The Rational Reminder Podcast
The Rational Reminder Podcast

Episode 270: Victor Haghani and James White: The Missing Billionaires

If the wealthiest families of the past century spent a reasonable amount of their wealth, invested in the stock market, and paid taxes, there would be thousands of billionaires today. But there aren't. So, what happened? To answer this question, we are joined by authors and finance professional

Featured Speakers

Benjamin Felix, Cameron Passmore, and Dan Bortolotti HostVictor Haghani GuestJames White Guest

Topics Discussed

Episode Summary

Executive Summary: Victor Haghani and James White argue that the “missing billionaires” puzzle reveals how hard it is to make sound long-term financial decisions. Their book reframes investing and spending as joint risk-sizing problems best understood through expected utility, the Merton share, and certainty-equivalent returns—emphasizing that investors should focus as much on how much risk to take as on what to buy.

Main Topics: The Missing Billionaires Puzzle (Priority: 5/5): The guests explain that if wealthy 1900-era families had invested reasonably, spent sensibly, and paid taxes, far more billionaire families should exist today. The absence of those dynasties suggests persistent mistakes in risk, spending, and intergenerational wealth preservation. Risk Sizing Over Security Selection (Priority: 5/5): A central theme is that the biggest financial errors come from taking too much or too little risk, rather than picking the wrong assets. They stress that expected returns and volatility must be considered jointly when sizing positions. Expected Utility and Certainty Equivalents (Priority: 5/5): The discussion lays out utility as a formal way to capture diminishing marginal satisfaction and asymmetry between gains and losses, then uses certainty-equivalent returns to compare risky investments on a common scale. The Merton Share and Dynamic Allocation (Priority: 4/5): They discuss Robert Merton’s framework for optimal risky allocation: scale exposure up when expected excess returns rise and down when volatility rises. This is used to argue for dynamic asset allocation when return premia change. The Coin-Flipping Experiment and Investor Behavior (Priority: 4/5): Victor describes an experiment with financially sophisticated participants betting on a favorable coin. Many went bust or used incoherent strategies, showing that even knowledgeable people struggle with coherent risk sizing absent training. Spending Policy and Wealth Preservation (Priority: 4/5): They argue that optimal lifetime spending should generally be proportional to wealth, and that spending and investing policies must be designed together because spending volatility and portfolio volatility are tightly linked. Options, Skewness, and Tail Risk (Priority: 3/5): They contend that sharp ratios can be misleading for asymmetric payoffs and that options usually do not make sense for individual investors. Expected utility is presented as a better tool for evaluating skewed distributions and tail risks.

Key Arguments: The absence of billionaire dynasties from 1900 suggests not low returns, but repeated errors in investing, spending, taxes, and intergenerational risk management. Most consequential financial mistakes are sizing mistakes: investors take too much risk, too little risk, or fail to connect portfolio risk with spending needs. You should not try to maximize expected wealth; that implies betting everything on any positive-edge opportunity, which is usually irrational for real people. Maximizing expected utility or certainty-equivalent return is a more realistic normative goal because it incorporates risk preferences and tail outcomes. The Merton share implies that optimal exposure rises with expected return and falls with the square of volatility; higher volatility should reduce position size sharply. Even highly educated finance participants often do not intuitively understand optimal bet sizing, which helps explain poor real-world outcomes. Spending should usually be proportional to wealth, and the spending policy should be set jointly with the investment policy because one constrains the other. The sharp ratio is insufficient for evaluating asymmetric payoffs like options or covered calls; expected utility handles skewness and tail risk better. Dynamic asset allocation can be justified when expected excess returns vary over time; if investors can estimate broad-market expected returns, they should adjust equity exposure accordingly. The framework remains useful even without a true risk-free asset like TIPS; investors can proxy a benchmark and evaluate other assets relative to it.

Data Points: Wealthy families in the U.S. circa 1900: about 4,000 families - Victor Haghani cites the 1900 U.S. Census of Wealth as the starting population for the “missing billionaires” puzzle. Implied billionaire families today if wealth had compounded normally: about 120,000 billionaire families - A back-of-the-envelope estimate based on 4,000 wealthy families in 1900, market-like returns, average fertility, spending, and taxes. Expected outcome from coin experiment with disciplined play: 90%–95% chance of reaching $250 - Using a constant-fraction betting strategy on a favorable 60/40 coin, participants should almost always hit the cap. Experiment starting bankroll: $25 - Participants received $25 to bet in the coin-flipping experiment. Experiment cap: $250 - Maximum payout in the coin-flipping experiment. Coin flip bias: 60% heads / 40% tails - The digital coin in the experiment was programmed to land heads 60% of the time. Bust rate in coin experiment: 25% - Rough share of financially sophisticated participants who lost everything. Near-cap success rate in coin experiment: about 25% - Rough share of participants who got close to the $250 cap. Optimal fractional bet size: 10%–20% of bankroll - Near-optimal strategy in the favorable coin-flip game. Tesla volatility assumption: about 60% annual standard deviation - Used as an example for applying the Merton share to a single stock. Tesla required expected return for 100% allocation: 72% per year - Illustrative expected return needed to justify putting all wealth into Tesla for a typical investor. Risk-free benchmark for long-term investors: TIPS / long-dated TIPS - Referenced as the natural benchmark for comparing risky assets, or a proxy if unavailable. Life-stage career factor: human capital is very large relative to financial capital when young - Advice for young investors to focus on career and human capital early on.

Pivotal Quotes: "“The puzzle is: how is it possible that not even one family, let alone thousands, weren't able to get that kind of result in terms of investing and spending?”" — Victor Haghani: Describing the core mystery behind the book’s title and premise. "“You should really spend as much time thinking about the how much to invest question as they spend on the what to invest in question.”" — James White: Summarizing the book’s central practical message for investors. "“You can't expect higher returns without taking more risk.”" — James White: Presented as the key rule of investing and the basis for rejecting free-lunch thinking.

Implications: Listeners should rethink investing as a risk-sizing problem, not just an asset-picking problem. The episode encourages proportional spending, dynamic allocation, and utility-based decision-making to avoid common wealth-destroying mistakes over a lifetime.

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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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