells you how much of your life your assets can buy back. And if the purpose of wealth is ultimately to increase freedom, then financial freedom may be the more meaningful measure of wealth.
Conclusion
So, is net worth really the best way to measure wealth?
No. At least not by itself.
Net worth is an important financial metric. It tells us the difference between what we own and what we owe. It provides a useful snapshot of our financial position at a particular moment in time. But as we have seen, it tells only part of the story. It tells us nothing about how productive our assets are. It tells us nothing about our cash flow. It does not reveal how much leverage we are using. It does not capture our earning power, skills, business relationships, or ability to create future wealth. And it certainly does not tell us whether we are financially free.
A person can have a net worth of zero while controlling millions of dollars of productive assets.A person can have a net worth of several million dollars while remaining dependent on a job to sustain an expensive lifestyle.
Another person may have a relatively modest net worth yet enjoy complete financial freedom because their passive income exceeds their expenses. This is why I view net worth as an accounting metric, not a wealth metric.
If I want to understand someone’s financial position, I look at net worth. If I want to understand their risk, I look at their leverage ratio. If I want to understand their wealth, I look at the productive assets they control and the cash flow those assets generate. And if I want to understand their freedom, I look at whether their passive income can support their lifestyle.
Ultimately, the purpose of wealth is not to accumulate the largest possible number on a balance sheet. The purpose of wealth is to create options. To create security. To create opportunity. And most importantly, to create freedom.
Perhaps the most important number is not your net worth at all. It is your Freedom Number—the amount of capital required for your assets to support the life you want to live. Because at the end of the day, wealth is not measured by how much money you have. It is measured by how much freedom your money provides.