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The Hidden Price of Successful Investing: Overcoming Fear, Doubt, and Regret

phoue

15 min read --

Symbolizing the invisible price tag of investing
Symbolizing the invisible price tag of investing

Want to succeed in investing? Then you need to be prepared to pay more than just money. There’s always a price to pay for successful investing. But this price isn’t paid in cash. As author Morgan Housel emphasizes in his book, “The Psychology of Money,” the true cost of investing is paid in “mental taxes” such as volatility, fear, doubt, uncertainty, and regret. This is a kind of ’entry fee’ that must be paid to participate in the stock market and earn higher returns than bank interest.

The price of investing
The true cost of investing is paid in 'mental taxes' such as volatility, fear, doubt, uncertainty, and regret

This is where the most important skill we need comes in. It’s the ability to think differently about the nature of this cost. Most people see market downturns as a ‘fine’ they receive for doing something wrong. Fines are punishments, right? They hurt and are an experience you never want to go through again. That’s why these people sell all their stocks in a panic when the market crashes. It’s a truly unfortunate mistake, locking in losses at the worst possible time.

However, successful investors see it as an ’entry fee’. Just like you have to pay for a ticket to get into Disneyland. You willingly pay the money with the expectation of having a wonderful experience at Disneyland, even if you don’t know if it will rain or how long you’ll have to wait for rides. Investing is the same. While we can’t predict the short-term movements of the market, we pay the entry fee of volatility to experience the magic of long-term compounding. Changing the mindset from ‘fine’ to ’entry fee’ will be the strongest anchor to navigate the rough seas of investing.

Now, we will dissect what these psychological costs of investing are made of, one by one, and delve into the fundamental reasons why we repeatedly falter in front of this price tag. We’ll look back at how history has presented us with enormous bills, from the 2008 financial crisis to the COVID-19 pandemic, and the current market dominated by AI. When you think about it, this ’law of price’ applies equally not only to investing but to all areas that talk about success, such as sports and business. It will become even more relatable when you see examples of legends like Michael Jordan. Finally, based on all these analyses, we will propose some practical psychological strategies that allow us to understand and willingly pay this ‘invisible price tag’.

What Exactly Are the Psychological Costs of Investing?

The price of investing is trickier because it doesn’t have a clear price tag attached. It manifests in forms like stress, anxiety, and constant doubt about whether you’re doing the right thing. The invisible costs we must pay for successful long-term investing can be broadly divided into four categories.

One, Volatility is the Ticket to Seeing the Magic of Compounding

Volatility. It’s not just numbers. It’s the market’s uncertainty being reflected in your account in real-time. We tend to see it only as a risk to be avoided, but more accurately, it’s the essential entry fee for enjoying long-term compounding effects. In the long run, even consistently growing assets are never a straight line when viewed under a microscope. They go through numerous ups and downs. The patience to endure these tedious and sometimes painful fluctuations is what gives compounding magic time to work.

Stock price graph showing market volatility
Sharp market volatility

The story of Netflix stock is truly dramatic. From 2002 to 2018, it yielded over 35,000% in returns, which is literally life-changing. But what was the ‘price tag’ for this immense profit? Surprisingly, during that period, Netflix’s stock price was below its previous all-time high on 94% of all trading days. What this means is that for 16 years, investors had to endure doubts and regrets almost daily, thinking, “Did I buy at the peak?” or “Is it over now?”. Most likely, they couldn’t bear this psychological pressure and sold in the middle. They paid the entry fee but missed out on the real show, the 35,000% return. In the end, the enormous profits were a reward reserved only for the few who endured this brutal volatility until the end.

Two, The Most Terrifying Tax: Fear and Uncertainty

To be honest, the most unbearable mental tax in investing is the extreme fear and uncertainty that comes when the market collapses. This is not just about the numbers in your account decreasing. It’s a primal fear that your entire fortune, your family’s future, might disappear. When these thoughts begin to arise, rational judgment is paralyzed, and only survival instincts remain. Why do you think so many people panicked and sold during the 2008 financial crisis? It was precisely because of this fear.

Three, Regret and FOMO: A Double-Edged Sword

But this price isn’t just paid during downturns. Even during upturns, we pay another kind of tax. That’s regret and FOMO (Fear Of Missing Out).

  • Regret: The regret of “Ah, I shouldn’t have sold then…” or the self-recrimination of “I should have sold even if it was then…”. Such regrets negatively affect subsequent investment decisions, leading to repeated mistakes.
  • FOMO: This is the ‘fear of falling behind’. When you hear about people making money in stocks or crypto, you feel like you’re the only fool and become anxious. This emotion is particularly intense at the end of a bull market, leading people to “invest without asking questions.” There’s no more expensive entry fee than buying at the peak, driven by FOMO. The meme stock frenzy of 2021 was exactly like that.

Ultimately, the cost of investing isn’t a one-time payment; it’s more like a ‘subscription fee’ paid throughout your investment journey. Like the Netflix example, it’s continuously billed in the form of ‘doubt’ and ‘patience tests’ on almost every day the market isn’t at its peak. Therefore, what we need is not the courage to endure a brief crisis, but the steady patience to endure boredom that may last for decades.

Why Do We Repeatedly Crumble in Front of This Price Tag?

There’s a reason why most investors can’t act rationally and crumble when the market presents a price tag of volatility and fear. Our brains are wired for the environment of the primitive era, tens of thousands of years ago, where survival was paramount, not for the modern financial market. Psychological instincts that were advantageous for survival back then often become detrimental to long-term investing now.

Brain image representing human psychology
Human Psychology

Loss Aversion: The Joy of Gaining $10 vs. The Pain of Losing $10

Daniel Kahneman, a Nobel laureate in behavioral economics, found that people feel pain from losses about 2 to 2.5 times more strongly than joy from gains. The pain of losing $1,000 is much, much more intense than the joy of gaining $1,000.

How does this affect investing? When our account drops by 10%, we perceive it not just as a 10% loss, but as an emotional shock of over 20%. This amplified pain makes the market’s ’entry fee’ feel like an unbearable ‘fine,’ leading us to conclude that the only way to escape this pain is to hit the ‘sell’ button. Ah, how unfortunate.

Herd Instinct: If Others Are Selling, I Sell Too

When faced with uncertain situations, we have a strong instinct to follow those around us. In ancient times, following the herd was probably the best strategy for survival against predators.

However, this leads to disaster in financial markets. When a few people start selling, it becomes a strong signal to others that ‘it’s right to sell now!’. This signal of fear spreads instantly, eventually leading to massive sell-offs. As everyone panics and leaves the market, it results in the worst outcome: paying all the entry fee of the downturn but not tasting the ‘sweet reward’ of recovery that follows. You’ve probably had similar experiences.

Overconfidence and Confirmation Bias: My Beliefs Fueling the Bubble

On the other side of fear lies greed. And what fuels this greed are ‘overconfidence’ and ‘confirmation bias’. During bull markets, everyone feels like they’ve become Warren Buffett. We start believing we’re making money because we’re so good.

Once this belief takes root, we selectively seek out and listen to information that supports our belief. We search for good news about the stocks we’ve bought and deliberately ignore voices warning of risks. This is confirmation bias. This mindset collectively fosters irrational optimism and creates massive bubbles. Ultimately, overconfidence is no different from an action that increases the size of the ‘price’ we have to pay later. The larger the bubble, the more painful the mental tax we have to pay when it bursts.

In the end, the market simply goes up and down. It’s these deeply ingrained old instincts within us that turn this neutral phenomenon into excruciating pain. The true skill of investing is not predicting the market, but fighting and winning against these instincts within ourselves, a battle of ‘defeating oneself’.

Moments When History Presented Us with Bills

The ‘invisible price tag’ of investing is not just a theory. History has periodically presented all investors with very painful bills. In those moments, observing how people reacted helps us understand the essence of the ‘price’ much more vividly.

Newspaper article about the 2008 financial crisis
2008 Financial Crisis

Case 1: The 2008 Financial Crisis – Fear That the World Was Ending

Do you remember when Lehman Brothers collapsed in 2008? This wasn’t just a slight market wobble. It was the ultimate fear that the capitalist system itself could collapse that was billed to us. The VIX index, known as the ‘fear index,’ soared to over 80, more than four times its normal level, giving you an idea of the fear people must have felt.

Faced with this immense bill, most people acted as expected. They panicked and dumped their stocks. They paid all the entry fee, but they were not invited to the powerful recovery party that followed.

But you know what? At that very moment, there were those who saw it not as a ‘fine’ but as a ‘historic bargain sale’. That was Warren Buffett. He made the decision to invest $5 billion in Goldman Sachs when the crisis was at its peak. Wow, the heart of a giant is truly different. He bought ultra-prime assets under unbelievable conditions, willingly bearing the market’s fear and uncertainty. With this single investment, he made billions of dollars. He personally demonstrated the greatest lesson on how to view the ‘price’ during a crisis.

Case 2: The 2020 COVID-19 Pandemic – A Variation of Fear and FOMO

The 2020 pandemic sent another kind of bill. The market crashed at the fastest speed in history, and the uncertainty was greater than during the 2008 financial crisis. The VIX index proved it.

However, people’s reactions were a bit different this time. As governments injected massive amounts of money, new individual investors flooded into the market. South Korea’s ‘Donghak Ant Movement’ is a prime example. While some people were scared and sold during the initial crash, more people saw it as an opportunity for low-cost buying. And as the market rebounded in a V-shape, extreme FOMO then swept the market. The anxiety of “I can’t be left behind and become a ‘벼락거지’ (sudden poor person)!” drove people to the stock market, real estate, and crypto markets.

Case 3: The 2021 Meme Stocks – Is This Investing or a Game?

The 2021 GameStop (GME) saga took the concept of ‘price’ to an entirely new level. The entry fee paid by investors at this time had nothing to do with the company’s value or economic conditions. It was the cost of participating in the narrative of ‘a rebellion of ants against Wall Street institutions,’ and the cost of becoming a member of online communities like ‘Diamond Hands’.

This was not investing but a grand online game and a social phenomenon. Social media algorithms insanely amplified FOMO, creating collective madness. Of course, as the power of that narrative weakened and the fervor cooled, the stock price plummeted, and those who joined the party late had to pay a very high bill. This case shows us that no matter how new and exciting the reason for paying the price, the end of a price detached from real value is always painful.

The Price Beyond the Market: Success Never Comes for Free

Morgan Housel’s principle, “There’s no such thing as a free lunch,” doesn’t just apply to the stock market. It’s a universal law that penetrates all fields requiring a high level of achievement: sports, business, art, and more. To gain meaningful rewards, one must always pay the corresponding invisible price.

Michael Jordan training for success
Effort for success

Michael Jordan’s 9,000 Missed Shots

‘The God of Basketball’, Michael Jordan, said this about his secret to success: “I have missed more than 9,000 shots in my career. I have lost almost 300 games. On 26 occasions I have been entrusted to take the game winning shot and missed. I have failed over and over and over again in my life. And that is why I succeed.”

Wow, what magnificent words, aren’t they? These words precisely show what the price of success is. The price Jordan paid was enduring numerous failures, the criticism that came with them, and self-doubt like ‘Am I not good enough?’. Each of the 9,000 shots he missed is the same as each day Netflix’s stock price struggled below its all-time high. The painful daily training and the bitter taste of defeat were the entry fees he paid to become a ’legend’.

The Invisible Pain of Startup Founders

Behind the glamorous image of successful startups that we see, there lies unimaginable pain that founders have endured. People only see the valuation in the hundreds of billions of won, but they don’t often see the fact that founders have stayed up sleepless for years, endured extreme stress, and faced countless rejections to create that value. All this mental and emotional exhaustion is the immense price that must be paid to turn world-changing ideas into reality.

In the end, everything connects. The price always comes before the reward, and the magnitude of the price is proportional to the magnitude of the reward we desire. If we want immense rewards like life-changing returns, legendary status, or world-changing innovations, we must be prepared to pay a substantial mental tax for a correspondingly painful and long period. This is the slightly uncomfortable truth hidden behind great success.

So, What Should We Do?: Becoming an Investor Who Willingly Pays the ‘Price Tag’

So, if the success of investing depends on our ability to understand and willingly pay this ‘invisible price tag,’ how can we build that mental muscle? Let me suggest a few practical psychological strategies.

1. Change Your Framework: Repeat “Entry Fee,” Not “Fine”

The most important and fundamental change begins with a shift in thinking. Instead of viewing market downturns as fines or mistakes, change your mindset to see them as necessary costs for long-term growth.

Try this: When the market falls and your account turns red, instead of thinking, “Ah, I lost money,” consciously repeat to yourself, “I am paying the entry fee for future returns.” Just as you perceive muscle soreness during exercise not as an ‘injury’ but as a ‘sign of growth.’ This simple shift in thinking will be incredibly helpful in managing fear and regret.

2. Remove Emotion, Create a System

Honestly, overcoming market fear and greed through sheer willpower is nearly impossible. We are emotional beings. Therefore, it’s wise to create a system that minimizes room for emotion.

Try this: Set up ‘dollar-cost averaging’ and ‘automatic rebalancing.’ Mechanically invest a fixed amount on a fixed date each month. This automatically allows you to buy more when stock prices are cheap and less when they are expensive. You consistently buy regardless of whether the market is up or down, without emotion. This will be the best safety net to prevent you from being swayed by emotions.

3. Create Your Own ‘Anchor’: Study Basic Indicators

To maintain balance amidst the flood of information from AI and the noise of social media, the ability to make judgments based on objective facts is essential. This means having financial literacy, a basic understanding of money.

Try this: Make sure to study what basic investment indicators like VIX (Fear Index), PER, PBR, and ROE mean at least once. These indicators serve as objective criteria, an ‘anchor,’ for judging whether the market is currently overheated or if a company is undervalued. This will equip you with the ability to calmly assess the situation when others are shouting “Let’s go!”

4. The ‘Sleep Soundly at Night’ Test

The real goal of investing is not to maximize returns. It’s to survive without panicking and throwing everything away during inevitable market downturns. To do this, you need your own ‘psychological safety margin’.

Try this: Before you start investing, ask yourself how much loss you can tolerate. As Morgan Housel advises, you should only invest an amount that allows you to sleep soundly at night. This may not be the method for achieving the theoretically highest returns. However, it will be the most important insurance to prevent you from panicking and ruining everything when the market crashes.

Conclusion: True Returns Come From a Mind That Understands the ‘Price’

What is the surest way to succeed in the world of investing? It’s not about complex financial formulas, economic forecasts, or finding secret stocks that others don’t know about. In my experience, the most powerful and enduring strength comes from deeply understanding human psychology and history.

“There’s no such thing as a free lunch.” This obvious statement explains everything about investing. Success in investing is not about avoiding the price of volatility. Rather, it lies in acknowledging that the price definitely exists, understanding what form it will take, anticipating the bill that will eventually arrive, and being prepared to willingly pay it.

Market ups and downs are not fines. They are the rightful entry fee we pay to earn higher returns. Whether it was the 2008 financial crisis or the 2020 pandemic, history gives us the same lesson. Only those who willingly paid this entry fee and held their ground were able to experience the magic of long-term compounding.

Ultimately, the ability to endure volatility itself is the source of creating returns. Understanding the price of investing and being prepared to pay that cost. Isn’t this the highest return we can achieve and the deepest financial wisdom?

References
  • Housel, Morgan. (2021). The Psychology of Money. Translated by Lee Ji-yeon. Seoul: Page 2.
  • Kahneman, Daniel. (2012). Thinking, Fast and Slow. Translated by Lee Chang-shin. Paju: Kim Young Sa.
#Investing Costs#Psychology of Money#Investment Psychology#Volatility#Long-term Investing#Loss Aversion#FOMO#Successful Investor Traits#Investment Mindset#Coping with Market Downturns#Morgan Housel#Warren Buffett Investing

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