TIP755: My Process for Finding Great Investments w/ Kyle Grieve
We Study Billionaires - The Investor’s Podcast Network
Management, Microcaps, Quality Stocks, and Selling Rules
Kyle's management checklist and integrity emphasis, microcap inflection criteria, why he holds quality names, his three sell triggers, position sizing, and the case for averaging up winners.
On today’s episode, Kyle Grieve discusses the lessons that shaped his investing philosophy, from painful early mistakes in crypto to building a disciplined framework focused on quality businesses and high-potential, undervalued microcaps. He shares how goals, temperament, and a business-owner mindset guide his decisions, and why compounding, capital efficiency, and management integrity are the cornerstones of his strategy.
IN THIS EPISODE YOU’LL LEARN:
00:00 - Intro 02:16 - Lessons learned from the early days as a pure speculator. 08:40 - Kyle’s simple investing goal and the pros and cons of pursuing it. 09:16 - Why benchmarks are irrelevant to his approach. 14:00 - How adopting a business-owner mindset helps compound capital. 17:29 - The two categories of investments that form the foundation of his investing strategy. 18:21 - Why quality lies on a spectrum and why the highest quality business isn’t always the best investment choice. 19:33 - The importance of skilled and aligned management. 32:21 - The three main reasons Kyle sells a stock. 36:10 - How to combat confirmation bias and the sunk cost fallacy. 38:24 - Why averaging up has been more effective than averaging down.
Disclaimer: Slight discrepancies in the timestamps may occur due to podcast platform differences.
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