I Gave ChatGPT $500 of Real Money to Invest in Stocks. Its Picks Surprised Me – Medium



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When OpenAI launched its new GPT-5 model in August, the company bragged loud and hard about how GPT-5 is its “smartest, fastest, most useful model yet” and how interacting with it was like “chatting with a helpful friend with PhD‑level intelligence.”
When it comes to creative tasks like writing, GPT-5 immediately felt like a major step backward. But as I’ve tested the model more extensively, I’ve seen that it does excel at many pragmatic tasks like writing code and analyzing data.
That got me thinking, How would it do as a stock picker?
If GPT-5 is great at processing massive sets of complex data — and it’s supposed to be “widely useful” and a “legitimate PhD-level expert in everything” — why not have the model put its money where its mouth is and perform the “widely useful” task of making me fabulously wealthy?
To that end, I gave GPT-5 (via ChatGPT) $500 of real money to invest however it wanted, with the stated goal of earning me as much as possible over the next six months.
I expected generic investment advice. Instead, its picks truly surprised me.


The Generator covers the emerging field of generative AI, with generative AI news, critical analysis, real-world tests and experiments, expert interviews, tool reviews, culture, and more
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Jesse
https://playwithchatgtp.com