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12 Oct 2026
1h 5m

Philip & Allan Maymin – Compounding Through Risk, Not Return (S7E35)

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Flirting with Models

Portfolio construction requires shifting focus from average returns to compound growth, as drawdowns represent the primary obstacle to long-term wealth accumulation. Because alpha is often fickle and difficult to measure, managing risk serves as a more tractable lever for improving performance. By extracting forward-looking signals from options markets—specifically focusing on tail risk rather than the middle of the distribution—investors can build portfolios that dynamically adjust to changing market environments. This approach prioritizes objective-based outcomes, such as defined drawdown budgets, over static, benchmark-relative allocations. Utilizing implied distributions from puts and calls allows for a more robust, data-driven understanding of potential market outcomes, enabling investors to tilt exposures toward upside participation while mitigating downside risk. This methodology replaces passive, rigid strategies with a systematic, regime-aware framework designed to enhance terminal wealth.

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