ChatGPT Asks & David Answers, Vol. 4

David Gardner (0:00)

This week, for the first time in more than a year, ChatGPT is back on the mound, and I'm back in the batter's box. Five pitches coming my way this week, five questions I've asked AI to dream up, each designed to make me think, challenge a Rule Breaker assumption, find a blind spot, or send us all somewhere that none of us quite expected. ChatGPT asks, David answers five questions, five swings, volume four.

Play ball only on this week's Rule Breaker Investing.

SPEAKER_2 (0:35)

It's the Rule Breaker Investing podcast with Motley Fool co-founder David Gardner.

David Gardner (0:45)

And welcome back to Rule Breaker Investing and welcome back Wednesday, September 16th to the one-year anniversary to the day of the launch of my book Rule Breaker Investing. I want to start this week by thanking every one of you who's ever read a page of the book, maybe read a chapter, maybe even read the book or listened to the audiobook. Of course, that means so much to me. I loved writing my final stock market book. I hope it stands the test of time. I hope more people will buy it over the next five years than did in the first year, although I'm very happy with first year sales and very proud to have international editions already out in the Korean language, in the German language and more coming. I couldn't be more excited about Rule Breaker Investing. I especially want to thank fellow fools, Matt Hard and Andrew Gibson, for doing a wonderful job speaking to the book and its merits on social media. MattHard at 307Fool on TwitterX. You're running a contest this week to give away a few free copies. Andrew, you're pitching in too for anybody who replies to your post on TwitterX. Anyway, that is such an above and beyond gesture. I just wanted to call it out, but thank you to everybody who's part of Rule Breaker Investing, which is a book, of course, and will surely outlive this podcast, and yet it's also a podcast too. Thank you for joining me on this week's edition of Rule Breaker Investing. One thing we do four times a year on this podcast is we do a game show, and next week, we're going to do the next rendition, the Market Cap Game Show coming to you next week. I'm excited for you to play along, and especially if you're a new listener, a new viewer, get ready to get your market cap on starting next week. If you don't exactly know what that means right now, well, we'll explain it all and play a game with you on this podcast seven days from now. I also want to mention last week's podcast, which I had so much fun doing. Thank you again to Rick Minares for joining me. It was 10 years later. That's right, we revisited five stock picks I made on this podcast exactly 10 years before. We review the winners, the losers, and we draw the key lessons. That's really the point of 10 years later. Although another key point of 10 years later is to outperform the S&P 500 It's not gonna happen with every one of our 35 stock samplers and surely it hasn't. I've had some real dogs too, but it was a pleasure to show off the five stock picks last week and review how they've done. So if you missed 10 years later, I hope you'll listen in. And by the way, every 10 weeks on this podcast, we do the next one. So I'm already counting down the weeks to five stocks to put under the tree, which were done in December of 2016

Speaking to other highlights of this podcast, I would be remiss if I didn't mention that two weeks from today, we'll be doing our Rule Breaker Investing mailbag. Our email address is rbi at fool.com. And as a few of you have discovered, we're not just taking emails these days, although we always will, we're also taking audio mailbags. So, if you'd like to have your voice shared with others here on Rule Breaker Investing during one of our mailbag monthlies, I'd love to have you join me. Yeah, just drop an audio file. My talented producer, Bart Shannon, will receive that through an email just as well as any texts that get sent our way. It's really fun to respond to audio mailbags, so I'm playing that up here a couple weeks in advance. All right, well, this episodic series, ChatGPT Asks, David Answers, this episodic series began back on June 5th of 2024, when I asked ChatGPT to come up with five of the most beautiful, challenging, inventive, valuable, provocative and or capital F, foolish questions it could ask me about Rule Breaker Investing. Well, ChatGPT Asks and David Answers, that was two and a half years ago, and we had enough fun, and we learned enough together that I brought it back later that year, and ChatGPT Asks, David Answers became an episodic series. By Volume 3, which was in April 2025, we turned the questions into baseball pitches. ChatGPT takes the mound, I step into the batter's box, and we see what happens. The point, by the way, isn't to quiz me on things that I already know. It's certainly not for ChatGPT to lob me five softballs. The point is to use AI as a provocateur, to ask questions that might uncover a blind spot, or challenge an assumption, reverse something I normally believe, or simply send us all somewhere, as I mentioned at the top, nobody was expecting us to go. So sometimes it's a hardball, sometimes a curve, sometimes something downright screwy, and yeah, there are knuckleballs from time to time that could flutter just about anywhere. So five pitches, five swings, and I hope a few thoughts worth taking home from the ballpark. Let's get started.