Let ChatGPT manage a live micro-cap stock portfolio

ChatGPT · Finance · checked 2026-11-02

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Nathan B. Smith’s Substack series runs a six-month experiment giving ChatGPT end-of-day micro-cap market data—closes, volume, and related fields—and letting the model decide portfolio actions with weekly Deep Research reevaluation. Week 5 recounts a rough market stretch where planned limit orders failed to fill, forcing worse exits the next day, and documents how the model adjusted. The project is framed as a public test of whether an LLM can produce consistent alpha in a noisy micro-cap book, not as investment advice. Readers get the prompts-and-data loop: feed real prints, allow the model to rebalance within stated rules, then publish the weekly scorecard.

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Last checked 2026-11-02. Description source: detail-page.