The Rational Reminder Podcast
The Rational Reminder Podcast

Ben Carlson: Investing at All-Time Highs | #412

In this episode, we are joined by Ben Carlson, Director of Institutional Asset Management at Ritholtz Wealth Management and author of Risk & Reward, for a wide-ranging conversation about market history, investor psychology, and the realities of long-term investing. Ben brings his trademark blend

Featured Speakers

Benjamin Felix, Cameron Passmore, and Dan Bortolotti HostBen Carlson Guest

Topics Discussed

Episode Summary

Executive Summary: Ben Carlson argues that long-term investing works despite scary headlines because markets usually recover, diversification reduces tail risk, and investor behavior matters more than forecasts. He uses Japan, the Great Depression, inflation, bear markets, and market timing to show that short-term pain is real, but disciplined, goal-based, diversified investing remains the best path for most households.

Main Topics: All-time highs are usually not a warning sign (Priority: 5/5): Carlson explains that investing near market highs is generally not dangerous; historically, returns after all-time highs have often been strong because markets spend most of their time below peak levels. Japan as the classic counterexample to long-term optimism (Priority: 5/5): The discussion uses Japan’s 1989 bubble and subsequent lost decades to show that extreme bubbles can lead to very long periods of poor returns, but also that diversification across countries and time still matters. The Great Depression as the worst U.S. market crash (Priority: 5/5): Carlson describes the 1929 crash and the ensuing economic collapse to illustrate how bad markets and economies can get, while noting that even then long-term equity investors eventually recovered. Diversification and self-knowledge as risk management (Priority: 5/5): He argues that there are no free lunches, so investors should diversify across geographies, asset classes, and strategies, while also understanding their own behavioral weaknesses and risk tolerance. Inflation as a behavioral and financial challenge (Priority: 4/5): Inflation is framed as psychologically painful and a practical threat to purchasing power. Carlson emphasizes human capital, controlled housing/transportation spending, and stocks as the best long-term hedge. Why market timing is so tempting and so dangerous (Priority: 5/5): The interview highlights the emotional appeal of trying to buy bottoms and sell tops, but stresses that successful timing requires being right twice and often leads to missing rebounds. Stock market, economy, volatility, and risk are not the same thing (Priority: 5/5): Carlson distinguishes between forward-looking market prices and lagging economic data, and between measurable volatility and qualitative personal risk, especially willingness to endure losses.

Key Arguments: Markets at all-time highs are not inherently dangerous; most of the time, being invested at highs still leads to strong forward returns. Japan is an outlier, not a reason to abandon equity investing; its bubble was extreme, and global diversification still worked. The Great Depression was devastating economically, but even the worst 30-year U.S. stock return was still positive in nominal terms. After crashes, expected returns often improve because valuations reset and future growth becomes easier from lower starting points. Diversification is the closest thing to a free lunch in investing, but the right mix depends on both financial needs and behavioral tolerance. Inflation is best handled through long-term purchasing-power growth, especially by increasing income and owning assets that outpace prices. Market timing is emotionally seductive but structurally hard because investors must be right both on exit and reentry. The most important investing skill is coping with losses, since losses feel much worse than gains feel good and can drive destructive behavior. The stock market is not the same as the economy: markets are concentrated, forward-looking, and much faster to reprice than real economic activity. Risk is partly quantitative, but the most important part is qualitative willingness to bear volatility without abandoning the plan.

Data Points: Time spent below all-time highs: About 7% of all trading days - Used to argue that most investing days are not at record highs, so investing near highs is normal. U.S. household stock ownership during 1929: About 1% to 2% of households - Explains why the Great Depression was more of an economic collapse than a direct stock-market collapse for most families. U.S. stock market decline in 1929 crash: About 85% to 86% - Size of the Great Depression-era market collapse. Unemployment during the Great Depression: About 20% to 25% - Shows how severe the economic damage was beyond equities. Great Depression GDP contraction: About 30% - Illustrates the depth of the economic downturn. Corporate profits decline during Great Depression: About 70% - Shows the earnings collapse that accompanied the depression. Best/worst 30-year S&P 500 return around 1929: Worst: about 850% total return / nearly 8% annualized; best: about 15% to 16% annualized - Demonstrates how extreme crash eras can be followed by strong subsequent long-term returns. Japan stock returns before 1989 peak: About 22% per year from 1970 to 1989 - Shows the magnitude of the pre-bubble run-up. Japanese small-cap returns before 1989 peak: About 30% per year for two decades - Illustrates even more extreme gains in parts of the Japanese market. Japan long-run combined return: About 8.7% per year over roughly 50+ years when boom and bust are combined - Used to argue that Japan’s experience is extreme mean reversion, not a total failure of equities. Japan market recovery time: Nikkei reached a new high only in 2024 after peaking in 1989 - Highlights the extraordinary duration of the Japanese lost decade(s). Market decline in non-recessionary bear markets: Average about 25% - Compared with recessionary bear markets, these are usually shallower. Market decline in recessionary bear markets: Average about 40% - Shows recession-linked bear markets tend to be worse. Positive daily market sessions: About 53% to 54% of U.S. trading days - Used in the casino analogy to show the market has a slight positive short-term bias. Positive one-year periods since 1950: About 80% - Supports the claim that longer holding periods improve odds of success. Positive seven-year periods since 1950: About 98% - Emphasizes the advantage of patience. Housing and transportation share of household budgets: About 50% - Used in the inflation discussion to explain why controlling these costs matters most. Stock market long-term excess return over inflation: About 6% to 7% per year - Frames equities as a strong long-term inflation hedge. Peak valuation of Japan stock market: Roughly 100x earnings - Shows how extreme the Japanese bubble was relative to later U.S. bubbles. Peak valuation of U.S. dot-com bubble: About 45x earnings - Used as a comparison to show Japan was even more extreme. Japan stock market as share of GDP: From about 30% in 1980 to 150% in 1989 - Illustrates the scale of the pre-crash bubble. Japan share of global stock market: From about 15% to 45% at the peak - Shows how dominant Japan looked during the bubble. U.S. total household spending on lottery: More than sporting events, books, video games, movies, and music combined - Used to illustrate the public’s appetite for speculation and gambling-like behavior.

Pivotal Quotes: "The stock market is the best casino in the world." — Ben Carlson: He contrasts positive long-term expected returns in stocks with the negative expected returns of a real casino. "Diversification is about as close as you can get to a free lunch." — Ben Carlson: Discussing risk management and how to reduce exposure to extreme outcomes. "I think it's how you deal with losses." — Ben Carlson: Answering what the single most important concept in investing is.

Implications: Listeners should focus less on forecasting and more on staying diversified, controlling behavior, and aligning portfolios with life goals. For the industry, the message reinforces evidence-based investing, patient rebalancing, and skepticism toward speculation and market-timing narratives.

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About The Rational Reminder Podcast

A weekly reality check on sensible investing and financial decision-making, from three Canadians. Hosted by Benjamin Felix, Cameron Passmore, and Dan Bortolotti, Portfolio Managers at PWL Capital.

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