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How He Raised Billions with Simple Ideas | Howard Marks

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The bottom line

Clear, plain writing that tells readers something they never thought of is how Howard Marks grew from about 100 clients to 300,000 subscribers. Quality of output is the one thing you control amid luck, so it sets you apart.

Key takeaways

  • Randomness shapes outcomes, so the quality of your output is the one thing you control. 21:26
    • Marks rejects "you make your own luck": preparation does not always meet opportunity, and able, hardworking people still go unlucky.
    • He told his son that when everyone else dumbs things down, keeping a high standard makes you shine.
  • A writer needs something worth saying before writing for an audience. 23:20
    • Marks began the memos in 1990, after 21 years in the business, and builds each one on a creed of lasting principles.
    • Daily predictions about tomorrow are fleeting, and forecasters who kept score would find they are right about half the time.
  • The best ideas come from reconciling two things that seem to conflict. 46:46
    • Wharton taught practical, qualitative investing, Chicago taught quantitative theory, and real markets fit neither cleanly.
    • He says only the challenging reconciliations are interesting, and the easy ones are not.
  • Plain words and vivid images make hard ideas easy to take in. 12:55
    • Marks writes the way he speaks, with contractions and common words, so there is no barrier between him and the reader.
    • He thinks in pictures, such as a ball held up by a water spout to show that Fed stimulus is not permanent.
  • Sharing ideas openly costs little, because few people can carry them out. 7:23
    • He sees the memos as recreation and a creative outlet, and he started them for fun with no plan to win business.
    • The audience grew from about 100 clients in 1990 to 300,000 subscribers.

In writing, you can't BS because the reader is going to go back and read it again.

Howard Marks

Chapter summaries

0:00 Introduction

A book works when it makes readers rethink what they know, not when it confirms it.

  • Marks wants readers to be told something they never thought of. 1:05
    • A book that matches what people already believe adds little.
    • The brain has a strong confirmation bias and wants support for its existing views.
    • His ideal reader reaction is I never thought of it that way, because it means the reader has been made to question what they thought they knew.
    • He has written memos for three and a half decades and now manages more than $190 billion.

2:00 Simplicity

Marks's clarity comes from a logical mind that breaks a process into orderly steps.

  • He puts his clarity down to a literal, left-sided way of thinking. 2:56
    • Readers write that he makes complex things simple.
    • A logical mind can explain a process in an orderly way.
    • The most flattering note compared him to Einstein's four levels of intelligence: bright, brilliant, genius, simple.
    • Two people said in one week that he makes sophisticated concepts clear.

3:15 Output

A memo starts when the pile has enough substance
Ideas come from linking unrelated clippings, not from a writing schedule.

Ideas arrive by gleaning, so he writes when a pile of material is ready, not on a schedule.

  • He writes only when an idea is ready. 3:44
    • He sets himself no regular schedule, only a loose goal of no less than quarterly.
    • Three months of silence brings emails asking Are you dead?
    • He can't imagine how people write every day.
    • Without a deadline he feels no pressure.
  • Connections between unrelated things produce his ideas. 4:27
    • He clips articles, videos and thoughts onto a pile.
    • When the pile is substantial in content, not height, he writes a memo.
    • He calls much of the process serendipity.
    • An article from one source gets paired with another on a somewhat different topic.

5:00 Getting Lucky memo

Preparation doesn't always meet opportunity; luck isn't evenly distributed
The slogan describes one cell; Marks points to the two it leaves out.

One magazine quote he strongly disagreed with became a memo on luck.

  • A quote in a hotel magazine triggered the memo. 5:36
    • In a Riyadh hotel room he read a Four Seasons magazine article on luck.
    • It opened with Jack Dorsey: Success is never accidental. You make your own luck. Marks wrote, I couldn't disagree more.
    • He says he believes in randomness and has been incredibly lucky himself.
    • Some people with none of the good traits get lucky anyway. Opportunity is not evenly distributed.

6:45 Giving away investing secrets

Knowing his ideas isn't the edge; implementing them is
Most readers drop out before execution, so sharing the ideas costs him little.

Sharing his ideas costs him little and gives him a lot.

  • The memos return more than they risk. 7:33
    • Some readers reject the ideas. Others accept them but can't carry them out.
    • In his words: I'm not giving that much away, and I get so much out of it.
    • For 35 years there has been a memo each September and each January, written over the summer and over Christmas.
    • With no pressure to publish, the writing feels relaxing and creative.

8:30 Howard's process for writing

Each polishing pass improves the memo less than before
Pass 120%
Pass 210%
Pass 35%
Pass 42%
Pass 51%
Marks polishes about five times, and by the last pass the gain is down to about 1%.

A memo moves from loose scraps, to a quick draft, to repeated polishing, to a few trusted readers.

  • He starts with scraps and thinks long before writing. 8:35
    • He keeps lists of topics and thoughts, with no Roman-numeral outline.
    • After long thought about organization, he writes it down.
    • The first draft is rapid.
    • He enjoys the editing most.
  • Polishing about five times gives smaller gains each round. 9:24
    • The first pass improves the piece about 20%, the second 10%, the third 5%.
    • Then a handful of readers check it, and he lets the most detailed one go first.
    • That reader finds about 200 nits, such as a long hyphen where a short one belongs.
    • William Safire called such helpers his "irregulars". Marks's goal is to move the memo from B to A to A+.

11:45 Distillation of ideas

The simplifying phrases come first, and the writing follows once he has them.

  • He waits for the clarifying phrases before he writes much. 12:42
    • He thinks clearly, so getting the thought onto the page takes time but is not hard.
    • Phrases that clarify and simplify are integral to the process.
    • He can't say whether the one phrase begins or ends a memo.
    • He rejects authors who show off erudition. His stance is I'm a person. You're a person.

13:50 Industry jargon

Professions cling to jargon to guard their status, and plain speech beats it.

  • Jargon protects insecure professionals from outsiders. 14:02
    • Marks cites Mark Twain, who defined a profession as a conspiracy against the laity.
    • He would rather tell a story people find interesting and accessible.
    • His stated goal is a written product that reads like speech.
    • Buffett's success with the same plain approach shows jargon is not needed.

15:00 Early years

From about 100 mailed copies to 300,000 subscribers
He wrote for years with no audience, and electronic distribution let the memos spread on their own.

The memos began as a laborious hobby with no audience, and only later spread.

  • The first memos were written for fun and got no replies. 15:10
    • In October 1990 each memo was typed, copied on a Xerox, folded, addressed and stamped for about a hundred clients.
    • He compares it to throwing them in the sewer, since he never heard back.
    • He wrote the first one because he had a story he wanted to share, not to win business.
  • Electronic distribution let the memos spread on their own. 16:18
    • Oaktree began in 1995, and the memos then went out electronically as well as on paper.
    • In the late 1990s a stranger in Russia replied within hours of a memo going out.
    • He had sent it to nobody in Russia, so he realized it had gone viral.

17:15 Wharton School

A demanding Japanese literature professor taught Marks to write well and to take learning seriously.

  • An accounting course led him to Wharton. 17:21
    • He loved the course, wanted to be an accountant like his father, and applied despite indifferent grades.
    • His guidance counselor said he would not get in.
  • Japanese studies made him a serious student. 17:56
    • Wharton required a foreign literature course and a non-business minor, and he chose Japanese, taking five graduate courses.
    • Classes of eight people at a table replaced 200-student lectures.
    • He had just turned 17 and had been an indifferent student.
  • Professor E. Dale Saunders sharpened his writing through blunt margin notes. 19:05
    • He marked WW for wrong word, REP for repetitive and RED for redundant.
    • A good line earned an "AHH," which felt like real reward.
    • From 1969 to 1990 he wrote well but never as a stand-alone product.

22:45 What makes a good annual letter

A letter needs a principled point of view, and that comes only from years of experience.

  • A creed gives the writing a voice. 23:23
    • He asks what you believe, what you will do and what you refuse to do.
    • Writing about yesterday's news is unimportant and unlikely to make good output.

25:55 Life philosophies

A philosophy forms by testing school theory against practice and by seeing connections across fields.

  • Valuable observations come from rejecting what school taught that fails. 26:30
    • Nobody starts work with an investment philosophy, only untested ideas.
    • Yogi Berra: In theory, there's no difference between theory and practice. But, in practice, there is.
    • Saying "I was told this and I think that's hooey" is what yields useful writing.
  • Analogies make investing topics interesting. 27:35
    • He scored best on SAT analogies, which helped him get into Wharton.
    • Each decade he writes a memo linking sports and investing, and often one on gambling.
    • Poker or backgammon makes a livelier subject than investing alone.
    • He sees many things through natural curiosity and relates them to investing.

28:40 Thinking visually

Lifted by the spout, the ball falls when it stops

Marks thinks in pictures, and a vivid image turns an abstract idea into something readers can see.

  • An analogy works when it makes an abstract idea visible. 29:05
    • In his ball-and-water-spout image, the spout is Fed stimulus and the ball is the economy.
    • The same picture fits a stock lifted by one big buyer. When the buyer stops, the price falls.
    • He says the picture helps separate temporary influences from permanent ones.
    • He often adds a warning to be careful when reasoning by analogy.
  • Sketches and charts are where many of his ideas begin. 30:10
    • He draws graphs on a whiteboard in client meetings.
    • A photo of a 2016 whiteboard in Shanghai, seen again in bed in Jaipur, became an idea in Mastering the Market Cycle.
    • He applies the old saying that one picture tells a thousand words.
    • In 2022 he showed the same 2016 charts to a friend of that Shanghai contact.

31:48 Warren Buffett

Buffett's short, funny, folksy lines show how to pack a big idea into few words and keep it accessible.

  • A single image can say what a paragraph cannot. 32:10
    • Buffett said in 2009 that only when the tide goes out do we learn who has been swimming naked.
    • The line means apparent skill may be luck until adversity tests it.
    • Marks says it takes him many words to make the point, and Buffett used 15.
  • Humor and plain words keep writing accessible instead of standoffish. 32:54
    • Marks likes to make people laugh, a habit from his father's jokes.
    • He picks a simple word over a sophisticated one when meaning is not lost.
    • He leans on conjunctions to keep the tone conversational.

33:45 Jeff Bezos

A writer who wants to help readers should deliver sophisticated ideas in an accessible way, and the test is whether they were helped.

  • Small, crystallized lessons build a reader's trust. 34:00
    • Bezos used handstands to show that some things take months of patience, not 48 hours.
    • Marks says the measure of success is what you have helped readers with.
  • Ideas that hold up for decades are solid, and writing exposes weak ones. 37:00
    • His first memo in 1990 ran a page and a half. Now they run 12 to 14 pages, and he does not aim for a length.
    • He finds ideas from 25 or 30 years ago still stand, which convinces him they are sound.
    • Readers reread, so you can't BS. The logic must connect and the foundation must be solid.
    • He cites Oliver Wendell Holmes on valuing the simplicity on the far side of complexity.

38:30 Favorite writers

Marks borrows from the great thinkers who came before, because they said it better than he could.

  • Quoting earlier thinkers beats reinventing the wheel. 39:30
    • He calls it a conceit to think nobody before you knew it better.
    • Quotes and adages survive because they are substantial.
    • His memos draw on Taleb on randomness, Galbraith on forecasting, Ellis on avoiding losers and Milken on avoiding defaults.
  • Peter Bernstein is his greatest hero in investment philosophy. 40:17
    • Bernstein wrote Against the Gods, a history of probability, and his own memos.
    • Marks calls him extremely well-read, a little more erudite than himself.

41:00 Risk

Risk cannot be reduced to a single number, and Marks built his view over years of writing and revising.

  • His risk thinking grew through repeated memos. 41:15
    • In 2006 he wrote Risk after cracking what was wrong with the conventional view he learned at Chicago.
    • He followed it with Risk Revisited in 2014 and Risk Revisited Again in 2015 or 2016.
    • In the last, new Bernstein material went in italics, so readers could see what was added.
    • He compares hiding new content to past posting, betting on a horse after the race.
  • The real achievement is making money with risk under control. 43:43
    • Making money is easy when markets rise, and they rise about eight years in ten.
    • Bernstein's memo asked whether risk can be reduced to a number. Both men say no.
    • He found Bernstein's memo at the bottom of a paper stack. A later search turned up a McKinsey video note and a 2001 risk memo.
    • He says recording your thoughts matters, since experience may produce ideas you never had before.

46:08 Reconciliation

Three views of investing that refuse to agree
WhartonChicagoPractice
ApproachQualitativeQuantitative, theoreticalReal-world money management
Core claimThinking before buying makes moneyPrices already reflect what everyone knows100,000 pros try to beat the market
BargainsCan be foundDon't existHunted every day
When he met itUndergraduateIdeas published 1962–64His career
Marks's best memos come from trying to reconcile views that each seem coherent on their own.

Good writing starts from a puzzle that is hard to solve, so you must keep learning to find new ones.

  • Marks was lucky to meet two opposed views early. 47:23
    • The Chicago school was published mostly in 1962 to 1964, so his class was among its first.
    • Most peers wanted a job and ignored the conflict.
    • He cites Gladwell's Outliers on demographic luck, being in the right time and place.
    • He says he is drawn to intellectual puzzles and can't leave them unsolved.
  • Investing sets three views against each other. 48:36
    • One says thinking before buying makes money.
    • Another says prices already reflect what everyone knows, so bargains don't exist.
    • A hundred thousand professionals still try to beat the market.
    • His talk The Human Side of Investing asks whether school theory (ABC) is irrelevant once practice (D and E) matters.
    • Writers who state what everyone knows won't have much of a career.
    • After 35 years of writing, he still thinks "I never thought of that before," and says that keeps you young.

51:55 What is the most important thing?

Good writing has no single key, only several means to one goal.

  • Writing has several important things, just as investing does. 52:08
    • His book has 21 chapters, each naming a different "most important thing."
    • He wrote it because he kept telling clients different things, such as controlling risk and not losing money.
    • His chapter titles for writing: clarity, humor, interesting topics and challenging the reader.
    • A reader who says "I knew all that before I started" won't buy your next book.

In the growth library

Howard Marks, co-founder of Oaktree Capital Management and author of The Most Important Thing. Howard Marks explains how he turns decades of investing experience into clear, speech-like memos that make readers say "I never thought of it that way." The habit worth hearing is his pile of clippings and scraps that he only turns into a memo once it has enough substance, followed by about five rounds of polishing and a small circle of readers.

Lessons that draw on this:

More from How I Write · The whole library, and ask it anything

Transcript464 lines
Introduction 0:00
0:00

If you think about the role of randomness in the world, there's so much that's not within your control. One thing within your control is the quality of your output. Amen. You should have a simple goal to put out a product which is the highest quality you can. And if you have done that, you can relax. How do you take complicated ideas and make them so simple that people are begging to give you their money? Our guest today, Howard Marks, is a master at that, a master at clarity and distillation.

0:34

He's been writing memos for the last three and a half decades. In 1990, he had basically no readers, and now he has more than 300,000 people, and he now manages more than $190 billion in assets. So how does he do it? How does he write so clearly, so concisely? What does he do to distill ideas and make them simple? Well, that's the topic of this conversation with Howard Marks. Hey, Howard. Hey David, how you doing? Thanks for doing this. Good to be here.

1:05

So the first place I want to begin is you have a line in the introduction to your first book where you say, "Heaven for me would be seven little words: I never thought of it that way." Why that? Well, if I'm writing a book and it squares with people's expectations and agrees with what they already know, then I'm not contributing much. Am I? And of course, the human brain has a strong confirmation bias. It wants to hear support for what it already believes, but it doesn't really accomplish much. So if I get a reader who says, "I never thought of it that way," then that means I've told them something they didn't know and I've made them think about and maybe question the things they already thought they knew. Well, that's a positive step. There's such a simplicity in your writing that I think makes it stand out. I get a lot of response nowadays. My favorite one,

Simplicity 2:00
2:03

well, there's two. One says, "You changed my life because I now think this or that way." And the other one is, "You make complex things simple." The most flattering one I ever got, I'm not sure about the comparison, said that Einstein said there are four levels of intelligence, is bright, brilliant, genius, simple. The person wrote me, the inference is that my writing is simple, and

2:37

that makes me very happy. I've been doing a lot of visits and speaking this week, and I had two occasions when people said, "When you hear Howard, you'll hear that he makes sophisticated concepts clear." And that makes me very happy. I've been thinking about why or how, and my conclusion is that my brain operates largely on the left side, literal, logical. But I think being a logical person lets you break down a process in an orderly fashion that you can then explain to people.

Output 3:15
3:14

Obviously the output is very simple. How do the ideas get into that simple orderly shape? First of all, I have the great advantage that I don't have a requirement to write. I know people who write every day, I can't imagine how you do that, or who require themselves to write every week or every month. I don't require any regularity of myself. I write when I feel like it. Now, having said that, I try to write no less than quarterly, and I put in one of my memos that if I don't write for three months, I tend to get emails saying, "Are you dead?"

3:58

But other than that, there is no regularity. So I don't feel any pressure. I write when I have an idea, and usually it's kind of a matter of gleaning, and I think a lot of it is serendipity.

4:20

You come across this, then you come across this. Now, the way my mind works, I make connections. So I tend to make connections among ostensibly unconnected things which produce inspirations.

4:39

So I might read an article here and cut it out, then an article from another source on a somewhat different topic that I think is connected and put it on a pile, and then an article from here and a video from here, and that thought from here, which I write down and put it on the pile. And when the pile is substantial in terms of content, not height, I might write a memo.

Getting Lucky memo 5:00
5:02

Well, I think a good example of this is how you wrote your Getting Lucky memo, right? There was a confluence of ideas that all came together. You saw that tweet and you said, "Hey, now I got to write about this piece." Exactly, exactly. Yeah. I believe in luck. Well, maybe a more erudite way to say that is I believe in randomness, and I believe I've been incredibly lucky in my life. I can't believe it. So I was in my hotel room in Riyadh, and I picked up the Four Seasons magazine, and there was an article on luck, and it led off with a quote from Jack Dorsey from Twitter. He said something like, "Success is never accidental. You make your own luck." So that caused me to write the memo, and I wrote, "I couldn't disagree more."

6:01

There are happy accidents, there are unhappy accidents. Now, people say luck happens when preparation meets opportunity. My point is that sometimes preparation does not meet opportunity. That person is unlucky. Most of us know people who are able, well-intentioned, hardworking, and don't get lucky. Many of us know people who are none of those things, but got lucky. Opportunity, if that's the word you want to use, or luck, is not evenly distributed.

6:38

Yeah. So help me as an outsider. I'm going to totally straw man this, but I think it'll lead to an interesting answer. Why in the world would you give away your investing secrets

Giving away investing secrets 6:45
6:48

in the form of clear memos? Why would you consider doing that? That's your edge. Well, I really believe that I can tell people what's important, but most of them are still not going to be able to do it. So I'm not putting myself at risk, because some people are going to say, "Well, that's what he says. I'm not into that." Some people will say, "I'm into it," but they won't be able to do it. The secret to success in these areas is

7:23

not knowing these concepts, but it's being able to implement them. And a lot of people who say, "Yeah, that's good. I'm going to try to do that," they're just not going to get there. So the benefits of writing, in my opinion, in this case, outweigh that risk. I'm not giving that much away, and I get so much out of it. People say, "Well, when do you write?" I said, "Well, if you look at the record of the last 35 years, you'll see there's invariably a memo in September and one in January." What does that mean? It means I wrote over the summer and I wrote over Christmas. It's my recreation. It's one of the things I like to do the most, and I find it relaxing. Since I'm not under the pressure to publish, it's relaxing to do it and it's creative to do it. I believe that it's desirable to have a creative outlet that's mine.

8:22

Tell me about that summer incubation period. How does a memo come together? Do you write things down, draw things out? Do you just sort of work through paragraphs? Do you start

Howard's process for writing 8:30
8:31

with an outline, move towards prose? What does that process look like for you? I really start with a pile of scraps of paper. I mean, I have a list of topics, a list of thoughts. I don't have what you would call an outline, Roman I, this A, B, C, Roman II, blah, blah, blah. I just have a bunch of ideas. They start off on piles of paper. They come up here. Usually what happens is I think about it for a long time. And then having thought about it and come to some ideas about organization, I just write them down.

9:11

Do you do a lot of editing? Yeah. Yeah. I love the editing part. You do a rapid first draft, you think it's good, then you read it over again and you make changes. You move a couple of paragraphs around, you connect a couple sentences with a connector. I might do that about five times, let's say. Each time it gets a little better, but we have something called the law of diminishing returns. It means the first time you do it, you make it 20% better. The second time you do it, you make it 10% better than that. And the third time, five, and two, and then one, and then you can't really make it any better. But the word I use for that process is polishing. Hopefully it's a good thing that you enjoy having written and you enjoy writing it, but then you enjoy making it better and you take two sentences and you reverse them, and that's much better. So it's a source of satisfaction.

10:15

When I get it to the point where I think it's as good as I can make it, then I have a few people I show it to. One of whom, I have one person who finds six things wrong, a person who has four things wrong, one finds 10 things wrong, and I have one person who finds 200 nits, like I used a long hyphen when I should have used the short hyphen. My commas are this kind of commas where they should have been that kind of commas. So now what I do is I let him read it first and he makes his 200 changes and I incorporate, and the rest is clearer sailing.

10:56

But William Safire, who used to write a column in the Sunday's New York Times Magazine section called On Language, he used to have an expression. He said, "I ran it by my irregulars." Now, an irregulars, I believe, was a term for a ragtag army out of uniform, what we might call guerrillas today. And I am talking about 250 years ago. So he said he had his irregulars who were his ragtag, bunch of readers who gave him comments. So these four or five people are my support group. Obviously the goal is to get it from a B to an A, and then from an A to an A+.

Distillation of ideas 11:45
11:47

What you're so good at is the distillation, the ability to explain things in one paragraph and one phrase. So does it begin with the one phrase or does it end with the one phrase? I find it hard to generalize. I just have this idea. As I say, I think I think clearly. That's true. Then the goal is merely to get the thought onto the page. Of course, that's the hard part for most people. I don't find it that hard. It just takes a little time. You got to work at it. But I don't find it highly challenging. I think that having the phrases which clarify and simplify are integral to the process. So maybe the answer is I don't write much until I have the phrases.

12:46

One of the most important things that I point out to people about my writing is that it is essentially my goal to write the way I speak. I don't want to do any different. My speaking hopefully is clear, hopefully my writing is clear, and hopefully it's the same. So I use contractions. I use hopefully common language. I can think of authors, I can think of one in particular, who seems to have the goal that I'm going to say things that my reader doesn't understand and I'm going to show them how smart I am, and how erudite. My goal is not to do that. I don't want to create a barrier or a level difference between myself and my writers. My goal is to say, "I'm a person. You're a person. We're both people.

13:41

I know about some stuff you don't know about them, but I'd like to share it with you." You see this all the time in financial writing. I mean, my average time looking

Industry jargon 13:50
13:49

at some random white papers, maybe a second and a half, because I just scroll and I get out of it. And your writing has that simplicity. So if you've been successful doing that, if Buffett's been successful doing that, why does the industry still operate in these landmines of jargon? I think it was Mark Twain who's defined a profession as a conspiracy against the laity. A lot of professions have a jargon, which certain professionals maybe want to say insecure professionals, want to stay with that jargon to reinforce the barrier between themselves

14:33

and the common man who is not a member of the profession. I'm not interested in that. I'd rather tell a story that people find interesting and accessible. And as I say, that's why my goal is to have a written product that reads like speech. How in the world did you stick with it for so many years when no one was reading your stuff? You've mentioned that, "Hey, I just really enjoyed this,"

Early years 15:00
15:02

but you're literally licking the envelope on memos in 1990, 1991, and no one's reading it. Yeah. Well, of course, now remember that that was pre-internet. So what you would do in those days, and it was largely pre-computer, so you would write it out, run it off on the Xerox machine, fold it, stick it in an envelope, address the envelopes. And in those days, I started in, I guess October of '90, they only went to my clients, and maybe there were a hundred. So it was laborious. And I always say that it's as if I wrote it out, ran it off, folded it up, put it in the envelope, addressed it, put a stamp on it, and threw them in the sewer, because I never heard back. But I did it for fun. I did it because I enjoyed it.

16:00

I wrote the first one because I thought I had an interesting story to tell that I wanted to share. By the way, I never said if I write them, I'm going to get more business or make more money or anything like that. But then of course, in '95, we started Oak Tree, and so I had my own firm. That's when we started to distribute it electronically in addition to in writing. And I'll never forget the time in the late '90s when I put out a memo, and within an hour or two, I had a response back from somebody in Russia. Oh, that must have been exciting.

16:35

It was. I didn't know anybody in Russia. I didn't send it to anybody in Russia, but it got passed around. I always say like Playboy Magazine when we were in camp. So then I said, "Oh, that's what they call going viral." And that was cool. So from probably a hundred or so in 1990, I think now we're up to 300,000 subscribers, and hopefully they pass it around. So it is a lot of fun now, and I get great responses and I enjoy it, and it's just a pleasure.

Wharton School 17:15
17:15

How did you get into this? You had mentioned college. That's when it really begins, huh? I went to Wharton. I went to public high school in New York. One day, one of my buddies said, "Hey, they're giving you a course in accounting. We should take that." So I took that course and I loved it. And that made me decide to be an accountant, which is what my dad was, and to apply to Wharton, which previously I didn't know what existed. And I was lucky I got into Wharton. My guidance counselor said I wouldn't, my grades were indifferent, but luckily I got in. And that changed my life, obviously. Now, when I got to Wharton, Wharton had two requirements that I would describe as enlightened. You had to have one semester of the literature of a foreign country in English, and you had to have a non-business minor. Now, the geeks, for their non-business minor, took econ or stat or poli sci. But for my language literature, I took Japanese,

18:20

no idea why, except that I think the exoticism appealed to me. I loved it so much that I took five courses at the graduate level in Japanese studies, and I made it my non-business minor. And what distinguishes Japanese literature as you think about it? How is it different? It's highly stylized, and the imagery is highly, highly descriptive but also very elegant. Everything that Japanese have done has always been elegant in its word choice, in its imagery, etc. And importantly, the five courses I took, four were taught by the same professor, a guy named E. Dale Saunders. He was like an estate. He was like an Oxford don. He was very demanding of writing. And by the way, remember that as a Wharton freshman or a sophomore, you're taking econ courses with 200 students in an auditorium. These graduate level courses in Japanese studies were eight people at a table in a room. So you would send them in

19:36

a paper and he would send it back. And in the margin, in this really picky little writing, in the margin, he would say WW, wrong word, or REP, repetitive, or RED, redundant. And if you

20:00

wrote something good, he would write AHH. Ah. And if you got an ah, you really felt rewarded. That was good. So I would say that Professor Saunders, really ... First of all these courses turned me ... I had just turned 17 when I went to college. I was just a kid, boys developed slowly anyway. These courses turned me from an indifferent student into a serious student. This is the first time other than my accounting course that I was excited about what I was learning. But he really helped me to raise my writing. And that was 1965, and the first memo came out in 1990. So it took me a while to do anything about it. And when I went to work in the business in '69, from then till '90, I always tried to turn out a well-written product, but it wasn't a stand-alone product in its own right.

21:05

Let me, as a segue, just point out that when my son was preparing to come into the business and when I speak to other people who want to go into business or careers in general, one of the things I say to them, which I think is important, is that if you think about the role of randomness in the world, there's so much that's not within your control. You try to be an investor or an entrepreneur or a podcast creator, there's a lot that's not in your control. One thing that's within your control is the quality of your output.

21:48

Amen. So you should have a simple goal, which is to put out a product which is the highest quality you can. And if you have done that, by definition, it's the best you can do. You can't do better than the best you can do, but if you've done that, you can relax. So I really think that there's ... And the other thing I told my son when he went off to college in '05 was that "With internet and emojis, and you are a great person, everybody else is dumbing it down. If you maintain a high standard when they dumb it down, you'll shine. You'll be distinguished. So I think writing is a better way than ever to distinguish yourself for the better." So if I've just raised half a billion dollars and

What makes a good annual letter 22:45
22:53

I'm now running a fund and I want to write memos or an annual letter, and I come to you and I say, "Mr. Marks, I would like to adopt the strategy that you adopted, and I'm all in on quality," what parameters should I be thinking about as I write them? What makes a good memo or annual letter? What I would say is, I appreciate your interest in writing memos. Let's hope you're a good writer, but don't waste your time until you have something to say. So a guy who's a year out of grad school, or three years or X years, has nothing to say other than to discuss his or her level of ignorance, and that might be endearing, or it might signal that he or she is on some quest, but you don't have wisdom to impart. What I'm trying to do, remember I started in 1990, I'd already been working 21 years, and hopefully I had something to say. So before that, I would say don't waste your time. Write for practice, write to communicate with your clients,

24:05

but don't expect anybody to read your memo for sage advice when you're 28. And then once I am ready, I've been working the business for 20, 30, 40 years, what should I focus on? Well, what I would say is think hard before you start about your point of view. What do you believe in? The word I use is creed. What is your investment philosophy? What do you believe in? What do you think will work? What will not work? What will you do? What will you refuse to do? What are the rules or principles that govern your

24:47

activity? And try to speak from a principle-based voice. So many people say, "Well, this happened yesterday in Washington and this happened in New York and this is what the Fed said and this is what I think is going to happen tomorrow and this is what I think will happen on Thursday." That stuff is unimportant and unlikely to make for a very good output. Try to think of something significant, lasting principles, important lessons, morals, if you will, up to the story.

25:22

Most of the people who write every day talk about what happened yesterday and what they think is going to happen tomorrow. And if they ever kept a scorecard on the things that they wrote about what's going to happen tomorrow, they would see that on average they get it right half the time, which is not very helpful. These are fleeting and these are insubstantial. So I would say, try to think of things that have substance. I like how you phrase it. You say, forming a

Life philosophies 25:55
25:59

life philosophy has four parts, many ideas from a variety of sources formed over a long period of time that you distill into life lessons. So you have to be eclectic in your subject matter and eclectic in your sources so that you can be interesting and have some variety. We have an investment philosophy. I have a philosophy which is highly formed. The day you step out of school, when you start work, you don't have an investment philosophy. You may have some ideas from your school, but you have no reason to believe which ones work or that any of them will work. Some of the things you learned in school, you should consider and reject. You should figure out what's real and what's just theory. Yogi Berra said, "In theory, there's no difference between theory and practice. But, in practice, there is." So just a regurgitation of what you learned in school doesn't do you any good. You say, "I was told this and it really works, and I was told this and I

27:17

think that's hooey." That's when you get valuable observations that you can turn into a written product which is valuable to somebody else. I like how you say eyes wide open, that sense of awareness. Yes. One of the reasons that I got into Wharton when the odds were against was that I had high SATs, and one of the things I did best in the SATs was the section called analogies. I've always been good at analogies, and I see connections. Every decade I've written a memo about the connections between sports and investing, and in most decades, one about the connection between gambling and investing. Just writing a memo about investing, not too interesting. A memo about the connection between poker or backgammon and investing I think can be quite interesting. So if you go through life, as I naturally do, seeing a lot of things

28:28

in natural intellectual curiosity and thinking how they relate to your prime subject was investing, I think you can get some interesting stuff. Yeah. Two things on the topic of reasoning by

Thinking visually 28:40
28:42

analogy. The first thing is how often in your interviews you say you got to be careful about reasoning by analogy. So it's funny how often you preface your analogies with that. And my favorite analogy that you have is, to me, such a visual one, it's so vivid, of the economy like a ball, and then there's water spewing up under it. That is one of the benefits of reasoning by analogy, is that all of a sudden an abstract concept can be vivid, you can see it, and then it becomes alive in a way it wasn't before. Yeah. Well, I think visually and graphically, and I think of these images which help me to distill my thoughts, and then I think they're very helpful in explaining it to people. So in the ocean, there's a water spout and it's holding a ball up, and the water spout is a stimulative policy from the Fed. The ball is only going to stay aloft as long as the fed stimulates, so it is not permanent. Another thing is,

29:49

you have somebody who, for some reason or other, is buying a certain stock, and that lifts the price, and people say, "Oh, I'm going to get in on that." But you have to realize that when the person stops buying, the stock is going to subside. So then the water spout stops. And it helps you think about influences that are temporal versus permanent. It's just a picture. But I mean, I think in graphs, I draw a lot of graphs. When I was writing the Mastering the Market Cycle, there's a discussion in there about the fact that I was lying in bed in Jaipur, India and something made me think back to a discussion that I had in Shanghai a year or two earlier. When I'm meeting with clients, I like to have a whiteboard there, and I drew things on the whiteboard, and this time I was 21st century enough to actually take a picture. I had the picture on my phone, I pulled up my phone, looked at it, and that became a chapter, or at

31:00

least an idea, in Mastering the Market Cycle. I was meeting yesterday with somebody who happens to be a friend of the person I was meeting with in Shanghai six years ago, and I whipped it out and I showed her the pictures of the charts I put on the wall in Shanghai in 2016. By the way,

31:29

the old sayings don't get to be old sayings for nothing. And there's an old saying which says that one picture tells a thousand words. It's really true. And I tend to think in pictures and graphical relationships, which makes life easy, and I think it makes it easy for people to understand what I'm saying. What does Buffett do in his writing

Warren Buffett 31:48
31:49

that you admire and struggle to emulate? I admire and strive to emulate his turn of phrase, things like, back in '09, when the wheels were coming off the economy and the financial sector in the global financial crisis, I think that's when he said it for the first time, he said, "It's only when the tide goes out that we find out who's been swimming naked." What a great image. In other words, this goes back to the luck thing, there are lots of people who appear to have been skillful, but until they're tested by adverse circumstances, we don't know if was really skill or just a bunch of good luck. But look how many words it takes me to say that, and he said it in 15.

32:50

Yeah. The other thing is he's funny, and I like to be funny. I like to make people laugh. My dad told a lot of jokes when I was little, and it's a habit I got into. So I like to be funny, and I think that his writing is folksy and accessible, and I try to make mine accessible rather than standoffish. And that's why I'll use a simple word instead of a sophisticated word if I can without diminishing the communication value, and especially I'll use conjunctions. One of the things I like about your letters, Buffett's, Bezos', is these little lessons that are crystallized. There's a great one from, I want to say it's 2017 through 2019 in Bezos letter, where he talks about handstands and how

Jeff Bezos 33:45
33:48

if you're going to learn how to do a handstand, you have to just commit to doing it for multiple months. You can't expect that you're going to learn how to do it in 48 hours. And that that's a really good analogy for building a business, for how we're thinking about things at Amazon. Sometimes it's just going to take some time and you got to sign up at the beginning and say, "I'm going to be patient here." And those lessons, I think, really inspire a lot of the credibility, a lot of the connection that readers have. Yeah. Well, if your real goal is to do something for your readers, then the test of what you have, whether you've accomplished a goal, is what you've helped them with, and clearly they're going to be more helped if what you say embodies sophisticated concepts delivered to them in an accessible way.

34:37

How do you feel that your writing has improved over the years? It has improved by getting better. I mean, I can't be more specific than that. I think I'm clearer about what I want to do. But if I go back and read the first memo in 1990, I'm okay with it. I may think I could have done better. By the way, I think it was only a page and a half. It was. Yeah. Yeah. Now they're consistently about 12 pages. By the way, I don't aim for a certain length. They all seem to come out 12, 13, 14 pages. Beyond that, I think they become laborious, and I don't think you can deliver much shorter than that. You know what your first sentence was in your first annual letter? I think it's interesting how you've been exploring this sentence, I think, for the last 24 years. We all seek investment performance, which is above average, but how to achieve it remains a major question. And that's one of the things that, having gone through

35:40

your archive, there is such a consistency in the questions that you're asking year in and year out, year in and year out. And I've really come to appreciate the depths with which you can explore such a simple question about risk. What does it mean to have something be mispriced, underpriced year in and year out? These questions are actually endless once you get into them. Thank you. I'm going to show this podcast to my wife, she says they're all the same. But I'm really pleased. Sometimes I'll go back and read an old one, not just for entertainment, but because I have a reason to research something. And I'm really pleased to say, "This is the idea I have today. I had it 25 years ago or 30 years ago." And what that convinces me is that it's solid. If you had an idea 30 years ago, but then you never wrote about it again or wrote something different in 25 and 20, and you would say, "Well, this is something that comes and goes." But I

36:47

think I've thought these things out in depth, and I think that they stand the test of time. One of the tests of time is that I forget about having written them and I write them again because I still believe them and because they still hold up. And the beauteous thing about writing, as opposed to speaking, is that in writing, you can't BS because the reader is going to go back and read it again and say, "Hold it. Wait a minute. Oh, that sounds good. Oh, I'm going to read that again." Then he reads through it. No, that doesn't follow.

37:23

Rigor. Rigor. The foundation has not been laid or the foundation isn't solid. And that's where the logic comes in. What I do is not creative writing. It's not fine literature. I'm trying to convey a point, and for have somebody say, "Yeah, that makes sense," it has to hook up, it has to connect. The logic has to be established, the foundation has to be solid, and the explanation has to be clear. There's a line from Oliver Wendell Holmes, the Supreme Court Justice early 20th century, he says, "For the simplicity on this side of complexity, I wouldn't give you a fig. For the simplicity on the far side of complexity, I'd give you the entire world." Well, I think that makes a lot of sense, and that's one of these topics that a lot has been written about because it deserves to be written. If you can make things clear, I think you've done something good, and I think

Favorite writers 38:30
38:31

the reader will get something out of it. It's not just the depth of your production, but also the depth of your consumption. The most important thing, a lot of your memos, I see so many patterns, repeat in terms of what writers you're really coming to deeply understand: Taleb with the influence of randomness; Galbraith with the futility of forecasting; Ellis, better to avoid losers than try for winners; Milken, hold survivors, but avoid defaults and bond investing. And that's the other thing. It's just plumbing the depths of a good idea and almost the power law of ideas themselves. When you find one that's worthy of pursuing, to really study it and to let that idea become a part of you in a way that you don't come to appreciate if you're just skipping between books and different writers. Well, look, it's an unacceptable conceit to think that nobody who went before you knew it better. Quotes and adages and books wouldn't remain

39:42

popular over time if they weren't substantial. So I use a lot of quotes and adages and stories and that kind of thing because there were smarter people than me in the past who said things in a more substantial or maybe a clearer way than I can. So why reinvent the wheel in an inferior way? Why not just go with the greats? One of the ones that you don't mention, perhaps my greatest hero in terms of investment philosophy, I consider him to have been an investment philosopher, was Peter Bernstein, not a well-known person, not a household name, but a really smart person, much older than me. Against the Gods.

40:36

Against the Gods. Against the Gods was a really great book on the history of probability. He wrote other books. But for a long term, long time, he wrote his own memos. He was really profound, extremely well-read, a little more erudite than me. I have a great story. And as you mentioned

Risk 41:00
41:04

that I returned to certain themes over time, in '06, I wrote a memo called Risk. I think risk is the most important thing. There are three chapters on risk in The Most Important Thing. At the beginning too. At the beginning, I wanted to write down everything I thought about risk. I think that the writing of the memo in '06 was really occasioned by a way I developed of thinking about risk, which was different from the conventional way of thinking about risk that I had learned at Chicago back in the '60s. I finally cracked the puzzle in '06 about what was wrong with what I had learned and how to improve upon it. You may recall, there's a graph in here of my approach. I won't describe it, I'll let people buy the book. So I wrote this memo Risk, and then by 2014 I had some more thoughts and I wrote a memo called Risk Revisited. And now I said, "Now this includes everything that I know about risk."

42:09

And then one day in my office, I got down finally to the bottom of a stack of papers, which I rarely do. And there at the bottom was a memo from Peter Bernstein, and the title was, Can We Reduce Risk to a Number? Because the idea of quantifying risk and using it as a numerical input to a formula,

42:37

which people like to do because they like to get answers to questions, I don't think you can do, he didn't think you could do. So he's got this whole memo about the nature of risk, which A, is brilliant, and B, agrees with me. Those are the two important criteria. So I put out another memo, this was now '15 or '16, entitled Risk Revisited Again. And this was the first time I had ever done this, but I wrote it in the preface, I think I said, "In betting on horses, there's something called past posting, which means trying to get a bet down after the race is over." Past posting. I said, so I'm not going to try to do that in a hidden way. I'm going to reissue Risk Revisited. I'm going to add stuff from Peter Bernstein's memo and other sources, but I'm going to put them in italics, so you know which is the new content.

43:37

And I added a lot of stuff from Bernstein. Anyway, it's brilliant stuff. He really had a great influence on my thinking. Because risk, everybody knows what it means to make money. Most people can do it. It's not that hard to do. It's especially easy to make money when the market goes up, and the market goes up roughly eight years out of 10, though it's not a miracle. To me, the real accomplishment is making money with the risk under control. And that's what thinking about risk I think helps you do. So Bernstein's writing is very important.

44:15

Now, in October, November, I was thinking about a Peter Bernstein quote, which I use in presentations sometime. And all my important papers are at home in East Hampton, New York. So I had to wait until I got there to look for the source. I get there on Thanksgiving, I run to my boxes full of papers. I find the memo Can Risk Be Reduced to a Number? It's not there. I was crestfallen all night. I got up the next morning, I thought of some more places to look. There it was. And it was not from a memo, it was from a video that he did for McKinsey where I wrote out some of the key concepts and stuck it in that box. And then I looked a little further in the box and I found another memo on risk from '01. So this is a gradual accretion of wisdom by somebody that I've learned a great deal from. And he wrote beautifully.

45:14

I always say that conversations are like an algorithm for randomness. They get you out of the maze of your mind. Yeah. But I think it's desirable to record what you said. Now, some people probably go around with videographers, recording everything they say. That's going- We can do this every day. We can do this every day. That's going a little too far. Sorry, Jeff. But if your mind is engaged and you have the benefit of experience, and I got a great education from the combination of Wharton and Chicago and then 55 years of experience, maybe the things you say include valuable elements that you never said before or thought of before. And it's great to memorialize those and use them when the time comes.

46:07

I get so many questions about what should I write about, what should I write about? People think it

Reconciliation 46:08
46:10

is so complicated, and one way that I see it in your work, it's actually incredibly simple. It's trying to reconcile what you learned at Wharton that is qualitative, then what you've learned at University of Chicago which is quantitative, and actually it's just in the reconciliation of two things that don't perfectly align that you're then trying to apply, akin to the Yogi Berra quote that you were saying earlier, and actually it's just when you find a one incongruency amongst two things, trying to work that out, go like that. That's so much of what writing can be.

46:43

Yeah. Well, writing about things that naturally go together, is not that interesting. Reconciling two things that seem to be at odds that exist in the same marketplace. That's really challenging. But if you can do it in a satisfactory way that adds to the knowledge, that's really rewarding. Why do you think that you're the guy who figured this out, who figured out how to write these memos that really went viral? I mean, there's a lot of people who tried to do this. Why did you succeed so much? Why you? Well, first of all, I had a great education. And as you say, if you read Outliers by Malcolm Gladwell, you learn about demographic luck, right time, right place. So I went to Wharton from '63 to '67, and at the time, Wharton was practical and qualitative. And then I went straight from there to University of Chicago for an MBA. The so-called Chicago School of Investment Thought had been created mostly in the period '62 to '64,

47:56

or published then, which means I was among the very first classes to be exposed to it. And this was entirely quantitative and theoretical. And how do you reconcile the two? And then, of course, to quote Yogi, "How do you reconcile both of those with practice?" Right. Very few people were exposed to both at the time I was. Maybe not too many of them thought about the juxtaposition. They said, "I just want to go out and get a job and start making money. I don't care about that thought crap." But I am attracted to intellectual puzzles. I have intellectual curiosity, and I can't ... If Wharton

48:50

says that the way you make money is by thinking about something and deciding whether to buy it and then it goes up, and Chicago says you can't beat the market because everybody already knows everything you know and it's already reflected in the price of security so there's no such thing as finding a bargain. And then there are a hundred thousand people working in the investment management business trying to make money for themselves, hopefully by making money for their clients. How do you reconcile those three things? And only the challenging reconciliations are interesting. The easy reconciliations are not interesting. So I give a presentation called The Human Side of Investing, the difference between theory and practice based on Yogi's quote, which I introduced with Yogi's quote. But the question is, you learn ABC in school and you get out in the real world and you find that what's important is D and E. Does that

49:56

mean ABC is irrelevant? Does that mean only D and E counts? How do you connect the two? One comment then last question. I think that you've presented a great writing prompt, which is what doesn't make sense, what just doesn't make sense? And how do you reconcile two opposing worldviews that both, on their own, seem like they're coherent in total? How do you square the two of those? Well, I think that all of your viewers who are interested in writing should realize that if they write what everybody always already knows, they're not going to have much of a career. If they reconcile things that are easily reconciled, it's not going to be that interesting. If it's dull and humorless and high-flown in terms of its verbiage, it's not going to be fun to read. So you have to make it interesting. But as you know, writing is incredibly rewarding. You don't need sophisticated equipment. There aren't expensive

51:12

entry fees. I've been doing this for 35 years, I've been working for 55 years, I still think of new things and I say to myself, "I never thought of that before." To me, that's what it's all about. You can stay young and alive if you're still growing, but if you say, "You know what? I know everything there is to be known," you'll ossify and you won't be that interesting. My final question, pretend I'm the chancellor at Wharton and I say, "Howard, I'd like for

What is the most important thing? 51:55
51:57

you to teach a writing class, and it's going to be called The Most Important Thing," what is the most important thing about writing? It's like the book. The book is called The Most Important Thing. It has 21 chapters, and each chapter says the most important thing is ... and it's a different thing. There's no one important thing. And the reason I wrote the book and gave it that title is that I would find myself sitting in a client's office and I would say the most important thing is to control risk. And then 10 minutes later, I would say the most important thing is to not lose money. And then I would say the most important thing is to know something that not everybody else knows. So what's that for writing?

52:42

What are the chapter titles? Clarity, humor, interesting topics, challenging the reader to learn something they didn't think of before. If somebody reads a book, not a novel, but a nonfiction book, and at the end says, "Well, that was well-written and convincing, but I knew all that stuff before I started," or, "That really agrees with everything I already thought. This is how we started the interview," then they're not going to buy your next one. And you haven't accomplished anything. So what is your goal? What are your means to accomplish it? And I think those chapter headings, and I'm sure I could think of some others, those are the means to successful writing. Well, thanks for doing this. I really admire the career that you've built, the writing that you've done, and really cool to meet you today.

53:48

The only thing I can tell you is, it's been fun. Good. Thank you.