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August 18, 2025

Why Passive Investing End Up Losing

Michael Green, Chief Strategist at Simplify Asset Management, argues that the dominance of passive investing has created a systemic time bomb. He explains how this seemingly safe strategy distorts markets, inflates mega-firms, and is headed for an inevitable reversal that will catch unprepared investors by surprise.

The Passive Illusion

  • “There is no such thing as a passive investor... What they actually are is a systematic algorithmic investor operating off of the world's simplest algorithm: Did you give me cash? If so, then buy. Did you ask for cash? If so, then sell.”
  • Passive investing isn't truly passive. It's an algorithm that buys indiscriminately when cash flows in, regardless of price. As this strategy grew to dominate over 50% of the market—pushed by government incentives like the Pension Protection Act—it shifted the market from a historically stable, mean-reverting system to a fragile, mean-expansionary one where valuations climb indefinitely, creating conditions for a "Volmageddon"-style collapse.

The Mega-Firm Feedback Loop

  • “Flows into passive funds disproportionately raise the stock prices of the economy's largest firms even when the indices tracked by the funds include all firms.”
  • Market-cap-weighted indices create a powerful feedback loop. Capital flows into passive funds, which must buy the biggest stocks (like the Mag 7) in proportion to their size. This inelastic demand pushes their prices higher, increasing their market cap and their weight in the index, which in turn attracts even more capital. This dynamic starves smaller, innovative companies of capital, concentrating economic power and reducing market dynamism.

The Demographic Time Bomb

  • “As the population ages and as passive investing becomes a more mature phenomenon, we're encountering more and more net selling activity as those who have the assets held in retirement ultimately need to start living off of those funds.”
  • The passive boom was fueled by decades of net inflows from savers. That trend is reversing. The average Vanguard client's age has jumped from 37 to the early 50s in just over a decade, signaling a demographic shift toward retirement. As this massive cohort begins withdrawing funds, the simple "if cash, then buy" algorithm will flip to "if withdrawal, then sell," creating immense, price-insensitive selling pressure that the market isn't prepared for.

Key Takeaways:

  • Passive investing has created a market that works until it suddenly and catastrophically doesn't. While Michael Green is critical of Bitcoin's rigid monetary policy, he's bullish on tokenization and smart contracts as the tools to rebuild TradFi's crumbling, analog infrastructure.

1. Passive Isn't Passive. Your index fund is a dumb algorithm. It runs on a simple "if cash, then buy" logic that has warped the market’s fundamental structure, creating systemic risk.

2. The Great Reversal is Coming. Demographics are destiny. The aging investor base will soon flip from net buyers to net sellers, reversing the capital flows that have propped up the market for decades.

3. Hedge Against the Index. To "doom-proof" your portfolio, consider assets systematically underweighted by passive strategies. Green points to long-duration bonds, TIPS, and municipal bonds as neglected areas with potential value.

Link: https://www.youtube.com/watch?v=-LrPKcJ_xjo

This episode reveals how the dominance of passive investing has created a systemic fragility in financial markets, setting the stage for a potential "Volmageddon"-style event that could reshape asset valuations for decades.

Fundamentals vs. Narrative: Is It Narrative All the Way Down?

  • Michael Green, a chief strategist at Simplify Asset Management, argues that while fundamentals exist as a record of past events, they are inherently interpretive and shaped by narrative.
  • Green explains that financial statements are filled with interpretive choices, such as how to classify liabilities or recognize gains. He points to "kitchen sink quarters"—where companies write off bad assumptions during adverse events—as a prime example of how fundamentals are manipulated by context.
  • He posits that market reactions are driven by the participants' prevailing narratives. For instance, the narrative justifying value investing's outperformance eventually gave way to a narrative favoring momentum investing when market dynamics shifted.
  • Green concludes that fundamentals are fuzzy and require interpretation, making narrative a critical, inseparable layer. As he puts it, "The fundamentals themselves are influenced by the narrative. That's actually the point that I'm making."

Strategic Implication: For investors, this highlights the need to analyze not just a project's on-chain data or financial statements, but also the dominant narrative shaping its valuation and the composition of its investor base.

The Core Problem with Passive Index Investing

  • Ryan Sean Adams introduces the classic John Bogle thesis: dollar-cost averaging into low-cost index funds is the optimal strategy for most people. Green challenges this, arguing that its widespread adoption has created systemic distortions.
  • Green’s primary concern is that the process of everyone adopting indexing defies the original definition of passive investing. This strategy now dominates over 50% of the market.
  • He identifies a critical government influence: the Pension Protection Act of 2006. This act designated market-cap-weighted index funds as Qualified Default Investment Alternatives (QDIAs), creating a liability-protected "safe choice" for 401k sponsors and financial advisors.
  • This "thumb on the scale" has artificially funneled capital into these strategies, fundamentally altering market structure and creating unintended consequences.

The Illusion of the "Passive" Investor

  • Green deconstructs the concept of a "passive investor," arguing that no such thing truly exists. He references Bill Sharpe's original 1991 definition and subsequent critiques to build his case.
  • According to Sharpe, a passive investor holds every security from the market. However, Green points out that index funds must trade to rebalance or deploy new cash inflows, making them active by definition.
  • He re-frames these funds not as passive entities but as systematic algorithmic investors running on a simple rule: "Did you give me cash? If so, then buy. Did you ask for cash? If so, then sell."
  • While this algorithm initially introduced helpful diversity (heterogeneity) into a market of value-conscious active managers, its current dominance has changed market behavior, shifting it away from historical models.

Strategic Implication: Crypto AI researchers should model these "simple algorithm" investors as a distinct market force. Their price-insensitive buying and selling behavior creates predictable distortions that can be analyzed and potentially exploited.

How Passive Dominance Distorts Markets

  • Green explains how the rise of algorithmic, price-insensitive buying has shifted the market from a stable, mean-reverting system to an unstable, mean-expansionary one.
  • Historically, active managers' propensity to buy fell as valuations rose, creating a natural ceiling and causing markets to revert to a historical average valuation (around 16x P/E).
  • Passive funds, with their 100% marginal propensity to buy regardless of valuation, break this mechanism. As they gain market share, they push valuations continuously higher.
  • Green warns this creates a fragile system. His models show that as passive share grows, the market becomes prone to a catastrophic collapse, similar to the Volmageddon event of 2018, where the size of systematic sellers overwhelms available liquidity. He states, "All my models lead me to a very very similar outcome in the S&P 500."

The Rise of Mega-Firms and Market Skew

  • A major second-order effect of passive dominance is the disproportionate flow of capital to the economy's largest firms, creating a feedback loop that reinforces their size and market power.
  • Green references research showing that passive flows raise the stock prices and volatility of the largest firms the most, even when the index includes all firms.
  • This occurs because large-cap stocks like Microsoft or Nvidia are non-substitutable for index replication. An index fund must buy them at any price, making demand perfectly inelastic. In contrast, smaller components can be temporarily ignored.
  • This dynamic is amplified by the fact that passive investing often replaces active managers, who tend to favor smaller-cap and value stocks. The result is net selling pressure on smaller companies while the largest get bigger.

Strategic Implication: This phenomenon mirrors the "low float, high FDV" dynamic in crypto. Investors should be wary of valuations driven primarily by inelastic, systematic flows rather than fundamental demand, as these are prone to sharp reversals when flows change.

The Inevitable Reversal and Volmageddon

  • Green argues that the passive investing trend is not sustainable and is headed for a reversal driven by demographics and the inherent limits of the system.
  • He explains the Volmageddon event of February 2018, where inverse VIX ETFs (like XIV) collapsed to near-zero in a single session. Systematic selling from these algorithmic products overwhelmed market liquidity, providing a small-scale model for what could happen to the broader market.
  • A key driver of the coming reversal is demographics. The average age of a Vanguard client has risen from 37 to the early 50s in the last decade. As this massive cohort of baby boomers enters retirement, they will become net sellers of assets to fund their consumption.
  • Withdrawals are a function of total asset value, while contributions are a function of income. As asset values have outpaced incomes, the system is becoming increasingly dependent on new inflows, which are slowing as the population ages.

Building a "Passive Doom-Proof" Portfolio

  • For investors looking to protect themselves from the potential fallout, Green suggests looking for assets that are negatively impacted or ignored by the passive investing trend.
  • He argues against simply buying relatively cheaper small-cap stocks, as they are still expensive in absolute terms. Instead, he focuses on assets with endogenous liquidity—where returns come from internal cash flows, not just the next buyer's price.
  • His primary focus is on long-duration bonds. Because market-cap-weighted bond indices (like BND) weight by market value, bonds issued at low interest rates that have since fallen in price are now structurally underweighted by passive funds.
  • This creates an opportunity in assets like long-duration Treasury bonds and especially TIPS (Treasury Inflation-Protected Securities), which are significantly underrepresented in major indices and currently offer high real yields (2.6% for a 30-year TIP).

A Contrarian Case for Bonds Over Crypto

  • Green directly challenges the common crypto narrative that fiat currencies are destined for hyperinflation and bonds are worthless.
  • He finds it ironic that many crypto proponents cheer for a collapse of the US financial system, an outcome he believes would lead to civil war, rendering crypto wealth meaningless.
  • He argues that market data, such as inflation swaps, shows inflation expectations are falling, not rising. The far more likely immediate risk, he contends, is a deflationary shock as the debt-laden system struggles to meet its obligations.
  • For the "crypto barbell" investor, he questions the logic of holding crypto as a call option on chaos while ignoring TIPS, which offer a guaranteed high real return and serve as a powerful hedge against inflation risk. "Why wouldn't you lock in extraordinarily high real returns? ... Just buy tips."

Critique of Bitcoin's Economic Model

  • While acknowledging some similarities between Bitcoin and gold, Green offers a sharp critique of Bitcoin's fixed supply and difficulty adjustment mechanism.
  • He explains that gold's historical success as money was due to its elastic supply. When the price of money (gold) rose, human ingenuity was deployed to mine more, creating a stabilizing feedback loop.
  • In contrast, Bitcoin's hard cap and algorithmically increasing difficulty mean there is no mechanism to adjust the money supply if it becomes too expensive. This, he argues, makes Bitcoin "anti-human ingenuity."
  • A system with an appreciating currency actively discourages the use of debt, a crucial tool for financing innovation and creating capital structures that generate optionality (e.g., turning an asset into a call option by issuing debt against it).

The Untapped Potential of Tokenization and Smart Contracts

  • Despite his criticism of Bitcoin's monetary properties, Green is highly optimistic about the technological foundation of crypto, particularly tokenization and smart contracts.
  • He sees traditional finance as stagnant, with innovation limited to adding leverage. The crypto world, meanwhile, is building with digitally native tokens that can embed logic and execution directly into the asset.
  • He contrasts a paper-based stock certificate with a smart contract, which makes an asset auditable, programmable, and executable at a fraction of the cost. This can revolutionize structured products, like the mortgage-backed securities from the 2008 crisis.
  • Green believes the crypto industry's primary obstacle is its own fear of regulation. He urges builders to embrace the "security" designation, arguing that tokenization can enhance compliance and transform it from a penalty-based system to a rewards-based one.

Final Takeaways for Investors

  • For the Passive Investor: Recognize that the system's benefits and future risks are products of a regulatory framework, not your own choices. Look for opportunities in assets negatively impacted by passive flows (like long-duration bonds), as the current trend of large-cap outperformance is likely to reverse.
  • For the Crypto Barbell Investor: Re-evaluate your assumptions. The more probable immediate risk is deflation, not hyperinflation. If you are truly concerned about long-term inflation and currency debasement, inflation-protected bonds (TIPS) offer a direct and effective way to lock in high, guaranteed real returns.

Conclusion

This episode argues that passive investing has created a fragile, distorted market primed for a significant reversal. Investors and researchers must look beyond prevailing narratives and analyze the structural impact of these capital flows, seeking opportunities in assets that have been systematically neglected by these price-insensitive algorithms.

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