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Money For the Rest of Us

Five Practices That Have Shaped My Career

Money For the Rest of Us

J. David Stein

Investing, Investing Podcast, Business, Economics, Economy

4.5 • 1.4K Ratings

🗓️ 29 April 2026

⏱️ 32 minutes

🧾️ Download transcript

Summary

I share five business practices that have carried me through asset bubbles, financial crises, business pivots, and now the rise of AI.

Topics covered include:

  • Recommended note-taking app and practices
  • Recommended periodicals
  • How to get better ideas
  • Why we need to understand the probabilities when pursuing a new course
  • The latest insights on AI, prediction markets, and other topics


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Show Notes

Researchers Asked LLMs for Strategic Advice. They Got “Trendslop” in Return. By Angelo Romasanta, Llewellyn D.W. Thomas and Natalia Levina—Harvard Business Review

Paul Kedrosky

Gregor Macdonald - Cold Eye Earth

Prediction Market Accuracy: Crowd Wisdom or Informed Minority? By Roberto Gomez Cram, Yunhan Guo, Theis Ingerslev Jensen, and Howard Kung

U.S. Soldier Charged With Using Classified Information To Profit From Prediction Market Bets—Office of Public Affairs, U.S. Department of Justice

64% of business books are profitable. That’s the bottom line from our study of Business Book ROI.—Josh Bernoff

Libsyn Statistics, visualized—Livewire Labs

The Big Bang: A.I. Has Created a Code Overload By Mike Isaac and Erin Griffith—The New York Times

High earners race ahead on AI as workplace divide widens By Madhumita Murgia and John Burn-Murdoch—Financial Times

Related Episodes

496: Are You Taking Enough Aspirational Risk?

535: Six Principles for Thriving Under Uncertainty and How Big Tech Is Doing the Opposite



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Transcript

Click on a timestamp to play from that location

0:00.0

Welcome to Money for the rest of us. This is a personal finance show on money, how it works,

0:05.3

how to invest it, and how to live without worrying about it. I'm your host, David Stein. Today is

0:10.6

Episode 555. It's titled Five Practices that Have Shaped My Career. Tomorrow, I'm speaking to a

0:17.4

graduate finance class at the University of Arizona. It's something that I do about

0:22.1

once a year. The professor invited me to share what I've learned across a 30-year career as an

0:28.1

investment advisor, an author, an entrepreneur. And as I thought about it, I've narrowed it down to

0:33.9

five practices. The first, I learned really my first day at university. In high school,

0:41.5

the teachers would write all the notes on the board and I would just copy them down. That first

0:47.1

class, the professor just started speaking and I, what do I write down? But I even asked the girl sitting next to me, like, well, at least I watched what she was doing,

0:57.6

that she was writing some of the stuff down.

1:00.0

And so I started taking notes.

1:03.2

That's a practice that I continued, obviously, throughout my undergraduate, my graduate,

1:08.1

but I have continued to do that throughout my, my professional life.

1:12.8

I started by writing down in hardcover Moleskin notebooks, and I would fill one up,

1:18.7

I'd write the next one down, but problem with Moleskin is, yeah, you can kind of go back and

1:23.8

review, but you can't really search that. And so when technology came along where you could record it online in somewhat of a wiki format,

1:33.8

that's what I did.

1:34.6

Starting with Social Text 2005, I used Backpack by Basecamp, now known as formerly 37 signals.

1:43.0

That was in 2007. 2008, I started using Evernote and used

1:46.9

primarily Evernote and Base Camp for our business as well as backpack up until 2019 when I started

1:54.8

using Rome research for most of my notes, with the exception of things that have to do strictly with organizing

2:03.0

our business and we continue to use base camp. I also have kept a written journal since the

...

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