Monday, November 03, 2025

The Inevitable Drift Down from "Can't Lose" Owning Stocks to "Can't Win"

Even if an AI program advises selling everything and walking away from the market for five years, how many of us would take this advice?

Only those who experienced the heady euphoria of the late 1990s dot-com bubble in tech stocks know what the shift from "can't lose" confidence to "can't win" surrender feels like. The chart below illustrates this emotional cycle of confidence rising and fading as bubbles inflate and deflate.

Though we like to tell ourselves we're rational investors, animal spirits are the driving force in euphoric bubbles where our beliefs direct our decisions: we come to believe that we're smarter than the cautious dummies, that the technological revolution underway has plenty more room to run, that policies supportive of stocks have been refined and institutionalized to the point they're rock-solid foundations, and so on.

Though the chart doesn't go back to the 1870s bust or the 1930s Great Depression, the cycle played out in those eras, too. The process of confidence fading is painfully long, as the rewards of "buying the dip" have been so generous and reliable that we naturally assume any decline will be brief.

When the recovery we anticipated rolls over and reaches new lows, we're sure the authorities will "do whatever it takes" to reinflate the markets, but authorities don't actually have god-like powers; their powers only appeared god-like because conditions favored their interventions.

Every new low hurts, but we're still confident that the market fundamentals are intact, authorities have plenty of policy bazookas they can launch, and the recommendations of Wall Street analysts to "buy the dip" are encouraging.

(Those trading in the 2000-2002 era recall Wall Street analysts touting dot-com stocks that had fallen from $80 to $40 as "strong buys," meanwhile the stock finally bottom at $4. Following the "buy" recommendation yielded a 90% loss.)

We attribute any run of bad luck to over-confidence rather than misjudgment of the entire market and economy: OK, we blew the last few trades, but we can get our mojo back.

In the years this process takes to exhaust itself, inflation is eating away at nominal stock prices. As the third chart illustrates, when the Dow Jones Industrial Average (DJIA) finally returned to its 1966 peak above 1,000 in 1973, that didn't mean investors were made whole; inflation had consumed 37% of the value of their stock holdings. To be made whole, DJIA would have to reach 1,370, not 1,000.

The real losses were even bleaker the next time the DJIA again closed above 1,000 on October 12,1982. Investors who held their index portfolios from the peak in 1966 to 1982 lost two-thirds of the purchasing power of their investment. They would not be made whole until the DJIA rose well above 3,000.

The trend that pops out of this long-term chart is that each new peak of household assets invested in stocks is higher than the previous peak. What will the nominal valuation of stock indices be when the percentage of household assets invested in stocks falls from 45% to 15%? What will the purchasing power of the money invested be (i.e. adjusted for real-world inflation) at that point?



This is unknowable, but if history is any guide--and we have no other--then a 50% to 80% decline would be "normal." Consider this chart of the dot-com bubble and deflation: an 80% decline, exhibiting remarkable symmetry:



Inflation renders nominal stock index valuations meaningless:



The drift from "can't lose" to "can't win" is slow and painful. Our beliefs are stubborn, and we cling on to what worked in the past long after it stopped working. Even if an AI program advises selling everything and walking away from the market for five years, how many of us would take this advice? History says: very few.


My new book Investing In Revolution is available at a 10% discount ($18 for the paperback, $24 for the hardcover and $8.95 for the ebook edition) through November. Introduction (free)

New podcast: Anti-Progress, Reverse Leverage and the Hot-Potato Economy (45 min)


Check out my updated Books and Films.

Become a $3/month patron of my work via patreon.com

Subscribe to my Substack for free



My recent books:

Disclosure: As an Amazon Associate I earn from qualifying purchases originated via links to Amazon products on this site.


THE REVOLUTION TRILOGY:
Investing In Revolution     Ultra-Processed Life     The Mythology of Progress

Systemic Problems/Solutions

Investing In Revolution (2025) Introduction (free)

The Mythology of Progress (2024) Introduction (free)

Global Crisis, National Renewal (2021) Introduction (free)

Money and Work Unchained (2017) Introduction (free)

A Radically Beneficial World (2015) Introduction (free)

What You Can Do Yourself

Ultra-Processed Life (2025) Introduction (free)

Self-Reliance in the 21st Century (2022) Introduction (free)

When You Can't Go On: Burnout, Reckoning and Renewal (2022) Introduction (free)

Get a Job, Build a Real Career and Defy a Bewildering Economy (2014) Intro (free)

Novels

The Adventures of the Consulting Philosopher Intro (free)

The Secret Life of an Asian Heroine First chapters (free)


Become a $3/month patron of my work via patreon.com.

Subscribe to my Substack for free





NOTE: Contributions/subscriptions are acknowledged in the order received. Your name and email remain confidential and will not be given to any other individual, company or agency.

Thank you, Charles J. ($70), for your magnificently generous subscription to this site -- I am greatly honored by your support and readership.

 

Thank you, Pete W. ($7/month), for your marvelously generous subscription to this site -- I am greatly honored by your support and readership.


Thank you, Jeff P. ($70), for your superbly generous subscription to this site -- I am greatly honored by your support and readership.

 

Thank you, Donna B. ($7/month), for your splendidly generous subscription to this site -- I am greatly honored by your support and readership.

Terms of Service

All content on this blog is provided by Trewe LLC for informational purposes only. The owner of this blog makes no representations as to the accuracy or completeness of any information on this site or found by following any link on this site. The owner will not be liable for any errors or omissions in this information nor for the availability of this information. The owner will not be liable for any losses, injuries, or damages from the display or use of this information. These terms and conditions of use are subject to change at anytime and without notice.


Our Privacy Policy:


Correspondents' email is strictly confidential. This site does not collect digital data from visitors or distribute cookies. Advertisements served by a third-party advertising network (Investing Channel) may use cookies or collect information from visitors for the purpose of Interest-Based Advertising; if you wish to opt out of Interest-Based Advertising, please go to Opt out of interest-based advertising (The Network Advertising Initiative). If you have other privacy concerns relating to advertisements, please contact advertisers directly. Websites and blog links on the site's blog roll are posted at my discretion.


PRIVACY NOTICE FOR EEA INDIVIDUALS


This section covers disclosures on the General Data Protection Regulation (GDPR) for users residing within EEA only. GDPR replaces the existing Directive 95/46/ec, and aims at harmonizing data protection laws in the EU that are fit for purpose in the digital age. The primary objective of the GDPR is to give citizens back control of their personal data. Please follow the link below to access InvestingChannel’s General Data Protection Notice. https://stg.media.investingchannel.com/gdpr-notice/


Notice of Compliance with The California Consumer Protection Act
This site does not collect digital data from visitors or distribute cookies. Advertisements served by a third-party advertising network (Investing Channel) may use cookies or collect information from visitors for the purpose of Interest-Based Advertising. If you do not want any personal information that may be collected by third-party advertising to be sold, please follow the instructions on this page: Limit the Use of My Sensitive Personal Information.


Regarding Cookies:


This site does not collect digital data from visitors or distribute cookies. Advertisements served by third-party advertising networks such as Investing Channel may use cookies or collect information from visitors for the purpose of Interest-Based Advertising; if you wish to opt out of Interest-Based Advertising, please go to Opt out of interest-based advertising (The Network Advertising Initiative) If you have other privacy concerns relating to advertisements, please contact advertisers directly.


Our Commission Policy:

As an Amazon Associate I earn from qualifying purchases. I also earn a commission on purchases of precious metals via BullionVault. I receive no fees or compensation for any other non-advertising links or content posted on my site.

  © Blogger templates Newspaper III by Ourblogtemplates.com 2008

Back to TOP