We Study Billionaires
We Study Billionaires

TIP 049 : Quantitative Value Investing (Investing Podcast)

IN THIS EPISODE, YOU’LL LEARN: How do I estimate the intrinsic value of an ETF? What is the investment philosophy behind Wesley Gray’s value ETF? Ask The Investors: Can you apply principles from Growth Investing in Value Investing? BOOKS AND RESOURCES Join the exclusive TIP Mastermind Community to e

Featured Speakers

Stig Brodersen Host

Topics Discussed

Episode Summary

Executive Summary: The episode centers on Dr. Wesley Gray’s view that ETFs are structurally superior to mutual funds mainly because of tax deferral and lower distribution costs, while also addressing concerns about junk bond ETF liquidity, the riskiness of credit markets, and the behavior of value investing versus growth investing. Gray argues that value works because markets underreact to mean reversion in fundamentals, and that his ETFs seek cheap, high-quality stocks while managing for forensic accounting risk and regulatory constraints.

Main Topics: ETFs vs. mutual funds (Priority: 5/5): Gray explains that the biggest ETF advantage is tax efficiency, with a secondary advantage from lower structural distribution costs due to disintermediation. Tax mechanics and arbitrage (Priority: 5/5): The discussion details how ETFs can defer capital gains through in-kind creation/redemption with banks, contrasting flow-through taxation for individuals and mutual funds. Junk bond ETF liquidity and the Carl Icahn/BlackRock debate (Priority: 4/5): Gray argues ETF liquidity largely reflects underlying bond liquidity, so ETF wrappers do not create the core liquidity problem in a crisis. Oil, junk debt, and credit-market fragility (Priority: 4/5): The hosts raise the possibility that low oil prices could trigger stress in a large junk debt market; Gray responds that bond specifics such as asset backing and callability matter more than broad macro narratives. Why value investing works (Priority: 5/5): Gray frames value as a behavioral anomaly driven by investors overreacting to bad news and underestimating mean reversion in fundamentals. Gray’s ETF construction process (Priority: 4/5): He outlines a rules-based, evidence-driven process: forensic accounting screens, cheapness screen, quality screen, and final portfolio construction within regulatory limits. Managing macro uncertainty with trend following (Priority: 4/5): To handle possible inflation or deflation regimes, Gray recommends managed futures and trend-following as portfolio insurance.

Key Arguments: ETFs are superior primarily because they can defer capital gains taxes through in-kind transfers that banks can absorb under mark-to-market accounting. Mutual funds and most traditional investment vehicles distribute taxable gains to investors when securities are sold at a profit. ETF liquidity does not create liquidity where none exists; in a crisis, junk bond ETFs will reflect the illiquidity of the underlying bonds. Junk bonds behave more like lower-beta equity than true diversifiers, so investors should be compensated for the extra risk or avoid them. Value works because cheap stocks tend to have fundamentals that improve relative to expectations, while expensive stocks disappoint relative to expectations. Quality alone is not obviously mispriced on average; it becomes useful when combined with cheapness to filter among already-hated stocks. Trend-following across commodities and bonds can help investors navigate uncertain inflation/deflation outcomes without needing to predict the regime. Gray’s ETF strategy is designed to buy cheap, high-quality stocks while minimizing permanent loss risk through forensic accounting and regulatory-aware portfolio construction.

Data Points: Episode number: 49 - The Investor’s Podcast episode identifier. Tax advantage share: ~80% - Gray’s estimate of how much of the ETF advantage comes from taxes. Junk bond market size: $10–$15 trillion - Host’s stated estimate of the overall junk bond market. Oil-related debt within junk bonds: ~$3 trillion - Host’s estimate of debt linked to oil companies. Oil price reference: $80 / $75 / $45 / $30 - Discussion of hedged oil prices and falling spot prices. Universe size in ETF screening: 1,000 names - Gray’s example universe of mid/large/liquid domestic equities. Forensic accounting exclusion: Worst 5% - Step two removes the worst 5% of companies flagged by forensic screens. Post-screen universe: 900 names - After removing the worst 5%, the universe is reduced from 1,000 to 900. Cheapness screen: Top decile - Step three keeps only the cheapest 10% based on enterprise multiples. Cheap-stock set: 90 securities - The universe is narrowed to 90 names after the value screen. Quality screen: ~50% of cheap names - Step four reduces the 90 names to about 45 by ranking for quality. Final portfolio size: 35–40 stocks - Practical final holding count after liquidity and execution considerations. Illustrative regulation limit: 5% per name - Gray cites a 1940 Act constraint on concentration in a single holding. Illustrative regulation limit: 25% per industry - Gray cites a 1940 Act industry concentration limit. Value outperformance (large cap): 1.7% annual compounding - Host cites Fidelity data comparing large-cap value vs. large-cap growth from 1980 to 2010. Value outperformance (small cap): 4.2% annual compounding - Host cites Fidelity data comparing small-cap value vs. growth from 1980 to 2010. Wealth comparison example: $188,000 vs. $601,000 - Host’s illustration of what $10,000 grows to over 31 years under different return assumptions.

Pivotal Quotes: "I think tax is huge. That's probably 80% of it." — Dr. Wesley Gray: Gray explains the main reason ETFs can outperform mutual funds structurally. "If you're a bank, he doesn't give a shit... If Preston is an individual... Stig is going to swiftly turn around and punch Preston in the face because you just gave him a deferred capital gain liability." — Dr. Wesley Gray: A vivid explanation of why banks can absorb low-basis securities while individuals cannot. "I think it's a way more competitive marketplace... I just don't want to compete in that space." — Dr. Wesley Gray: Gray discusses fixed income expertise and why he prefers not to make broad macro claims about bond markets.

Implications: Listeners should expect ETFs to keep gaining share as tax efficiency and structure matter more. The episode also reinforces that bond and ETF risks are often misunderstood, and that evidence-based investing favors systematic value, quality filters, and trend-following over prediction.

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About We Study Billionaires

We interview and study famous financial billionaires, including Warren Buffett, Ray Dalio, and Howard Marks, and teach you what we learn and how you can apply their investment strategies in the stock market. We Study Billionaires is the largest stock investing podcast show in the world with 180,000,000+ downloads and is hosted by Stig Brodersen, Preston Pysh, William Green, Clay Finck, and Kyle Grieve. This podcast also includes the Richer Wiser Happier series hosted by best-selling author Wi...

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