#88 Ian Cassel: Stock Picker
Sep 22, 2026 · 1h 14m
Summary
Ian Castle discusses his new book, *Stock Picker*, detailing his journey from a high school investor to a full-time microcap fund manager. He reflects on how his upbringing and early wins in the dot-com bubble shaped his risk tolerance and passion for small-cap stocks. The conversation covers the distinct phases of microcap investing, the importance of building relationships with management teams, and the evolution of his strategy from story stocks to quality businesses. Castle also addresses the stigma surrounding microcaps and the critical role of capital raising in these companies.
Topics discussed
Introduction to Ian Castle and his book 'Stock Picker'
Ian's background and the decision to write the book
Upbringing in Lancaster and its influence on investing
First exposure to stocks and the dot-com bubble
The impact of the 2000 crash and first big win
The XM Satellite Radio story and obsession with microcaps
The stigma of microcaps and the 'penny stock' label
European vs US microcap markets and discovery phases
Investing in sub-$50M nano caps and market dynamics
Evolution of investment styles: story stocks to deep value
The importance of management relationships and due diligence
Common mistakes and the risk of capital dilution
Portfolio concentration and the 'life is too short' philosophy
Battle scars: selling winners and the auditor scandal
Becoming a full-time investor and avoiding outside capital
Launching the fund and finding the right investors
Building the MicroCap Club community and reputation
Institutional behavior and liquidity in microcap stocks
Evolution of portfolio size and position sizing
Monitoring stocks and emotional detachment from prices
Reading habits, writing process, and closing remarks
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