TIP773: How Systems and Simple Math Shape Better Investing w/ Kyle Grieve
Host Kyle shares mental models from systems thinking and mathematics that shape his personal investing approach. He explains concepts like feedback loops, kill criteria, cone of uncertainty, scale, algorithms, critical mass, compounding, power laws, randomness, and regression to the mean, grounding each in concrete investing examples. Throughout, he emphasizes structuring decisions to favor long-term cash flow compounding while surviving volatility and avoiding portfolio blowups.
TIP755: My Process for Finding Great Investments w/ Kyle Grieve
Host Kyle Grieve shares his personal investing philosophy, tracing how early speculative losses in cryptocurrencies led him toward disciplined value investing in equities. He explains his return goals, focus on absolute rather than relative performance, a two-bucket framework (quality compounders and microcap inflection-point stocks), detailed criteria for evaluating management and capital efficiency, and his sell and portfolio management rules. Kyle also covers concepts like circle of competence, behavioral biases, environment design for inaction, and reflects candidly on mistakes of commission and omission to illustrate how he continues refining his process.
TIP754: Rule Breaker Investing w/ David Gardner
Host Clay interviews David Gardner, co-founder of The Motley Fool, about his new book "Rule Breaker Investing" and the distinctive growth-oriented philosophy that produced multiple 100-bagger stock picks like Amazon, Netflix, and NVIDIA. Gardner explains why he diverged from Warren Buffett-style value investing, embraces losses as part of a venture-capital-like approach, and focuses on qualitative factors such as leadership, culture, and brand that traditional valuation metrics ignore. The conversation also covers his six traits of Rule Breaker stocks, six habits of Rule Breaker investors, conscious capitalism, the importance of optimism, and several current companies he believes embody his framework.