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I Asked ChatGPT to Manage a Stock Portfolio. Here’s How It Did.

I planned to test it for a few weeks. What followed was a monthslong back-and-forth on everything from tariffs to leveraged funds

I Asked ChatGPT to Manage a Stock Portfolio. Here’s How It Did.

I planned to test it for a few weeks. What followed was a monthslong back-and-forth on everything from tariffs to leveraged funds

May 5, 2026 5:30 am ET

Should you turn to AI for investment advice? I gave it a shot.

The models are improving at a head-spinning pace. Almost every day someone seems to have a new idea for a prompt that promises to give you a trading edge and supercharge your portfolio. ChatGPT has had a series of updates over the past few months, and Claude’s recent advances spurred a wave of vibe-coding that dented wealth managers’ stocks. 

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