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Should You Use AI to Pick Your Stocks?

May 08, 2026 / 01:22

This episode discusses AI's role in investment advice, focusing on a Wall Street Journal report about Chat GPT's stock portfolio management capabilities. Key topics include market risk, flawed advice, and the limitations of AI in financial decision-making.

The conversation highlights how Chat GPT identified market risks but also made simple math errors and suggested questionable strategies. The hosts compare AI's performance to that of professional brokers, noting that while AI can provide insights, it is not yet reliable for serious investment decisions.

One host admits to using AI tools like Claude for investment strategies, acknowledging the appeal of AI in the market. However, they caution that individual investors cannot compete with large firms that employ advanced AI technologies.

The discussion concludes with a recommendation for listeners to experiment with AI in stock picking, while emphasizing that it is not yet ready for serious trading.

TLDR

AI can assist in stock picking but isn't reliable yet.

Episode

1:22
00:00:00
Wall Street Journal reporter asked Chat GPT for investment advice to see if AI could really realistically manage a
00:00:05
stock portfolio. Chat GPT generally identified market risk, but also made simple math mistakes, suggested
00:00:11
questionable market timing strategies, and sometimes veered into overly complex ideas. The chatbot often told the user
00:00:17
what they seem to want to hear, even when its advice may be flawed or risky. Sounds like a lot of brokers I know. Any
00:00:23
thoughts? >> I'm guilty of this. I've been asking Claude like crazy, using co-work to come
00:00:27
up with different options and hedging strategies and to identify stocks. I'm
00:00:30
guilty of it. I love the markets. I like to gamble. It's my means of gambling.
00:00:34
And I find it interesting what it says. But here's the bottom line. Ken Griffin
00:00:38
will hire 2,000 PhDs and he will weaponize them with AI and they will outperform the market. But you believing
00:00:45
with your $20 a month claude coowork weapon can compete against these folks. You are showing up with a very elegant
00:00:53
square gun and they have a [ __ ] howitzer. I do think AI is going to be a huge unlock. People should use AI to try
00:01:00
and pick stocks. I just don't think they should buy them. I think it's fascinating to see the logic to see what
00:01:04
it comes back with to start asking it more questions. I mean, you should all try it out to see what happens and do
00:01:10
one of those tests. But this was a great article in the journal and I think it showed that it's not as ready for prime
00:01:15
time as they say.

Episode Highlights

  • AI and Investment Advice
    A Wall Street Journal reporter tests GPT's investment advice, revealing its flaws and risks.
    “GPT generally identified market risk but made simple math mistakes.”
    @ 00m 03s
    May 08, 2026
  • The Future of AI in Finance
    Ken Griffin plans to hire 2,000 PhDs to outperform the market using AI.
    “They will outperform the market.”
    @ 00m 38s
    May 08, 2026

Episode Quotes

  • Sounds like a lot of brokers I know.
    Should You Use AI to Pick Your Stocks?
  • I love the markets. I like to gamble.
    Should You Use AI to Pick Your Stocks?
  • AI is going to be a huge unlock.
    Should You Use AI to Pick Your Stocks?
  • It’s not as ready for prime time as they say.
    Should You Use AI to Pick Your Stocks?

Key Moments

  • AI Limitations00:07
  • Market Competition00:43
  • AI's Potential00:56
  • Readiness for Prime Time01:13