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The First Rule Of Financial Independence: Never Lose Money

Updated: 01/02/2023 by Financial Samurai 77 Comments

The first rule of financial independence is to never lose money. If you lose lots of money, you ultimately lose lots of time. And time is your most valuable asset. Don’t go too backwards!

The second rule of financial independence is to never forget the first rule. As one of the founders of the modern-day FIRE movement, it is important to keep going forward on your FI journey.

In 2009, I made myself two promises when I started Financial Samurai: 1) write 3X a week on average for 10 years and 2) never lose money again.

We had just gone through a financial beating where my net worth got slashed by 35% – 40% in just six months. The pain was too much to bear, so I decided to take up writing instead of drugs and alcohol.

I knew that worst case, if I stayed committed with Financial Samurai, in 10 years I’d have the option to escape full-time work. When you spend at least 10,000 hours on your craft, you will have opportunities.

Further, I knew that if I never lost money again, in 10 years by simply earning a conservative 5% rate of return plus annual savings, I’d surpass the net worth that I once had before the financial crisis by at least 2X.

Achieving financial independence takes discipline and patience. But once you get there, you’ll realize all your effort was well worth it.

The First Rule Of Financial Independence

The first rule of financial independence states that you should never lose money on your path to financial independence, especially after achieving financial independence.

If you lose 50% of your net worth, you need a 100% gain to get back to even. But worse than trying to recoup your losses is the loss of time. The older you get, the more you realize everything you want to do is a race against death.

Once you’ve experienced financial independence, when your gross passive income covers your desired life’s expenses, you never want to return to the salt mines again.

Ideally, your investments never go down, but we know from history that in any given year, there’s a ~30% chance the S&P 500 will end in the red. Therefore, it’s almost impossible to never have a down year with any of your risk assets.

So what is a financially independent person supposed to do? The solution is to either completely de-risk, diversify, or have alternative income streams beyond your passive income to bolster potential investment losses.

If you cannot avoid losing money in your investments, then you must certainly avoid an annual net worth decline. The solution here is to buffer your potential investment losses with aggressive saving and additional sources of income.

Financial Independence Archetypes

There are different levels of financial independence. Let me share some examples of various financially independent archetypes I’ve met. We’ll discuss how they plan to always follow the first rule of financial independence.

Financial Independence Archetype #1:

60-year-old couple, $3 million net worth, $90K passive income, $90K total income, $50K expenses

Due to inflation, $3 million is the new $1 million. We’ve got to move past the belief that having a $1 million net worth means you’re a millionaire. A $1 million net worth means you’re earning about $30,000 – $40,000 a year in gross passive income. This does not reflect the traditional millionaire lifestyle.

With a respectable $3 million net worth, however, archetype #1 lives a comfortable lifestyle off a low-risk 3% return or $90,000 a year in net passive income from AA-rated municipal bonds.

The 60-year-old couple has no debt and their kids are independent adults. They could increase their withdrawal rate and eat into principal, but they want to remain conservative.

The couple has no desire to work part-time or consult for money. They are happy with what they have.

Since they only spend $50,000 a year, they get to reinvest $40,000 a year to earn another $1,200 a year in net passive income to keep up with inflation and boost their financial buffer.

Their net worth should never go down because there has been a 0% default history on AA-municipal bonds in their state.

Further, within five years, the couple expect to begin receiving an additional $40,000 total in Social Security for the rest of their lives.

Related: When To Take Social Security? Make So Much It Doesn’t Really Matter

Financial Independence Archetype #2:

Late 30s, $10 million net worth, $208K passive income, $80K part-time consulting income, $288K total income, $130K expenses

This couple hit it big when the husband started early at a hot startup that went public after 10 years. At the age of 38, the husband decided to retire and live off the $10 million after-tax windfall after he sold all his company stock.

He married a school teacher eight years his junior. He then asked her to spend more time with him in retirement to travel. They’re planning to have their first child in the next two years. They want to do the crazy dual stay at home parent thing.

Because the couple is relatively young, they feel comfortable taking on more risk. Further, with part-time consulting income of $80K a year, they only need to earn about $50K after-taxes to fund their $130K in annual expenses.

As a result, their net worth is composed of: 20% in the S&P 500, 20% in their primary residence, 50% in AA-municipal bonds, and 10% cash.

When To Take More Risk

60% of their net worth will generate about $180,000 in passive income at a 3% rate of return. The $2 million S&P 500 index position also generates about $28,000 a year in dividends due to a ~1.4% gross yield. Add on the $80,000 in part-time consulting income, and we’re talking $288,000 in annual net worth increase, or 2.8% +/- any increase or decrease in the value of the S&P 500.

With $2 million of their net worth exposed to the S&P 500, this couple can afford to lose 13% in their stock holdings before their net worth starts going down. They are indifferent about the value of their $2 million primary residence because they plan to own it forever.

Their ultimate goal is to grow their net worth by a stress-free 4% a year. At this rate in 10 years, their net worth will have grown to about $15 million. If there is a particularly rough patch in the stock market, the husband will ramp up his consulting work. He has the capacity to earn up to $250,000 a year in consulting.

The First Rule Of Financial Independence: Never Lose Money

Worst case, they could invest $10 million of their liquid net worth in 10 years in a portfolio of municipal bonds. These muni bonds would yield them $300,000+ in after-tax passive income. Thanks to the Fed aggressively hiking rates, Treasury bonds now yield over 4%.

Even if their expenses grow from $130K to $200K after conceiving a child, they’ll still have a $100,000 a year gross surplus of cash flow. This couple is unlikely to ever lose money again.

Financial Independence Archetype #3:

40s, $5 million net worth, $150K passive income, $300K active income, $450K total income, $120K expenses

$5 million is the recommended minimum you’ll need if you want to retire comfortably in an expensive city with a child. One look at the budget and you’ll recognize this reality.

Archetype #3 is in their 40s with one 5-year old child who began attending private kindergarten that costs $30,000 a year. The couple’s total after-tax living expense is $10,000 a month.

The couple is financially dependent and are no longer working full-time jobs after 20 years of grinding away. The difference with this couple and the other two couples is that they have an online business. It generates $300,000 a year in gross income.

The wife started her online store selling a variety of women’s goods on the side while working as a Marketing Director.

She read Financial Samurai and thought, why not utilize my expertise at my day job and create something of my own. After all, one of the best ways to get next-level-rich is to grow your own equity.

Solid Income Generation

With a combined $450K a year in gross income and only $120K in annual after-tax expenses, they have roughly a $300K annual gross buffer. Therefore, this couple is willing to take more risks with their investments.

Their net worth is currently composed of 30% in various large cap dividend stocks, 25% in real estate, 40% in AA-municipal bonds, and 5% in a high yield online savings account.

With $1.5M in stocks and a $300K annual gross surplus after expenses, this couple is able to withstand a 20% decline in their stock portfolio before they start losing money.

Using Financial SEER, this couple’s Risk Tolerance Multiple is a reasonable 13.8X if using a 35% expected average bear market decline. Their risk tolerance multiple is just just 7.9X if using a 20% expected decline in their stock portfolio.

This couple’s ultimate goal is to achieve a $10 million liquid net worth by their 50s. Once they do, they can generate ~$300,000 a year in passive income and hedge against a decline in their online business.

Never Lose Money Again

Unless you’re risking other people’s money, it’s actually hard to lose much more than 20% in a well-diversified public investment portfolio. Yes, we know the average bear market declines by roughly 35% since 1928. However, that’s for stock performance alone.

Once you construct a balanced retirement portfolio of stocks and bonds, the volatility declines tremendously. Add on alternative investments, and it may be even harder to lose 35% in any given year.

Take a look at the worst year performances of the following balanced portfolios below. Even with a 60% / 40% weighting in stocks / bonds, -26.6% was the worst annual decline.

Income Retirement Portfolio Asset Allocation
Balanced portfolio historical performance - the first rule of financial independence

Major Point For Financial Independence

If you’ve actually achieved financial independence or are clearly on your way to financial independence, there’s no way you should be risking the majority of your net worth in risk assets. Build alternative income streams.

You are already comfortably happy with what you have. If you are not, then you have not yet achieved financial independence. In other words, your financial independence number is not real if you don’t change your life.

We must also recognize that except for 2018, it’s been easy to make money each year since 2009. Not only have stocks performed well, but so have bonds, real estate and other alternative investments.

Therefore, let us not overestimate our investing prowess. Confusing brains with a bull market is a dangerous mindset. I’ve known too many people to take excess risk only to lose it all and then some.

The good thing about the 2022 bear market is that wakes people up from complacency. Complacency leads people to violate the second rule of financial independence: never expect your income to always go up. The second rule of financial independence is also the second biggest financial mistake you can make.

Historical S&P 500 Returns Up To 1Q2019
Historical S&P 500 returns with dividends reinvested

Learn To Be Happy With Enough

The feeling of never losing money is wonderful. We just need to be aware that there’s a never ending amount of money to be made. It’s okay to love money. But, as soon as we find a way to let go of our desire for more, we tend to feel more satisfied and happier.

Finally, the great irony of following the first rule of financial independence is that you may actually end up making much more money long-term. When you’ve structured your finances to be bulletproof, you’ve essentially created your own perpetual trust fund.

It is precisely your financial security that allows you to take more risk. And it is the risk-taker who tends to gain all the spoils.

Related: What Does Financial Independence Feel Like?

Recommendation To Achieve Financial Independence

It’s easier to achieve financial independence if you diligently keep track of you finances. To do so, sign up with Personal Capital, a free financial tool online. It aggregates all your financial accounts in one place. I’ve been using Personal Capital to track my net worth since 2012. As a result, I have seen my wealth sky rocket during this time period.

Their 401K Fee Analyzer tool is saving me over $1,700 a year in fees. They’ve also got a great Retirement Planning Calculator. It uses real data and Monte Carlo simulations to produce realistic retirement results.

There’s no rewind button in life! Let’s not waste any more time.

Personal Capital Retirement Planner Free Tool
Personal Capital’s Free Retirement Planner

More Recommendations

Pick up a copy of Buy This, Not That, my instant Wall Street Journal bestseller. The book helps you make more optimal investment decisions so you can live a better, more fulfilling life. 

For more nuanced personal finance content, join 55,000+ others and sign up for the free Financial Samurai newsletter and posts via e-mail. Financial Samurai is one of the largest independently-owned personal finance sites that started in 2009. 

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Filed Under: Retirement

Author Bio: I started Financial Samurai in 2009 to help people achieve financial freedom sooner. Financial Samurai is now one of the largest independently run personal finance sites with about one million visitors a month.

I spent 13 years working at Goldman Sachs and Credit Suisse. In 1999, I earned my BA from William & Mary and in 2006, I received my MBA from UC Berkeley.

In 2012, I left banking after negotiating a severance package worth over five years of living expenses. Today, I enjoy being a stay-at-home dad to two young children, playing tennis, and writing.

Order a hardcopy of my new WSJ bestselling book, Buy This, Not That: How To Spend Your Way To Wealth And Freedom. Not only will you build more wealth by reading my book, you’ll also make better choices when faced with some of life’s biggest decisions.

Current Recommendations:

1) Check out Fundrise, my favorite real estate investing platform. I’ve personally invested $810,000 in private real estate to take advantage of lower valuations and higher cap rates in the Sunbelt. Roughly $160,000 of my annual passive income comes from real estate. And passive income is the key to being free.

2) If you have debt and/or children, life insurance is a must. PolicyGenius is the easiest way to find affordable life insurance in minutes. My wife was able to double her life insurance coverage for less with PolicyGenius. I also just got a new affordable 20-year term policy with them.

Financial Samurai has a partnership with Fundrise and is an investor in private real estate. Financial Samurai earns a commission for each sign up at no cost to you. 

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Comments

  1. Manuel Campbell says

    January 8, 2022 at 6:25 pm

    Hi Sam,

    I was reading this article in conjunction with today’s article.
    https://www.financialsamurai.com/capital-preservation-investments/

    Like you, I’ve gone through the tech bubble (although I was just starting off) and the financial crisis where I lost more money. Obviously, the worst of all was the COVID-19 crash. This is normal since my portfolio grew a lot along the way.

    I agree with the rule to “never lose money”. But I apply it differently. I try not to care too much about market volatiliy (what is called “risk” in the financial industry), even if it’s hard sometime. I learned with time that the “risk” of a stock price decline could instead reveal to be an “opportunity” if the company is a good one that manage to go through the short term difficulties.

    Instead, my goal is to avoid investing in financially weak companies that seems good candidate for bankruptcy and avoid overpaying for companies that sell for stellar P/E or have no P/E at all. For example, Sears and Radio-Shack were very obvious insolvent companies, while Macy’s and Best Buy had solid financials.

    I’ve made a lot of money with companies that have gone down a lot. Here are some example :
    – Best Buy : bought at 23$ in 2012, the price went down to 11$, sold the majority of my position after the pandemic at 100$. Best Buy had enormous losses from going out of Europe and China, but the US/Canada was very profitable.
    – Abercrombie & Fitch : bought at 11$ in 2017, the price went down to 8$ during the pandemic, but I had already sold 2/3 of my position in 2018 for 27$, sold the rest of my position for 27$ after the start of the pandemic. The stock is now 33$ per share… When I bought, the company was going through enournous difficulties, but the amount of cash they had in the bank account was more than the stock price ! So, this was a great cushion.
    – Applied Materials : Bought for 60$ in 2018 at the market top. The stock immediately dropped to 30$. I doubled my position (for half the price). At this price, the company was generating 10% earnings and 3% annual dividend. This was a no brainer… The company eventually benefited tremendously from the pandemic (as a chip equipment maker). That was totally unexpected. I sold half my position in 2021 for 100$. I kept the other half and they are now worth 150$. Those are equivalent to free shares for me – since the realized gain pay for the remaining shares. And they are still earning 10% per year due to the increase in profits. I don’t know if this will continue in the future when the chip shortage will be resolved however…

    Anyway, those are just a few examples. Each of them are not necessarily big amounts in themselves. But I try to repeat this strategy as much as I can. So this can become a reliable way to grow my investments over time.

    This way, volatility become an opportunity, instead of a risk.

    The COVID-19 made this quite difficult to apply, because it was so unexpected and unpredictable. Some of my investments performed tremendously well. While some others were hurt badly. Diversification helped me a lot in this situation.

    I would want to go back to investing actively when the pandemic is over. This will be easier to do when we go back to some sort of normalcy. Let’s hope it will happen sooner than later. I’m very tired of this pandemic …

    Anyway, love all your blog. Hope what I write make sense. Feel free to comment if I you agree or disagree with this strategy.

    Reply
    • Financial Samurai says

      January 9, 2022 at 7:49 am

      The one thing I’ve realized since starting in 2009 is that a lot of people have made a lot of money since.

      Therefore, my fear is that we’ve become overconfident in measuring our risk tolerance and our investing abilities.

      It’s one of the reasons why I wrote, Your Risk Tolerance Is An Illusion. But I’m also hopeful we’ll all learn from our mistakes and get better over time!

      Reply
      • Manuel Campbell says

        January 9, 2022 at 1:25 pm

        I agree with you. It is always my fear to invest in an overvalued stock market. However, equities don’t have a limit on the upside. It’s not because they have done well in the past that they can’t do better in the future. It’s different than a bond where an increase in price limits any potential increase in the future. Gains on bonds are ultimately capped by the face value of the bond and the coupons.

        One example that helped me understand this concept during the pandemic was looking at the Zimbabwe Stock Exchange (ZSE)… If things were bad in developped countries, then surely things would be much worse in Africa ?

        Here is the most recent data : +345% in 2021. One would think : “this is certainly loss-recovering after a very bad 2020 ?” Hell no ! The stock market is up 4596% over 2 years !! (Here is the link : https://www.african-markets.com/en/stock-markets/zse)

        The most important to look at the facts. For that reason, I plan to read as much earnings reports as I can in 2022. That will help me determine if actual prices are justified. If they are not, then I will seriously consider reducing my positions (risk).

        There are many reasons why companies could have a very good performance in 2022 :
        – more stimulus from governments in coming years (infrastructure bills);
        – additional money circulation due to past stimulus (purchases made with stimulus money is now a revenue ready to be spent by another person);
        – additional savings and reduced spending during the pandemic should come back to normal (recovery stocks);
        – potential additional borrowings from real estate appreciation as well as increased spending from stock market gains.

        Reading how companies are doing in their coming earnings report will help me understand what is going on right now and what companies expect for 2022.

        Also, 4 of my 5 biggest positions are relatively secure investments :
        1) Couche-Tard : 61% earnings growth over the last 3 years, PE around 16.5, very high quality company, will probably soon surpass 7-Eleven as the biggest convenience store operator in the world.
        2) Suncor : 5% dividend. 7.7 forward PE. Biggest oil company in Canada. This is the “Exxon” of Canada. Upside potential in case of an energy crisis following years of underinvestment in the production of oil.
        3) TC Energy : 5.6% dividend. 13.5 forward PE. Pipelines. Super stable operations. Almost like real estate. Potential lawsuit gain from cancellation of Keystone XL by Joe Biden worth 15$ per share (25% potential one-time gain).
        4) Riocan : 4% distribution. Real estate. No need for additional description. :-)

        I will stay more cautious than I was in the past. But I’m not sure “cash” and “bonds” are the right answer for safety in this environment.

        We may not get +4596% return over two years, like in Zimbabwe. But my bet is the “sign” in front of the number will be on the same side…

        Anyway, thanks for sharing your thought with all of us. Really appreciated !

        Reply
  2. ken tobin says

    November 27, 2019 at 9:19 am

    Both Bernstein and Swedroe in their writings suggest CASHING IN YOUR CHIPS when you have won the game. I recently invested in PFFD as suggested by author Rick Ferri. It is a preferred stock index fund yielding around 5.5%

    Reply
  3. Brian says

    July 14, 2019 at 3:53 pm

    I’ve thought about the topic of running out of money quite a bit. I’ve landed on the option of always doing something to earn at least some income. This serves at least two purposes in that you augment your investment earnings and second it gives you something to do.

    Reply
  4. Jim says

    March 17, 2019 at 6:25 pm

    Thanks for the reply Zen Master. I appreciate your thoughts. I am still learning about how bonds and preferred shares of stocks work. So I do have a question. You said “the corporate bond market is presently stretched, featuring record high debt to GDP and record low high-yield default rates”. Can you say that across the board? For example, I recently purchased some corporate bonds of companies that are in good financial shape, have good management and produce a stable product. If I understand, a company’s bond is the highest priority above their common stock and above their preferred shares. So in order to default, they would have to default on the stocks first. So it seems to me that how stretched the company’s bonds are should be based on the financial stability of the company. I will soon be in a low tax bracket and all of my income will be from my IRA. I do not own any muni bonds. Right now I am about 10% cash, 10% corporate bonds, 30% preferred stocks and 30% real estate and 20% growth stocks. All things considered, I am averaging about 5% yield, which is about where I want to be. But I am just concerned about preparing best I can for the coming recession.

    Reply
  5. Jim says

    March 10, 2019 at 7:10 am

    Good article and discussion. When I read most articles about asset allocation, I always get confused about bonds. At least in this article, it’s clarified that you are talking about municipal bonds. However, what do you think about corporate bonds and preferred stocks of the solid companies you have been investing in? As a defense, I have moved about half of my investments to the bonds and preferred stocks of the same companies I have been investing in. That way I have confidence in the company and management because I have thoroughly researched the company. But moving to their bonds and preferred stocks, I get a better dividend and for the most part, less volatility. So what are your thoughts on bonds and preferred stocks of solid companies?

    Reply
    • Zen Master says

      March 17, 2019 at 3:31 pm

      Jim –

      I agree that most people are too generic in talking about bonds. You wouldn’t talk about all “stocks” in the same way, and the fact is various “bonds” are not all alike.

      That said, corporate bonds may differ from municipal bonds in terms of credit risk, call risk, and liquidity risk and — unlike municipalities, which have no shareholders — a company’s management interests and incentives may align more with stockholders, not bondholders. Know what I mean? Worse, the corporate bond market is presently stretched, featuring record high debt to GDP and record low high-yield default rates (both harbingers of a stretched market).

      What if (when) the economy weakens? What if (when) the tide goes out? Will the corporate bond market show greater weakness than anticipated? It seems to me as though the corporate bond market is perched on about as much risk as the stock market. The tide will turn eventually and, in my opinion, these bonds will get hit.

      In my view, the same is not true for municipal (or other government) bonds. Could there be some municipal bankruptcies or defaults? Sure, but muni bonds, in general, are not subject to the same default risk as the corporate bond market and if you’re particularly focused on a diversified basket of investment-grade “general obligation” bonds, you’re going to be fine as long as the entire country doesn’t go under … and then nothing is safe anyway. You’ll want guns and ammo.

      On the other hand, I think liquidity is one of the negatives of muni bonds. The market is much, much smaller than the corporate bond market. Moreover, even in the financial crisis, muni bonds suffered a dramatic fall in value — around 15% versus the stock market of around 50% — but the bonds also recovered quickly (within about 60 days of bottoming).

      Of course, the primary feature of muni bonds is not safety, it’s the after-tax yield. If you are in a very low tax bracket and “no tax” state, muni bonds are not for you as you could do better (i.e., get a higher yield with equal safety) with other taxable government bonds. So the prime candidates for muni bonds are those in a higher tax bracket and/or in high tax states.

      That’s my 2 cents anyway. Does anyone disagree?

      Reply
  6. ReFinDoc says

    March 10, 2019 at 6:17 am

    Random thoughts;
    I strongly recommend Swedroe’s new book on Retirement. It answers most of these questions on asset mix, Social Security strategies and risk.
    We already live in a hyper-inflationary environment for Health care.
    The ability to “cut back” on expenses is a powerful financial tool.
    Most Armageddon scenarios will be local, i.e. Hurricane Sandy. A 4-wheel drive vehicle with a full tank of gas may be the ultimate survival tool.
    Preparing for unlikely scenarios such as War are likely to be too expensive and ineffective.
    You simply cannot protect yourself from all types of risk.
    The biggest risk to your financial future is your own behavior. Under stress humans almost always make the wrong decision financially.

    Stocks correlate with Bonds? That’s new to me.

    Reply
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