TIP701: AGAINST THE GODS

W/ KYLE GRIEVE

22 February 2025

In today’s episode, Kyle Grieve discusses the book Against The Gods and how risk has evolved over history, why risk management was deeply routed in gambling, how the insurance industry was launched, revolutionary learnings on risk from brilliant historical figures, how regression was formulated and how it tricks investors, the two economists who upended utility theory, the powerful concept of prospect theory and how it showed how irrational humans are, and much more!

SUBSCRIBE

Subscribe through iTunes
Subscribe through Castbox
Subscribe through Spotify
Subscribe through Youtube

IN THIS EPISODE, YOU’LL LEARN:

  • Why a human “calculator” can’t win in the market, and the key skills that drive investing success
  • The two critical risk concepts Cardano introduced to beat the odds—still useful for investors today
  • How Pascal and Fermat cracked the ‘problem of points’ and laid the groundwork for market probability models
  • How Daniel Bernoulli connected intuition with measurement
  • How Bayes’ rule transformed probability theory
  • Why focusing on the downside matters most—especially when the market is euphoric
  • How regression to the mean distorts our view of performance—and tricks investors into bad decisions
  • Why diversification can sometimes increase risk
  • How prospect theory rewrote the rules of decision-making—explaining why investors act irrationally
  • Why investors cling to bad ideas—how biases and ego can sabotage returns
  • And so much more!

TRANSCRIPT

Disclaimer: The transcript that follows has been generated using artificial intelligence. We strive to be as accurate as possible, but minor errors and slightly off timestamps may be present due to platform differences.

[00:00:03] Kyle Grieve: In this episode, we’re exploring one of the most fascinating concepts in investing, which is risk. We’ll unpack how humanity’s understanding of risk has evolved over centuries and why improving our knowledge of it is key to becoming a better investor. We’ll rewind to the earliest forms of gambling, dice games played with bones in ancient Egypt, and we’ll trace how humanity began quantifying uncertainty.

[00:00:27] Kyle Grieve: We’ll explore how thinkers like Fibonacci, Pascal, and Fermat laid the groundwork for probability theory, helping us shift from relying purely on luck to calculating odds. You’ll also learn how gamblers like Girolamo Cardano, who learned the hard way about the dangers of chance, helped shape ideas foundational to modern investing.

[00:00:47] Kyle Grieve: But investing isn’t just about the quantitative, it’s about psychology too. We’ll explore how risk is deeply intertwined with human behavior and psychology. You’ll hear how thinkers like Daniel Bernoulli taught us that managing risk requires understanding not just the odds, but human motivation. Like how our perception of gains and losses shift as our wealth changes.

[00:01:07] Kyle Grieve: And of course, we’re gonna connect these ideas to investing. You’ll hear why Charlie Munger believes most academic models fall short, because they fail to capture the real world complexities of the markets. We’ll learn about Munger’s approach to risk and his appreciation of Pascal and Fermat’s work.

[00:01:24] Kyle Grieve: You’ll also hear how probability theory applies directly to your investment decisions from building data. Bear base in bull cases to assessing the odds of different outcomes. Plus, we’ll explore how risk management changes over your investing lifetime. I’ll share how my approach to risk has evolved.

[00:01:40] Kyle Grieve: Why, you know, in my thirties now I’m chasing specific hurdle rates, but how I expect that strategy to probably shift as I focus more on wealth preservation as I get older and accumulate more wealth. We’ll break down the powerful insights from prospect theory, which was a concept pioneered by Daniel Kahneman and Amos Tversky, which expanded heavily on utility theory.

[00:02:00] Kyle Grieve: Prospect theory reveals things such as how investors often feel the pain of losses. Far more intensely than the joy of equivalent gains, what’s known as loss aversion. We’ll discuss how this impacts everything from selling our winners too early to holding on to losers for too long. Understanding this area of prospect theory is crucial for managing emotions during market swings and just making more rational decisions under uncertainty.

[00:02:23] Kyle Grieve: Lastly, we’ll circle all this around with practical lessons on why risk is just really about survival. Peter Bernstein argued that avoiding financial ruin is the most crucial investment rule. We’ll talk about why investors who survive the longest, not just those who win the biggest bets, tend to end up ahead.

[00:02:39] Kyle Grieve: And I’ll provide some valuable tips to help you tilt the odds in your favor. Now, this episode isn’t just about removing risk, as that’s impossible to do anyways. It’s about understanding it. It’s about knowing when to bet big, and when to fold, when to embrace uncertainty, and how to hedge against it. By the end, you’ll have a clear understanding of how to use the tools of probability, Bayes theorem, and prospect theory to become a better investor. Now, without further ado, let’s get right into this week’s episode.

HELP US OUT!

Help us reach new listeners by leaving us a rating and review on Spotify! It takes less than 30 seconds, and really helps our show grow, which allows us to bring on even better guests for you all! Thank you – we really appreciate it!

BOOKS AND RESOURCES

  • Join the exclusive TIP Mastermind Community to engage in meaningful stock investing discussions with Stig, Clay, Kyle, and the other community members.
  • Buy a copy of Against The Gods here.
  • Check out all the books mentioned and discussed in our podcast episodes here.
  • Enjoy ad-free episodes when you subscribe to our Premium Feed.

NEW TO THE SHOW?

SPONSORS

Support our free podcast by supporting our sponsors:

Disclosure: The Investor’s Podcast Network is an Amazon Associate. We may earn commission from qualifying purchases made through our affiliate links.

CONNECT WITH KYLE

PROMOTIONS

Check out our latest offer for all The Investor’s Podcast Network listeners!

WSB + BFF + RWH Promotions

The Intrinsic Value Newsletter