Enrich Your Future 28 & 29: How to Outsmart Your Investing Biases episode artwork

EPISODE · Apr 7, 2025 · 13 MIN

Enrich Your Future 28 & 29: How to Outsmart Your Investing Biases

from My Worst Investment Ever Podcast

In this episode of Enrich Your Future, Andrew and Larry Swedroe discuss Larry’s new book, Enrich Your Future: The Keys to Successful Investing. In this series, they discuss Chapter 28: Buy, Hold, or Sell and the Endowment Effect and Chapter 29: The Drivers of Investor Behavior.LEARNING: Smart people are humble and able to admit when they have made a mistake. “As humans, we make all kinds of behavioral errors. Thus, it should not be surprising that we make them when investing. Smart people are, however, humble and able to admit when they have made a mistake.”Larry Swedroe In this episode of Enrich Your Future, Andrew and Larry Swedroe discuss Larry’s new book, Enrich Your Future: The Keys to Successful Investing. The book is a collection of stories that Larry has developed over 30 years as the head of financial and economic research at Buckingham Wealth Partners to help investors. You can learn more about Larry’s Worst Investment Ever story on Ep645: Beware of Idiosyncratic Risks.Larry deeply understands the world of academic research and investing, especially risk. Today, Andrew and Larry discuss Chapter 28: Buy, Hold, or Sell and the Endowment Effect and Chapter 29: The Drivers of Investor Behavior.Chapter 28: Buy, Hold, or Sell and the Endowment EffectIn this chapter, Larry discusses one of the more frequent risk management problems: holding or selling an asset and how the endowment effect affects this decision.The endowment effectLarry begins by empathetically explaining how the endowment effect, a common behavioral quirk, often causes individuals to make poor investment decisions. For example, it leads investors to hold onto assets they wouldn’t purchase if they didn’t already own them. Whether it’s because the assets don’t fit into their asset allocation plan or because they view them as overpriced, they’re no longer the best choice from a risk/reward perspective.Larry shares the most common example of the endowment effect. People are often reluctant to sell stocks or mutual funds that they inherited or a deceased spouse purchased. Many people will usually say, “I can’t sell that stock; it was my grandfather’s favorite, and he’d owned it since 1952.” Or, “That stock has been in my family for generations.” Or, “My husband worked for that company for 40 years. I couldn’t possibly sell it.”Another example of an investor subject to the endowment effect is stock accumulated through stock options or some type of profit-sharing/retirement plan.How to avoid the endowment effectLarry says you can avoid the endowment effect by asking: If I didn’t already own this asset, how much would I buy today as part of my overall investment plan? If the answer is, “I wouldn’t buy any,” or, “I would buy less than I currently hold,” you should sell. The rule applies whether the asset is a bottle of wine, a stock, a bond, or a mutual fund.He adds that you should only own an investment if it fits into your overall asset allocation plan.Chapter 29: The Drivers of Investor BehaviorIn this chapter, Larry discusses how investors make errors simply because they are humans prone to behavioral mistakes. He reviews some of the more common ones to help you avoid making such mistakes.Ego-driven investmentsIn this type of mistake, investors want more than returns from their investments.For instance, some investors continue investing in hedge funds, despite their lousy performance, for the same reasons they buy a Rolex or carry a Gucci bag with an oversized logo—they are expressions of status, available only to the wealthy.Such investment decisions are ego-driven, with demand fueled by the desire to be a “member of the club.”The desire to be above-averageOverconfidence in our abilities is a very healthy attribute. It makes us feel good about ourselves, creating a positive framework for navigating life’s experiences. Unfortunately, being overconfident in our investment skills can lead to investment mistakes—and so does what seems to be the all-too-human desire to be above average.Overconfidence is such a huge problem that it even causes people to delude themselves—the truth is so painful that the delusion allows them to continue to be overconfident. It leads to unrealistic optimism, causing investors to concentrate their portfolios on a handful of stocks rather than gain the benefits of diversification (the only free lunch in investing).Framing the problemAccording to Larry, many errors we make as human beings and investors result from how we frame problems. “Framing the problem” refers to the way we perceive and interpret a situation, which can significantly influence our decisions. If a situation is framed from a negative viewpoint, people tend to focus on that. On the other hand, if a problem is framed positively, the results are pretty different. Consider the following example from Jason Zweig’s Your Money & Your Brain:Pregnant women are more willing to agree to amniocentesis if told they face a 20% chance of having a Down syndrome child than if told there is an 80% chance they will have a normal baby.Regarding investing, the so-called professionals are framed as having all the advantages. The average investor then believes they stand no chance against the “professionals” and invests in active funds.However, Larry quotes various investment gurus and researchers who believe that investors without knowledge of the stocks they buy can earn market returns by investing in index funds. Since the average fund underperforms its benchmark index fund, and the average active investor underperforms the very funds in which they invest, the know-nothing index investor earns above-average returns by simply earning market returns.Confirmation biasAnother major cause of investment errors is “confirmation bias,” the tendency for people to favor information that confirms their preconceptions or hypotheses regardless of whether the information is true while disregarding evidence that is contrary to them. As a result, people gather evidence, recall information selectively from memory, and interpret it in a biased way.For instance, investors who believe they can pick winning stocks are regularly oblivious to their losing record and record wins as evidence confirming their stock-picking skills. However, they neglect to record losses as disconfirming evidence. Similarly, investors may ignore negative news about a company they are invested in, focusing only on positive information that supports their investment decision.Be humble and admit your mistakesIn conclusion, Larry reiterates that we’re all human and prone to behavioral mistakes. However, he underscores the importance of humility in admitting when we’ve made a mistake. He encourages us to see learning from our errors as a cause for celebration, as it means we’ll be less wrong in the future. He reminds us that what sets us apart from fools is our ability to learn and not repeat our mistakes, expecting different outcomes.Further readingMeir Statman, “What Investors Really Want,” McGraw-Hill, 2010.Jonathan Burton, “Investment Titans,” McGraw-Hill, 2000.Jason Zweig, “Your Money and Your Brain,” Simon and Schuster, 2008.Peter Lynch, “Is There Life After Babe Ruth,” Barron’s, April 2, 1990.1993 Berkshire Hathaway Annual Report.Larry Swedroe and R.C. Balaban, “Investment Mistakes Even Smart People Make and How to Avoid Them,” McGraw-Hill, 2011.Did you miss out on the previous chapters? Check them out:Part I: How Markets Work: How Security Prices are Determined and Why It’s So Difficult to OutperformEnrich Your Future 01: The Determinants of the Risk and Return of Stocks and BondsEnrich Your Future 02: How Markets Set...

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Enrich Your Future 28 & 29: How to Outsmart Your Investing Biases

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This episode was published on April 7, 2025.

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In this episode of Enrich Your Future, Andrew and Larry Swedroe discuss Larry’s new book, Enrich Your Future: The Keys to Successful Investing. In this series, they discuss Chapter 28: Buy, Hold, or Sell and the Endowment Effect and Chapter 29: The...

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