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The Risk-Wealth Paradox: Why more money means you should take less risk

There’s a common belief that as your wealth increases, your capacity to take risk increases as well. After all, when you have more, you can afford to lose more, right?

This might be correct in the extremes, but this argument doesn’t hold in more typical wealth ranges. Why?

Because a dollar isn’t always a dollar. And once you understand this, you’ll never look at risk-taking the same again.

A dollar is not a dollar

In the real world, people don’t treat every dollar the same. As I discussed in The Wealth Ladder, your first $10,000 is more impactful than your next $10,000. It’s also true that your first million dollars is more impactful than your next million dollars. And so forth.

The reasoning for this is two-fold. First, every step up The Wealth Ladder creates a sort of lifestyle floor that people don’t want to go below. For example, once you know what it’s like to not worry about grocery prices, you don’t want to go back to a world where you do.

Second, the more wealth you have, the more wealth you require for a large lifestyle change. Going from taking a bus/train to taking a plane might cost 1.5x-2x more depending on where you’re traveling. But going from flying first class to flying private will cost 10x more. It’s these exponential increases in cost for marginal increases in convenience that creates this step-like structure for wealth.

As a result, it becomes optimal to de-risk as your net worth increases. So while you can take more risk as you get richer, it doesn’t mean that you should.

Of course, the risks you take will always be relative to your desires. If you won’t be satisfied until you’re flying private in Level 5 ($10 million -$100 million), then you have to keep taking big risks. But, if you’re content flying commercial in Level 4 ($1 million -$10 million), you can dial it back much sooner.

As your wealth changes relative to your desires, your capacity to take risk will change with it. The closer you are to being fully content, the less risk you should want to take. I call this the Risk-Wealth Paradox.

The Risk-Wealth Paradox

The Risk-Wealth Paradox goes against the economic theory on risk appetites. Standard economic theory suggests that as our wealth grows, our absolute capacity for risk increases. As we build wealth, we can lose more and still survive.

But the Risk-Wealth Paradox suggests that the rational choice is the opposite—as wealth grows, risk-taking behavior should collapse. This is true because while the financial cost of a loss goes down with more wealth, the psychological cost goes up.

I’ve previously discussed how your appetite for risk should decline in middle age as your liabilities increase (e.g., children, aging parents, etc.). I would apply the same line of thinking to those who have built some wealth. As your net worth increases, preservation becomes more important than chasing increasingly expensive luxuries.

Why is this the case? Because once you’ve won the game, the value of gaining a dollar plummets while the pain of losing a dollar soars. This is the fundamental principle behind prospect theory. Prospect theory states that people react to gains and losses asymmetrically. In other words, the pain of losing $100 is larger than the pleasure of winning $100, at least for most people.

And when you’re wealthier, it’s like prospect theory on steroids. If you had a $2 million net worth, the pain of losing $1 million is significantly larger than the pleasure of gaining an additional $1 million. It might even be larger than the pleasure of gaining $4 million. While these amounts are arbitrary (and will vary from person to person), they exemplify the impact that wealth can have on risk-taking.

The other reason for the risk-wealth paradox is the amount of time it takes to recover from a significant loss. If someone with $1,000 in a brokerage account lost it all, they could likely earn it back relatively quickly. But if someone lost $100,000 in their retirement account, it could take years to save that amount of money.

Unless your income can keep up with your wealth over time, you’ll have to decrease how much risk you take. Why? Because as your portfolio grows it becomes harder to replace future losses with future earnings. If you can save $50,000 a year, you can replace a 20% loss on a $1 million portfolio in under 4 years (assuming a 5% return on your money). However, to replace a 20% loss on a $5 million portfolio it would take over 14 years!

This divergence is what contributes to what I call the risk squeeze.

The risk squeeze

Your ability to take risks throughout your financial life will be influenced by three primary factors—your age, your liabilities, and your level of wealth. As each increases, you should naturally want to take less risk. Unfortunately, these tend to all move up in middle-age. Does this mean we should be holding 100% Treasury bills when we are in our 40s?

Of course not, but you have to consider how your risk taking should change over time. When I started invested I had 15% in U.S. bonds. Then I was 0% U.S. bonds for a few years. And now I’m 20% U.S. bonds with a growing amount of Treasury bills and tax-free municipal bonds on the side (for an eventual home purchase).

Is this right? I have no clue. But it allows me to sleep at night. I’ve been fortunate to build some wealth and I also now have a family I’ll need to support in the future.

The risk squeeze is upon me and I’ve already taken steps to reduce my risk accordingly. I’m no longer playing to win. I’m playing to not lose.

What about you? Where are you in your financial journey? Is the risk squeeze upon you?

It’s easy to critique someone else’s risk-taking, but far harder to be honest about your own. I can’t tell you how much risk to take. But if you’ve won the game, stop playing.

 

Nick Maggiulli is the creator of personal finance blog Of Dollars And Data and the Chief Operating Officer at Ritholtz Wealth Management. For disclosure information please see here. This article was originally published on the Of Dollars and Data blog and is reproduced with permission. If you liked this article, consider signing up for Nick’s newsletter.

 

  •   27 May 2026
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8 Comments
Bert James
May 28, 2026

It reassuring to read something like this. I have more than average in my SMSF and in pension mode. I have investments in Private Credit which return me what I draw every month. The remainder in ETF’s for growth. I always felt a little guilty not risking more to the markets. Reality is, what I draw which is above the minimum allows me to pay for everything, buy within reason anything I want and still fly Business Class or Premium Economy whilst holidaying overseas. The drawdown calculators suggest with CPI rises every year, I’ll die with more than I have now!

10
Kevin
May 29, 2026

I'm baffled,we won so we stopped playing and I retired early,the risk today is exactly the same as when I started.The same companies that were bought across a 20 year period in full DRP are the same companies that are owned today.
Today they are partial DRP and they provide a very good income.

The returns are always variable but they go in one direction,up. Some good returns in the mid 1990s leading up to the tech wreck. Then the paperwork I have ( earlier paperwork is in a safe place,I'll never find it now) I've got the returns. The three excellent years running into the GFC were 41.3% , 24.8% and 23.2%. The GFC took the value down by 22.9% and 9.7%.

The last 10 years have been very good. COVID is a distant memory now so year ending 30/6/20 was down 14%. Then 36.7% , (2.6% ) ,12.6%, 23.6% and 25.1%.

There is one month left of this year and if nothing changes then up ~ 5 or 6%. After 40 years of normal returns this is normal. Highest return 41.3%, biggest loss 22.7%..

The difficult bit ( easy for me) is turn off the noise. The financial industry and the masses come out with some really weird nonsense to fool themselves that the last 40 years didn't happen,and what I did was the wrong thing to do.
The first $million is the hardest,there's no doubt about that.Income has risen every year as far as I recall,simple things,own more shares in the same companies,dividends rise a lot over 40 years..

4
Errol
May 28, 2026

This is a thought provoking article Nick. Similar to some posts, We have enough wealth to meet our needs and enable us to take business or premium economy flights. We have also been able to help our children into housing.

To arrive where we are, we have an investment strategy that matches our risk profile. And while being retired now, we have not adjusted our investments along the lines you are proposing. If we had adopted a more conservative investment strategy 15 years ago in line with your thinking, our net wealth would be far less than what we enjoy now and we may not be in a position to take those business or premium economy flights.

High inflation with no replacement income over a longer period of time will also significantly impact wealth. Also, we want to be able to pass on some of our wealth to our children.

So in isolation, while I can see the logic to the more conservative approach, I think this is very much an individual choice framed around economic conditions and long term goals. I will acknowledge that we have been beneficiaries of very healthy returns and have avoided sequencing risk.

3
Lauchlan Mackinnon
May 28, 2026

I don't really understand the point here. Or maybe I understand it, but I don't buy it.

The article starts: "There’s a common belief that as your wealth increases, your capacity to take risk increases as well. After all, when you have more, you can afford to lose more, right?"

I'm not sure who's saying that. I thought it was exactly the opposite - when you have more to lose you take less risks, which is exactly his next point:

"The closer you are to being fully content, the less risk you should want to take."

Where it gets confusing for me is:

"Of course, the risks you take will always be relative to your desires. If you won’t be satisfied until you’re flying private in Level 5 ($10 million -$100 million), then you have to keep taking big risks. But, if you’re content flying commercial in Level 4 ($1 million -$10 million), you can dial it back much sooner."

The reason it confuses me is that it seems like he's saying that the underlying premise is that the only way to gather the resources required for the greater lifestyle is risky investment.

But that's not true. If you want to pursue big gains then you need high growth, but that's not necessarily the same as high risk. For example if you want to maximise your portfolio over 30 years, you could put your capital 100% in a NASDAQ 100 ETF like NDQ, which is highly volatile in the short term but has been running at 20% p.a. growth over 10 years. In the short term it's risky, in the long term it's not that risky. Similarly with any other investment: you can find what gives you the returns you want, identify the real risks, and mitigate the risks.

But the point about lifestyle seems to be conflating two very different things anyway: income and investing. If you want to fly first class, or fly private airlines, then you need income to fund it. You could get that income from one of two ways: income from your labour (employment or running a business), or income from financial assets you own (yields from assets, or income from selling assets).

You can't use your assets to fly first class or private unless you've first built up your assets, which is generally a 20 to 30 year process.

So if his point is about lifestyle changes (like flying first class or private) in the short term (e.g. within the next 5 or 10 years), this isn't really about investing, because investing is unlikely to produce those gains in that timeframe. This is about income from your job.

I think this comes back to his book, where he ties together wealth levels and spending levels. He talks about using some of the growth from assets to fund lifestyle. He makes some great points, but he also conflates wealth and income, suggesting that:

"... the Wealth Ladder suggests that you spend money according to your wealth level."

and

"This works because of the 0.01% Rule. If we assume that your wealth is invested and growing by 0.01 percent per day above inflation, this translates into a growth rate of roughly 3.7 percent per year. This is a relatively conservative annual return, even after adjusting for inflation. Assuming that your wealth will grow by 3.7 percent annually, you could spend about 0.01 percent of your wealth each day and maintain the same net worth. For example, if you had $100,000 invested and it grew by 0.01 percent daily, that would give you ten dollars that you could spend in excess of your income each day. You could spend this money without reducing your long-term wealth. Unfortunately, if you don’t have any other income, this won’t be much to live on."

I think his approach conflates two entirely different things: income which funds lifestyle, and investing which builds up assets. Unless of course, you already built up the assets and generate income from them to live off ... in which you don't need the 0.01 percent rule.

If you understood the author's point, what did you take him as trying to say?

ian
May 31, 2026

I know I've left a lot on the table by not being 100% invested and not gearing into Sydney real estate. I understand my biases. I worry about a lot of things that keep me awake at night. Or stop me getting back to sleep. But a market collapse isn't one of them. Nor is FOMO.

Jeff O
May 31, 2026

This (partial) analysis also does not give due consideration to owner occupied housing (and in turn total wealth), gearing and investing, giving while living (a warm hand) or estate plans (a cold hand)...and the financial plan for your family as a whole.

I'd could easily argue that most old Australians over save, underspend and are too risk averse...at the detriment to young Australians including their own families.

The best way to manage running out of money/income....is to do a stress test every year....and in times of growth...gear some more ; and in downturns, cut back income a bit, if necessary...depending on your health, wealth and wellbeing.

I doubt that you will get that advice from asset managers or advisers enumerated by FUM!

John
May 31, 2026

Like most people, we lost half our super during the GFC, with enough still invested to see us out. Despite spending $250k+ p.a, our pile keeps growing, thanks to super balances well above our TSBs and TBCs, but still below Division 296's clutches. A decade after retirement, we travel less now but spend much more on healthcare. It's a wash. Super combined with a few $m in highly CGT exposed offshore non-super growth investments should allow us to coast to the "other side", regardless of aged care cost rises. If I panicked about the CGT changes, we cash all non-super before 1 July 2028 and settle for 5% taxable returns. But to cash out, CGT would be huge, even with today's 50% "discount". We would lose buying power via inflation forever. We don't need to renovate again and moving to a fancier CGT-exempt PPoR would incur $500k in buy/sell costs Becoming a secured pay-day lender seems attractive, as there will be plenty of customers paying 12% as layoffs bite big time.

 

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