We Study Billionaires
We Study Billionaires

TIP341: Investing Mastermind Q1 2021 w/ Toby Carlisle, Wes Gray, and Jake Taylor

For this week’s Mastermind discussion Stig has invited Tobias Carlisle from Acquirer's Fund, Jake Taylor from Farnam Street Investments, and Dr. Wes Gray from Alpha Architect. All three guests are highly successful asset managers. They’re discussing why it’s too simplistic to argue that low-int

Featured Speakers

Stig Brodersen HostJake Taylor GuestWes Gray GuestToby Carlisle Guest

Topics Discussed

Episode Summary

Executive Summary: A Q1 Investing Mastermind discussion among Dick Bove, Toby Carlisle, Wes Gray, and Jake Taylor focused on market drivers, 13F investing, equity allocation, valuation, and quant/value strategy. The group argued that ARC/ETF flows and Tesla may be distorting prices in frothy tech names, cautioned against simplistic interest-rate narratives, and emphasized disciplined, factor-aware investing over trend-chasing or blind portfolio cloning.

Main Topics: ARC ETFs, Tesla, and flow-driven market distortions (Priority: 5/5): Toby and Wes argued that ARK/ARC ETF inflows are materially affecting illiquid tech names and Tesla, creating supply/demand shocks and potential cascade effects if redemptions force selling. How to use 13F filings effectively (Priority: 5/5): The panel agreed 13Fs are best used as a screening tool, not as a mechanical cloning strategy, because conviction, timing, shorts, options, and international holdings are hidden. Equity allocation in an uncertain macro environment (Priority: 5/5): Jake framed the world as having fat tails on both inflationary and deflationary sides, while Wes and Toby favored staying mostly or fully in global equities with diversification and trend/risk management. CAPE and valuation measures (Priority: 4/5): They discussed the CAPE ratio as a useful long-horizon valuation gauge but weak for short-term timing. Current CAPE levels were seen as historically rich and implying low forward returns. Value investing, cycles, and compounders vs. mean reversion (Priority: 4/5): The group debated whether value is in a prolonged drawdown or nearing rotation. They distinguished between cheap re-rating names and durable compounders, noting it is hard to predict which businesses will become long-term winners. Quant, machine learning, and the limits of complexity (Priority: 4/5): Wes and Toby argued that many so-called quant/ML edges are really hidden factor tilts or marketing. The most important edge is process discipline and reducing behavioral mistakes. Interest rates and stock valuations (Priority: 4/5): The speakers rejected the simplistic claim that low rates automatically justify high equity multiples, arguing the relationship is mediated by growth, cash flows, and economic conditions.

Key Arguments: ARK/ARC ETF flows can create real price pressure in small, illiquid tech stocks because the funds own large percentages of some holdings and actively redeploy capital. Blindly copying 13F portfolios is inferior to selecting managers with long holding periods, understanding their philosophy, and preferably equal-weighting ideas rather than matching reported conviction sizes. 13Fs are incomplete snapshots: they exclude shorts, options, international positions, and may be stale for high-turnover managers. The best use of 13Fs is as an idea-generation and screening tool, especially when combined with factor analysis and knowledge of activist behavior. For long-term investors with tolerance for volatility, global equities are generally preferable to cash or bonds; bonds mainly matter for liquidity needs or extreme risk aversion. CAPE is informative for expected long-run returns and risk, but not for quarter-to-quarter timing; cheap starting valuations tend to matter more over 5-10 years than over 1 year. Low rates alone do not justify extreme valuation multiples because rate changes are correlated with growth and cash-flow conditions; the DCF logic only works under false 'all else equal' assumptions. Many quantitative/ML strategies are just repackaged factor tilts plus complexity; staying systematic is valuable mainly because it curbs human error, not because of algorithmic magic. Value may eventually work again, but timing the rotation is extremely difficult; patience and discipline matter more than prediction. The most robust portfolio construction approach is to own cheap, strong businesses with cash flow and pricing power, while avoiding speculative, highly leveraged junk.

Data Points: ETF ownership of holdings: 20%+ in some companies - Discussing how much of certain small ARK/ARC holdings the ETF complex may own. 13F reporting threshold: $100 million in assets - Dick introduces 13F filings as mandatory SEC reports for institutions above this level. Current CAPE valuation: ~35x - Jake says the market is currently in the 35 times neighborhood on CAPE. Dot-com peak CAPE: ~44x - Jake notes CAPE reached about 44 times in 1999. Japan peak CAPE: ~66x - Jake cites Japan in 1987 as reaching about 66 times CAPE. US market CAPE peak in dot-com era: ~44x - Toby notes the US reached about 44x in the 2000 peak. Market valuation extremes: ~100x CAPE - Toby recalls Japan and China reaching about 100x in extreme valuation episodes. TV price decline since 1997: 95% less - Jake uses televisions as an example of long-run deflation from technology. Value drawdown reference: Worst drawdown in 200 years - Jake references Mikhail Samonov’s work describing the long value slump. Berkshire Chevron investment: ~$3 billion - Dick mentions Berkshire’s position size when discussing 13Fs. Berkshire Verizon investment: $8.6 billion - Dick cites Berkshire’s reported Verizon position. Vanta customer count: 10,000+ - Sponsor ad describing Vanta’s scale. NetSuite customer count: 42,000+ businesses - Sponsor ad describing businesses using NetSuite. Shopify e-commerce share: 10% of US e-commerce - Sponsor ad describing Shopify’s market share.

Pivotal Quotes: "It's really easy to clone the portfolio, but it's really hard to clone the conviction." — Jake Taylor: On why 13F copying often fails without understanding the original manager's decision-making. "You want to be buying illiquid and selling liquid." — Wes Gray: Explaining the liquidity factor and why less-liquid names can earn a return premium. "The only thing you can do to outperform is to do those things that deviate from performance." — Toby Carlisle: On why investors must tolerate short-term discomfort to earn long-term excess returns.

Implications: Listeners should focus on process, patience, and genuine edge sources: valuation, liquidity, manager selection, and discipline. The episode warns against simplistic macro stories and blind imitation, favoring diversified, factor-aware, long-term investing.

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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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