In 2025, Alexander Stuart, a 32-year-old accountant, decided it was time to invest in the stock market. However, he had a problem: he had absolutely no idea what he was doing.
So he turned to ChatGPT.
Stuart deposited $400 into a stock market account and used ChatGPT to “plan trading strategies, like how to manage risk and choose when to sell.”
In an interview with the New York Times, he said he treated the AI like “free college” for investing and that he’d instructed it to teach him how to “become one of the greatest traders.”
The AI reportedly evaluated 500 companies for Stuart, looking at information like recent mergers, reports from other (human) analysts, and recent trading activity. It recommended a strategy, which he followed—successfully. Before long, his $400 balance had grown into $1,500.
Stuart’s approach toward AI is currently being shared by millions of other small-time (“retail”) investors, who are looking to bots like ChatGPT for both direction and education.
This will almost certainly become even more common in the years to come, but is it a good idea? Do most stories of AI-driven investing end as happily as Stuart’s has—so far?


