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Your Money Guide on the Side

My Interview with Burton Malkiel (That You Will Never Hear)

Your Money Guide on the Side

Tyler Gardner

Business, Education, Entrepreneurship, Investing, How To

4.92.4K Ratings

🗓️ 4 May 2026

⏱️ 47 minutes

🧾️ Download transcript

Summary

Pre-order Tyler's book, Real Wealth, at tyler.gardner.com/book And as always, a MASSIVE thank you to this week's sponsors: Fabric: → ⁠meetfabric.com/tyler⁠ because if you have dependents, and you don't have term life, getting term life insurance is the financial step you need to take right now. Gelt: ⁠→ ⁠joingelt.com/tyler because Q2 is where strategic businesses make game-changing tax moves LMNT: → ⁠drinklmnt.com/tyler⁠ Become an INSIDER, just order the INSIDER Bundle–four boxes for the price of three, best value they offer–and get early access to limited time flavors and cool surprise gifts along the way. Facet: → ⁠⁠facet.com/tyler⁠ for an exclusive $550 kickstart offer! And see for yourself why I've partnered with Facet for almost TWO YEARS! And now on with the show notes! What if the most important investing conversation you’ve ever had… never got recorded? That’s what happened here. In this episode, Tyler reconstructs a lost interview with Burton Malkiel, author of A Random Walk Down Wall Street, and uses it to tell a bigger story — one about index investing, behavior, and why the simplest strategy is still the hardest to follow. Because this isn’t just about theory. It’s about what actually works in real life — and why people still struggle to stick with it. In this episode, Tyler walks through: The origin of index investing — and why Wall Street fought it for decades Why most active managers fail to beat the market after fees The role of academics like Markowitz, Fama, and Samuelson in shaping modern investing How fear and behavior — not knowledge — derail most investors Why trying to time the market (even when you’re right) can still cost you returns The risk of concentration in modern index funds — and why it’s not a new problem Malkiel’s core principle: you will never consistently outguess the market Tyler also shares one of the most important takeaways from the conversation: Even Burton Malkiel feels fear. He just doesn’t act on it. And that’s the difference. The core idea: Investing isn’t about being right. It’s about staying consistent when it’s hardest to do so. The episode closes with a broader reflection on retirement — not just how to invest, but how to live. Because according to Malkiel, the goal isn’t to stop working. It’s to stay engaged — with ideas, with learning, and with life itself. If the show’s been helpful, leaving a quick review on Apple or Spotify genuinely helps. Hope this gives you something to think about this week.

Transcript

Click on a timestamp to play from that location

0:00.0

The cost of being right early in markets is often indistinguishable from the cost of being wrong.

0:09.3

This is the trap that catches even sophisticated investors.

0:14.5

Hello, friends. This is Tyler Gardner, welcoming you to another episode of your money guide on the side,

0:22.9

where it is my job to simplify what seems complex, add nuance to what seems simple, and learn from and alongside some of the

0:28.7

brightest minds in money, finance, and investing. So let's get started and get you one step

0:34.6

closer to where you need to be.

0:40.8

Quick note before we get into it. May's pre-order incentive for my book Real Wealth is now live.

0:44.8

When you pre-order this month, I'm sending you two chapters that didn't make the final cut.

0:49.3

Chapters I genuinely love and wish I could have kept, delivered digitally in early June.

0:58.7

Pre-ordering also locks you in for every monthly incentive between now and the December first release. Go to Tylergardner.com slash book, click the button that says claim my bonuses,

1:04.6

upload your receipt, takes two minutes, and you're in. Now, on with the show. I want to tell

1:10.5

you about the worst thing that happened to me

1:13.1

last week. I know, great transition. Last Thursday, I had the opportunity to sit down on Zoom

1:20.0

with one of the most influential and important figures in the history of personal finance,

1:26.7

a man who in 1973 wrote a book that

1:30.2

changed the way ordinary people think about money. A man who has been right, almost maddeningly

1:37.0

right, through Black Monday, the dot-com crash, 2008, COVID, and every single moment in between when someone in an expensive suit

1:47.5

on television was absolutely certain the old rules no longer applied. I had an hour with Dr.

1:55.4

Burton, Malkiel, the author of a random walk down Wall Street. We talked about fear and behavior

2:02.3

and what retirement actually means when you're 93 years old

2:06.3

and still intellectually curious and still showing up.

2:10.6

We talked about Jack Bogle.

...

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