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Tim FerrissTim Ferriss

Ed Thorp on How to Think for Yourself, How to Be Inner-Directed, and The Dangers of Investing Fads

Master Investor Ed Thorp on How to Think for Yourself, Mental Models for the Second Half of Life, How to Be Inner-Directed, How Basic Numeracy Is a Superpower, and The Dangers of Investing Fads | Brought to you by Wealthfront automated investing (http://wealthfront.com/tim), Vuori comfortable and durable performance apparel (https://vuoriclothing.com/tim), and Eight Sleep’s Pod Pro Cover sleeping solution for dynamic cooling and heating (http://eightsleep.com/Tim). More on all three below. Edward O. Thorp is the author of the bestseller Beat the Dealer, which transformed the game of blackjack. His subsequent book, Beat the Market, coauthored with Sheen T. Kassouf, influenced securities markets around the globe. He is also the author of A Man for All Markets: From Las Vegas to Wall Street, How I Beat the Dealer and the Market. Edward was one of the world’s best blackjack players and investors, and his hedge funds were profitable every year for 29 years. He lives in Newport Beach, California. Please enjoy! Show notes: https://tim.blog/2022/06/28/edward-o-thorp-2/ 00:00 Start 00:00:15 The value of long-term thinking and the price of short-term thinking 00:01:33 What is a common stock warrant? 00:03:33 Why are people generally poor at taking longer-term (or alternative) perspectives? 00:04:53 Conversing about numeracy and common misunderstandings 00:08:56 How to become more numeracy literate 00:14:42 It’s Raining Man 00:17:03 The Rule of 72 00:21:03 Making the best financial decisions with unknown variables 00:29:14 How to have fun learning about probability and statistics 00:31:05 How to get an edge in hedge fund investing (with book recommendations) 00:40:18 Ed’s methods for losing (or maintaining) weight and looking 60 in spite of being almost 90 years old 00:48:06 Favorite beer 00:49:30 Music as stress reduction 00:50:24 Avoiding unnecessary risks 00:59:41 The age-guessing experiment 01:01:53 Other-directed vs. inner-directed and takeaways from The Lonely Crowd by David Riesman 01:10:44 How an 89-year-old maintains hair growth 01:13:47 Using scrap time 01:16:26 A big change in Ed’s later life that increased its quality 01:19:13 New reflections, future hopes, and parting thoughts About Tim Ferriss: Tim Ferriss is one of Fast Company’s “Most Innovative Business People” and an early-stage tech investor/advisor in Uber, Facebook, Twitter, Shopify, Duolingo, Alibaba, and 50+ other companies. He is also the author of five #1 New York Times and Wall Street Journal bestsellers: The 4-Hour Workweek, The 4-Hour Body, The 4-Hour Chef, Tools of Titans and Tribe of Mentors. The Observer and other media have named him “the Oprah of audio” due to the influence of his podcast, The Tim Ferriss Show, which has exceeded 500 million downloads and been selected for “Best of Apple Podcasts” three years running. Connect with Tim Ferriss: Sign up for "5-Bullet Friday" (Tim's free weekly email newsletter): https://go.tim.blog/5-bullet-friday-yt/ Visit the Tim Ferriss PODCAST: https://tim.blog/podcast/ Visit the Tim Ferriss BLOG: https://tim.blog/ Follow Tim Ferriss on TWITTER: https://twitter.com/tferriss/ Follow Tim Ferriss on INSTAGRAM: https://www.instagram.com/timferriss/ Like Tim Ferriss on FACEBOOK: https://www.facebook.com/TimFerriss/

Tim FerrisshostEd Thorpguest
Jun 28, 20221h 24mWatch on YouTube ↗

CHAPTERS

  1. 0:15 – 1:35

    Finding market edges by recognizing short-term thinking (warrants example)

    Ed Thorp explains that his early market edge came from noticing how investors mispriced common stock warrants as expiration approached. He frames this as a case where others failed to account for short-term implications embedded in a long-held position.

    • •Ed Thorp says warrants were "vastly overpriced" when only a couple years remained
    • •He describes cashing in on this mispricing as his entry point to profiting with an edge
    • •He characterizes this as others not recognizing the time-decay-like impact on value
  2. 1:35 – 2:34

    What a common stock warrant is and why it mattered

    Ed defines a common stock warrant and relates it to modern call options. He also notes warrants’ historical role in shaping the later listed call option movement.

    • •A warrant is a security issued by a company that can be a claim on its shares
    • •Ed says it’s basically like what people know today as a call option
    • •He calls warrants the "granddaddy" of the listed call option movement
    • •He notes warrants led to big changes in the securities industry
  3. 2:34 – 3:34

    Opportunity cost and the hidden price of holding out (real estate story)

    Ed shares a story of a friend who delayed selling a house to get a slightly higher price, then waited a decade through a downturn. He uses the scenario to illustrate tied-up capital and the opportunity cost of missing other compounding opportunities.

    • •Ed recounts a friend declining to sell around $3M because he wanted about $3.25M
    • •Ed says the delay lasted 10 years due to a housing downturn
    • •He emphasizes capital being tied up and the opportunity cost of alternative investments
    • •Ed estimates the attempt to gain a quarter million cost many millions in foregone growth
  4. 3:34 – 5:31

    Why people struggle to take long-term or alternative perspectives

    Ed describes a pattern he’s observed: many people focus on what’s immediately around them and resist uncomfortable transitions. He gives an example of a highly capable lawyer staying in a poorly managed organization despite clear reasons to leave.

    • •Ed says most people focus on the immediate situation rather than longer-term outcomes
    • •He describes how involvement in one’s own situation can reduce clarity
    • •He gives the example of a talented lawyer remaining in a dysfunctional workplace
    • •He notes outsiders can often see options more clearly than the person affected
  5. 5:31 – 10:27

    Numeracy gaps: misleading precision, averages vs. distributions, and reading numbers critically

    Ed traces his thinking on numeracy back to a lecture on the divide between humanities and sciences. He highlights common numerical misunderstandings, including false precision in polls and confusion between averages and underlying distributions.

    • •Ed recalls a C.P. Snow lecture about differing comfort with science and numeracy
    • •He says people (he singles out attorneys as an example) make basic numerical mistakes
    • •He critiques poll reporting that implies false precision (e.g., exact percentages)
    • •He illustrates how averages can be meaningless without distribution context (the bar example)
    • •He explains his approach to meeting individuals without treating them as category averages
  6. 10:27 – 17:03

    Building numeracy: basic statistics, mental math, and the day-of-week method (Rain Man)

    Ed suggests two starting points for becoming more numerate: practical introductory statistics and improving mental calculation ability. He also explains a mental method for determining the day of the week for a given date, linking it to what was popularized in the film Rain Man.

    • •Ed recommends an accessible introductory statistics outline approach (Schaum’s Outline as an example)
    • •He argues mental arithmetic helps detect calculator/input errors
    • •He mentions finance-oriented mental compounding calculations as especially useful
    • •He outlines the day-of-week method using month/year/century numbers and mod 7 reduction
    • •He references Rain Man’s two notable skills: day-of-week calculation and blackjack card counting
    • •Ed shares an anecdote about seeing Dustin Hoffman on a flight and choosing not to interrupt
  7. 17:03 – 21:04

    The Rule of 72 and the power of compounding (and compounding’s downside)

    Ed explains the Rule of 72 as a quick way to estimate doubling time under compound growth and discusses where it’s most accurate. He then uses long-horizon examples to show how compounding can dramatically amplify outcomes—both positive (investing) and negative (wasting money).

    • •Ed explains dividing 72 by an annual rate to estimate doubling time
    • •He notes accuracy is best around ~8% and drifts somewhat above/below that
    • •He uses a long-term 10% example to illustrate repeated doublings over a century
    • •He emphasizes why long-term investing can pay off due to compounding
    • •He gives an example where daily spending habits, if redirected, could compound significantly over time
  8. 21:04 – 31:49

    Investing amid unknowns: time horizon, volatility tolerance, and who can afford “long term”

    Tim poses how to choose well when outcomes are uncertain, and Ed focuses on the behavioral requirement: being able to hold through drawdowns. Ed distinguishes between those with enough capital flexibility to wait and those forced into short-term decisions due to lack of reserves.

    • •Ed says risky investments with good long-term prospects will still be turbulent
    • •He warns that unprepared investors may make bad decisions like selling at the bottom
    • •Ed frames “long term” around when someone might need the money, not a fixed number of years
    • •He describes how having other assets/income affects ability to wait out downturns
    • •Ed contrasts capital-constrained people living paycheck to paycheck with those able to invest long term
    • •He references Thomas Piketty discussing limited capital resources among the lower half
  9. 31:49 – 37:49

    How hedge funds work, what changed, and when they may still make sense

    Ed defines hedge funds in their original sense as private limited partnerships and clarifies how he discussed Citadel previously (distinguishing the hedge fund part from a broader collection of businesses). He argues the hedge fund landscape has changed, becoming more institution-focused and less attractive as an “index-like” asset class, while noting exceptions.

    • •Ed describes the classic limited partner / managing general partner structure and fee model
    • •He clarifies Citadel as a collection of businesses; his involvement was with the hedge fund component
    • •He cites industry growth to about three trillion dollars and roughly ten thousand hedge funds
    • •Ed describes strong historical returns in his earlier experience, then later reduced attractiveness for him due to taxes and changing returns
    • •He says hedge funds today tend to be better suited to wealthy tax-exempt investors and institutions
    • •He states a broad pooled/index-style exposure to hedge funds would not be attractive in his opinion, though exceptions exist
  10. 37:49 – 40:18

    Crowd madness and investing fads: learning from 'Extraordinary Popular Delusions'

    Ed recommends Extraordinary Popular Delusions and the Madness of Crowds as a vivid look at crowd behavior, while noting it’s not wholly accurate. He connects the book’s lessons to modern speculative episodes and emphasizes that widespread awareness usually implies no edge.

    • •Ed recommends the book as a "great read" that conveys the flavor of crowd madness
    • •He notes it has critiques/corrections and isn’t fully accurate
    • •He says if everyone has heard about an opportunity, there’s historically no reason to think you have an edge
    • •He compares fad participation to rolling dice or buying lottery tickets
    • •He explains how stories of lucky winners draw more participants even though the group loses overall
  11. 40:18 – 48:00

    Staying lean and healthy at 89: measurement, feedback loops, and prevention mindset

    Ed explains how simple measurement—especially regular weigh-ins—can change behavior and help maintain a narrow weight range over decades. He also emphasizes prevention and not missing major health risks, describing how he builds an evolving checklist from learning and conversations.

    • •Ed describes advising a relative to weigh daily and write it down as a first step
    • •He shares his own long-term weight range and using thresholds to adjust eating/drinking choices
    • •He mentions using additional feedback (like avoiding central weight gain) to guide behavior
    • •He emphasizes prevention and routine screening to avoid missing major risks
    • •Ed says he’s cautious on supplements unless evidence seems strong, but cites bone supplements helping him reverse osteopenia
  12. 48:00 – 58:58

    Alcohol, stress reduction, and daily risk avoidance (COVID, travel, and street-crossing logic)

    Ed describes modest drinking habits and even questions whether his amount is too much. He explains how music and walking reduce his stress, then gives a detailed framework for avoiding unnecessary risks—ranging from minimizing COVID exposure to choosing safer travel options and not trading life risk for small time savings.

    • •Ed says he typically drinks half a beer several times a week and occasionally wine with company
    • •He describes stress reduction through listening to music and taking walks
    • •He gives COVID as an example of avoidable risk and describes minimizing shared air/crowds
    • •He compares driving vs. flying risk per mile and prefers fewer takeoffs/landings when flying
    • •He recounts a Milton Friedman story about not risking one’s life to save twenty seconds at a light
    • •Ed references a framework from a book he names as The Unthinkable and offers his own sequence: awareness, analysis, action
  13. 58:58 – 1:01:54

    Everyday safety habits and the age-guessing experiment

    Ed provides examples of small behavioral changes to reduce risk, such as avoiding running/walking on roads after learning about accident statistics. He also shares a personal “age-guessing” game he ran with strangers to test claims that he looked much younger.

    • •Ed says he stopped running on roads due to runner-versus-car risk statistics and moved off-road
    • •He says he similarly avoids walking on roads except in very quiet areas
    • •He explains approaching strangers and offering money to guess his age within five years
    • •He describes a range of guesses and notes the average guess landed in the 50s at the time
    • •He shares an anecdote from a senior library where a woman’s estimates skewed older/younger than reality
  14. 1:01:54 – 1:10:44

    Inner-directed vs. other-directed: The Lonely Crowd, Myers-Briggs, and building an internal compass

    Ed outlines David Riesman’s inner-directed versus other-directed distinction: some people derive values and cues from the crowd, while others rely more on an internal moral compass. He then discusses Myers-Briggs as a useful (though simplistic) tool for understanding personality differences, and connects inner direction to feeling less adrift.

    • •Ed defines other-directed people as seeking cues, values, and ratification from those around them and tending to conform and follow fads
    • •He defines inner-directed people as more self-deciding, guided by an independent moral/ethical compass
    • •Ed discusses Myers-Briggs as a 16-type framework that can quickly illuminate differences while risking stereotyping
    • •Ed says his type is mostly INTJ; Tim says he is also INTJ
    • •Ed’s key takeaway from The Lonely Crowd is that other-directed people can feel afloat without a compass and thus lonely
  15. 1:10:44 – 1:24:22

    Hair growth, using “scrap time,” marathon lessons, and parting reflections on long-term ‘us’ thinking

    Ed explains how finasteride, taken for prostate issues, also helped him retain and regrow hair over many years. He introduces “scrap time” as using waiting moments for small productive actions, then reflects on how marathon running reinforced long-term thinking and how, later in life, relationships became even more central. He closes with a broader appeal to think in terms of “us” and consider long-term impacts on society.

    • •Ed says finasteride (Proscar) slowed prostate growth and noticeably promoted hair retention/growth over about 20 years
    • •He defines “scrap time” as using small waiting periods (traffic lights, doctor’s office delays) for stretches or quick exercises
    • •He describes starting running around 40 and later running marathons, using the marathon as a metaphor for pacing and avoiding avoidable life problems
    • •He says in recent years he’s valued being around good people more than before and avoiding a few bad people matters a lot
    • •Ed urges thinking about society as “us” rather than “me,” and to think long term about how actions affect others over time

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