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Afford Anything

Why AI Misleads Investors and How to Fix It

Afford Anything

Paula Pant | Cumulus Podcast Network

Investing, Business, Entrepreneurship

4.63.4K Ratings

🗓️ 25 November 2025

⏱️ 69 minutes

🧾️ Download transcript

Summary

#663: We’re living through the first era in which an investor can ask a machine to read a decade of SEC filings in seconds. That sounds powerful, but also a little terrifying. Can we trust it? And how do we use it without falling for hallucinations or built-in optimism? In this episode, we dig into the practical, real-world ways AI can strengthen our investing process while avoiding its biggest pitfalls. If you’ve ever wondered how to blend old-school fundamentals with new-school tools, this conversation will open up an entirely new mental model. Our guest is Brian Feroldi, an investor who has spent more than twenty years doing classic, deep-dive fundamental research. He reads SEC filings for fun, and he’s embraced AI not as a stock picker, but as a force multiplier that can turn days of research into minutes. We talk about the specific guardrails that make AI useful for fundamental investors, including restricting sources to trusted filings, designing step-by-step instructions, and assigning the AI a role so it knows how to “think.” We also explore how to stress-test optimism bias, how to analyze companies like a forensic accountant or a short seller, and how to build prompts that match your own investing personality. Whether you’re an index-fund loyalist with a little “fun money” or a hands-on analyst, this conversation will expand the way you evaluate businesses and make decisions. Key Takeaways How a single prompt can transform AI from a loose generalist into a sharp, reliable research assistant.
 The surprising way optimism bias shows up in AI tools, and how to flip it to your advantage.
 Why limiting your data sources can make your analysis dramatically stronger.
 The role-play trick that helps you see a company the way a short seller, value investor, or even Warren Buffett might.
 A simple reframing that turns AI from a stock picker into something far more powerful for decision-making.
 The moment in the demo that revealed a blind spot even seasoned investors often miss. Resources and Links Get Brian’s free business-analysis prompt at longtermmindset.co/ai Check out Brian’s YouTube channel: Long-Term Mindset @BrianFeroldiYT Chapters Note: Timestamps are approximate and may vary greatly across listening platforms due to dynamically inserted ads. (03:02) Pros and cons of using AI for stock research
 (4:55) Why Brian invests heavily in individual stocks 
(12:52) Guardrails for reducing AI hallucinations
 (17:22) How to write step-by-step prompts 
(24:02) Using roles to shape AI’s output
 (35:57) Running Brian’s prompt on Kava
 (46:22) Understanding pricing power and recession behavior
 (01:00:02) Evaluating management teams
 (01:06:02) Using AI to reflect your investing personality Learn more about your ad choices. Visit podcastchoices.com/adchoices

Transcript

Click on a timestamp to play from that location

0:00.0

Do you remember that pretty famous story about Chat GPT telling a lawyer that a bunch of fake

0:04.5

court cases were real? So if you haven't heard about this, ChatGPT basically hallucinated a bunch of

0:09.4

fake court cases and the lawyer presented it at court and, well, that did not end well. Given

0:16.8

the AI tends to hallucinate, why would anyone trust AI to analyze their investments?

0:23.9

Well, that's a rhetorical question.

0:25.6

And my guest today has some answers because my guest today has figured out how to turn chat GPT and other types of AI from a highly imperfect machine that hallucinates into a legitimate junior financial analyst

0:42.0

that only uses SEC filings.

0:45.6

Today's conversation is going to center around how to use AI responsibly when you analyze your investments.

0:57.3

Today's guest is Brian Faroly. He is a financial educator and author. He's written over 3,000 articles for The Motley Fool. He is the author of

1:03.7

the book, Why Does the Stock Market Go Up? He runs the YouTube channel Long-Term Mindset,

1:08.7

which has about a quarter million followers.

1:12.0

And he has more than 600,000 followers on Twitter where he teaches investors about how to

1:18.0

analyze businesses.

1:19.2

So he talks about how to read income statements, balance sheets, cash flow statements.

1:24.4

And today he joins us to talk about how to use AI as your junior analyst. Welcome to the

1:31.1

Afford Anything podcast, the show that knows you can afford anything, not everything. This show covers

1:35.3

five pillars, financial psychology, increasing your income, investing, real estate and entrepreneurship.

1:40.7

It's double I fire. And today's episode is all about that first letter

1:44.8

I investing. Most of you, including myself, are index fund investors, which is amazing.

1:51.9

So if you're thinking to yourself, hey, if I'm an index fund investor, why should I care

1:56.6

about analyzing individual stocks? Well, a couple of reasons. Number one, even if you're 95% in

2:03.6

index funds, many of us have a little bit of fund money in individual stocks, like some Apple

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