Transcript of Kevin Muir on Intentional Investor

Matt Zeigler interviewed Kevin Muir. The interview is 5 stars so I am memorializing the transcript so I can easily refer back to it.

Watch the Full Interview: Kevin Muir – The Intentional Investor

My top highlights

  • Analysis of Monopoly Properties
    Kris: I remember discussing exactly this topic in a SIG interview. When you come out of jail, the most likely properties you land on are the tan ones.
  • โ€œWhy Canโ€™t You Just Enjoy Things?โ€
    His wifeโ€™s question (paired with a great Scrabble story) underscores a key lesson: Do your best, work hard, but eventually just throw it out there and see what happensโ€”then move on to the next one. This is reinforced by his unpredictable success with writing.
  • Getting His First Job and His Dadโ€™s Advice
  • The Luck of Being a Computer-and-Markets Guy
    Reminds me of Marc Andreessenโ€™s advice about how if you are 90th percentile in each of 2 domains, you are 99th in join probability space (.1 * .1). But Kevin’s story also shows the importance of luckโ€”his joint skills perfectly matched a short window in time before specialization took over technology.
  • The Pickoff Story: Honor, Ethics, and Reputation

Then these 3 parts which I bring special attention to:

  • Leaving Corporate Life
  • Romanticizing the Past
  • The Secondary Effect: Norwegian Art Story

Leaving Corporate Life

The emphasis is mine. ๐Ÿ”ฅ

Anyway, we have our first kid when Iโ€™m 29. Iโ€™d been at RBC for six years or so. At that point, the bank was slowly overtaking the dealer. It started as an entrepreneurial place, but over time, the bank got more involved. Rightfully soโ€”I look back at some of the stuff we were doing, and Iโ€™m like, โ€œIโ€™d never let some 27-year-old punk do this.โ€ It was irresponsible. We made tons of money, and it was fun, but I wasnโ€™t mature enough to realize that was a unique time, not how life always works.

The bank starts creeping in, telling me, โ€œYou canโ€™t trade this, you canโ€™t trade that.โ€ Iโ€™m getting in troubleโ€”โ€œKev, you canโ€™t do this.โ€ Then we have our daughter. Sheโ€™s born with a heart defect, corrected at birth, but it was a very emotional time for me. It was like a near-death experienceโ€”not that I died, but it hit me hard. I never felt the same way about work after that. A couple of other things made it less fun too. Three months after sheโ€™s born, we have our best quarter ever, and I think, โ€œIโ€™m going to be like Michael Jordanโ€”sink the basket and walk away.โ€ So I quit.

At the time, I didnโ€™t know what Iโ€™d do next. I hadnโ€™t made enough to never work again, but enough to not worry about the next year. I thought, โ€œI could work for a hedge fund, but I donโ€™t want to do sell-side again for a while.โ€ If I worked at a hedge fund for a year and quit, people would remember me as the schmuck who lasted a year. But if I tried something on my own for a year and then went to a hedge fund, no one would care about that year. So I started trading for myself. Eventually, another guy from my old shop joined me, and that was it. Along the way, I started writing the letter and doing the podcast.

One thing I laugh aboutโ€”Iโ€™ve never really had a steady paycheck. Even at RBC, it was a small draw, and itโ€™s been โ€œeat what you killโ€ for the last 35 years.


Romanticizing the Past

Interviewer: People romanticize the past, thinking it was easy to make money.
Kevin: Exactly.

“I tell people my story, and I always say, ‘Oh, I would have made so much money back then; it was so easy.’ And everyone always thinks it was so easy. But I always tell them, ‘Listen, it wasnโ€™t easy.’ Right now, thereโ€™s somebody who is quietly making a fortune, someone who has figured out the equivalent of my interlisted arbitrage. When I was doing my interlisted arbitrage on my machine, I wasnโ€™t telling everyoneโ€”I was quiet about it. Thereโ€™s somebody somewhere doing the exact same thing.

“There are always people making money, and itโ€™s always hard. I remember thinking specifically, when I would listen to their storiesโ€”like the trader above me, 5 or 10 years older than meโ€”Iโ€™d think, ‘If I had just been there when 87 happened, if I had just been there then…’ People always look back on the past, over-romanticizing it.”

[Kris: If I had a dollar for every time I’veย  heard someone think this about floor trading…The attrition rate of floor traders was insane. Another new face? Give him a month and we’ll seeย  if he’s around. Also, if I had a dollarย  for every time I said this about someone before me! We project our current tools onto the past. I wont’ re-hash it because Nick Maggiulli does a great job on this topic. See The Privilege of Knowledge.]


The Secondary Effect: Norwegian Art Story

Interviewer: Tell the Norwegian art storyโ€”it relates to this.
Kevin:

I’ll quickly go through it. For those who donโ€™t know, in the late ’60s and early ’70s, I believe, Norway discovered oil off their coast. It was this huge boom, and everyone was rushing out to get blocks of water they could drill in. There was an enormous fortune to be made with this Norwegian offshore oil boom. For those who donโ€™t know, we think of Norway as a very rich country now, but up until that point, it wasnโ€™t. It was actually the poorer of the Scandinavian countries, mostly reliant on fishingโ€”not a lot was going on in Norway. So, they discovered this oil, and the long and short of it is that all these guys were rushing out to buy pieces of this water to drill in.

Then thereโ€™s this trader who looks at the situation and says, ‘Okay, thatโ€™s getting fully priced in. What can I do?’ He decides to start accumulating Norwegian art. He just starts buying all this art, and you might think, ‘What kind of crazy guy is this? Why is he buying Norwegian art?’ The long and short of it is that he had figured out that once all these guys made their fortune from the offshore oil, theyโ€™d be looking for something to do with their money. Art is a very local market, and when a Norwegian guy makes some money, yes, he might go buy a Picasso, but heโ€™s also suddenly going to want Norwegian art. So, while everyone was busy fighting and paying too much for this offshore oil, this guy was quietly accumulating Norwegian art. A year or two later, when all these newly rich guys started looking to spend their money, he was there with offerings for them and made a fortune that way.

To me, that epitomizes trading. Whatโ€™s interesting is if you go back and read Liarโ€™s Poker again, youโ€™ll see Michael Lewis talks about two guys who were his mentors. One of them is this guy, Dash Riprock, I think, who sits around watching for a bond to be, say, 30 seconds too expensive, and then he arbitrages it. Heโ€™s kind of a block-and-tackle kind of guyโ€”just straightforward. But then thereโ€™s this other guy, this big, bold trader. If you reread that section, Lewis describes how, when something happens, this trader is already onto the next iteration, trying to figure out, ‘Okay, this is occurringโ€”whatโ€™s the next step?’ Instead of just focusing on the first derivative, he goes for the second derivative. In other words, he thinks, ‘Once everyone does this, whatโ€™s that going to mean for the next thing?’ Itโ€™s like thinking multiple moves ahead in chess.

[Kris: The character in Liarโ€™s Poker is named Alexander. This is an example of Alexโ€™s second-derivative thinking, which I refer to in Trading Is A Team Sport:

The second pattern to Alexanderโ€™s thought was that in the event of a major dislocation, such as a stock market crash, a natural disaster, the breakdown of OPECโ€™s production agreements, he would look away from the initial focus of investor interest and seek secondary and tertiary effects.

Remember Chernobyl? When news broke that the Soviet nuclear reactor had exploded, Alexander called. Only minutes before, confirmation of the disaster had blipped across our Quotron machines, yet Alexander had already bought the equivalent of two supertankers of crude oil. The focus of investor attention was on the New York Stock Exchange, he said. In particular it was on any company involved in nuclear power. The stocks of those companies were plummeting. Never mind that, he said. He had just purchased, on behalf of his clients, oil futures. Instantly in his mind less supply of nuclear power equaled more demand for oil, and he was right. His investors made a large killing. Mine made a small killing. Minutes after I had persuaded a few clients to buy some oil, Alexander called back.

โ€œBuy potatoes,โ€ he said. โ€œGotta hop.โ€ Then he hung up. Of course. A cloud of fallout would threaten European food and water supplies, including the potato crop, placing a premium on uncontaminated American substitutes. Perhaps a few folks other than potato farmers think of the price of potatoes in America minutes after the explosion of a nuclear reactor in Russian, but I have never met them.

But Chernobyl and oil are a comparatively straightforward example. There was a game we played called What if? All sorts of complications can be introduced into What if? Imagine, for example, you are an institutional investor managing several billion dollars. What if there is a massive earthquake in Tokyo? Tokyo is reduced to rubble. Investors in Japan panic. They are selling yen and trying to get their money out of the Japanese stock market. What do you do?

Well, along the lines of pattern number one, what Alexander would do is put money into Japan on the assumption that since everyone was trying to get out, there must be some bargains. He would buy precisely those securities in Japan that appeared the least desirable to others. First, the stocks of Japanese insurance companies. The world would probably assume that ordinary insurance companies had a great deal of exposureโ€ฆ]


Transcript

Intro

Kevin Muir, author of the Macro Tourist newsletter and a seasoned trader, joins The Intentional Investor for a fascinating conversation that weaves together trading, life lessons, and Canadian culture. From his early days mastering Monopoly statistics to pioneering computer-driven trading strategies at RBC in the 1990s, Kevin shares candid stories about finding his path in finance.

Kevin discusses growing up as the older brother of a professional hockey player, his journey from discount brokerage manager to institutional trading desk, and how becoming a father changed his perspective on risk and career. He offers unique insights into market psychology, friendship, and the importance of finding work you genuinely love.

Highlights include:

How Kevin combined computer skills with trading intuition to capitalize on market inefficiencies The story behind his decision to leave a successful banking career to trade independently His experience growing up in a family of traders and athletes Reflections on Canadian culture and the historic final Tragically Hip concert Wisdom on maintaining long-term friendships and finding your authentic path in finance

Whether you’re interested in markets, mentorship, or memorable stories from the trading floor, this conversation offers valuable perspectives on building a meaningful career while staying true to yourself.

Guest Introduction: Kevin Muir, The Macro Tourist

Matt Zeigler:

“Now in most cultures, the tourist is a thing to be mockedโ€”the bad shirts, the bad taste in food, the cameras around the necksโ€”and if youโ€™re a local, the tourists are the people who are always in the way. And if youโ€™re a trader, well, theyโ€™re the ones who are trying to give you a bad name. But this guest has made a career out of tourism, by which I mean heโ€™s exploring areas that others might not, turning over all the rocks that are there in the name of finding opportunities. Heโ€™s a veritable Ferdinand Magellan of whoโ€™s buying and selling, a Christopher Columbus willing to back up his portfolioโ€™s dump truck, a Marco Polo of the occasional crapco YOLO, the Jacques Cousteau of commitments of traders and fund flows, and the Amelia Earhart of the occasional gas gauge chart. Is that too soon? Mil, you can make jokes about her, right? Heโ€™s the master in the Market Huddle universe, a real He-Man, which maybe makes Patrick Oโ€™Shaughnessy Man-at-Armsโ€”weโ€™re going to have to ask him that question on another episode. The โ€˜everything is interestingโ€™ purist, author of The Macro Tourist himself, promising a conversation that will not be the maturest. And no, I will not play him in โ€˜Birds for the Bill,โ€™ at least not this time. Bring home the Canadianโ€”letโ€™s bring home the Canadian bacon with me now, the one and only Mr. Kevin Muir. Kev, man, listen, that was the best intro I have ever gotten.”

Kevin Muir:

“Like, nobody will ever be able to top that. As a person who regularly does fantastic intros on Market Huddle, let me say Iโ€™m taking the praise. Iโ€™m takingโ€”I know that is awesome.”


The Story Behind “The Macro Tourist” Name

Matt Zeigler:

“And you know, you brought up the fact that the tourist is something thatโ€™s kind of viewed with a derogatory nature.”

Kevin Muir:

“And I remember when I first chose the name when I was writing my post, and people used to come to me and say, โ€˜You know, Macro Tourist, thatโ€™s actually like a bad thing, you know, like thatโ€™s an insult.โ€™ And itโ€™s like, โ€˜Yeah, of course I get it.โ€™ Itโ€™s kind of a self-terror, like Iโ€™m making fun of myself, and that was the whole thing about it. And uh, and I laugh, and it just goes along with my um, my kind of motto, which is, โ€˜All I bring to the party is 25 years of mistakes.โ€™ Now I have to update this because I started that a while ago.”

Matt Zeigler:

“Itโ€™s better if you donโ€™t update the 25 years. I saw that and I went, โ€˜I think when I signed up for these newsletters 10 years agoโ€”โ€™”

Kevin Muir:

“Yeah, he wasโ€”youโ€™re absolutely right.”

Matt Zeigler:

“No, but Iโ€™m still making mistakes, so that is the one thing I can assure you of.”

Kevin Muir:

“Well, may your 25 years be evergreen.”


FMK Game: Canadian Bands

Matt Zeigler:

“Iโ€™m starting hereโ€”Iโ€™m starting with a game, okay? I donโ€™t know if thisโ€”I assume this game migrated to Canada at some point, or at least maybe your kids played it. Well, you donโ€™t want to talk about this one with your kids. Iโ€™m going to use the PG-13 rating, which is FMK, or as my friend Raj Bennett likes to say, โ€˜make sweet love to, marry, kill.โ€™ So have you ever played this game?”

Kevin Muir:

“Uh, make sweโ€”choose one of those?”

Matt Zeigler:

“Well, youโ€™re going to rank them on which one youโ€™d make sweet love to, which one youโ€™d marry, which one youโ€™d kill.”

Kevin Muir:

“Oh, okay, letโ€™s uh, letโ€™s give this a whirl. So weโ€™re gonna give this a whirl, okay? Make sweet love to, marry, kill: Rush, The Tragically Hip, and Bachman-Turner Overdrive. Okay, so Iโ€”Iโ€™m gonna beโ€”I could be kicked out of Canada for this, but Iโ€™m not a Rush fan. And I know that like a lot of peopleโ€”so Iโ€™m gonna put Rush in the kill. So then Iโ€™m stuck withโ€”oh, and thatโ€™s easy because um, like, Tragically Hip is the greatest band thatโ€™s ever come out of Canada, so theyโ€™re going to be โ€˜make sweet love.โ€™ And then I guess I have to marry BTO. I mean, which is kind of annoying because he is um, heโ€”heโ€™s like, heโ€™s a lovely human, and he actually has a radio show that he does, really, on CBC.”

Matt Zeigler:

“Yeah, he has a radio show, and heโ€”and itโ€™s actually terrific to listen to โ€˜cause heโ€™s really old, and so heโ€™ll talk about like meeting the Beatles and then heโ€™ll play little bits of the songs and stuff. So itโ€™s a greatโ€”itโ€™s a great show.”

Kevin Muir:

“But he is definitely umโ€”I think he was kicked out of The Guess Who for being a little too Puritan. And uh, for those who donโ€™t know, um, is it Bachmanโ€”I guess thatโ€™s his last name, I canโ€™t remember his first nameโ€”but he was originally part of The Guess Who. And ironically enough, I was actuallyโ€”I grew up in Winnipeg, and The Guess Who were from Winnipeg. And I rememberโ€”remember hearing my dadโ€™s uh, friends tell stories about like these crazy parties they had and what The Guess Who guys did and like, โ€˜Oh, we trashed this house,โ€™ and blah blah blah. It was some great kind of Winnipeg Guess Who stories.”

Matt Zeigler:

“And last Guess Who storyโ€”I, because I love telling this um, when they asked uh, who was it, uh, whoโ€™s the lead singer for um, the uh, Led Zeppelin? Is it Plant?”

Kevin Muir:

“Robert Plant.”

Matt Zeigler:

“Robert Plant, yeah. So they askedโ€”they said, โ€˜Robert Plant, you have a terrific rock โ€˜nโ€™ roll voice, you know, like it obviously doesโ€”one of the greatest singers of all time. But if you had to pick someone that you would want to sound like, like who would you pick?โ€™ And he chose Burton Cummings from The Guess Who.”

Kevin Muir:

“Thatโ€™s amazing.”

Matt Zeigler:

“Yeah, kind of interesting pick.”

Kevin Muir:

“Thereโ€™s all those things because itโ€™s one of thoseโ€”thereโ€™s uh, you know, growing up on this side of the border in America, the weird things that get passed back and forth between our countries. Yeah, all trade commentary aside, like Iโ€™m in a trailer park in New Jersey on family vacationsโ€”you know, a condo, but it was a trailer parkโ€”and like the Canadian kids sliding me The Tragically Hip stuff, like mid-90s, around the side, and just being like, โ€˜This is amazing,โ€™ and then nobody else caring.”

Matt Zeigler:

“Yeah, you know, they tried to make it big in the States. They got on Saturday Night Live, right? And live appearance. And you know what the problem was? If you go and you watch the documentaryโ€”thereโ€™s a great documentary for those converted. My wifeโ€”full fan now, thank you for that documentary.”

Kevin Muir:

“Well um, and for those who donโ€™t know, The Tragically Hip are like a Canadian band that at their peak could have come to Toronto and sell out the Maple Leaf Gardens for like two weeks straight and yet would go to New York and have to play like a little 5,000-squareโ€”I mean a 5,000-person venueโ€”because they couldnโ€™t sell out the big arena. And not only that, all 5,000 were mostly Canadians that were living in New York, the ex-shows up.”

Matt Zeigler:

“And theโ€”and the kind of crazy story about this is that the lead singer got diagnosed with this brain cancer, and instead of just kind of quietly going off and dealing with it, he announced it to the world and said about doing this one last tour in this one last concert. And listen, he didnโ€™tโ€”he could barely keep the lyrics straight. They had to put like uh, uh, theโ€”in front of him through a prompter and stuff. So it wasโ€”it was just emotionally hard, you know, felt.”

Kevin Muir:

“And the last show, because they were from this place in Ontario called Kingston, the last show from Kingston was just broadcast throughout Canada. And I can tell you, thereโ€™s likeโ€”I can remember the periods, like points at which Canada shut down, like where thereโ€™d be nobody on the highway. And it was like, generally, like um, Olympic hockey gamesโ€”like we had a big one against you guys where uh, Sidney Crosby scored the winner, and that wasโ€”I remember coming in, like the highways were empty, and we had to pull over to go watch the game. And this was another one where just the whole country stopped to watch this last concert from The Tragically Hip.”

Matt Zeigler:

“Where were you? Where did you watch?”

Kevin Muir:

“I watched it at the cottage. So I was uh, and a lot of people were kind of uh, in cottage country and doing it there. And I should have gone somewhere, and you know, I was tempted to go, but it was just so expensive thatโ€”to actually go to the concerts, it wasโ€”it was crazy. Itโ€™d be like if uh, you know, you got to go to the last taping of MASH or something, likeโ€”I donโ€™t even know, like the Super Bowl.”

Matt Zeigler:

“When Iโ€”when I tell people, I would say itโ€™s our Bruce Springsteen. So itโ€™s a band, but it would be the same, like imagine G Downeyโ€”if he was still aliveโ€”would have a Bruce Springsteen level. Hopefully not the same plasticky face thing going on, butโ€”well, New Jersey adjacent.”

Kevin Muir:

“Yeah, and well, Iโ€™m very happy to hear that you were a fan. And whatโ€”what was your favorite album or song?”

Matt Zeigler:

“So uh, I ended up with a soft spot for Road Apples.”

Kevin Muir:

“Oh yeah.”

Matt Zeigler:

“And like really getting into that, and then Iโ€™m trying to thinkโ€”it wasโ€”I donโ€™t know if I made a note of itโ€”the oneโ€”it was the one that came in Henhouse, what came out in โ€˜9โ€””

Kevin Muir:

Trouble at the Henhouse.”

Matt Zeigler:

Trouble at the Henhouse was like the firstโ€”I had that one and the album before it were like the tape that the Canadian friends made to me.”

Kevin Muir:

“Okay.”

Matt Zeigler:

“And that was like two summers, and then I remember being like, โ€˜Oh,โ€™ โ€˜cause it was in uh, โ€˜Breenโ€™โ€”one of the songs was in Brain Candy too, the Kids in the Hall movie.”

Kevin Muir:

“Oh, really? Iโ€”I felt like really cool that I got theโ€”do you know what โ€˜road appleโ€™ is, by the way?”

Matt Zeigler:

“Uh, I found out, thank you to the documentary, yes, finally. I never knew untilโ€””

Kevin Muir:

“Yeah, so, and the funny part about that story is that um, theyโ€”The Tragically Hip had chosen this name for their album, and the American record company said, โ€˜That sounds way too Canadian, like it was like thatโ€™s just terrible name.โ€™ And so they were like, โ€˜You know, F you,โ€™ and they decided to, you know, go, โ€˜What about Road Apples?โ€™ They thought thereโ€™s no way theyโ€™re going to accept Road Apples because, for those who donโ€™t know, road apples are basically horse crap, like thatโ€™s on the side of the road. And they loved it, and they went with it. So itโ€™s how very Canadian that one of the best albums of all time is named after horse manure.”

Matt Zeigler:

“Itโ€™s a beautifulโ€”did they try to name an album that first and then like it got shot down, and then they brought it back down again?”

Kevin Muir:

“I thought it was the other way around. I thought they wanted to name it something, and then it was kind of their, you knowโ€”they hadโ€”I could be misrโ€”everyone should watch the four-part documentary. I think itโ€™s even better if you know nothing about them, meaning likeโ€”meaning Iโ€™m sure if you grew up on them, itโ€™s extra exceptional, but if you know nothing about them, you will come out of it wanting to work your way through the entire catalog because itโ€™s so beautiful.”

Matt Zeigler:

“Yeah, I canโ€™t rememberโ€”it just felt like that was like that was one in their back pocket that when they called him on not being able to do the other, they were like, โ€˜How about this?โ€™”

Kevin Muir:

“Right, waiting for thisโ€”theyโ€™d been waiting to call it Road Apples. Itโ€™s the joke with your friends that youโ€™ve like, youโ€™ve been saying for years, and now youโ€™re like, โ€˜All right, letโ€™s play the card.โ€™”


Growing Up: Family and Early Interests

Matt Zeigler:

“Well, speaking of playing cards, take me all the way back. Mom and Dadโ€”Iโ€™m just curious about both of them, what they did, and in particular, like, was Dad seriously tradingโ€”Vancouver penny stocks, is that right?”

Kevin Muir:

“Youโ€™re absolutely correct. So I grew up in a household um, as I mentioned, Iโ€™m from Winnipeg, and there was a company in Winnipeg called Richardson Greenshields, and the Richardson family are one of Canadaโ€™s kind of wealthy families, and theyโ€™d started the securities arm. And then my dad and mom were actually from Montreal, so they moved out to Winnipeg. My dad decided he was going to be a research analyst, and he eventually ended up being the research director, so thatโ€™s like the guy that has all the analysts working below him. Um, but I grew up listening to stories about all these crappy stocks that are just likeโ€”justโ€”and for those who donโ€™t know, like Toronto, and more so Vancouver back in the day, had all of these just promotional-type crazy um, mining speculations. And itโ€™sโ€”itโ€™s subsequently no longer there, like because we havenโ€™t had a real kind of resource bull market in a while, but just imagine kind of all your worst SPAC-type, you know, situations, like 2021, but for resources. And thatโ€™s what kind of crap that was going on. And Iโ€”I promised myself, I was like, โ€˜I donโ€™t want to trade these things. This is not whatโ€”like I love trading.โ€™ And I was alwaysโ€”I was always loving games. My dad laughs at me because he says, โ€˜I always knew you were going to be a trader because he says, like, you love games.โ€™ Like, you know, even as a little boy, Iโ€™d bring them up Monopoly and playโ€”I wanted to play Monopoly, I wanted to play this, whatever it was.”

Growing Up Studying Monopoly Statistics and Game Theory

Kevin Muir:

“And I remember my mom bought me this magazine that was uh, a science magazine, and in it, they had studied the different odds of uh, like theโ€”the return profiles of all the different Monopoly properties.”

Matt Zeigler:

“Oh yeah.”

Kevin Muir:

“And then figured out like, you know, where it is. And so Iโ€”I remember I was like 10 or 11โ€”I became obsessed with this because I realized, you know, โ€˜Oh no, New York, St. James, and all thoseโ€”thereโ€™s such better value because of theโ€”the minus-three card that puts you on them.โ€™ And anyway, so Iโ€”Iโ€”I studied this, and it was alwaysโ€”myโ€”my old man just laughs. He says, โ€˜I knew you were going to be a trader.โ€™ Was like, โ€˜There was nothing else that you were going to do. It was always something you wanted to do, you studying theโ€”the Monopoly table in the back of a magazine.โ€™”

Matt Zeigler:

“Like, but thatโ€™s how youโ€™re supposed to learn statistics and stuff, right?”

Kevin Muir:

“I loved it. It was justโ€”this was an eye-opening, you know, experience for me. And then, you know, I went through my stage where I figured out counting cards, and then I was like, you know, flying out toโ€”to um, Atlantic City overnight toโ€”to try my hand as a card counter, which, you know, as I know now, itโ€™s never going to work because the reality is your edge is so small, and you got to do it for so long, and uh, you know, it just ends up being a pain. But Iโ€”I had that stage. I had my horse-racing stage where I was like, you know, going to the horses to play the ponies.”

Matt Zeigler:

“Yeah, I got the systems in place and did like this.”

Kevin Muir:

“The only thing I didnโ€™t ever doโ€”and I kind of regret it nowโ€”is I never got into the poker because poker has a littleโ€”too old for it, and it came after me.”

Matt Zeigler:

“You missed the online poker window.”

Kevin Muir:

“Yeah, like I was already trading, and then once I figured out trading andโ€”and did it, like Iโ€™m always kind of shocked at guys in our industry that are actually taking a risk that then want to go to like Las Vegas or wherever and gamble. And Iโ€™m like, โ€˜Whyโ€”why would you play that game?โ€™”

Matt Zeigler:

“Yeah, well, first of all, the odds are terrible, but like, donโ€™t you get enough? Like, isnโ€™t there enough stimulus? Like, I donโ€™t really get it. But like poker, at least I understand because thereโ€™s a little more mental parts of it, but like a lot of the just going and counting cards isโ€”itโ€™sโ€”once you figure out the system, itโ€™s just methodical and boring.”

Kevin Muir:

“All right, gamesโ€”like top games besidesโ€”besides Monopoly and the statsโ€”what areโ€”whatโ€™s the board games in the house? What are the ones where youโ€™re like, โ€˜I want to pull this off on family game nightโ€™?”

Matt Zeigler:

“Um, um, well, do you knowโ€”actually, Iโ€”weโ€”I donโ€™t play asโ€”just like my gambling, when trading took over, I donโ€™t play as many games.”

Kevin Muir:

“No, no, no, but back thenโ€”back then as a kid.”

Matt Zeigler:

“Oh, back then, umโ€”butโ€”butโ€”but just as quick aside, my wife and I play uh, this game called Quirk. I donโ€™t know if you know it. Itโ€™s likeโ€”itโ€™sโ€”you got to make like patterns, and itโ€™sโ€”itโ€™s actually a terrific game, and my wife is better at it than me in some ways.”

Kevin Muir:

“Is it shapes or numbers or something?”

Matt Zeigler:

“Yeah, itโ€™s shapes and colors, and then you make these different kind of things, and yeah, um, but my wifeโ€”Iโ€”I always laugh at because sheโ€™sโ€”sheโ€™s very good at doing things with uh, letters and words. So when one day when we started playing Scrabbleโ€”like, we went out and played Scrabbleโ€”and uh, Iโ€™m terrible at words, like in terms of trying to figure out how to do this, Iโ€™m like, just doesnโ€™t come to me. And sheโ€™s coming up with these great words, but Iโ€™m looking at the board, and Iโ€™m figuring out like, โ€˜Okay, I can block her here, I could do this,โ€™ and Iโ€™m just applying like complete game strategy, like Iโ€™m not even thinking about the words, I am only, you know, blocking, tackling, and like just trying to do. And like, she looks at me, and she says, โ€˜Youโ€™reโ€”youโ€™re just playing to win.โ€™ And Iโ€™m like, โ€˜What?โ€™ Like, sheโ€™s like, โ€˜Thatโ€™sโ€”โ€™ She was legitimately offended that I wasnโ€™t trying to make the best words and that I was just playing to win.”

Kevin Muir:

“And then she said, โ€˜Wellโ€”โ€™ She started to figure it out, and thenโ€”and then I never won again in Scrabble because sheโ€™s so good at it. But she was really upset that I was just using game theory. Um, in terms of going back then, Monopoly was my top game. Uh, eventually, I became a little bit of a Dungeons and Dragons geek, of course, like, you know, um, uh, what else did I like? Oh, then I went to university, and I figured out bridge and uh, Hearts. I started with Hearts, moved to Bridge, and uh, that was a big game for me for a while.”

Matt Zeigler:

“Dungeons and Dragons with the friends, like uh, quasi-Stranger Things going on in the neighborhood. What do we got here?”

Kevin Muir:

“I donโ€™t even remember. Iโ€”Iโ€”I just remember buying all the books and just being fascinated by it and like having theโ€”the different, you know, numbers, the 20-sided dice, and likeโ€”Iโ€”I canโ€™t even remember what it was about, like it just seemed really cool at the time. Thatโ€™sโ€”you know, I wasโ€”I wasโ€”I was late maturing, meaning like I was likeโ€”everyone else was into girls, and I was still thinking about Dungeons and Dragons.”

Matt Zeigler:

“Okay, but then whoโ€”late maturing, yet learning to play bridge? Well, who was teaching you? You were fast-forward maturing in one category and late maturing in the other.”

Kevin Muir:

“You got it. I was likeโ€”I was just late. I was likeโ€”I was really, really short, like inโ€”I canโ€™t rememberโ€”I was 16. I learned in Winnipeg, you could learn to drive at 15 and a half, and I remember I was likeโ€”I think I was barely 5 feet tall and 16 or something, like I was really late. And one of my dadโ€™s friends said, โ€˜I thought you had to be 12 to drive.โ€™ Thatโ€™s how young I looked.”

Matt Zeigler:

“This is great. You late maturing and early maturingโ€””

Kevin Muir:

“Yeah, at the same time is uh, is pretty funny.”

Siblings and Family Dynamics

Matt Zeigler:

“Okay, so the games are a big part of it. Now, is it just youโ€”you got siblings, like who else is in the house with you?”

Kevin Muir:

“I actually have a younger brother and a younger sister.”

Matt Zeigler:

“Okay, oldest of three. We can go behind that. Uh, like big age gap, real deep?”

Kevin Muir:

“My brotherโ€™s three, and my sisterโ€™s eight.”

The Dog Story: Thumperโ€™s Vacation Weight Gain

Matt Zeigler:

“Now Iโ€™m totally putting you on the spot with this one because I think Iโ€™ve been butchering this story from you for a while, okay? Uh, you guys had a dog growing up, or you had multiple dogs growing up?”

Kevin Muir:

“Yeah, we had different dogs, yeah.”

Matt Zeigler:

“You have some storyโ€”and I couldnโ€™t find this in my notes, so maybe I have to edit this outโ€”kinda scared that you got notes about all this.”

Kevin Muir:

“Oh yeah, Iโ€”notes about the important stuff, like this story.”

Matt Zeigler:

“Okay, which I feel likeโ€”I think this came from you, so you see if Iโ€™m wrong. Did you go on vacation and uh, the dog got like sent to be boarded somewhere, and theโ€”the quality of the foodโ€””

Kevin Muir:

“Oh yes, that is my story.”

Matt Zeigler:

“Is that your story? Iโ€™ve been telling the storyโ€”Iโ€™m shocked that you remember the story.”

Kevin Muir:

“I donโ€™t remember it left such an impression. Please tell the story.”

Matt Zeigler:

“Well, you know, because Iโ€”Iโ€”I tell a lot of stories more than once. This is not one of those ones that I tell all the time, so this is a deep-cut catalog story. Um, yeah, so we had a Rottweiler growing upโ€”very like good-natured Rottweiler. My dad traveled a lot, so he bought myโ€”my mom this um, you know, big tough dog, but he was just the gentle soul. And he was tallโ€”he wasnโ€™t one of those, you know, short, squat ones. He was one of those tall Rottweilers.”

Kevin Muir:

“So, and he wasโ€”10 or 120 pounds, like he was a big muscle too.”

Matt Zeigler:

“Yeah, and it was justโ€”thatโ€™s a scaryโ€”but he was the sweetest guy.”

Kevin Muir:

“Anyway, so my dad would buy cheap food and then just like leave it out for him, and he would eat whatever he wanted. And then we went onโ€”I think we went on this vacation for like two weeks or a month, and uh, he askedโ€”we boarded him, and the guy says, โ€˜Well, what do you do?โ€™ And my dad says, โ€˜Youโ€”he just, you know, he self-feeds.โ€™ And the guyโ€™s like, โ€˜Okay.โ€™ The trouble was that the guy gave him good food. And so this dogโ€”Thumper, by the way, was his nameโ€”you know, we come back, and Thumper is like 25 pounds bigger โ€˜cause heโ€™d been like, โ€˜Holyโ€”I didnโ€™t realize that thereโ€™s good food out there, likeโ€”what the heck happened to our dog?โ€™”

Matt Zeigler:

“Oh, thatโ€™s funny. Oh, so he put on 25 poundsโ€”was somethingโ€”did you convert the food you get?”

Kevin Muir:

“I think we just put him back on the other food, and eventually it came off. Poor fโ€”but he was a great dog, he really was.”

Matt Zeigler:

“Did you guysโ€”was there always a dog in the house? Did weโ€””

Kevin Muir:

“Did we always have animals? And even like asโ€”as young adults, as soon as we finished university, we all bought like animals right away. And like, at one point, before we had kids, my wife and I had two dogs and two cats. And I was like, โ€˜Iโ€™m never doing that again.โ€™ I have a rule nowโ€”only one of each. There is a hard-and-fast rule, and I always tell people that, like, having two dogsโ€”it sounds romantic, it sounds awesome, until you have it, and then like you have a little baby at home trying to sleep, and then all of a sudden the dogs start barking, youโ€™re just like, โ€˜No.โ€™ So I just do one of each. Weโ€™re very strict now.”

Matt Zeigler:

“I think Iโ€™ve cracked the code on it, on finally being accepting of having smaller dogs.”

Kevin Muir:

“Oh, have you?”

Matt Zeigler:

“Yeah, finallyโ€”I finally accepted this. But you grow up with big dogs?”

Kevin Muir:

“No, but that was the only ones that we were really around asโ€””

Matt Zeigler:

“Okay, we hadโ€”there was three boys in my house of not totally distant age, so we were a small herd of elephants, and my dad leaving an animal with Mom would not have been the right choice for the longevity of their marriage. So instead, it was opted of just forever promising eventually getting a dogโ€”so we could develop a complex and then, you know, get older and get dogs later. But yeah, so do you have multiple dogsโ€”is what youโ€™re telling meโ€”multiple small dogs?”

Kevin Muir:

“Afterโ€”after a run here, my little guy whoโ€™s eightโ€”we just got another small dog to go with him, and like, theyโ€™ve hit it off so farโ€”so far, so good. Talk to me in three months, I might have changed my mind again. But it was oneโ€”what kind of dog is it?”

Matt Zeigler:

“You know, theyโ€™reโ€”theyโ€™re little dogs. They donโ€™t need another like mโ€”youโ€™re just like, โ€˜No, theyโ€™re just little.โ€™ Iโ€™m not gonna tell you what kindโ€”itโ€™s little, you know. Iโ€™m assuming itโ€™s white.”

Kevin Muir:

“Well, we gotโ€”we got one whoโ€™s basically too cute for his own good. Heโ€™s like a small Muppet of a dog, um, which is absolutely adorable. Heโ€™sโ€”heโ€™s Shih Tzu and Yorkie mixโ€”Shorkie, Iโ€™ve been told.”

Matt Zeigler:

“And then even better name, because you canโ€™t outdo thatโ€”we just rescued this other dog, and he is a part Chihuahua, part Dachshund, which is apparently called a Chiweenie, which isโ€””

Kevin Muir:

“Great marketingโ€”great marketing.”

Matt Zeigler:

“Um, but the best part is, for a long time, I had a big dog and a little dog, and like the little dog would run between the big dogโ€™s legs, and walking them bothโ€”itโ€™s disaster. These two little guys just like bump into each other, and thatโ€™s the most of it. They curl up on the couch, they look all cute, and uh, there you go.”

Kevin Muir:

“And you can travel with them.”

Matt Zeigler:

“See, Iโ€”Iโ€”and I can throw them in the back of the car and goโ€”great. So our joke is um, with my wifeโ€”weโ€”so we had these two dogs, two cats. We eventually, you know, the two dogs pass away after 14, 15 years, and itโ€™s time to get a new dog. And thenโ€”dogs that we had gotten previously were these like purebred Bearded Collies, and they were, you know, they were great dogs, and they were terrific. And then my wife says, โ€˜No, I donโ€™t wantโ€”โ€™ And itโ€™s like a medium-sized dog. She says, โ€˜I want a small, non-shedding dog.โ€™ So this is what she tells me. And she wantsโ€”she wants a small, nonโ€”dog, and weโ€™re going to rescue it.”

Kevin Muir:

“Okay, so thisโ€”risky proposition.”

Matt Zeigler:

“Yeah, so weโ€™re going, and weโ€™re spending all this time trying to find this nonโ€”small shedding dog that weโ€™re going to rescue. Then kind of six months, and Iโ€™m kind of likeโ€”because everyone wants that, so nobodyโ€™s going to like, you know, when you go to the thing, all it isโ€””

Kevin Muir:

“How dare you apply market-making tech frame of reference?”

Matt Zeigler:

“So wellโ€”no, but the thing isโ€”so eventually though, sheโ€™s like looking through all these things, and she falls in love with these Newfoundlands. And like, a Newfoundland is likeโ€”like the exact opposite of what she wants.”

Kevin Muir:

“Yeah, itโ€™s like theโ€”and so Iโ€”my joke isโ€”so we eventually went and rescued this Newf thatโ€™s been with us forโ€”for years, and sheโ€™s terrific dog.”

Matt Zeigler:

“How big isโ€”sheโ€™sโ€””

Kevin Muir:

“Sheโ€™s a small Newfโ€”sheโ€™s only 100 poundsโ€”but um, the thing about it is, I said like, you know, โ€˜Youโ€”you wanted a small, non-shedding dog, and you ended up getting like a Newf.โ€™ Is this how you uh, kinda, โ€˜You wanted a tall husband with a good set of hair, and you ended up with me?โ€™ Because I was like, โ€˜How do we go from like the exact opposite, you know?โ€™”

Matt Zeigler:

“You could play this spousal Scrabble card as many times as you want. Teeter on the edge here, man.”

Kevin Muir:

“Oh, itโ€™s funny.”


Life in the Gifted Program and Being the “Non-Athletic” Brother

Matt Zeigler:

“Oh, wellโ€”soโ€”so you grow upโ€”thank you for sharing the dog story. I knew I had to try to find one if I could get there. The uh, like other interestsโ€”are you playingโ€”you playing sports? Youโ€™re playing hockey as a kid? What are youโ€”what are youโ€””

Kevin Muir:

“So, are you a sports guy at all? I amโ€”I come from a sports family. I amโ€”okay, so here, since youโ€™re getting me to open upโ€”so my brother was actually a very good athlete. He played professional hockey for a living. He won the Stanley Cup, and uh, so I grew up thinking I was terrible at sports โ€˜cause my brother was terrific at every sport he tried. He crushed me. He was taller, he was bigger, like he was better. It wasnโ€™t even close. I literally grew up thinking I was the worst sports guy around.”

Matt Zeigler:

“I would go and people would say like, โ€˜Oh, do youโ€”you want to play baseball?โ€™ And Iโ€™d be like, โ€˜Iโ€™m not very good.โ€™ And then I would go play with themโ€”I go, โ€˜Iโ€™m not very good, but youโ€™re terrible,โ€™ like because I was so used to playing with the guy that was like, you know, just an unbelievable athlete. Um, but no, I did not play uh, you know, a lot of sports.”

Kevin Muir:

“The only thing I ended up being good at was I have a good sense of balance. So I was actuallyโ€”even though I grew up in Winnipegโ€”we did a lot of water skiing at the cottage, and then eventually I picked up uh, downhill skiing as I got older, and that came very naturally and easy to me. And thatโ€™s kinda the sport I would probably say I have the natural affinity to.”

Matt Zeigler:

“Is this middle brother, youngest brother?”

Kevin Muir:

“Yeah, the middle one. So yeah, so extra pain because likeโ€”oh yeah, not only that, he was tall. As I told you, I was late maturingโ€”I was short, like heโ€”he was the same size as me even though he was three years younger, like we would play in house league hockey, and so I would be playing in my year, and he would be coming and playing up, like basically in my year as well, likeโ€”is that embarrassing or what?”

Matt Zeigler:

“So rough.”

Kevin Muir:

“And he was better than me, likeโ€”likeโ€”like not just was he in my league, he was better than me.”

Matt Zeigler:

“So were Mom or Dad athletes at all? There was likeโ€””

Kevin Muir:

“My momโ€™s side had some like tennis players, and my dad was a good hockey player growing up, but not to that extent, like it was kindaโ€”it was unexpected that he was so good. But my dad always tells the storyโ€”he says, โ€˜I put skates on him, and he just skatedโ€”it worked.โ€™”

Matt Zeigler:

“Yeah, yeah, like he would go andโ€”I rememberโ€”so we grew up in Winnipegโ€”really cold, outdoor rinks everywhereโ€”he would go after school straight to the rink, then he would come home for dinner and then go back until like they turned off the lights at theโ€”at the place. Like, so it was just hockey, hockey, hockey.”

Kevin Muir:

“So everyone always goes, you know, like, โ€˜Oh, you know, you must know a lot about hockey, you must like a lot of hockey.โ€™ I said, โ€˜I have watched so much hockey, Iโ€”I have no interest, like zero, like Iโ€™m so done with hockey.โ€™ Like, letโ€™s put it this wayโ€”the other day, like last year when Edmonton did wellโ€”I think it was Edmonton, right? They were in the Stanley Cup Finalsโ€”and I was like, โ€˜Okay, Iโ€™m going to watch this. I got a Canadian team in the finals.โ€™ And then Iโ€™m like looking at this um, this MCโ€”Iโ€™m like, โ€˜Who is this McDavid guy? This guy can really play.โ€™ Thatโ€™s how I wasโ€”I was like, โ€˜This guy can really play hockey.โ€™ I was likeโ€”Iโ€”you know, I saw himโ€”I was good.”

Matt Zeigler:

“You check in once in a while.”

Kevin Muir:

“Yeah, see how the boys are doingโ€”thatโ€™s it. Only if Canada goes far.”

Matt Zeigler:

“Whoโ€”who is the team? Like, whoโ€™s the household allegiance to?”

Kevin Muir:

“Uh, there really is none, like uh, โ€˜cause, you know, like my brother played for a million teams. We grew up with the Jets, but we kinda left. Toronto was an easy team to hateโ€”theyโ€”they were likeโ€”had this terrible owner, likeโ€”I guess my dadโ€™s a Montreal fan, but like realistically, there was really nobody that we just loved. And half the time, I would just sit there, you know, analyzing left-wing lock and playing the trap and lookโ€”these different systemsโ€”and we wouldnโ€™t be caring about like who wasโ€”who was playing. Weโ€™d be like talking about, โ€˜Okay, this guy did this, this guy broke down here, you know, lookโ€”this guyโ€™s plus-minus stuff,โ€™ likeโ€”so it was very analytical, and so it didโ€”it kinda took the fun out of uh, you know, rooting for a team.”

Matt Zeigler:

“So like watching hockey in your house is actually critical strategyโ€””

Kevin Muir:

“Yeah, like critical game analysis on like whoโ€™s setting stuff up and doing stuff.”

Matt Zeigler:

“Well, listen, my wife, you know, accuses me of this all the time. Sheโ€™s like, โ€˜Why canโ€™t you just enjoy things?โ€™ Like, so Iโ€”I watched this video the other day of a guy that was talking about what makes a good story, and he was analyzing it, and it was just a fascinating video. And he was talking about the elements and how it works, and then he was talking about how he took his wife to Wonder Woman, and they came out of it, and sheโ€™s like, โ€˜What do you think?โ€™ And heโ€™s likeโ€”and heโ€™s about to talk, and sheโ€™s like, โ€˜Shh, donโ€™t say anything, donโ€™t ruin it for me, donโ€™tโ€”donโ€™t say anything, just donโ€™tโ€”just shut your mouth.โ€™ And heโ€™s like, โ€˜Okay.โ€™ And heโ€™sโ€”and then sheโ€™s likeโ€”like an hour later, sheโ€™s like, โ€˜Okay, tell me what was wrong with the story.โ€™ And whenโ€”when he told you, it was trueโ€”I was like, โ€˜Oh no, heโ€™s right.โ€™ Itโ€™s good as a movieโ€”that wasโ€”that was a poorly written part that ended up ruining the whole thing.”

Kevin Muir:

“And this guy was justโ€”he could only see things with a critical lens that way. And he says, โ€˜Yeah, if you wantedโ€”like I get itโ€”if you just want to enjoy theโ€”the movie, then donโ€™t think about these things. But if youโ€™re somebody that enjoys, you know, or thinking about crafting stories, then these sorts of things are what you have to look at.โ€™”

Matt Zeigler:

“Do you see a difference inside of that between like being an editor or a critic or something like that versus being a creator? I think about this even like with your own stuff, your own writingโ€”how do you balance that? Because you need the critical eye, but then you also need the creative element that just is willing to put it on the page.”

Kevin Muir:

“Yeah, you have to go for it. There hits points where you just have to say, โ€˜Ah, you know what, itโ€™s never going to be perfect.โ€™ Um, and one of the big problems that I have sometimes is Iโ€”I sit there, and I have a post thatโ€™s three-quarters written, and Iโ€™m just like, โ€˜Oh, I gotta just make it perfect,โ€™ or, โ€˜I gotta do this,โ€™ you know, likeโ€”whatโ€™s the old line about, like, โ€˜Perfect is the enemy of good,โ€™ or what is itโ€”โ€˜Perfect is the enemy of good enough,โ€™ or whatever? Thereโ€™s someโ€””

Matt Zeigler:

“โ€˜Perfect is the enemy of good.โ€™”

Kevin Muir:

“โ€˜Donโ€™t let perfect be the enemy of good,โ€™ yeah. And so you really do, at a certain point, just need to go for it. And Iโ€”I highly recommend thatโ€”do your best, work hard, but then eventually just like throw it out there and see what happens, and then the nextโ€”move on to the next one.”

Matt Zeigler:

“Yeah, you know, and you never know what you have to say that somebody else is going to latch on to. How many times have you sent something out and thought like, โ€˜I donโ€™t know about this one,โ€™ and you got 100 responses versus something where youโ€™re like, โ€˜This is the greatest thing ever,โ€™ and itโ€™s crickets, right?”

Kevin Muir:

“Oh, Matt, I canโ€™t tell youโ€”so people ask me this all the time. Theyโ€™re like, um, โ€˜Can you predict the ones that are going to resonate with people?โ€™ Um, and Iโ€™m always like, โ€˜No, I have no clue.โ€™ Because thereโ€™s ones that I am so proud of that I feel like are so smart, and Iโ€™m like, โ€˜Wow, I nailed this. Iโ€™m like, this is so clever, this is so well-presented.โ€™ And as you sayโ€”just crickets. And then other ones, Iโ€™m just like, โ€˜Okay,โ€™ and I just whip it off, and then people are like, โ€˜Oh my God, thatโ€™s the most, you know, insightful thing ever.โ€™ And Iโ€™m like, โ€˜What?โ€™ Likeโ€”like even like the other day, I was on um, I was on Odd Lots, and I donโ€™t want to like uh, name-drop or anything, but like theโ€”the reality is that Iโ€™ve been wanting to be on Odd Lots forever, right? Like itโ€”and by the way, I did aโ€”I was too nervous, and I was likeโ€”itโ€”I donโ€™t usually get nervous, but I was nervous because itโ€”I had built it up in my mind so much. Um, but the whole point about this was thatโ€”that was like a throwaway piece that I had written that I was like, โ€˜Oh, you know what, this is interesting, you know, theโ€”the marketโ€™s really concentrated,โ€™ and blaโ€”I whipped off a pieceโ€”not a throwaway, but it wasnโ€™t something I felt super passionate about. And like, Tracy, you know, emails meโ€”sheโ€™s like, โ€˜Oh, I love this, like you want to come on, you know, talk about it?โ€™ Iโ€™m like, โ€˜Uh, okay.โ€™ Likeโ€”and I had to go learn about it and because I was prepping something I was, you know, felt strongly about that Iโ€”that Iโ€™d spent a long time thinking about. And so to that, you know, extent, Iโ€™m never sure about whatโ€™s going to take off and whatโ€™s going to be theโ€”the ones that people gravitate towards.”

Matt Zeigler:

“And I think itโ€™s hard to unpack the critical eyes of others. And I can only imagine, like, Tracy Alloway, you know, Joe Weisenthalโ€”like theyโ€™ve trained the critical eye of like things that they think will work, right?”

Kevin Muir:

“Yes, so now youโ€™re getting sucked up in the vacuum cleaner ofโ€”well, I think theโ€”the reality is that theyโ€™re looking for stuff thatโ€™s outside the box, right? So they need something that not everyoneโ€™s talking about. So the more unusual it is, andโ€”and just kinda by its very nature, theyโ€”theyโ€™ll want to be at the early stages of it. Theyโ€™ll see something, and theyโ€™ll be like, โ€˜Okay, letโ€™s talk about this before it becomes everyoneโ€™s talking about it.โ€™ And so they look at it, and uh, and thatโ€™s why it was that um, point. But it was, as I said, it was not something I expected, like I thought we were going to talk about, you know, Fed balance sheet or, you know, something that was very common, and then sheโ€™s like, โ€˜No, letโ€™s talk about stock market concentration.โ€™ I was like, โ€˜Greatโ€”great, so excited to go pretend I did all the research that I actually need toโ€”to not have a panic attack.โ€™”


School Years: Gifted Program and Moving to Toronto

Matt Zeigler:

“But on the other side of that micโ€”all right, so what aboutโ€”take me back to like in school. So aside from playing games, how good of a student are you? Whatโ€”what are the report cards look like in middle school and high school for uh, for you?”

Kevin Muir:

“Really are just like uh, delving in there, like I feel like Iโ€™m on the therapist chair. Um, okay, so Iโ€”I was in theโ€”theโ€”theโ€”the enriched or gifted program. So I went to a special school where it gotโ€”got sent off, andโ€”and I was with the likeโ€”the geeks, like I wasโ€”Freaks and Geeks, that show, might as well be about me, like itโ€™sโ€”thatโ€™s what it was. And it was justโ€”it was a veryโ€”it was a special program where people came from all across, you know, Winnipeg to go to this one class, andโ€”and it wasโ€”it was the greatest thing ever, uh, you know, and Iโ€”my best friend to this day is still from there, and uh, Iโ€”Iโ€”I loved it, and it was so great. Um, but itโ€”we wereโ€”we were definitely not cool.”

Matt Zeigler:

“Is this at all part of like reaction to his brother already taken off in sports at this point?”

Kevin Muir:

“He was already that wayโ€”it wasโ€”it was actually just that Iโ€”I wasnโ€™t getting along at myโ€”so I went to French immersion. My momโ€”like, my momโ€™s third language is English, like so uh, you know, andโ€”and sheโ€”they thought it was important I learned French, so I went to French immersion. I wasnโ€™t the greatest at Frenchโ€”I think itโ€™s very difficult, umโ€”so I was in a French immersion school in middle school, wasnโ€™t going well, and then myโ€”I was like, โ€˜Forget this, like, you know, this isnโ€™tโ€”this is for the birds.โ€™ And so at that point, he decided, โ€˜Okay, letโ€™s find something for him.โ€™ And then he was like, โ€˜Okay, this is itโ€”this is where the kidโ€™s going to fit in.โ€™ And uh, he put me there, and it was the greatest thing everโ€”changed, like it really did. I went from not enjoying school to absolutely loving it, and uh, it wasโ€”it was a great experience.”

Matt Zeigler:

“Okay, so in a school like that, itโ€™s not just your standard fare stuff. You took some other weird classes thereโ€”had to be some like Greek mythology, some type of advanced statistics that you were like, โ€˜Oh my God, I love this thing,โ€™ and now as an adult, youโ€™re like, โ€˜Most people didnโ€™t learn this thing, and I still care.โ€™”

Kevin Muir:

“Um, yeah, so for me, it was even a little more complicated because unfortunately, in Winnipeg, you go to grade 12, and then when I gotโ€”my dad got theโ€”the company moved to Toronto because Winnipeg is obviously not a very big financial mecca. And so they moved to Toronto and happened to move on my 12th year. So I didnโ€™t graduate with myโ€”with my class, and it was difficultโ€”all as wellโ€”because not only was I going there, I would already done a lot of these programs. So I come to Ontario, and I come to Toronto, and Iโ€™m like, โ€˜Iโ€™ve already done all this.โ€™ Like, I remember sitting in calculus class, and one of the girls that I was sitting beside, you know, whatโ€”test comes by, and after like halfway through the thing, and she looks at him, and like I got a good mark, and sheโ€™s like, โ€˜Thought you were failing.โ€™ And I was like, โ€˜What do you mean?โ€™ And sheโ€™s like, โ€˜I thought you were likeโ€”I like youโ€”you seem to not pay any attention, and like youโ€™re only here half the time.โ€™ And likeโ€”and Iโ€™m like, โ€˜Well, I already did all this.โ€™ And so it ended up being difficult, and uh, in terms of actual classesโ€”was there something that inspired me? No, like there was justโ€”it was standard, like, you know, calculus, physics, whatever. As I said, I was more into game theory, and there wasnโ€™t really a lot of game theory-type, you know, courses in high school.”


Starting at Bank of Montreal and the Path to Institutional Trading

Matt Zeigler:

“So I go to schoolโ€”Iโ€”I started a school out of likeโ€”called Western. I end up playing too much bridge. I come backโ€”Iโ€™m going to Uโ€”Iโ€™mโ€”transfer to U ofโ€”Iโ€™m thereโ€”I living in the fraternity. Iโ€™m not a fraternity guy, but I donโ€™t know anyone, so I join a fraternity because like Iโ€™m, you know, I missed that whole first year of university โ€˜cause I switched universities. So Iโ€™m living in the fraternityโ€”Iโ€”Iโ€”I try to start looking for part-time jobs. I get a job at whatโ€™s called Bank of Montreal InvestorLine, which is like their TDโ€”like their um, discount stock brokerage. And so this is in 1989-90, and I donโ€™t know if people rememberโ€”maybe itโ€™s 91โ€”no, no, itโ€™s 90โ€”and people remember, but thereโ€™s the โ€™87 crash, which was very, very traumatic, and there was actually another crash in โ€™89โ€”there was another little crash in โ€™89โ€”and so a lot of the um, people were very hesitant to uh, kinda expand because they were worried about this was going to happen again. So this was a big thingโ€”thisโ€”this starting this discount stock brokerageโ€”but they didnโ€™t want to go and commit to people. So they got me to come and uh, like work after hours, and I would literally just answer phone calls and give people quotes, okay? Like, thatโ€™s like, you know, Iโ€™m 20 years old or whateverโ€”19 years oldโ€”and Iโ€™m, you know, working from 4 to 8. And I was working, and then what happens is the market starts to get busier, and they say, โ€˜You know what, you want to work today, like the whole dayโ€”like 8 to 8?โ€™ I go, โ€˜Sure.โ€™ The thing about it is that theyโ€™re paying me like, in essence, cash, because they donโ€™t want to put me on this, and theyโ€™re paying me too much, and Iโ€™m like sitting there working 12-hour days. Next thing I know, Iโ€™m not going to school, and Iโ€™m just working 12-hour days โ€˜cause this is awesome, like Iโ€™m making all this money. And theyโ€™re like, โ€˜Oh, eventuallyโ€”โ€™ I kinda, you know, six months or a year into this, they go, โ€˜Weโ€”wait, we gotta give you a job, like this is ridiculous.โ€™ So I take a job, and then within six months, Iโ€™m running the desk, which is even more ridiculous.”

Kevin Muir:

“Iโ€™m like, literallyโ€”waโ€”wait, just to be clear, youโ€™re answering callsโ€””

Matt Zeigler:

“Oh, taking ordersโ€”eventually taking orders. I get registered, yeah, yeah, just like retailโ€”retail guysโ€”retโ€”how do you go from that to desk?”

Kevin Muir:

“Well, no, the desk is onโ€”itโ€™s likeโ€”I mean, the desk thereโ€”like Iโ€™m just talking aboutโ€”so theyโ€”they put me in charge of the like theโ€”they call it a deskโ€”itโ€™s not really a deskโ€”itโ€™s just order deskโ€”itโ€™s a trading operation, sure. So they put me in charge, and I do that for like six months, and Iโ€™m like a level-five manager, and likeโ€”and Iโ€™m doing really well, and Iโ€™m trying to go to school at night, and Iโ€™m like, โ€˜Wait, like this isnโ€™t what Iโ€”I donโ€™t want to be a discount stock brokerage manager, like this isnโ€™t what I signed up for.โ€™ And like a complete buffoon, I get a jobโ€”I find somebody whoโ€”I know the woman that works thereโ€”one of her hโ€”her husband knows somebody in Chicago, and I get a job in Chicago because this is what I always wanted to do, like I loved Market Wizards. This was basically my bookโ€”I wanted to be the next George Soros or Stanley Druckenmiller. And so a lot of these guys, like Paul Tudor Jonesโ€”he started in the pit. So I go to Chicago, and I hate itโ€”I canโ€™t stand it. Itโ€™s terrible. And you know, I love Chicagoโ€”I love the Chicago people, I love Chicago tradersโ€”I think theyโ€™re the greatest bunch of traders out thereโ€”but this just is not for me, like, you know, this is a lot of testosterone, like just running through the pits, and itโ€™s justโ€”youโ€™re up there, and like I remember guys putting their hands up, and they couldnโ€™t put them down โ€˜cause theyโ€™re so tightly, like theyโ€™reโ€”theyโ€™re so tightly put in there.”

Matt Zeigler:

“And so I come back, and I get a job, and so my dad says, โ€˜Okay, this is what youโ€™re going to do. Youโ€™re going to go andโ€”listen, if anyoneโ€™s young and listening to thisโ€”to this story, if you managed to last this long, um, Iโ€™m going to give some life advice here that my dad gave me that I think is really, really important, okay? He says, โ€˜Okay, this is what youโ€™re going to do. Youโ€™re going to find out the head traders at the banks you want to work for or theโ€”the broker firms you want to work for, and youโ€™re going to write a letter, and youโ€™re going to send it to them, and then youโ€™re going to follow up with a phone call in a weekโ€™s time becauseโ€”donโ€™tโ€”this is back when you had the mail stuff.โ€™ So I find the six or seven firms I want to work for, and itโ€™s like RBC, TDโ€”uh, not TDโ€”the CIBC, Midland Walwyn, and Gordon Capital. Gordon Capital was the beans, manโ€”like thatโ€™s the one I wanted to work for. Gordon Capital was the firm that had kinda created the bought deal, and they were just awesome. So I send off all my letters, and then uh, you know, it comes day for me to phone them. So I phone, and I start with the one I want to, you know, work on the most. So I start with Gordon Capital, and I remember thisโ€”the guyโ€™s name was Howie. Howie is just a jerkโ€”thatโ€™s why itโ€™s alwaysโ€”it stole in my mind. So I phone up and go, โ€˜You know, can I speak to Howie?โ€™ Theyโ€™re like, โ€˜Howie pick up.โ€™ And so he goes, โ€˜Howie here.โ€™ I go, โ€˜Hi, Howie, itโ€™s Kevin Muir, you know, I sent you a letter, blah blah blah.โ€™ He goes, โ€˜What are you doing phoning me, kid?โ€™ And he proceeds to yell at me for 20 seconds, tell me to f off, and hangs up on my faceโ€”like literally, thatโ€™s what he did, like thatโ€™sโ€”thatโ€™s it.”

Kevin Muir:

“And Iโ€™m some 20-year-old kidโ€”this has just happened to meโ€”I like wanted to cry, like Iโ€”like Iโ€”I probably did cry if Iโ€™m being honest with itโ€”Iโ€”and Iโ€”you know, so Iโ€™m like, โ€˜God, this is terribleโ€”my dad gave me the worst advice ever.โ€™ Um, so, you know, I stop, and then my dad comes home that nightโ€”he goes, โ€˜Howโ€”howโ€™d it go?โ€™ And I said, โ€˜Well, didnโ€™t go well.โ€™ I tell him the story about Howie, and he laughsโ€”he thinks this is hilarious. And then he says, โ€˜Well, how did your next call go?โ€™ And I said, โ€˜What do you mean, the next call? Nobody wants to hear from me.โ€™ And he says, โ€˜This is what youโ€™re going to doโ€”youโ€™re going to get back on the phone, and youโ€™re going to phone the next call.โ€™ And sure enough, my next one was at this firm called First Marathon, and it was a guy named Mike Wekerle, who ended up being one of Canadaโ€™s greatest block traders. Um, he was super kind to meโ€”he was the opposite of Howie, you know, likeโ€”and thatโ€™s one of the things in lifeโ€”you can choose to be an idiot andโ€”and be forever immortalized as Howie the assโ€””

Matt Zeigler:

“Can I sayโ€”yeah, you can say it.”

Kevin Muir:

“Yeah, okayโ€”Howie the assโ€”you donโ€™tโ€”to make sweet, sweet love toโ€”you can killโ€”or you could be the Mike Wekerle thatโ€™s, you know, was super kind to me andโ€”and is forever going to be remembered. And you know, I was lucky enough to have Mike on myโ€”on my show, and I was like, โ€˜Mike, you probably donโ€™t remember this, but you were instrumental in giving me kinda the confidence to go and to keep goingโ€”going.โ€™ And because you were just kind, and thereโ€™sโ€”it cost you nothing to be kind, and likeโ€”anyways, um, so Mike was nice to meโ€”obviously that didnโ€™t go anywhereโ€”but then the next firm I phone was RBC Dominion Securitiesโ€”RBC, um, happens to have uh, a trader that is who eventually ends up being my bossโ€”but heโ€™s intense, and the guy thatโ€™s working for him has just quit because this trader is so intense. And thisโ€”this guy who ends up being my friendโ€”you know, heโ€™s only like five years older than me, but back then it feels like that five years is like a lot, rightโ€”uh, he says to me, he says, โ€˜Kev, there was guys better at trading, there was guys better at computers, but you were the best mix of both.โ€™ And so he hires me on the desk. So Iโ€™m literally going straight onto the institutional equity desk, and I am doing all of the index trading and the basket trading for the greatest firm in Canada at the timeโ€”and it probably still is the greatest firm, but at the time, we were by far the best. And it was theโ€”they wereโ€”it was so awesome because they were such an entrepreneurial bunchโ€”they let you do things, they were so, you know, greatโ€”it wasโ€”it was soโ€”it was such a great experience, and I justโ€”I loved every minute of it, and I justโ€”I used to love going to work, and it was just so exciting.”


Pioneering Computer Trading at RBC in the โ€˜90s

Matt Zeigler:

“And the long and short of it is that Iโ€”I remember talking to my big boss and saying, โ€˜You know, you want me to get my degree?โ€™ โ€˜Cause you were asking about my degree. He go, โ€˜I donโ€™t care if you get your degree.โ€™ And so I got my degreeโ€”barely, like just barelyโ€”like I went to school at night while I was, you know, making all this money and doing well, um, and it was justโ€”I got it just because I felt like if I didnโ€™t have it, I would forever, you know, worry that I was likeโ€”I missed something. But I literallyโ€”I think I needed a 1.50 grade point average toโ€”to pass, and I think I got a 1.50โ€”like I think I did notโ€”like you have to give me thereโ€”I did two decimal placesโ€”you didnโ€™t have to round upโ€”you didnโ€™t messโ€””

Kevin Muir:

“I did not waste any extra energy getting better marks than I needed, which is a thing of great beauty.”

Matt Zeigler:

“Perfectly executed.”

Kevin Muir:

“Thatโ€™s rightโ€”perfectly executed.”

Matt Zeigler:

“This thing about the computers and the trading and the balance, likeโ€”were you aware that you could combine these two things in the wayโ€”like did you know this was a skill beforehand, or did you walk in on this and them going, โ€˜You possess a skill that now we suddenly valueโ€™?”

Kevin Muir:

“Noโ€”so aโ€”a little bit of both. Um, I love computers, and Iโ€”you know, if people ask me, โ€˜If you hadnโ€™t been doing trading, what would you have done?โ€™ I definitely would have gone into computers. Um, I was lucky in that my father knew enoughโ€”like although he was in research and although he wasnโ€™t on the trading desk, he knew enough that he would kinda talk to me about different traders. And so there was no doubt I was aware about the trend towards computers at this time, and uh, then I just took it and ran with itโ€”like literally, we had um, so one of the things about our firm was that we were able to trade proprietary for the bank. So that was, in essence, I eventually joined a group that wasโ€”we just got a percentage of what we made. And I remember sitting there, and I figured out that, you know, all these computers that I had direct contactโ€”or direct access to the exchange withโ€”so that we could do baskets, I figured all they could also do interlisted arbitrage, like we could write programs to buy and sell when something got out of line between Canada versus US. And Iโ€”Iโ€™ll never forget sitting there writing it, and one of the guysโ€”theโ€”theโ€”the head of like risk says, โ€˜What are you doing?โ€™ And I said, โ€˜Well, Iโ€™m running this program to do this, blah blah blah.โ€™ He goes, โ€˜I already got guys doing that, like why you bothering?โ€™ Like he said that to meโ€”he said, like, โ€˜Why you bothering?โ€™ And this machine kinda within two years was making way more than any of those guys. And so it wasโ€”I was very fortunate to be at a place that had the technology that let me run with it at a time in history when my skill sets were perfectly aligned with what was happening in the markets, like, you know, 10 years earlier, it doesnโ€™tโ€”the computer skills donโ€™t help as much.”

Matt Zeigler:

“Yeah, and 10 years after, itโ€™s a totally different state because now thereโ€™s been a Kevin Muir at all the shops, likeโ€””

Kevin Muir:

“Rightโ€”10 years later, itโ€™s actuallyโ€”you almost need to be a dedicated computer guy, like myโ€”my seat at RBC ended up being the guy thatโ€™s in that uh, Flash Boys movieโ€”I canโ€™t remember what his name is thereโ€”like whoever it is that was like one of myโ€”like one of my duties, and one of the things that guy was in that group and doing that thing. And soโ€”but if you look at those guys, they were way more computer-orientedโ€”theyโ€”they had already become like you needed to be a Waterloo or whatever, you know, like a mathโ€”like a true computer nerd as opposed to a trader who happens to be able to do computers, right? You needed that advanced computer science backgroundโ€”loveโ€”whateverโ€”but you were in that window where it was likeโ€”like, โ€˜Sure, I can build this scale model with Legos.โ€™”

Matt Zeigler:

“Exactlyโ€”nobody else is doing it.”

Kevin Muir:

“Iโ€”it wasโ€”it was wild, like there was times Iโ€”I still think back to that computer that we got going, and we were trading through a firm called ITG, which is a very big um, kinda direct shop that a lot of people use. And I remember our sales lady coming up to us and saying, โ€˜Uh, Dโ€”I just was in a meeting, and we were going through all the accounts for like the whole firm, and they said, โ€œAll right, can anyone guess what the number one account is thisโ€”this yearโ€”this month?โ€ And everyoneโ€™s guessing like Fidelity and like CapOp and all these names, and theyโ€™re like, โ€œNopeโ€”RBCDโ€™s machine number two.โ€โ€™ We were literally the best client that ITG had one monthโ€”thatโ€™s how much business we were doing. And it was just likeโ€”the Americans didnโ€™t understand that stuff was interlisted, and so we would sit there, and we would provide liquidity and just trade, like they would come for Research in Motion, and if you think about it, you guys were buyers because you love the storyโ€”or Nortel evenโ€”whateverโ€”whatever it was, you guys were buyers, but theโ€”the actual stock was all in Canada. So you got these kinda natural like sellings in one place, the buyings in the other place, and so there was literally periods where it just sat thereโ€”bing, bing, bing, bingโ€”and like I was likeโ€”like I was scared at times that something was wrong because it was making so much money. I was likeโ€”because, you know, the one thing you do have to learn as a trader is if something seems too good to be true, itโ€™sโ€”itโ€™s like, youโ€™re like, โ€˜No, itโ€™s definitely too good to be true.โ€™”


Learning Hard Lessons About Market Traps and Trading Ethics

Matt Zeigler:

“Well, because I got a great story to tell you about that if you want, uh, about being too good to be true. So one time, this machineโ€™s goingโ€”itโ€™s doing all this money, making all this moneyโ€”and then theโ€”the main deskโ€”like Iโ€™m on the derivatives desk, but the main desk trader comes up to me. He says, โ€˜Kev, I got this trader thatโ€™s like this hedge fund guy whoโ€™s willing to do this arbitrageโ€”not arbitrageโ€”heโ€™s willing to trade with me on, you know, onโ€”in Canada of this stock, and I could immediately sell it for a 10-cent profit in the US. Iโ€™ve done like, you know, quarter millionโ€”do you want to do some?โ€™ And Iโ€™m like, โ€˜Okay, waitโ€”so youโ€™re telling me that this hedge fund guy is phoning you up and is wanting to do this trade that is very clearly an arbโ€”like against him?โ€™ He says, โ€˜Yeah.โ€™ He said, โ€˜Whoa, whoa, whoaโ€”hey, have you played Scrabble with my wife to be?โ€™ Iโ€™m like, โ€˜Turn off the machine.โ€™ Iโ€™m like, โ€˜Turn it off,โ€™ like Iโ€”like I went and told the guys, โ€˜Turn off the stock,โ€™ like it was this one stock. And Iโ€™m like, โ€˜I gotta figure out why,โ€™ because I know that if this guyโ€™s doing this, it isโ€”thereโ€™s something there that Iโ€™m missing. And sure enough, it was trading with whatโ€™s known as a due bill in the States. So it looked like there was a dime profit, but there was really like a $1.50 or $2 loss, like occurring. And I remember the um, the sales guy coming up to me for that account and saying, โ€˜Iโ€™m so sorry that my client tried to pick you guys off.โ€™ And I said, โ€˜Are you kidding me? Itโ€™s the greatest thing that ever happened. If he hadnโ€™t picked me off, I wouldโ€”if he had just done it in the machine, I wouldnโ€™t have figured it out, and it might have been like days before,โ€™ because the due bill doesnโ€™t come for another few days. And once I figured it out, I very quickly couldโ€”you know, I mightโ€”I canโ€™t remember how much we were atโ€”I think we were at a couple hundred grand, but I think I made back like half of it arbing it the other wayโ€”putting it to the right priceโ€”like I was like, โ€˜Okay, okay, now weโ€™re going to put this to the right price.โ€™ And so I immediately unwound everything we had done and then did a little extra the other way. Um, but I remember the guy apologizingโ€”I was like, โ€˜No, you donโ€™t have anything to apologize forโ€”this is the greatest thing ever.โ€™ That guy hadnโ€™t been so greedy and tried to do blocks, likeโ€”that was itโ€”he was trying to do blocks.”

Kevin Muir:

“And I really donโ€™t understand that guy because that was a dumb play inโ€”in lots of different reasons. One of them wasโ€”you ultimatelyโ€”you got found out quicker, but the other thing is that you were picking off your friends, like even though like youโ€™reโ€”theyโ€™re your brokers, like youโ€™reโ€”youโ€™re talking to them, and you shouldnโ€™t ever do that, likeโ€”and another quick story about thisโ€”like I remember um, one time we figured out there was something called theโ€”theโ€”an EFP, which is exchange for physical. So we were trading the index versus the futures, and so we figured out that there was a dividend everyone was missing on a big stockโ€”like oneโ€”like Bell Canada or somethingโ€”and it changed the EFP um, price significantly. And I remember going out there and likeโ€”letโ€™s say it was trading like a dime to 15 cents, like a 10-cent bid, 15-cent offerโ€”and it was all of a sudden worth a dollar. And I was like, โ€˜Holy smokes.โ€™ And like Peter and my boss were like, โ€˜Letโ€™sโ€”letโ€™s just get on the dime bid and see if anyone hits us.โ€™ And I said, โ€˜No, noโ€”letโ€™s move it and letโ€™s get some size,โ€™ right? So I remember going out there, and we like go, โ€˜Whatโ€™s the market?โ€™ And they go, โ€˜10 to 15.โ€™ I go, โ€˜Okay, bought from you at 15โ€”Iโ€™m 15 bidโ€”where does it come?โ€™ And then someone sells us some at 20, and I go, โ€˜Bought from you at 20,โ€™ andโ€”whatโ€”and I start marching it up. And so likeโ€”I canโ€™t rememberโ€”guys are selling meโ€”like this is an EFP, so itโ€™s like 5 million, 10 million. Finally, I move it up from like 20 to 50โ€”50, okayโ€”donโ€™t forget, itโ€™s worth a dollar in my books, okay? And myโ€”my arch-nemesis at CIBCโ€”heโ€™s woken up to the fact that thereโ€™sโ€”that Iโ€™m moving it, and he offers me size, and Iโ€™m like, โ€˜There it is.โ€™ And Iโ€™m like, โ€˜Okay,โ€™ likeโ€”I canโ€™t rememberโ€”itโ€™s 200 or somethingโ€”it was a big numberโ€”and I was like, โ€˜Bought from you,โ€™ and, โ€˜Weโ€™re bid,โ€™ okay? And soโ€”and then immediately I get a call overhead, and heโ€™s likeโ€”itโ€™s himโ€”and heโ€™s like, โ€˜Kev, you just lifted me on this EFPโ€”whatโ€™s going on?โ€™ And like, you know, Iโ€”at that point, I can do a lot of different things, but the right thing to do is likeโ€”I tell himโ€”I donโ€™t say to him, โ€˜Everythingโ€™s okayโ€”sell me another 200.โ€™ I say to him, โ€˜Go check your numbers,โ€™ like I donโ€™tโ€”likeโ€”heโ€”and he doesnโ€™t ask to be let off of it, you knowโ€”he goes and checks his numbers, and then next thing I know, heโ€™s 60 bid trying to get it back because heโ€™s realized heโ€™s screwed up.”

Matt Zeigler:

“Yeah, but the point is thatโ€”like guys that donโ€™t behave honorably, like thatโ€”and likeโ€”are trying to pick guys offโ€”itโ€”it comes back to you, like itโ€™sโ€”itโ€™sโ€”itโ€™s a small street. Itโ€™s that the guys, you know, try to be picking off clients, picking off their dealers, or picking off even each otherโ€”Iโ€”I never felt that that was fair, like if you were on the pit and you were trading, thatโ€™s fineโ€”I had no problem with itโ€”but if youโ€™re going to fool me overhead, Iโ€™m not going to like, you know, try to pick you off to your face.”


Meeting His Wife at a Fraternity Party

Matt Zeigler:ย Where did you meet your wife? Did you meet her in school? I know I met my wife at a fraternity party.

Kevin: Okay, frat boy Kevin! Yeah, I met my wife at a fraternity party. Funny enough, I was working at the time and financing all of our kegs. I was the only one who could afford the depositโ€”$5,000 or $3,000, whatever it was. You had to put the deposit down on the kegs, and our fraternity was terrible at keeping track of things. So I was like, “Okay, fine, Iโ€™ll finance the stupid things.”

Matt Zeigler: So your wife comes to one of these keg parties that youโ€™re self-financing with your stockbroker job?

Kevin: Yes, thatโ€™s correct. We hit it off immediately.

Matt Zeigler:ย Did you know right away?

Kevin: Yeah, we hit it off, and that was it. Itโ€™s been a whileโ€”lots of good years. A lot of good Scrabble, not too much scrabbling on occasion!


Starting a Family and Career Progression

Matt Zeigler: Fast forward a bitโ€”when do you start having kids? Is that once youโ€™re in the prop trading job? How far along into the role do you start expanding the family?

Kevin: So, I get my job at RBC when Iโ€™m 23. By 26, Iโ€™m fully into equity derivatives, in charge of all the risk. Probably from 26 to 27 or so, my wifeโ€™s sitting there saying, โ€œI want to travel,โ€ and Iโ€™m like, โ€œI canโ€™t travel.โ€ Sheโ€™s like, โ€œWell, Iโ€™m not going to just sit here.โ€ Iโ€™d started making some money, and sheโ€™s like, โ€œWhy am I working?โ€ She was at Talstar or something and said, โ€œIโ€™m quitting.โ€ I was like, โ€œOkay.โ€ She goes off traveling with my little sisterโ€”to Nepal, Tibet, all these places.

Iโ€™ve got a funny story about that. She goes to Nepal because of Seven Years in Tibet, the Brad Pitt movie. This is during either the Long-Term Capital crisis or the Asian financial crisisโ€”I canโ€™t remember which. Sheโ€™s trekking from monastery to monastery, hasnโ€™t slept in a decent bed, and finally gets on a plane to Thailand. She gets off, hasnโ€™t booked anywhere to stay, and says to the taxi driver, โ€œTake me to your best hotel.โ€ Sheโ€™s a low-key person, but she was just so sick of roughing it. She phones meโ€”this is the โ€˜90s, when calling wasnโ€™t easyโ€”and says, โ€œI donโ€™t know where I am. Iโ€™m in the fanciest hotel in Thailand. Itโ€™s 8,000 baht or something, I donโ€™t know whatโ€™s going on.โ€ Iโ€™m sitting there thinking, โ€œOh my God, what has she done? This billโ€™s going to be brutal.โ€ But itโ€™s during the Asian crisis, so it ends up being like $210โ€”or even less. Nothing!

Anyway, we have our first kid when Iโ€™m 29. Iโ€™d been at RBC for six years or so. At that point, the bank was slowly overtaking the dealer. It started as an entrepreneurial place, but over time, the bank got more involved. Rightfully soโ€”I look back at some of the stuff we were doing, and Iโ€™m like, โ€œIโ€™d never let some 27-year-old punk do this.โ€ It was irresponsible. We made tons of money, and it was fun, but I wasnโ€™t mature enough to realize that was a unique time, not how life always works.


Challenges at RBC and Quitting

Kevin: The bank starts creeping in, telling me, โ€œYou canโ€™t trade this, you canโ€™t trade that.โ€ Iโ€™m getting in troubleโ€”โ€œKev, you canโ€™t do this.โ€ Then we have our daughter. Sheโ€™s born with a heart defect, corrected at birth, but it was a very emotional time for me. It was like a near-death experienceโ€”not that I died, but it hit me hard. I never felt the same way about work after that. A couple of other things made it less fun too. Three months after sheโ€™s born, we have our best quarter ever, and I think, โ€œIโ€™m going to be like Michael Jordanโ€”sink the basket and walk away.โ€ So I quit.

At the time, I didnโ€™t know what Iโ€™d do next. I hadnโ€™t made enough to never work again, but enough to not worry about the next year. I thought, โ€œI could work for a hedge fund, but I donโ€™t want to do sell-side again for a while.โ€ If I worked at a hedge fund for a year and quit, people would remember me as the schmuck who lasted a year. But if I tried something on my own for a year and then went to a hedge fund, no one would care about that year. So I started trading for myself. Eventually, another guy from my old shop joined me, and that was it. Along the way, I started writing the letter and doing the podcast.

One thing I laugh aboutโ€”Iโ€™ve never really had a steady paycheck. Even at RBC, it was a small draw, and itโ€™s been โ€œeat what you killโ€ for the last 35 years.

Matt Zeigler: When you tell your wife youโ€™re leaving the jobโ€”obviously after the scary moment with your daughterโ€™s heart defectโ€”are you both freaked out about it?

Kevin: She was more worried about the child. Sheโ€™s always been supportive. I never felt tension about it. She wasnโ€™t like, โ€œNo, stay!โ€ Sheโ€™s not a fan of the Bay Street douchebagsโ€”our version of Wall Street. When we meet some larger-than-life trader guy trying to impress her by being brash, Iโ€™m like, โ€œThatโ€™s not going to work with her.โ€


Building The Macro Tourist Community

Matt Zeigler: That commitment to figuring things out for the right reasons ties into the community youโ€™ve built with The Macro Tourist. I love the letterโ€”not just for the memes, though I come back for those. Where can people find you if they want to learn more?

Kevin: Go to themacrotourist.com. If you want samples, email me at kevin@themacrotourist.comโ€”Iโ€™ll send them off. Also, join our chatโ€”itโ€™s easy to find, with lots of smart people. Iโ€™m proud of how itโ€™s taken off. Twitter got mean and unfriendly, and when I got frustrated with Elon, I committed to Substack. The chatโ€™s been a great surprise.

Matt Zeigler: Between the Market Huddle podcast and the letter, youโ€™ve built a real community. I love those summer emails with chat highlightsโ€”itโ€™s my favorite thing in my inbox.

Kevin: Glad you like that! Itโ€™s a real community, and thatโ€™s rare. Thanks for being part of it.


Reflections on Trading and Life

Matt Zeigler: Does it bother you that there arenโ€™t monocultural moments like The Tragically Hipโ€™s last concert for your daughter?

Kevin: That wasnโ€™t that long agoโ€”she remembers it. Iโ€™m not fussed. I think thereโ€™ll be moments like that for her and my other kidsโ€”different, but theyโ€™ll happen. Humans havenโ€™t changed.

Matt Zeigler: Hereโ€™s a trading asideโ€”people romanticize the past, thinking it was easy to make money.

Kevin: Exactly.

“I tell people my story, and I always say, ‘Oh, I would have made so much money back then; it was so easy.’ And everyone always thinks it was so easy. But I always tell them, ‘Listen, it wasnโ€™t easy.’ Right now, thereโ€™s somebody who is quietly making a fortune, someone who has figured out the equivalent of my interlisted arbitrage. When I was doing my interlisted arbitrage on my machine, I wasnโ€™t telling everyoneโ€”I was quiet about it. Thereโ€™s somebody somewhere doing the exact same thing.

“There are always people making money, and itโ€™s always hard. I remember thinking specifically, when I would listen to their storiesโ€”like the trader above me, 5 or 10 years older than meโ€”Iโ€™d think, ‘If I had just been there when 87 happened, if I had just been there then…’ People always look back on the past, over-romanticizing it.”

Matt Zeigler: Tell the Norwegian art storyโ€”it relates to this.

Kevin:

I’ll quickly go through it. For those who donโ€™t know, in the late ’60s and early ’70s, I believe, Norway discovered oil off their coast. It was this huge boom, and everyone was rushing out to get blocks of water they could drill in. There was an enormous fortune to be made with this Norwegian offshore oil boom. For those who donโ€™t know, we think of Norway as a very rich country now, but up until that point, it wasnโ€™t. It was actually the poorer of the Scandinavian countries, mostly reliant on fishingโ€”not a lot was going on in Norway. So, they discovered this oil, and the long and short of it is that all these guys were rushing out to buy pieces of this water to drill in.

Then thereโ€™s this trader who looks at the situation and says, ‘Okay, thatโ€™s getting fully priced in. What can I do?’ He decides to start accumulating Norwegian art. He just starts buying all this art, and you might think, ‘What kind of crazy guy is this? Why is he buying Norwegian art?’ The long and short of it is that he had figured out that once all these guys made their fortune from the offshore oil, theyโ€™d be looking for something to do with their money. Art is a very local market, and when a Norwegian guy makes some money, yes, he might go buy a Picasso, but heโ€™s also suddenly going to want Norwegian art. So, while everyone was busy fighting and paying too much for this offshore oil, this guy was quietly accumulating Norwegian art. A year or two later, when all these newly rich guys started looking to spend their money, he was there with offerings for them and made a fortune that way.

To me, that epitomizes trading. Whatโ€™s interesting is if you go back and read Liarโ€™s Poker again, youโ€™ll see Michael Lewis talks about two guys who were his mentors. One of them is this guy, Dash Riprock, I think, who sits around watching for a bond to be, say, 30 seconds too expensive, and then he arbitrages it. Heโ€™s kind of a block-and-tackle kind of guyโ€”just straightforward. But then thereโ€™s this other guy, this big, bold trader. If you reread that section, Lewis describes how, when something happens, this trader is already onto the next iteration, trying to figure out, ‘Okay, this is occurringโ€”whatโ€™s the next step?’ Instead of just focusing on the first derivative, he goes for the second derivative. In other words, he thinks, ‘Once everyone does this, whatโ€™s that going to mean for the next thing?’ Itโ€™s like thinking multiple moves ahead in chess.


The Importance of Finding What You Truly Love in Markets

Matt Zeigler: Youโ€™ve talked about trying thingsโ€”like going to Chicago, thinking itโ€™d be great, then hating it.

Kevin: Yeah, I thought itโ€™d be the greatest thing ever, but it wasnโ€™t. We tell our kids, โ€œDonโ€™t fussโ€”youโ€™ll figure it out.โ€ I saw guys at RBC try trading, hate it, and go back to research. Youโ€™ve got to find what matches you. This industry attracts a lot of people, but you better love itโ€”not just do it for the money. You can hear it in their voice when they truly love markets.

4 Observations from George Lucas’ Career

I listened to Founder’s podcast episode #345 about the life of George Lucas.

The following is the 4 points I want to save:

A movement coming from the fringe

This excerpts remind me of

  1. Paul Graham’s essay The Power Of The Marginal
  2. The importance of finding the people who inspire you via Bill Gurley’s Running Down A Dream speech

Keep in mind, this is the mid-1960s. There’s not many film schools in the United States. And so this is why Tarantino last week in his book would talk about the movie brats. He said they love movies, they dreamed of movies, and they even received degrees in movies back when that was a dubious major. And Lucas talks about this like it was embarrassing. Other people were like, you’re going to a film school, they didn’t even call it a film school, they call it cinematography school. “Like what the hell is this?” and he says, “I lost a lot of face.”The idea of going into film was a really goofy idea at the time. His dad’s like “there’s no way in hell, I’m playing for art school”.ย 

That decision changed the trajectory of George Lucas’ life is because that’s when he meets essentially just a collection of filmmakers who are all obsessed with movies, they’re all young, and they wind up helping each other for decades. It’s almost like the island of misfit toys because before this, it says, for many of them, it was the first time they had a click of their own, a gathering place where they could talk about their interest, movies without eye rolling from the other cool kids. For many reality finally began when they entered film school.

Lucas knew that he had found his way. Before he wasn’t sure, obviously in the college he had all these other interests. And he’s like, “Oh, wait, this is it.” I was sort of floundering for something. “And when I finally discovered film, I really fell madly in love with it. I ate it. I slept it 24 hours a day. There was no going back after that.”ย 

Steven Spielberg describes, he uses the exact same language. This is what Spielberg said, “Making movies grows on you. You can’t shake it. I like directing above all. All I know for sure is I’ve gone too far to back out now. There is no going back.” They both discovered what they’re going to do.

Now this is the fascinating part because this turns into the USC Mafia, Spielberg is part of that, even though he didn’t go to USC. You’re talking about a group of super talented filmmakers and a lot of them come out to California, even though they called the USC Mafia, some of them like Martin Scorsese, Oliver Stone, they went to NYU, Brian De Palma went to Colombia. Francis Ford Coppola was at UCLA, Spielberg is on the lot getting his own curriculum at Universal.

They were all friends who would have a lasting impact on film and culture. This is another example that relationships around the world. You see it over and over again in these books, so important to develop relationships with other people that are just like you and even if you’re — they don’t look at themselves as competitors. They tend to compete, but they also collaborate, but they all need each other because they’re trying to break into a system that is closed.

At this point in history, unless you’re part of a union, unless you already know somebody in the industry, you’re not breaking it even with a film degree. It’s yet another illustration of one of my favorite concepts from Game of Thrones, where they said those on the margins often come to control the center. At this time, Spielberg, Scorsese, De Palma, Coppola, Lucas, they are on the margin.

The center is controlled by these old school conservative studios that are locking all these young people out. It was unheard of to have a director in their 20s. And yet this network that they’re building and the talent that they have for their craft, like those on the margins often come to control the center. They become the center.

Now this is really fascinating because when I had dinner with Charlie Munger, this is the advice that he gave us. He talked about is exactly what him and Buffett did. I think he was 35 when he met Buffett, Buffett was about 28, 29 something like that. Each talked over and over again, the importance of — the advice he gave was like you have to develop relationships with people. He’s like, they were still doing deals. He talked about the fact that they would meet people in their 20s, 30s and 40s, and they would do business and do deals for the rest of their lives.ย The USC Mafia would regularly hire, fire and conspire with one another on countless projects over the next five decades, putting together a kind of system of their own.ย Lucas is 23 when he meets Coppola. Coppola is 28. They’re going to be making movies doing deals, starting companies, breaking up, fighting for decades.

It’s really important because at that time, because there is no young directors. There’s no 28-year-old director doing a major movie set. You have to be an independent filmmaker to do that. And so Coppola inspires not just Lucas, he inspires Steven Spielberg too.ย 

Coppola actually succeeded in getting his hand on the door knob and flinging open the door. And suddenly, there was a crack of light. And you could see that one of us, a film student, without any connections had put one foot in front of the other and actually made the transition from being a film student to being somebody who made a feature film sponsored by one of the studios.

To Steven Spielberg, Coppola was a shining star. Spielberg said, Francis was the first inspiration to a lot of young filmmakers because he broke through before many others. So not only did Coppola proved to Spielberg and Lucas that, “Hey, this is possible.”

But the influence that Coppola had on Lucas too is like, “Listen, you have to learn to write.” At this time, and you’ll see Lucas make this mistake a few times. He tries to outsource the writing. And Coppola was saying, “Hey, what separates just a director to a filmmaker is like you have to — any director, he would tell Lucas like any great director has to know how to put together a screenplay. And so he would repeat to Lucas over and over again like no one’s going to take you seriously unless you write. And that wind up being excellent advice because Lucas forced himself to write Star Wars, which is obviously his entire empire.

I’d be working all day and all night living on chocolate bars and coffee, said Lucas. It was a great life. I had enthusiasm, and I was too busy to get into drugs. Movies where his addiction, we were passionate about movies. “We were always scrambling to get our next fix.” Listen to how they’re describing this. This is how he knew what he’s been doing with their life. Described working as your next fix to get a little film in the camera and shoot something.

Spielberg has said multiple times that George Lucas inspired him and said at the time of his first encounter with Lucas in early 1968, Spielberg’s filmmaking was still more aspiring than actual. And Spielberg talked about this, like no longer did his role models have to be these older, in many cases, deceased filmmakers. They’re actually someone his own age, someone I can actually get to know, compete with and draw inspiration from.

“Surf the wave when it comes”

The next year, the film Easy Rider comes out. It is written and directed by a 32-year-old or a 33-year-old Dennis Hopper. It was not made in Hollywood. It was made on a shoestring budget. They raised $350,000. Why is that important? $350,000 is released in theaters. The film makes $60 million. Easy Rider goes on to be one of the most profitable films ever made.

And so the studio executives see them and they’re like, “Oh, s***”, and this is what they said. The studio smelled money. Why invest millions bank rolling production of an enormous film on a studio backlot when you can simply distribute independently produced films. Suddenly, independent films and independent filmmakers, which is exactly what Lucas and Coppola want to be, were in demand. The studio wanted young talent.

I just said that Charlie Munger talks aboutย  surfing the wave.

Listen to the words that they use to describe this.

Easy Rider had created a tsunami of independent enthusiasm. Coppola decided to ride the wave right into the offices of Warner Bros. Come on, that fit together so perfectly there. So goes with Warner Bros.

This is Coppola who’s like — sometimes I think you might need a guy like this because it’s not like we’re going to make one movie.

He is like, listen, you front us a bunch of money. We’re going to bring you a finished film just like Easy Rider did. We’re not going to do with this once. We’re going to — we have seven films we want to make with you guys. We have seven films we want to make with you guys.

They’re young entrepreneurs, don’t have experience, don’t really know what they’re doing. The movies they’re going to make are going to flop. But what’s fascinating is like they still had an insight into the future.ย And so it says both Coppola and Lucas predicted a bold high-tech future. Remember, this is 1969, 1970, maybe. And they said movies will eventually be sold like soup. What does that mean? You’ll be able to buy it in cartridges for $3 and play it as you would a record, music record at home. He’s predicting VHS tapes, then DVDs, then Blu-ray and now streaming.

Forgiveness not permission

This is more juvenile delinquent behavior. He says the rules are of no concern to him. I broke them all. He said, “Whenever I broke the rules, I made a good film”, so there wasn’t much that the faculty could do about it.

George Lucas is very resourceful. ย He always would find a way to get what he needed in terms of equipment and bodies to put together a crew like sometimes when you film like when you film Star Wars in London later on, they have these like really strict rules for the London like Film Union. You have to start at 8:30. There has to be a tea and I’m not even joking about this. You have to start 8:30, then you have to break for tea at 10 a.m., and then you have to break for an hour lunch at 1:00 and then you need another tea break at 4:00 and then you can’t work past 6.ย He’s like this is madness.

He didn’t want any kind of restrictions. So they would break into the equipment room to get not only materials that they needed, like an expensive camera, but they would also break into facilities. It says Lucas didn’t want to limit his use of the equipment to the building’s regular hours either. We’d shimmy up the drain spout, cross over the roof, jump into the patio and break into the editing rooms so we could work all weekend. And this idea that you use juvenile delinquent actions to actually be more productive.

Entrepreneurship is problem-solving

Tarantino in his book, he says, the job of a director is to solve problems. Solve problems for your actors. And I read this book by Danny Meyer, the famous restaurateur called Setting the Table. It’s excellent. And he tells a story that I’ve never forgotten. He’s at dinner with Stanley Marcus, who is part of the Neiman Marcus family, the family that controls the Neiman Marcus. He’s a wiser older man, probably, I would guess, 40 years older than Danny at this point. I think Danny’s in like mid-20s, maybe late 20s at this point. And so he’s — they’re having this conversation:

Danny says:

“Opening this new restaurant might be the worst mistake I’ve ever made.”

Stanley set his martini down, look me in the eye and said, so you made a mistake. You need to understand something important and listen to me carefully. The road to success is paved with mistakes well handled. His words remain with me throughout the night. I repeated them over and over to myself and it led to a turning point in the way I approached my business.

Stanley’s a lesson reminded me of something that my grandfather had always told me. He said the definition of business is problems. His philosophy came down to a simple fact of business. Success lies not in the elimination of problems, but in the art of creative, profitable problem solving. The best companies are those that distinguish themselves by solving problems most effectively.

The way I condense that down so I can remember myself, business is problems. Therefore, the best companies are just effective problem-solving machines. The best directors are just effective problem-solving machines.

Lucas has a problem. He’s got an idea in his head. No one can make the special effects. There’s no technology at the time. So what did he do? The solution sometimes to a problem is to found your own company to solve that problem. The solution to this problem that he’s having now is the founding of Industrial Light & Magic.

So it says Lucas would not merely have to produce the visual effects. He would have to develop the technology needed to shoot them in the first place. George was absolutely adamant that he wanted to set up his own shop with his own people. Industrial Light & Magic would then be an official subsidiary of Lucasfilm, born of necessity seeded with his own money and feeding off Lucas’ need to control every aspect of the production.

Industrial Light & Magic would stand as one of the cornerstones of Lucasfilm’s empire, an investment that would set him well on the way to becoming a multibillionaire.

Ron Howard admiringly said:

How many people think of the solution of gaining quality control, improving fiscal responsibility, and stimulating technological innovation is to start their own special effects company.ย 

Lessons From Ed Thorp’s Interview With Tim Ferriss

Episode link: https://www.youtube.com/watch?v=CNvz91Jyzbg&ab_channel=TimFerriss

This is not a summary but just a selection of excerpts I want to preserve.


You’re teaching a class of the neophytes how to invest? And some are, say mathematically inclined, and some are not. It’s a very mixed group. What types of tools or thinking frameworks, heuristics, mental models? Anything would would you focus on in the first handful of of lectures?

The first thing I tell them is, the answer is really easy for almost everybody. But you’re not going to believe me until you work through it yourself and understand it. I’ll tell you the answer to start with, and then I’ll try to convince you that it’s the right answer.

So, the answer is, if you’re a long-term investor, you should just buy and hold equities. The best place to have equities has been the US for the last couple of 100 years. Overall, equities here have compounded about 10, or 10 and a half percent for 200 years. The data for the first hundred years is not as good as the data for the last 100. But the data for the last century is quite good and very well documented.

How does that do against everybody else? Well, you can prove by logical mathematical arguments. I won’t go into all the details here. Some of it’s in my book, it’s also in other places, you can prove that if a person simply buys the index and holds it, they will outperform most all other players. The people who buy and hold the index will beat the whole collection of people who don’t do that. They do way better, on average, the ones who don’t do that pay trading costs. They have more volatility from lack of diversification. They often pay investment advisors, and all this and they also pay taxes when they trade. So the upshot is that you might make 10 and a half percent. If you don’t pay all these people, you might make eight, or seven or 6% to pay the crowd of people waiting to, quote, help you unquote. So that’s the simple answer for people who don’t know anything about investing.

Now, you might say, Well, yeah, but I’m pretty smart. I hear all these stories. I listen to Cramer on TV who jumps around, makes loud noise, and sounds good. So why can’t I do better?

Well, the academics have something called the efficient market theory in which they claim that you can’t do better. Now, I’ve already explained that that’s wrong, you can find instances where you can do better. Warren Buffett’s company did much better. I found with my hedge fund, I could do much better. But the kind of work you have to put in to do much better is substantial. It doesn’t seem like it at first. But when you get into it, there are all kinds of details and follow-ups and things to be checked out. And you end up spending a substantial amount of time and energy, figuring out how to do it better. And for everybody who finds out how to do better, the rest of the crowd who isn’t buying the index is doing a little bit worse, because you can show that the whole collection of people who don’t buy the index, or themselves as a group, is like the index. You subtract the index part out, and the rest is like the index too. So the people who aren’t buying the index that are like the index, as a group, are busy paying all these costs, taxes, investment advisors, and so forth. So on average, that whole group does worse. So you’re starting, you’re paying basically, casino vigorish, or whatever, if you’re not indexing, and you got to beat that, in order to do better than the indexes. And obviously, the group can’t beat that. So it’s only a small collection of people, some by luck, and some by skill will end up doing better. So you’re basically betting against the odds if you just invest by stories, and invest in various mutual funds that are actively managed, and so forth. So that’s what I would tell people.

Now, on the other side of the coin, if you really are interested in investing, it’s worth educating yourself and trying to do it, because you will learn a lot about investing, you might actually find a way to win. And you’ll learn about how the world works and a lot about life too. The things you learn from what seems like a narrow, specialized field, generalize very widely to all kinds of things. If you’re the kind of person who can take a lesson in one part of life and transport it to another part of life.

What are some of those transferable lessons in your mind?

Let’s take investment risk as a good example. You learn about how you minimize great risks. This is because significant investment risks can remove you from the game altogether. You might have an opportunity where you multiply your money by ten times, but you might also lose it all. Highly volatile things, like buying cryptocurrency, fall into this category. You may have the chance for a large gain, but also the risk of a significant loss. If you lose most of your capital, it’s challenging to recover. For instance, if you lose 90% of your capital, you’ve got to multiply what’s left by ten to break even, which means you’ve got to make a 900% return to offset that 90% loss. It’s not easy and takes a long time. So, you want to avoid really bad outcomes.

I applied this, for example, to COVID. I thought about what to do and how to deal with it. The early 2020 stats showed that people 85 and up, particularly males, had an 18% death rate if they contracted it. Even now, the death rate is very high for those who get it. If they’re unvaccinated, it’s probably close to that, and if they’re vaccinated, it’s maybe a tenth of that. So, I consider that a risk that could take me out of the game. It was a fairly high probability, so I’m going to avoid getting COVID if I possibly can. I’m going to mask up, avoid crowds, and think about the risks of various activities that I do and decide whether it’s worth it. So, I did my own analysis of COVID and its risks and tried to be very careful from then on. I think it’s paid off for me and my family. I’ve passed this information on to people around me.

On thinking for yourself

You won’t adhere to something unless you understand it yourself. There’s an old saying, “Give a person a fish, and they eat for a day, teach a person to fish and they eat for a lifetime.” The same applies to thinking. If you give somebody advice about a problem, they might solve that one problem. If you teach them how to think about problems, they can solve problems for the rest of their life. Also, if you give them advice, and they don’t understand what the advice is, or how to think about it, there’s a good chance they won’t take the advice.

A brutal example of someone not thinking for themselves

Back in 1991, I was invited to review the portfolio of McKinsey and Company in New York. They had a profit-sharing and a pension plan. I looked at all the things they had and they were quite good. But there was one very strange investment that yielded one or 2% a month, every month, for years. I asked, “How do they do this?” They said they didn’t know exactly, but they showed me their accounts.

I saw that this account had stock and put option positions with calls. Collars. They had a put option a little below the stock price, and they bought a call option a little bit above. The two things paid for themselves, so it seemed like they didn’t have a lot of risk. But I could show that in a down market, they would lose and in an up month, they would win. They won every month because a mysterious trade was put on involving S&P index options, and it was always in the right direction.

So, I said this is not possible. I wanted to go over and look at this place. They called the person in charge, Peter Madoff, the brother of Bernie Madoff. Bernie was off in Europe raising money. This was 1991. When Peter Madoff heard I was coming, he said, “No, I won’t let him in the front door.”

I decided to take a better look at all their trades. I saw that half the trades never happened when I researched them. That is, there were no trades occurred on any exchange at the prices they were making them out for these options. Another quarter of the trades had so much volume, that the volume couldn’t have happened because there wasn’t that much volume on the exchanges where they traded. The last quarter of the trades didn’t happen anywhere. There was no explanation.

So, I decided to look at some of the trades that actually could have happened. I went to a vice president of Bear Stearns and asked him to research 10 options trades. I wanted to know who was on the other side of these trades. In particular, was Madoff and Company on the other side of any of them. They researched the trades and said they couldn’t find any trace of Madoff and Company.

So, I said to McKinsey, “This is a fraud.” They said, “But we’re making 20% a year.” I said, “Well, you’re making 16% on your other investments. If I’m right, this 20% is not real, and the roof’s gonna fall in someday, and you might lose your jobs. On the other hand, if I am right, and you move, you’ve solved this problem. If I’m wrong, and you move, you’re only going from 20% to 16%. So it makes a lot of sense to just exit.”

So they exited in two months. We inquired of everyone we knew on my network, they through their network, to find out who had investments with Madoff and how much they had. We could only cover a small part of the territory because our network was not comprehensive. We were able to identify about half a billion. That means that there was a lot more than half a billion out there. How much more we couldn’t say.

But how could you challenge Madoff? He was a pillar of the National Association of Securities. He’d been a past president, even on committees there. He was the biggest third market, that is off the exchange maker, in the country. He was a respected person, well known to everybody, and he had thousands of investors. Because he had so many investors, everybody knew it had to be right, because surely those people had checked it all out.

The finale of the story is that when I was doing this, the person who invited me, who was a hedge fund manager himself and had been an advisor to McKinsey, believed in Madoff and continued to raise money for him. In 2008, when the news came out that Madoff was a fraud, my son called me up and said, “You know, Dad, the stuff you’ve been telling me about for 17 years, it finally happened. It blew up.”

This fellow who had been running a fund of funds, and included Madoff in that fund of funds, that’s a special type of hedge fund that invests in other hedge funds. He had been doing this and had a very big fund of funds. He was raising money for Madoff the same week that the bad news came out. He had his own personal money, his family’s money, and trusts where money was with Madoff. But I had explained everything to him in great detail. I knew him quite well, at the time back in 1991, that McKinsey and Company had this analysis explained to them and decided to pull out.

The whole point of this is, here’s a person who had all the information, it was explained very clearly, and he just didn’t believe it. He himself was in the investment business and was very successful. But he was swayed by popular opinion. He would poll people and then go by the poll. So just imagine that you asked 10,000 people whether they thought you could travel faster than light. 9,999 said, “Yep, you can do it. I saw it on TV.” And only one guy said, “No, you can’t do it, Albert Einstein.” So a guy like him would overwhelmingly reject Einstein and believe the 9,999 average people who just said, “Yeah, you could do it,” because the poll was 9,999 to one on one side.

He doesn’t think for himself. He lets the crowd think for him. And that, I think, is a fundamental mistake that many people make. They let the crowd do their thinking. They don’t figure it out for themselves.

[Kris: This is an incredibly difficult topic — the tension between first principles and consensus in truth-finding. In this example, Thorp uses the consensus finding method know as a poll aka democracy. In Dinosaur Markets, I explain a a very similar metaphor I learned from Jeff Yass at SIG. Yass and Thorp would probably agree that if there was a futures market traded on the speed of light question the contract would trade for a much smarter price than what the poll would indicate — Einstein would have raised money to short the proposition from a small but rich group of investors who are in the business of finding wedges between fair value and consensus price.

But even markets can suffer from the madness of crowds. Markets and democratic means of finding truth can both fail. And that is where the first principle people shine. It’s the scientist, entrepreneur, or Billy Beane whose independent thinking coincides with everyone laughing at them.ย 

But I say the tension is difficult because well-functioning markets have a good track record of being hard to beat, so if every problem is a nail to be hit with a first-principles hammer your gonna waste a lot of energy tearing down Chesterton’s fences only to discover that your predecessors deserved more credit.ย 

also seeย  Snowflakes vs Lemmings]

Which investors, other than Warren Buffett, impress you? They could be people who are no longer actively investing, or they could be current investors. Are there any who come to mind who have particularly impressed you, aside from Buffett?

There are people in the hedge fund world who have done remarkable jobs at various times, but they’re not accessible to your listeners, or to most people. For example, let’s take Jim Simons of Renaissance. Renaissance Partners is basically a private operation at this point. But it’s been extraordinarily successful, using PhDs, computers, math, and codebreaking, and so forth. And it has, from around 1989 or 1990, been spectacular in its performance, probably having the best risk-adjusted record in the world from that time forward.

Any other names who come to mind?

Well, I’m trying to think of whom I would give money to invest. I don’t have anybody now to whom I’d give money to invest. There are a few good hedge funds around, but they take too much for the general partner and leave too little for a limited partner. They also generate income that is highly taxed if you’re a taxable investor. So, they’re only good for nonprofits or tax-exempt investors.

You could have simply become a full-time capital accumulator. How did you decide to wind it down? And how do you determine what is ‘enough’? This doesn’t strike me as a common sentiment among people who are really good at investing.

The way I entered the investment world was as an academic. I was curious and found things interesting. I wasn’t really there to get rich; I was there to solve interesting math problems that kept coming up. Blackjack and Roulette were math/physics problems. Investing was, for me, lots and lots of math. So, I enjoyed that. I just do things I like, and I don’t worry about money. As my former sister-in-law once said, “Do what you love, and the money will follow.” She wrote a book with that title. And I thought, that’s right. Do what you love, and the money may follow. If it does, that’s fine. If it doesn’t, you’re still doing what you love. What’s important in life, I think, is the journey, the people you spend your time with, and how you spend your time.

I started out as a child of the Great Depression, so I knew what it was like to have basically no money. I used to sleep four or five hours a night in high school and get up at two or three in the morning to deliver newspapers. I made $25 a month, which seemed like a lot of money. I saved part of that for college and invested part of it in science equipment, chemistry, telescopes, electronics, and so forth, just because I liked playing with those things and learning about them. So my goal wasn’t to make money; it was to have a good life, enjoy myself, and have fun. It just so happened that I also made a lot of money.

What I found in the investment world is that lots of people go into it for the money. And when they do, they keep going and going. It’s a validation for them that they can’t stop. They end up with five or ten villas, a yacht, a jet. But imagine having five houses. How much of your time is spent in each house? You can’t be in your house all the time. You’ll be vacationing, traveling, meeting, and so on. So maybe it’s a sixth or seventh of the time, on average. Now, some houses you’re going to spend more time in, some less. You may spend a tenth or fifteenth of your time in one of those houses. So you end up with a lot of stuff to manage and take care of. You end up hiring people to do that, then you have to manage those people. Then you have to hire people to manage the people who manage the people, and so on. It’s like running a business. You don’t get to enjoy the important part of your life, which is time.

[Kris: You don’t have to be a centimillionaire to relate. If you live in a nice suburb town near a coastal city (ahem the working rich) you can learn from this too. Personally, I feel that many high-earners who still feel money insecurity just spend too much time looking over their neighbor’s fence. But Thorp endorses a book by Ian Shapiro that proposes another possibility that I think makes more sense. It’s not envy. It’s a fear grounded in what are eyes see — communal breakdowns. The book is called The Wolf at the Door: The Menace of Economic Insecurity and How to Fight It.

Thorp describes the book:

The book is fairly recent, explaining the concepts I learned in a political science course a few months ago. It discusses how to form coalitions that can win and how to pass measures that will endure. For instance, Social Security has remained intact because it immediately established a strong constituency that would perpetually defend it. Politically, despite attempts by some politicians and occasional political parties to dismantle it, they have not been successful due to the deeply embedded and robust constituency. He provides a clear description of how to effectively accomplish goals. He believes that incremental progress can be made, as discouraging as it may seem these days, by correctly forming and defending against blocking coalitions. I highly recommend his book to anyone looking to make evolutionary progress.

In my opinion, we are currently in a democracy crisis. Simplistically, we have three paths: devolution, which we are currently undergoing; evolution, which I hope will occur where we fix things and improve; and revolution, which is extremely unpleasant.

One of your previous interviewees, Ray Dalio, has a book that I believe is worth reading, despite being a challenging read. It contributes significantly to the discussion about the crisis we are currently facing, discussing the changing world order, the rise of China as an empire, and the decline of the United States. As an empire, we need to do some serious thinking. We cannot rest on our laurels, claiming our past greatness and hoping it will continue. We need to do things differently.]

Did you have a specific point at which you knew you were going to exit the business, so to speak, or was there a particular day or experience that prompted you to say enough is enough?

I wasn’t having fun anymore. It was turning into work. And I thought, “Well, I don’t need to do this. I have enough wealth. I’m never going to spend it all. Why keep doing this?” So, I decided to wind it down. It was fun for a long time because they were challenging problems. It was challenging to try to figure out new things and to deal with all the issues that came up. But when it became bureaucratic and paperwork, and a grind where I had to do things I didn’t want to do, that was enough. It was time to go. And it was the same thing in academia. I loved academia, but there were aspects of it that became burdensome: committee meetings, endless reviews, grant proposals. What I liked was research and teaching, and the people that I met there, the students and the faculty who were smart and challenging. If it was only that, I’d still be there. But it wasn’t only that, and I found other things that were equally or more fulfilling. So, anyhow, I just migrate to where I want to be. I don’t have a set thing that I have to keep doing. Let’s explore that.

I spend my time reading, traveling, exercising, enjoying my family and friends, and learning things I can. It’s also entertaining to casually manage my investments. I might interject here that one thing that makes you independent is accumulating capital. Then, the capital can grow on its own if it’s simply invested, as I described before, in an index fund. Once you have capital, you have the chance for independence. If you have enough capital, it can support you indefinitely. When you’ve achieved that goal, there’s no point in spending time doing anything you don’t enjoy if you can avoid it. There are some things you don’t like but have to do, like gathering your tax information every year or going for routine medical appointments.

Is there anything that you are particularly interested in learning more about, currently in the process of learning about, or looking forward to learning about?

What I’ve focused on for the last year or so is reading about what’s going on in American society. What may happen? I don’t think we can predict for sure what’s going to happen. But we can map out scenarios, we can map out possibilities. We won’t get them all, but we can map out quite a few of them. And ask ourselves, what will we do if scenario A, scenario B, or scenario C materializes, and have some sort of preparation and readiness for that.

I won’t go into a list of extreme scenarios except maybe a few:

  • You could have an autocratic country where a minority pretty much rules everything and dictates everybody else.
  • You could have a turbulent country where a large part of the country, maybe a majority, is badly upset and just wants to bust everything up and start over somehow.

So you could have the choices that describe a devolution, evolution, or revolution. I don’t know how it’s going to play out. But it’s worth thinking about what might happen. And whether there’s anything any of us can do about it.

I don’t think there’s much that an individual can do on a grand scale, unless he happens to be in a position of great importance, or manages to get himself in a position of great importance. But I think there’s a lot that an individual can do on a small scale. And I think the best thing we can do is teach everybody to think for themselves. So they don’t just take what they’re told, in the press, for example, or in the other forms of the media, the internet, Twitter, and so on. They don’t just take that and blindly believe it, but they question it. And they ask whether, in fact, it might not be true. What the motives are of the people who are putting these things out and so forth. When you begin to think for yourself, the whole world changes and becomes much clearer, in my opinion. And you can manage your life much better.ย 

[Kris: This is an area which I would partially disagree with Thorp. While I think it’s a noble goal to want to teach everyone to think for themselves…I think this fundamentally unscalable. I am not optimistic about the capacity of individuals to elevate their ability to cognitively reflect by large jumps. Which means we are locked into the distribution of this ability as it is. And even if we could, it’s not clear that it is adaptive or even possible at the group level. I don’t feel that the group level is just a scaled up version of the sum of individual gains — I think it’s a phase shift into which those gains would either be lost or sublimated into another dumb mob mentality, hacked by the same forces that infiltrate every group movement draining them of the purity of their initial energy. At a society level, progress requires the carrying capacity to bring our dumb caveman selves along with it. In spite of it.

If progress is contingent on us escaping our tribalism, it’s doomed from the outset.ย I think Dan Carlin has the framing best — our unraveling will come from failing to seriously confront an existential coordination problem. And we are going to need to do that without counting on a collective mental upgrade.]


If you use options to hedge or invest, check out theย moontower.aiย option trading analytics platform

Excerpts From Byrne Hobart on Hedge Funds, VC, and Finding Alpha

Eric Torenberg interviews Byrne Hobart and Daloopa CEO Thomas Li on Hedge Funds, VC, and Finding Alpha

I pulled some excerpts below I’d like to hold for future reference. I used ChatGPT to clean up the transcribed excerpts — the result is a mix of quotes and paraphrases.ย 


On Alfred Winslow Jones first hedge fund being similar to the modern pod shop:

But other things were just generally a sensible part of the model that you charge based on performance. You try to hedge your exposure. So you’re not just betting the market goes up. But you’re trying to differentiate among different companies and try to figure out what makes each company unique. Not just understanding the business, but also understanding what makes the stock move. A bunch of other hedge funds started appearing in the 60s. Then, in the early 70s, almost all of them went under. Many realized they could borrow as stocks were going up. They borrowed a lot to buy a lot, and it worked really well for a while. Then most of them got wiped out. However, there were a few survivors. You had this golden age in the 80s where you had people like Soros doing more macro stuff, and people like Tiger doing more company-specific fundamental stuff. As computers got faster and we started having more data, people came up with systematic strategies across different asset classes. A lot happened between the 80s and today, but the current evolution has been towards some funds that run classic strategies like value-based stock picking and being mostly long, with a couple of short positions. The strategy that’s gaining a lot of market share in terms of assets and public attention is the multi-strategy, multi-manager, platform, or pod shop model.

In this model, you give a portfolio manager some capital budget/risk budget. You tell them they are picking stocks in their sector, the kinds of companies they pick, and they must have no net exposure to the market, large stocks versus small stocks, or one industry versus another, or momentum stocks versus value stocks. Once you hedge out all those factors that cause different companies to correlate, you end up with a very pure view of which stock is going up relative to its peers. This model has worked really well as a way to create uncorrelated streams of alpha. So if you have 100 different people doing that in 100 different subsets of the market, and they all stay on top of these companies better than anyone ever before, they will generally figure out when orders are slowing down or picking up, when an airline will accelerate its growth, or when a price war between steel companies will abate. If you are continuously tracking and turning over a portfolio, you end up always identifying the idiosyncratic news that’s going to drive a given stock’s movements, beyond just the random noise that drives prices. That’s a general overview of what those funds do and how they think.

Examples of HF strategies

We’ve mentioned the multi-manager, multi-strategy funds, and they encompass a large number of different strategies within them. We’ve talked about the fundamentals and different strategies, but many of those funds will have systematic strategies. These range from broad-scale strategies, like looking at all the different asset prices and what correlates with what. For example, if there’s a view that deviations from these correlations will snap back. So, if oil stocks generally move together with the price of oil and then one stock is lagging, that’s the one you buy and you short a basket of other stocks against it. You can also have much more sophisticated systematic strategies.

One category that goes through booms and busts is index inclusion strategies. This involves predicting who will get added to or removed from the S&P 500 or other indices. The first order problem is predicting who gets added or removed based on explicit index inclusion criteria and your view of the index committee’s decision-making. You’re also trying to bet on the volume of trades that is already making this bet. For instance, if the index inclusion means that the index funds have to buy 10 million shares of Company X, but traders betting on that inclusion have already bought 15 million anticipating selling them to the index, then it’s actually a bad catalyst. When the inclusion happens, they are trying to sell more stock than the index funds want to buy.

Another style that goes in and out of fashion is global macro, which can be split into two things with opposite cycles. One is doing these global relative value trades, where you look at the world and basically look at which countries seem to be converging in terms of standard of living and government norms with the United States. You buy their currencies or revive their assets, expecting that convergence to continue. The other is, you look at the state of the world, decide something is totally unsustainable, figure out what’s going to break, and find the most cost-effective way to bet that it breaks. This kind of strategy can work extremely well during a crisis or sometimes when there is a crisis in one place or some outlier event.

Every time there’s an election surprise, you wait a couple of weeks, and you’ll find out that some macro hedge fund is up significantly, like 300%, because they had a massively levered bet on something like Argentinian stocks. They were the only ones who truly believed it would happen and that the rally would be as magnificent as it was. Regarding Brexit, there was a lot of activity where hedge funds were commissioning private polling and trying to track the developments over time. They tried to predict what would happen and, if so, what the magnitude of the price impact would be.

Risk-parity and 60/40 being implicit macro bets on low inflation

If you look at a long chart of the equity and fixed income correlation, you see that the sign flips depending on the level and uncertainty of inflation. When I started working at a hedge fund in 2012, it was a given that when stocks went down, treasury bonds went up, and vice versa. This pattern essentially started in 1998, triggered by a market dip due to long-term capital management, the East Asian financial crisis, and the Russian crisis. The Fed significantly increased liquidity, boosting bond prices, and eventually, stocks snapped back while bonds came down, channeling liquidity into the stock market. This led to the highs of 1999 and part of 2000, which was enjoyable for everyone except the short sellers.

This situation was possible because inflation had been steadily declining since the early 80s. Around 1998, it could be argued that China’s labor supply was almost infinite compared to the world’s demand for physical goods. As long as people could move from the countryside to cities to produce goods, the cost of tradable physical items like TVs, toys, furniture, and apparel would either remain flat or decline. This price drop was largely due to production moving from more expensive countries to cheaper ones, with China offering a huge labor force and good ports, plus a government eager to grow its industrial base and invest in infrastructure.

For a long time, inflation wasn’t a concern. Whenever growth slowed, stocks would drop, and rates would decrease, causing bonds to rise. This made risk parity an excellent trade. However, it turns out that risk parity is essentially a macro bet that inflation will remain low, implying that the risk-adjusted return of stocks plus bonds is significantly better than that of either one alone.

Most strategies are implicitly a bet on the yield curve

If you’re a venture capitalist, you’re interested in the tail end of the yield curve being as low as possible.

In risk parity, the preference is for the yield curve to have a traditional curve shape, essentially what people envision when they think of a yield curve.

For a market neutral or factor neutral hedge fund, the ideal scenario is for the short end of the yield curve to be high, and for it to be flat or almost inverted, indicating high volatility.ย 

Don’t tell the VCs, but it’s true. A flat low yield curve implies a very low growth environment where real rates are extremely low. This means that if you can invest in a company that can produce secular growth at a time when rates are low, the valuation becomes completely nonlinear. For instance, look at what companies were trading at in 2021, it was because the present value of profits in 10 years was really close to the value of those profits today. As a result, many of them were valued on a multiple of 2027’s revenue or something similar. As long as they were growing really fast, that multiple made them look quite cheap. [Kris: Seeย Negative Interest Rates and the Perpetuity Paradox]

These things work really well when rates are extremely low. Low rates also mean there’s a lot of capital floating around. This goes back to the earlier point on what Limited Partners (LPs) want; often they seek a single digit return. If you can buy 10-year treasuries at 5%, a single-digit return is not hard to achieve with very simple assets. But if your Treasuries are earning 70 basis points, then you absolutely have to take risks. This creates an interesting feedback loop where a lot of money flows into the growth parts of the economy. Many startups sell things to other startups. So, every time another large check goes into Snowflake before its IPO, suddenly there are more Zoom and DocuSign seats being sold, more Slack seats being sold, and there’s more usage on AWS. It all feeds into the same ecosystem. If everything’s trading at a high enough price-to-sales ratio, then every dollar that goes into the ecosystem increases the market value of that ecosystem by more than that dollar.

Additionally, if companies are increasingly paying people in equity, then you don’t need much cash to keep the flywheel going for a long time. Venture capital turned out, at least in modern venture where you have an ecosystem of startups selling to other startups, to be about understanding unit economics well enough to look at companies burning cash and ask, “What are they getting when they burn that cash? How much Lifetime Value (LTV) are they getting for the Customer Acquisition Cost (CAC) they have to spend?” If that number looks good, then you could put a really high valuation on these companies.

That’s one of the things that changed in the venture ecosystem, even over the five years up to 2021. People got really good at quickly identifying companies with a product-market fit, looking at what the unit economics look like, and discounting that by looking at the Total Addressable Market (TAM) and then basically saying, someone else can also figure out these numbers, so someone else can capture this TAM. Therefore, we absolutely need to give this company massive funding. The playbook for growing a company fast by dumping a lot of money into it got very refined by that time. You could find someone who had worked at a company that scaled at that speed and who knew where the bottlenecks were. Meanwhile, some of the scaling got easier because of all of these third-party services.

You didn’t have to build out an entire internal communications infrastructure like Amazon did when they were getting started; they built their entire customer service system in Emacs Lisp. But now you would just use Front or something similar, so you don’t have to put any engineer hours into building that system, which means you can scale much faster. More of the money went more directly into the company’s core competency because everything that was non-core was somebody else’s SaaS product that you could just buy.

Why shorting overvalued or fraudulent companies is a weak hedge from a correlation point of view

I wrote a piece on shorting recently and how it’s become a worse hedge over time. The basic argument is that when people are shorting, whether it’s on an unconstrained generalist basis or within an industry, they tend to find the same companies. They tend to identify companies that are over-earning, have dishonest CEOs, or are overly promotional, and so they short them by default. Alternatively, they might do the funding short of just picking a company where nothing is going to change over the next decade. So if they have to have a short position, they could just short this and not think about it anymore.

One problem with this is that it means when there are extreme market disruptions and hedge funds are telling all their portfolio managers to cut their exposure in half as quickly as possible, they’re all selling the same stuff or, more likely, selling some of the same stuff and also buying some of the same stuff. Sometimes it’s gratifying when I’m on Twitter and I see a rumor that some pod somewhere blew up, and then I look at the stocks I’m short and see they’re all up five or 10%. It feels good to know that I’m shorting the same things the professionals are, even if I found out because that particular professional didn’t perform well and got fired.

An interesting example of this I stumbled on recently was a company called Zion Oil and Gas, which seems like a scam. They’re drilling for oil in Israel, which is one industry that Israel does not excel in. It’s one part of the Middle East where that’s not the main economic activity. But they’re raising money from American investors who think this is really cool or maybe it’s biblical somehow. The stock in Zion Oil and Gas was at $6 a share in December 2008 and then went up to $14 a share in February 2009, making it one of the better-performing US equities over that time period. This was during the depths of the crisis. I have to assume that a lot of it was that very smart people were shorting this, thinking it’s a retail promotion that’s going to run out of money and die. Then all of them were losing money on everything else they did and had to cut exposure and buy back. So the stock went up. Maybe they did a big promotion, or maybe they had some sort of financial crisis, the End of Times themed stock promotion, but a lot of the worst companies in the world all go up on bad days because everyone is covering. So it becomes harder; over longer periods, shorts do hedge a portfolio, but day-to-day, it’s more painful.

Framing the competition between retail and professional investors

Why different time horizons mean different arenas

In many ways, everyday investors will generally either have a really short timeframe and are more or less gambling, or making educated bets on minor market movements, or they’re making longer-term bets like, “I know this company, I like the company, I use the products all the time, I’m going to buy the stock and hold it for 20 years.” If you’re doing that, it doesn’t really matter if Citadel is better informed about how this quarter is shaping up. Sure, it’s unfortunate that you might have bought the stock for 10% less if you waited a week until they reported bad earnings. But if you truly believe in the company, then it’s a minor difference, especially over longer timescales. And if you’re investing continuously, saving money, and putting a little money into the market every so often, then it all averages out.

One of the nice effects that hedge funds have for you as an investor is that they price in all the incremental changes in the outlook all the time. So every time there’s a new round of data that tells you a bit about share shift within some industry, hedge funds immediately adjust to that, or they have predicted it and already adjusted. This makes you less likely to be blindsided by certain types of surprises, especially on the revenue side of consumer-facing companies. It’s broadly true that hedge funds do make the market more efficient, so you’re getting a better deal.

Hedge funds are not trying to figure out where the stock will trade in 10 years. To the extent that they are, it’s more like they’re trying to reverse engineer the process of large, long-only investors, like Fidelity and Capital Group, etc...and what incremental news flow over the next two weeks will adjust their 10-year price target in a predictable way that you can trade ahead of.

Retail advantages over pros

The single largest source of advantage in the markets, ironically, are not owned by hedge funds but by retail investors, and that’s the time horizon. Over a long enough time horizon, you can actually outperform most hedge funds if you do things with discipline. Hedge funds have some disadvantages which you can easily avoid as a retail investor. The first disadvantage is that hedge funds incur a lot of short-term capital gains tax when they make money because of trades that mostly don’t go above a year. For retail, holding a stock for over a year is not that difficult. The second key benefit is that hedge funds need to show short-term performance; monthly returns matter, quarterly returns absolutely matter. They are forced to take movements when the markets are not favorable. For instance, there’s a grossing down problem. If the markets are bad, and everybody’s losing money, that’s the time you want to be deploying capital. But what typically happens is they’re reducing their exposure to the market to figure out what is going on, and that’s when you see huge market dislocations. As a retail investor, you can sit there and say, “8% is nothing if I’m going to hold the stock for the next 10 years, I’ll just hang on to it.” And that time horizon difference is a huge source of alpha in a market that, for the most part, isn’t competed away, even with the biggest hedge funds, because they don’t have the ability to do that.

Hedge funds measure themselves on a risk-adjusted basis, and part of it is just how they’re structured and capitalized. They’re often levered, like six or eight to one is the usual ratio. So if you’re an individual portfolio manager at one of those funds, if you have a billion-dollar allocation, you think their target return is like 10% a year, but no, their target return is on the order of like two or 3% a year. Because they are hedging so many things out, they just aren’t taking enough risk to make massive returns. The risk comes from stacking a bunch of these portfolios together. And if you make a trade and it’s not working right away, you’re probably going to exit that trade because you don’t know why it’s not working. It means that hedge funds are in this constant effort to generate new ideas. There’s this idea of velocity, like if you have a portfolio and it has X amount of names, and you’re turning over all of the stocks in that portfolio every Y trading days, then you need at least one original long or short idea every workday to have a portfolio with the right structure. The median quality of the ideas is not necessarily good, but it is a volume game.

What is a hedge fund solving for fundamentally?

You’re in the risk removal game, trying to remove as much risk as possible, because you have access to cheap enough leverage that if you can consistently generate a 3% return, it’s world-class, it’s absolutely phenomenal. With that consistency, you can borrow 10 times the money and make a 30% return. So, to achieve a consistent 3%, the key being consistency, you are removing every type of risk possible. However, the challenge of doing that is you often end up in situations with many other funds trying to do the exact same thing. Hedge funds tend to get into crowded longs and crowded shorts, where everyone is following the same thesis. For example, everyone might be long Amazon and short a bunch of other e-commerce tech names, or long Booking and short out the rest of travel.

In these nuanced situations, if a company like Amazon reports earnings and beats them, but not by enough due to the high number of long positions, the stock may trade down. These funds that are long Amazon then have to sell because the earnings, though fundamentally good, didn’t meet the high expectations set by the market. In trying to remove risk, these funds actually take on a significant risk by not considering that everyone else is removing the same risk.

To avoid this problem, one strategy is to engage in areas others are not focusing on. This approach, however, can be challenging because it often means fewer resources, fewer people to talk to, fewer conferences to attend. You’re often on an island, which can be a more difficult psychological battle. When working for a large platform, especially those managing double-digit billions, you quickly realize you can’t deploy hundreds of billions of dollars in ideas that others aren’t looking at. The equity markets will tap out very quickly in those spaces. Thus, the risk many hedge funds end up ultimately taking, which they want to avoid, is the risk of everyone else doing the same thing.

[Kris: This section touches on a few ideas I’ve observed before:

  1. GPs have some misalignment with LPs (and non-partner PMs)
  2. The trading mindset is merging with investing as the focus on alpha marries and operationalizes what “trading as a business” understands with informational inputs that come from understanding what drives business fundamentals and market reaction]

The curse of hedge fund managers is that they start out because they enjoy picking stocks, building systematic models, or day trading, but as they grow, that becomes 0% of their job. Instead, 100% of their time is spent on risk management, investor relations, or recruiting. They end up building a system that automates a lot of what they’re good at and then have to find their own idiosyncratic source of returns. If a hedge fund has access to the best prime brokers, best exchange connectivity, and best algorithms for implementing trades with low slippage, they need to gain an idiosyncratic return by hiring unique people early and onboarding them effectively.

A significant part of the business becomes structuring the trade in a way that defines a person’s incentives and non-compete agreements to capture as much of the alpha as possible at an acceptable price. These funds often offer experienced portfolio managers guaranteed bonuses and agree to hire them at the beginning of a non-compete, allowing them to wait it out. The hedge fund entityโ€™s trade is about defining the person’s incentives so that they capture as much alpha as possible.

From the LP perspective, a hedge fund is like a marvelous treasury bond, producing a stable, non-correlated, and safe return. From the GP perspective, it’s more like a venture fund, looking for the handful of superstars who will consistently generate that 3% growth every year to make the business the best it can be.

Surprisingly, the big platform funds like Point 72, Millennium, Citadel, and Balyasny, which have backgrounds in day trading and systematic fixed income, do not come from a background of deeply assessing management integrity, which was a focus of Tiger Management. Tiger Management, once one of the biggest funds, wound down but seeded funding to its best analysts and network, creating an implicit multi-manager fund. However, they didn’t have the central risk management that current multi-strategy platform funds have. Julian Robertson’s funding led to a sort of implicit multi-manager fund, but they all used very similar strategies and often crowded into the same stocks.

This paradox shows that a background in assessing portfolio managers and analysts does not necessarily translate to success in managing a multi-strategy platform fund. The people who excelled at it were those who deeply loved creating the game.

ย 

“Peak-pod thesis” and efficiency

If you look back, there was a time when hedge fund returns significantly outperformed the market. However, starting around 2000, this gap began to shrink, and by 2010, it was minimal, closely aligning with the drag from fees and taxes. Hedge funds were once consistently generating a lot of alpha, but that started to decline. Now, the quality of reported alpha is higher, with more funds truthfully reporting no net market exposure or accurately disclosing their exposure and additional returns. However, as the skill level of investors increases and they understand the model better, the quantity of alpha available inevitably shrinks.

Hedge funds have become so proficient at generating ideas and maintaining a certain hit rate that they continue to produce risk-adjusted returns. But as more capital flows into these strategies and into competing funds, it becomes harder to execute large trades. The industry might reach a peak where the role becomes more routine and systematized, potentially leading to lower compensation per person but still remaining a significant job category.

Regarding total investment returns, imagine a stock market chart resembling a zigzag line deviating from a straight linear path. The area under this zigzag line represents the total market returns, predominantly beta. Alpha is the difference between this zigzag line and the linear path. In a market where volatility is high, hedge funds tend to perform better because the deviation from beta is greater, thus increasing the total alpha available. The current question is whether we have reached the peak number of portfolio manager “pods.” This depends on the total market volatility, which has been increasing due to higher interest rates, suggesting a potential for more pods and higher alpha generation.

However, if interest rates decrease and market volatility diminishes, hedge funds may face challenges in maintaining their current levels of alpha generation. They would need to diversify into other sectors to find new sources of volatility and alpha. Theoretically, if the market were to move in a perfectly linear trajectory, there would be little need for hedge fund pods, but such a scenario is unlikely to occur.

The concept that alpha sums to zero before taxes and transaction costs is crucial. If you’re making above-average returns, it’s typically because someone else made less optimal trading decisions, either buying high when you sold or selling low when you bought. Hedge funds rely on a supply of traders who are either valuation insensitive or simply poor at trading. However, this reliance draws other traders to exploit the same opportunities.

In The Laws of Trading you hear alpha doesn’t last forever, and this applies to both positive and negative alpha.ย For instance, negative alpha can occur in large pension funds that execute market orders for stocks every two weeks when employees contribute. Over time, traders might notice this pattern and begin buying these stocks a day earlier, selling them back to the pension fund at a higher price, thus reducing the fund’s impact and making it harder for them to systematically lose money. If it were possible to deliberately lose substantial money consistently, then inversely, one could make money by doing the opposite of their losing strategy. In public markets, itโ€™s almost impossible to consistently lose money in absence of significant transaction costs.

How this can get quite meta

Concerning alpha capture, multi-manager funds analyze their portfolio managers’ decisions to determine their strengths and weaknesses. They can identify managers who consistently perform poorly with certain stocks or situations. This information helps build a meta portfolio that represents what the firm’s portfolio would look like if managers were perfectly self-aware of their abilities. Interestingly, someone who is consistently wrong about a particular stock, like consistently mispredicting Nvidia earnings, can be valuable. Their predictability, even in failure, can be leveraged by a quant model to generate profits by taking the opposite position.

This leads to a somewhat disconcerting situation where a financial professional might realize their value came from consistently incorrect predictions about a specific stock, contributing to their firm’s success by serving as a reliable contrary indicator. It’s this weird Marxist alienation from your labor, where if you find out that you had a really lucrative financial career, and it was entirely because you were really, really bad at Netflix earnings or something, but you were so bad that the quant model realized it would just fade you in much larger size every single time and make money like that’s gonna be a depressing realization. But someone, someone someday will probably come to that realization that they were just so reliably bad in certain situations that they actually made their employer money.

Understanding the good and bad of the job can help you determine if pro investing is for you

It’s exhilarating to feel like you’re always in the flow, that when something happens, you either anticipated it or are among the first to grasp its implications and strategically position yourself. That’s a thrilling feeling, although it’s not the norm. Usually, you feel clueless, underperforming, and stressed by random bad news. It’s like walking into the office and getting hit in the face. But occasionally, it’s extremely fun. The most gratifying things often come through ongoing stress and suffering. If you learn to enjoy that, you’re set.

Working at a hedge fund is unique because of the day-to-day variability. You’re dealing with extreme uncertainty and making decisions where being wrong 45% of the time means you’re top-notch. If you value intellectual honesty and variety, it’s a fantastic career.

However, when things go bad, they can be drastically different. The high level of trust and unpredictability can significantly impact your personal life.

There’s a trend of hedge funds starting venture practices and vice versa. It’s interesting to see if there will be more crossover, as both sectors tolerate a high rate of being wrong. One key difference in venture capital is the longer feedback loop. You won’t know if you’re a good venture investor for many years, unlike the quicker feedback in hedge fund investing.

The hedge fund industry is known for high burnout rates. Many enter in their early to mid-20s and leave by their 30s. Often, these employees haven’t experienced a full market cycle; they’re hired in good times and shocked by downturns. For instance, the downturn in Q4 2018 was mistaken by some as an apocalypse, but it was followed by a great year, giving a misleading impression of real downturns. In 2022, with an actual downturn, the industry faced a harsh reality check.ย 

Updating is something people do a lot within a cycle on kind of minor stuff, like on Netflix, for example, it was more of a net subscriber additions story for a long time, and then became more of a revenue story. And it was also partly a margin story. However, when there’s a quarter where you correctly predict the net adds but get the revenue wrong, and the stock reacts more to revenue, you must quickly adjust your focus.

You have to very quickly tell yourself “the thing I was really good at predicting actually does not matter as much as this other thing. And so now I have to get good at predicting that.” And it’s when the really big shifts happen — like when the focus shifts from growth to profitability, or when we can’t assume infinite capital or money having zero cost doing lazy discounts. Now you actually have to think about what is the value of 50 cents in five years versus $1 in 10 years, instead of treating $1 in 10 years is worth roughly $1 today.

The ability to quickly adjust perspectives and decide what matters is crucial. Adapting your mental model rapidly during major shifts, such as a shift in focus from growth to profitability, is challenging.

Those who can adapt and last through multiple market cycles do extremely well due to their growing experience and opportunities.

[Kris: See 5 Takeaways From Todd Simkin on The AlphaMind Podcast to understand how a trading firm trains cognitive flexibility. This is especially important when you hire smart people who aren’t used to be wrong. This is echoed below.]

There’s a saying: “a smart person knows what to do, and an experienced person knows the exceptions to what to do.”

The average age in a hedge fund is relatively low compared to many other industries, including their mutual fund counterparts. You often see people working in hedge funds who have had a series of successes throughout their lives to reach their current positions. The typical profile of an analyst, for example, is someone who excelled in high school, attended a prestigious university, graduated at the top of their class in finance or economics, then went on to work at a major investment bank. After one or two years, they’re recruited from that investment bank to a top private equity shop or hedge fund. It’s a chain of success where they haven’t experienced significant career failure.

However, once in a hedge fund, the measure of success is not about the ability to study well or work hard. The skills required for success in a hedge fund are different from those correlating with educational success or early career achievements at places like Goldman Sachs or Morgan Stanley, where hard work is more directly linked to success. In a hedge fund, working harder does not necessarily equate to generating more alpha. If it did, everyone would be working 20-hour days.


If you use options to hedge or invest, check out the moontower.ai option trading analytics platform

Excerpts From Grant Sanderson on The Lunar Society Podcast

Dwarkesh Patel interviewsย Grant Sanderson (who runs the excellent 3Blue1Brown YouTube channel) about:

  • Whether advanced math requires AGI
  • What careers should mathematically talented students pursue
  • Why Grant plans on doing a stint as a high school teacher
  • Tips for self teaching
  • Does Godelโ€™s incompleteness theorem actually matter
  • Why are good explanations so hard to find?

Watch onย YouTube. Listen onย Spotify,ย Apple Podcasts, or any other podcast platform. Full transcriptย here.


Kris: I snipped several excerpts for future reference. Emphasis mine. I cut up the excerpts as I want to remember them which means there are missing sections so I encourage you to listen to the whole episode or read the sections of transcript I’m pulling from if you want a closer look.

On the future of educationย 

[key ideas: reducing distance to students, educator’s role is not just explanation but more importantly “bring out knowledge” not put it in, the non-linear influence of a teacher on a student’s future, and the chaotic concept of “sensitivity to initial conditions”]

Dwarkesh Patelย 0:44:44

Should the top 0.1% of educators exclusively be on the internet because it seems like a waste if you were just a college professor or a high school professor and you were teaching 50 kids a year or something. Given the greater scale available should more of them be trying to see if they can reach more people?

Grant Sandersonย 0:45:01

I think it’s not a bad thing for more educators who are good at what they’re doing to put their stuff online for sure. I highly encourage that even if it’s as simple as getting someone to put a camera in the back of the classroom. I don’t think it would be a good idea to get those people out of the classroom.

If anything I think one of the best things that I could do for my career would be to put myself into more classroomsโ€ฆ

One of the most valuable things that you can have if you’re trying to explain stuff online is a sense of empathy for what possible viewers that are out there. The more distance that you put between yourself and them in terms of life circumstances. I’m not a college student so I don’t have the same empathy with college students. Certainly not a high school student, so I’ve lost that empathy. That distance just makes it more and more of an uphill battle to make the content good for them and I think keeping people in regular touch with just what people in the classroom actively need is necessary for them to remain as good and as sharp as they are…

The other thing I might disagree with is the idea that the reach is lower. Yes, it’s a smaller number of people but you’re with them for much, much more time and you actually have the chance of influencing their trajectory through a social connection in a way that you just don’t over Youtube.

You’re using the word education in a way that I would maybe sub out for the word explanation. You want explanations to be online but the word education derives from the same root as the word educe, to bring out, and I really like that as a bit of etymology because it reminds you that the job of an educator is not to take their knowledge and shove it into the heads of someone else the job is to bring it out. That’s very, very hard to do in a video and in fact, even if you can kind of get at it by asking intriguing questions for the most part the video is there to answer something once someone has a question.

The teacher’s job, or the educator’s job, should be to provide the environment such that you’re bringing out from your students as much as you can through inspiration through projects, through little bits of mentorship and encouragement along the way. That requires eye contact and being there in person and being the true figure in their life rather than just an abstract voice behind a screen.

Anytime I chat with mathematicians and try to get a sense for how they got into it and what got them started, so often they start by saying there was this one teacher and that teacher did something very small โ€” like they pulled them aside and just said, โ€œHey. You’re really good at this. Have you considered studying more?โ€ or they give them an interesting problem.

And the thing that takes at most 30 minutes of the teacher’s time, maybe even 30 seconds, has these completely monumental rippling effects for the life of the student they were talking to that then sets them on this whole different trajectory.

Two examples of this come to mind. One is this woman who was saying she had this moment when she got pulled aside by the teacher and he just said, โ€œHey, I think you’re really good at math. You should consider being a math major.โ€ which had been completely outside of her purview at that time. That changed the way she thought about it. And then later she said she learned that he did that for a large number of people. He just pulled them and was like, โ€œHey, you’re really good at math.โ€ So that’s a level of impact that you can have as a figure in their lives in a way that you can’t over screen.

Another one which was very funny. I was asking this guy why he went into the specific field that he did. It was a seemingly arbitrary thing in my mind but I guess all pure math seems to be. He said that in his first year of grad school he was sitting in this seminar and at the end of the seminar the professor, who was this old professor who he had never met him before, they didn’t have any kind of connection. He seeks this guy out and comes up and he says, โ€œYou. I have a problem for you. A good research problem that I think I think might be a good place for you to start in the next couple monthsโ€ and this guy was like โ€œOh, okayโ€ and he gets this research problem and he spends some months thinking about it and he comes back and then it later came to light that the professor mistook him for someone else that was someone he was supposed to be mentoring. He was just the stereotypical image of like a doddering old math professor who’s not very in tune with the people in his life that was the actual situation but nevertheless that moment of accidentally giving someone a problem completely shifted the research path for him, which if nothing else, shows you the sensitivity to initial conditions that takes place when you are a student and how the educator is is right on that nexus of sensitivity who can completely swing the fences one way or another for what you do.

For every one of those stories there’s going to be an unfortunate counterbalancing story about people who are demotivated from math. I think this was seventh grade. There was this math class that I was in and I was one of the people who was good at math and enjoyed it and would often help the people in the class understand it. I had enough ego built up to have a strong shell around things. For context, I also really liked music and there was this concert that had happened where I had a certain solo or something earlier in that week.

There was a substitute teacher one day who didn’t have any of the context and she gave some lesson and had us spend the second half of the class going over the homework for it. All of the other students in the class were very confused and I think I remember like they would come to me and I would try to offer to help them and the substitute was going around the class in these circles and basically marking off a little star for how far down the homework people were just to get a sense are they progressing. That was kind of her way of measuring how far they were. When she got to me I had done none of them because I was spending my whole time trying to help all of the others and after having written a little star next to the same problem like three different times she said to me like, โ€œSometimes music people just aren’t math people.โ€ and then keeps walking on.

I was in the best possible circumstance to not let that hit hard because one, I had the moral high ground of โ€œHey, I’ve just been helping all these people. I understand it and I’ve been doing your job for you.โ€ This was my little egotistical seventh grade brain. I knew that I knew the stuff. Even with all of the armor that was put up, I remember it was just this shock to my system, she says this thing and it just made me strangely teary-eyed or something.

I can only imagine if you’re in a position where you’re not confident in math and the thing that you know deep in your heart is actually you are kind of struggling with it, just a little throwaway comment like that could completely derail the whole system in terms of your relationship with the subject.

So it’s another example to illustrate the sensitivity to initial conditions. I was in a robust position and wasn’t as sensitive. I was gonna love math no matter what but you envision someone who’s a little bit more on that teetering edge and the comment, one way or another, either saying you’re good at this you should consider majoring in it or saying, โ€œSometimes music people aren’t math peopleโ€ which isn’t even true. That was the other thing about it that niggled at my brain when she said it.

All of that is just so important for people’s development that when people talk about online education as being valuable or revolutionary or anything like that, there’s a part of me that sort of rolls my eyes because it just doesn’t get at the truth that online explanations have nothing to do with all of that important stuff that’s actually happening and at best it should be like in the service of helping that side of things where the rubber meets the road.

On explanationsย 

[key ideas: not everyone responds to the same explanations so explanations that scale well are difficult to conjure. There’s room for multiple approaches and ways to communicate]

Dwarkesh Patelย 1:02:22

Why are good explanations so hard to find, despite how useful they are? Obviously, other than you, there’s many other cases of good explanations. But generally, it just seems like there aren’t as many as there should be. Is it just a story of economics where it’s nobody’s incentive to spend a lot of time making good explanations? Is it just a really hard skill that isn’t correlated with being able to come up with a discovery itself? Why are good explanations scarce?

Grant Sandersonย 1:02:47

I think there’s maybe two explanations.

The first less important one is going to be that there’s a difference between knowing something and then remembering what it’s like not to know it. And the characteristic of a good explanation is that you’re walking someone on a path from the feeling of not understanding up to the feeling of understanding.

Earlier, you were asking about societies that lack numeracy. That’s such a hard brain state to put yourself in, like what’s it like to not even know numbers? How would you start to explain what numbers are? Maybe you should go from a bunch of concrete examples. But like the way that you think about numbers and adding things, it’s just you have to really unpack a lot before you even start there.

And I think at higher levels of abstraction, that becomes even harder because it shapes the way that you think so much that remembering what it’s like not to understand it. You’re teaching some kid algebra and the premise of like a variable. They’re like, โ€œWhat is X?โ€ It’s not necessarily anything but it’s what we’re solving for. Like, yeah, but what is it? Trying to answer โ€œWhat is X?โ€ is a weirdly hard thing because it is the premise that you’re even starting from.

The more important explanation probably is that the best explanation depends heavily on the individual who’s learning. And the perfect explanation for you often might be very different from the perfect explanation for someone else. So there’s a lot of very good domain specific explanations. Pull up in any textbook and like chapter 12 of it is probably explaining the content in there quite well, assuming that you’ve read chapters one through 11, but if you’re coming in from a cold start, it’s a little bit hard.

So the real golden egg is like, how do you construct explanations which are as generally useful as possible and generally appealing as possible? And that because you can’t assume shared context, it becomes this challenge. And I think there’s like tips and tricks along the way, but because the people that are often making explanations have a specific enough audience, it is this classroom of 30 people. Or it’s this discipline of majors who are in their third year. All the explanations from the people who are professional explainers in some sense are so targeted that maybe it’s the economic thing you’re talking about. There’s not, or at least until recently in history, there hasn’t been the need to or the incentive to come up with something that would be motivating and approachable and clear to an extremely wide variety of different backgrounds.

Putting in work with calculations

Dwarkesh Patelย 1:20:44

If you’re self teaching yourself a field that involves mathematics, let’s say it’s Physics or some other thing like that, there’s problems where you have to understand how do I put this in terms of a derivative or an integral and from there, can I solve this integral? What would you recommend to somebody who is teaching themselves quantum mechanics and they figured out how to put how to get the right mathematical equation here. Is it important for their understanding to be able to go from there to getting it to the end result or can they just say well, I can just abstract that out. I understand the broader way to set up the problem in terms of the physics itself.

Grant Sandersonย 1:22:00

I think where a lot of self-learners shoot themselves in the foot is by skipping calculations by thinking that that’s incidental to the core understanding. But actually, I do think you build a lot of intuition just by putting in the reps of certain calculations. Some of them maybe turn out not to be all that important and in that case, so be it, but sometimes that’s what maybe shapes your sense of where the substance of a result really came from.

I don’t know it might be something you realize like โ€œOh, it’s because of the square root that you get this decay.โ€ And if you didn’t really go through the exercise, you would just come away thinking like instead of coming away thinking like such and such decays but with other circumstances, it doesn’t decay and not really understanding what was the core part of this high level result that is the thing you actually want to come out remembering.

Putting in the work with the calculations is where you solidify all of those underlying intuitions. And without the forcing function of homework, People just don’t do it. So I think that’s one thing that I learned as a big difference post college versus during college.

Post college, it’s very easy to just accidentally skip that while learning stuff and then it doesn’t sink in as well. So I think when you’re reading something, having a notebook and pencil next to you should be considered part of the actual reading process.

And if you are relying too much on reading and looking up and thinking in your head, maybe that’s going to get you something but it’s not going to be as highly leveraged as it could be.

The “failure to disrupt”

[key ideas: learning is not bottlenecked by good explanations but by social incentives. Deeply resonant. Reading between the lines — we are aspirational and good at copying others or trying to impress them, so if we know that we should provide good models for learners to emulate]

Dwarkesh Patelย 1:23:39

What would be the impact of more self teaching in terms of what kinds of personalities benefit most? There’s obviously a difference in the kind of person who benefits most. In a situation where it’s a college course and everybody has to do the homework, but maybe some people are better tuned for the kind of work that’s placed there versus all this stuff is available for you on youtube and then textbooks for exercises and so on but you have to have the conscientiousness to actually go ahead and pursue it.

How do you see the distribution of who will benefit from the more modern way in which you can get whatever you want but you have to push yourself to get it.

Grant Sandersonย 1:24:17

There’s a really good book that’s actually kind of relevant to some of your early questions calledย Failure to Disruptย that goes over the history of educational technology. It tries to answer the question of why you have these repeated cycles of people saying such and such technology that almost always is getting more explanations to more people, promises that it’ll disrupt the existing university system or disrupt the existing school system and just kind of never does.

One of the things that it highlights is how stratifying these technologies will be in that they actually are very very good for those who are already motivated or kind of already on the top in some way and they end up struggling the most just for those who are performing more poorly.

And maybe it’s because of confounding causation where the same thing that causes someone to not do poorly in the traditional system also means that they’re not going to engage as well with the plethora of tools available.

I don’t know if this answers your question, but I would reemphasize that what’s probably most important to getting people to actually learn something is not the explanationโ€ฆbut instead, it’s going to be the social factors. Are the five best friends you have also interested in this stuff and do they tend to push you up or they tend to pull you down when it comes to learning more things? Or do you have a reason to? There’s a job that you want to get or a domain that you want to enter where you just have to understand something or is there a personal project that you’re doing?

The existence of compelling personal projects and encouraging friend groups probably does way way more than the average quality of explanation online ever could because once you get someone motivated, they’re just they’re going to learn it and it maybe makes it a more fluid process if there’s good explanations versus bad ones and it keeps you from having some people drop out of that process,which is important.

But if you’re not motivating them into it in the first place, it doesn’t matter if you have the most world-class explanations on every possible topic out there. It’s screaming into a void effectively.

And I don’t know the best way to get more people into things. I have had a thought and this is the kind of thing that could never be done in practice but instead it’s something you would like write some kind of novel about, where if you want the perfect school, something where you can insert some students and then you want them to get the best education that you can, what you need to do is โ€” Let’s say it’s a high school. You insert a lot of really attractive high schooler plants as actors that you get the students to develop crushes on. And then anything that you want to learn, the plant has to express a certain interest in it. They’re like, โ€œOh, they’re really interested in Charles Dickens.โ€ And they express this interest and then they suggest that they would become more interested in whoever your target student is if they also read the dickens with them.

If you socially engineer the setting in that way, the effectiveness that would have to get students to actually learn stuff is probably so many miles above anything else that we could do. Nothing like that in practice could ever actually literally work but at least viewing that as this end point of โ€œOkay, this mode of interaction would be hyper effective at education. Is there anything that kind of gets at that?โ€

And the kind of things that get at that would be โ€” being cognizant of your child’s peer group or something which is something that parents very naturally do or okay, it doesn’t have to be a romantic crush, but it could be that there’s respect for the teacher. It’s someone that they genuinely respect and look up to such that when they say there’s an edification to come from reading Dickens, that actually lands in a way.

The natural extension of this:

Encourage people to mentor or teach on the side!

Grant Sanderson

I think there are two things I would want to get out of teaching in a school setting. One of them, as I was emphasizing, I think you just lose touch with what it’s like not to know stuff or what it’s like to be a student and so maintaining that kind of connection so that I don’t become duller and duller over time feels important.

The other, I would like to live in a world where more people who are savvy with STEM spend some of their time teaching. I just think that’s one of the highest leverage ways that you can think of to actually get more people to engage with math

And so I would like to encourage people to do that and call for action. Some notion of spending, maybe not your whole career, a little bit of time. In teaching, there’s not as fluid a system for doing that as going through a tour of service in certain countries where everyone spends two years in the military

Shy of having a system like that for education, there’s all these kind of ad hoc things where charter schools might have an emergency credential system to get a science teacher in. Teach for America is something out there.

There’s enough ways that someone could spend a little bit of time that’s probably not fully saturated at this point that the world would be better if more people did that

David McRaney on EconTalk

Episode description:

To the Founding Fathers it was free libraries. To the 19th century rationalist philosophers it was a system of public schools. Today it’s access to the internet. Since its beginnings, Americans have believed that if facts and information were available to all, a democratic utopia would prevail. But missing from these well-intentioned efforts, says author and journalistย David McRaney, is the awareness that people’s opinions are unrelated to their knowledge and intelligence. In fact, he explains, the better educated we become, the better we are at rationalizing what we already believe. Listen as the author ofย How Minds Changeย speaks with EconTalk hostย Russ Robertsย about why it’s so hard to change someone’s mind, the best way to make it happen (if you absolutely must), and why teens are hard-wired not to take good advice from older people even if they are actually wiser.

Link: https://www.econtalk.org/david-mcraney-on-how-minds-change/

I think the best teaser for the interview occurred during the interview when McRaney says:

The incepting point of this book was someone in a lecture came up to me and asked about their father who had slipped into a conspiracy theory and they said, ‘What can I do about that?’

And, I told them, ‘Nothing.’ They said, ‘How do I change his mind?’ I said, ‘You can’t.’ And, I really felt, the second I said it, that: I don’t know enough about this to say something like that. I don’t even know if I believe what I just said, but I know one thing I don’t like this attitude I have about this issue. I should at least learn more about it.

And, if I was in that same situation today, I would actually be able to say, ‘Oh, here’s what you should do. Here’s what you should say.’ I no longer believe anyone is unreachable. I no longer believe anyone is unpersuadable.

In conversations that don’t work out the way we think,ย  we blame the other side. We say, ‘They’re dumb. They’re mean. They’re evil. They’re ignorant. They are unreachable, unchangeable, stuck in their ways.’ These are all things that we are using to forgive ourselves for failing.


My selected excerpts:

Motivated reasoning for social acceptance

Reasoning, psychologically speaking is just coming up with reasons for what you think, feel, and believe. And, those reasons are motivated by a desire to–a drive–to be considered trustworthy to your peers.

So, not only are you driven to come up with reasons for what you think you’re going to believe, you want them to be plausible. And, plausible, in this sense is: ‘What would your most trusted peers, your social network think?’ ‘Oh, yeah. That’s a reasonable way to see that.’

[Kris: For example, a quant might not respect reasoning that comes from intuition which they might see as excessively prone to bias whereas someone with a lot of experience might night trust the numbers for some unconscious pattern-matching reasons. The irony is both people recognize the intuitive approach is just pattern-matching but the quant thinks this is untrustworthy and the discretionary trader thinks it is.

I’d add another observation — the criteria for sense-making might be entirely context-dependent. Maybe the quant gets acupuncture when they go home. Our standards for epistemology vary depending on our expertise. The religious doctor doesn’t just pray for their patient.]

The process of radicalization

You feel something happens in the world that gives you this a negative emotion. Some anxiety starts to come up. It could be for really good reasons, but it could also be because you have some sort of prejudice or some sort of political bias.

So, then you do that thing. You go, ‘Hmm. Let me search for evidence that justifies the anxiety that I’m feeling.’ย 

And, when you do that, online, you absolutely will find something that suggests your anxiety was justified.

And, you also might find people talking about that. And, you might end up wanting to talkย withย them about that. You might end up spending a lot of time talking with them.

And slowly you can radicalize yourself. You can cultivate yourself–cultivize yourself–and by, you start snipping your connections away from people whoย don’tย share the attitudes being expressed in that community and you start strengthening the connections youย doย have with those.

And, now all of a sudden, you’re in a group. You’re in a community. And, the great sociologist Brooke Harrington told me that, if there was an E=mc2ย [energy equals mass times the square of the speed of light, Einstein’s Equation] of Social Science, it would be: the fear of social death is greater than the fear of physical death. And, if your reputation is on the line, if the ship is going down, you’ll put your reputation in the lifeboat and you’ll let your body go to the bottom of the ocean.

We saw that with a lot of reactions to COVID [coronavirus disease]. As soon as the issue became politicized, as soon as it became a signal–a badge of loyalty or a mark of shame to wear a mask or to get vaccinated–as soon as it became an issue of ‘Will my trusted peers think poorly if I do this thing or think this thing or express this feeling or attitude or belief,’ people were willing to go to their deathbed over something that was previously just neutral.

Reactance

[Kris: calling all reflexive contrarians!]

This is a concept that has been studied extensively in the context of clinical therapy.

They would come to the therapist and the therapist would say, ‘Well, you know what’s your real problem is. You should be doing this.’ Or, ‘I don’t know if you’ve noticed, but you don’t do this very much. You should do this.’..All that feels pretty good. They now call that in psychology the “writing reflex”. And, we’ve all felt that whereas someone is saying something and you’re like, ‘Oh, I have the advice for them. I know what to tell that person.’

But, you also have also experienced this other thing that happens, and this seems to be something that’s universal to human beings across all cultures. It’s just something that the brain that we’re issued at birth, it’s something that’s a feature of human thinking, rationality, psychology. Human brains do this. It’s called reactance. In the psychological parlance, they’ll say something along the lines of, you feel motivationally aroused to remove the influence of the attitude object, which just means: ‘You made me feel a feeling I don’t like and I want it to go away. So, I’m going to push you away,’ or ‘I’m going to disengage.’

What is the feeling that’s causing the motivational arousal? It’s the sense that yourย agencyย is under threat–yourย autonomyย is under threat. It’s the ‘Unhand me, you fools,’ feeling. You’ve all felt this. If you’ve ever been a teenager or you’ve ever spoken to a teenager, you know what I’m talking about…”You shouldn’t do this. You should study more.”‘ This is good advice that the person when they’re 35 will go, ‘Man, my parents were right about that.’

But, in that moment it’s just the fact that you’re saying, ‘I have a thing in my head thatย should beย in your head and Iย wantย it to be in your head.’

And, oddly enough, it’s theย want that creates the reactance. The person’s feeling that you have approached them in some way and said, ‘I want you to think, feel, or believe, or act in a certain way that you’re not doing right now,’ and it feels coercive. It feels like they’d come at you and they’re threatening you. They’ve got a knife in their hand, and they’re saying, ‘Walk this way.’ That’s what it feels like.

We just, at a visceral level, will react by saying ‘no thanks’ to that, and we’ll push against it.

Basically, what you’re saying is ‘I have a goal and I’m not evenย concernedย with what your goal is. This is the goal that I wantย youย to go toward.’ Then they say, ‘Oh yeah, well, no. How about Iย don’tย do that? I want you to stop talking to me that way.’ Well, nowย youย feel reactance, because you’re like, ‘Oh, you’re telling me how to talk to you? How about I double down?’

And, then you enter into a horrible feedback loop.

This happened so often in therapeutic frameworks that they’re like, ‘We should really develop a way to stop doing that.’ Because what started happening was people would come in wanting to extinguish a behavior and then they would leave therapy more likely to engage in the behavior than if they had never seen a therapist because something along the lines of: they had these arguments for and arguments against. So, they were at a state of ambivalence when they arrived, but they wanted a little bit more in energy on the side of ‘Let’s not do the thing anymore.’ But, because of that, they counter-arguedย with the therapist. They generated counter-arguments inside of them that put more weight on the side of continuing toย doย the thing. So, they walked away with more arguments for than against than when they walked in.

This is also what happens when we have a conversation with someone where we disagree on an issue. Very often, if we create that feedback loop, they will walk away with more arguments in their mind than they had coming in to continue believing or feeling in the way they had before we had the conversation.

What I want to emphasize here is you can be very much correct. The facts can be on your side. You can be really trying to reduce actual harm in this world. You can have the moral high ground, and you can be dealing with a person whose intent, they’re, like, their action and behavior, their political stance harms you. They may evenย hateย you.

So, what I’m saying is you can be on the right side of all of this, however you want to define the word right–you can be on theย correctย side of all those things. And yet, if you generate reactance from the other person to what we’re talking about, you willย notย be able to change their mind. You lose out.

And, it’s a very difficult thing to offer a person the space and give them the respect that would avoid reactance when you are dealing with a person that you feel like doesn’t deserve that treatment from you.

Shaming will cause the same defenses to kick in

If you say something that is interpreted–you may not mean to come across this way, but if it can be interpreted as, ‘You should be ashamed for what you believe. You should be ashamed for what you feel. You should be ashamed for that value or that intent to behave,’ even if I’m putting my hand at the side of my mouth. Even if theyย shouldย be ashamed. If you communicate it that way, then you’re going to activate the person’s fear of ostracism. And there’s nothing more–like we said, there’s nothing more fearful for a social crime made than the suggestion that they may be ostracized. So, if you tell them they ought to be ashamed for feeling that way, it’s going to cause them to feelย veryย viscerally upset and angry, and they’re going to push away from the conversation.

Unblocking the discussion

ย All you have to do is get out of the debate frame with the other person. Don’t make this feel like, ‘I need to win and you need to lose. I am and you are wrong.’ Just get out of that frame.

And, the easiest way to get out of that frame is to, first of all, say something along the lines of–instead of saying, ‘I want to show you what you ought to think, feel, and believe,’ you say, ‘Hmmm. You seem to know a lot about this issue and you seem to care about it a lot. You seem to see that these problems are problems. I’m wondering, given what you know, I wonder how it is that–because I look at a lot of this stuff, too. I wonder why we disagree on this issue? It’s really curious to me. I would love to talk to you a little bit more about that. I wonder if we could look at this issue and see what is it we disagree on here?’

What you want to do in that frame is give the other person a chance to feel like, instead of being face to face, you’re going to go shoulder to shoulder, and we’re going to–instead of looking at each other as obstacles, we’re going to turn and face in the same direction and look at the problem at hand, the goal at hand, the issue at hand. And, we’re going to collaborate now. We’re going to work together and say: Well, you’ve got your side of things, and your views, and your experiences, I’ve got mine. I bet if we joined forces, we could get to an even deeper truth on this or higher truth or a solution that works well for both of us.

You don’t even have to put it in those words. That’s another thing we have an innate inclination for which is, ‘Oh wow, we get to snap together and work together on a problem.’ You can frame things that way with just a slight change in approach and language and you will escape the debate frame that leads to reactance; and it’s muchย more fruitful.

Specific approaches that work

The thing that was most surprising in all that was discovering that there were all these different organizations that had said, ‘Okay. Well, what do we do about this?’ And, they started A/B testing conversation techniques. I found deep canvasing,ย andย street epistemology,ย andย smart politics,ย and then all the therapeutic models that I mentioned–motivational interviewingย andย cognitive behavioral therapy. And, on and on and on. There’s so many.

And, the thing that was most surprising was: Most of them had never heard of each other, never seen each other’s work. Many of them, the majority of them weren’t aware of the–if they weren’t in therapeutic domains–they weren’t aware of the science that would support what they were up to. Yet, independently, they all came up with pretty much the exact same technique. And, if you put it in a step-by-step order, it’s almost in the exact same order every time, too.

That seems to me like something almost in the world of physics or chemistry, and that if you were to build an airplane–the first person to build an airplane, it was always going to look like an airplane. It doesn’t matter where they built it. It doesn’t matter what culture they were from. It doesn’t matter how old they were, what they looked like, what they knew about anything. Airplanes have to look like airplanes because physics works like physics on the planet Earth.

Conversational techniques that actually shift attitudes and open people up to different perspectives, that get past resistance, all pretty much work the same way because brains resist for universal reasons and brains work in a very particular way.

Diving into street epistemology

Origin

Street epistemology came out of the world of the angry atheists and the militant agnostics who were having their own reaction to getting online and meeting each other. And, they’ve gone through several phases of growth and evolution themselves where they have schismed off. And, there’s some who are still very angry and there are some who are much more humanistic and empathetic.

And, within all of that, there was this movement that came about where they wanted to know, like, ‘How do we talk to people in a way that could avoid the angry pushback that we so often get when we speak with people who are not in our subculture or do not see or have our same theistic or atheistic views?’

And, they did the same thing that people did in deep canvasing. They went out. They had conversations with people. They recorded those conversations. They shared them with other people in the group. And, when something seemed to work well or get them closer to having a good conversation, they kept it. Anything that made it go the other way, they threw it away. And, through thousands of A/B-tested conversations, they started to zero in on something that worked.

And, now they’ve expanded it to: this can be applied to anything. You don’t have to be in their sub-community or have their theistic views to use it.

In the book, I talk about how there are techniques that work well on politics, techniques that work well on attitudes and values. And, then this one specifically works best with fact-based claims, things like, ‘Is the earth flat?’

How it works

It’s a stepwise method for having the conversation that we all should be having on any issue. Without going through an hour of trying to go through all the steps, I’ll give you sort of the quick version of that, which is: You open with a lot of the stuff we’ve talked about before–you open by establishing rapport. That’s that assuring the other person you’re not out to shame them. Assuring the other person, you’re not even there to change their mind. What you are there is to explore their reasoning. You ask them, ‘I would love to have a conversation with you in which we explore your reasoning on a topic and see what your views are and understand it better.’ Maybe: ‘You might shift, but you will have a deeper understanding of what we’re talking about.’ However, you want to frame it. Use your own language. You’re telling a person you’re goingย listen. And, most people will take you up on that offer.

I’m doing it right now. You asked if I would talk about something; you said you would listen; and I’m doing that right now. The podcast world depends on the fact that we’re all very willing to tell people what we think and feel about things.

So, give people that opportunity. You open the space for it. In this method, you ask for a claim. You ask for a very specific claim. It could be: Is the earth round or flat? And, then the person tells you–and then you repeat back the claim in the other person’s words. You make sure that you’re always using the other person’s words, because the big lesson in all of these techniques is that you are inย theirย head, not yours.

You stay on their side. And, your job is to hold space for the other person to non-judgmentally listen and give them a chance to have a safety net, to metacognate and introspect.

And so you repeat the claim back to them. If they have definitions for terms, you ask for them; and you useย theirย definitions, not yours. Like, if they say ‘the government,’ don’t assume that they’re talking about something from a civics textbook the way you look at it. They might be thinking of a group of reptiles in a round room talking about how they’re going to divide the country up to play golf. They have a different view of it. Let them–use their definitions.

And, then this is the big moment–and this is true across all of the conversation techniques. They all open in a pretty similar way with this space-creating moment. And, then they move to this thing that is magic.

It is asking the other person on a scale from zero to 10, or one to 100. The scale is a great way to get outย of the debate frame and to assure the other person that this is not going to be a binary, right/wrong, black-and-white view of things. And, it even will work with the movie example you gave earlier, which is like, ‘Hey,ย Top Gun Maverick, what did you think of it?’ A person will say, ‘I loved it.’ That’s a very, like, black, white binary abstract. ‘Oh yeah? What would you give it on a scale from zero to 10?’

There is a moment when you ask a person a question like that, where they’ll go, ‘Oh, well,–that moment is, when they pop into that metacognating frame; and it could be like, ‘What did you think of this talk?’ ‘Loved it.’ ‘What would you give it on a scale of one to 10?’ ‘Oh, well–.’ That moment is what you’re looking for on any conversation topic.

[Kris: this is similar to asking someone to bet on their claim or handicap an outcome — the thinking switches from emotional to deliberate]

And you ask them, ‘What would you put it on a scale from one to 10, or zero to 10, or one to 100?’ Whatever they tell you, ask, ‘Why does that number feel right to you?’

This will encourage the other person to engage in reasoning–motivatedย reasoning most often. And, you let them do it. Let them do it the way they could do it. They’re going to come up with reasons that seem plausible for that position. But, what’s likely is that they’ve never done this. Not in this sort of like, ‘Please, present your reasoning to me’ kind of way.

It’s marvelous to witness a person saying–well, if they’re talking aboutย Top Gun Maverick,ย they’ll have to start thinking, ‘Why do I have this emotion? Why was that so quick–why was it just like–it popped right in my head. What caused that to happen?’ And, they start coming up with reasons why that could be. Most of these are exploratory and they’re definitely going to be justifications and rationalizations.

Then, if you are actively hoping to get the person to see things closer to your perspective, if you’ve already done this for yourself and you know whereย you’reย at on the number scale, ask the person how come they’re not in the other direction that you–appropriate to the issue. So, if I feel like–if a person says–if I say, ‘Is the earth flat?’ And, they say, ‘Absolutely.’ And, I say, ‘How certain are you of that from a scale from zero to 10?’ They say, ‘I’m probably a seven.’

Well, what you would ask is–first, you’d ask, ‘Why a seven?’ Theย nextย thing you’d ask–and this comes from motivational interviewing–is, ‘How come you didn’t say eight? How come you didn’t say nine?’ Because you’re asking how come they didn’t go all the way to 100% confidence. And, they must, on their own at that moment, generate their own counter-arguments against their position. But,ย youย didn’t do that. No reactance. You’re not telling them what to think, feel. You’re not giving themย yourย counter-arguments. It’s not your reasoning.ย Theyย have to generate reasoning that counter-argues their position that will be new, that will be fresh, and that’ll be added to the collection of counterarguments in their mind. And, itย willย affect how they see things going forward.

With street epistemology, it’s more about just getting the person to examine: are they using a good epistemology to vet what they think and feel? So, after you have done all of these things with the number scales, you’d ask them what method that they used to judge the quality of those reasons that they presented. And, then you just stay in that space for the rest of the conversation as long as they’re willing to do it, and continue to listen and summarize and repeat and wish them well. And, try to make it so that you can have more than one conversation.

People do experience 180s in these moments sometimes. But, usually what happens is it’s by degrees, by increments. And, at the end of the day, the street epistemology people, they’ll tell you, ‘We’re not interested in changing people’s minds. We want people to just be critical thinkers. We want them to have more robust epistemologies.’ Which is sort of an even deeper way of changing a person’s mind. Getting a person to change their epistemological approach to the world is even more powerful than getting them to change just one belief, or attitude, or value.

Cognitive Empathy

This is a huge complex idea, but I think it all kind of plays into what we’ve been talking about previously, which is that sense of naive realism, where you just think that: ‘All people have to do is see the things that I’ve seen and they’ll naturally agree with the things that I think,’ if you don’t believe.

And it just takes–what it shows is a complete lack of cognitive empathy that other people come from completely different priors and experiences and social influences that affect the way they see–the way theyย formย their beliefs–but also the way they interpret evidence.

An example of empathy failure:

I’ve seen this recently with a lot of these political ads that I’m seeing come across social media for places that I don’t live where they keep making these–I saw one today where someone was, like–they were in, like, the Midwest and they had these two people trying to survive in the desert. And, one of them is doing everything right because they’re a cowboy and they understand how to survive in the wilderness. And, the other one is a Senator who has noย idea how to survive in the wilderness. But, the cowboy dies on Day 2 from a heart attack, because he doesn’t have good healthcare; and the Senator lives, because he’s gotย greatย healthcare, the Senator.

And the whole idea of the ad is: See. Senators have the healthcare thatย youย don’t get to have. And, even though you’re a good, rugged individual who lives out there in the wilderness, who can survive in the wilderness, they’ll out-survive you because they’re taking away the healthcare you need.

That seems like a great political ad because it focuses on the identity of the individual that you’re approaching. But, that is anย awfulย political ad based off of everything that I’ve learned in this domain, because it only feels like a great political ad to people on the Left–to liberals. It feels like a great ad for people who already have the values to which that makes you angry about that. It’s the inability to see that you can’t make an argument from your moral framework to a person who is in a different moral framework and expect it to land. You have to actually couch the argument inย thatย person’s moral framework andย their values. [ie “Moral Reframing”]

Lessons from Game Designer Raph Koster

I am going to be reading game designer Raph Koster’s book Theory of Fun pretty soon. For a preview, I listened to an old interview on the Think Like A Game Designer podcast with Justin Gary.

Link: https://www.thinklikeagamedesigner.com/podcast/2018/10/25/think-like-a-game-designer-5-raph-koster

Raph’s 25-year-old blog is a monument to design knowledge — it includes his writing, talks, and links to projects.

Raph is a creative force of nature. And this interview gets behind the madness. As always with my recaps, this is just what I wanted to write down for my own future reference but so much more is covered (there’s an especially great section about the use of simulations)

The Studio | London Art Classes


Ideating from scratch

When designing a game Raph will have a starting point. On one end of the spectrum might be a particular loop or mechanic the game hinges on. At the other end of the spectrum, he might start with the type of experience heโ€™s looking to design. His approach to tabletop games tends to start with the mechanics and for video games from the experience. I excerpted the following because he decomposes the act of swimming into game mechanics off the top of his head in the interview. It was a neat example of how native this thinking clearly has become for him:

In my board game work, I find myself biased towards the mechanical. It’s unusual for me to start from the other end of the board games. But in video games, I often start from the experiential end. My goal is to establish what I know at one end and then use it to jump to the other end to draw conclusions. For example, if I start from the experiential end and I want to make a game about swimming, I think about the experience of swimming for me. There are different strokes. There’s the fear of drowning when you start to learn. Rhythm is crucial to swimming, as is breath management. The concept of a breath might be a resource. It could be something consumed periodically, but there might also be an exhaustion meter that decreases over time, limiting your breath. Different strokes might have different breath expenditures. If I decide to create a tabletop game, I think mechanically. I could set up a board with a race structure appropriate for swimming, perhaps with themes like sharks chasing or diving challenges. I’d play a game of resource management to get the necessary strokes, maybe using cards or tokens. If I were designing a digital game, I’d focus on rhythm, possibly incorporating a timing aspect and still manage resources of breadth and endurance. Different strokes would offer varied trade-offs. My aim is to establish two foundational ideas and move inward, paying attention to both. Ideally, they meet in the middle. If I have an abstract idea, like a deck of cards that “moves” me, I might not end up with a swimming game. It could fit another context but remain mathematically sound. It could be rules for moving cavalry in a supply chain. It’s crucial to consider both ends because it helps generate ideas that lead to a cohesive design.

Having a wide array of influences and skills

I’m always fascinated by and strive to understand the universal principles that apply to the creative process. It doesn’t matter whether you’re making games, poetry, art, or a movie, I believe there are common threads in how you approach creative work. You have such a polymath background, maybe you can speak to that.

My education and background is eclectic, with a consistent focus on the arts. I took studio art classes beyond the college level and I’m a musician. I play multiple instruments and studied music theory and composition in college. Interestingly, the one thing I do but never formally studied is programming. I have a Master of Fine Arts in Creative Writing and draw on all of these disciplines regularly. It’s challenging for me to imagine not being a jack of all trades or how I’d approach games if I weren’t integrating all these skills. I also frequently use Excel. A primary reason I enjoy game design is because it allows me to utilize various skills in one project.

Getting better — what does it mean to practice?

What’s the equivalent of “practicing scales” for other creative work?

I consider the practice of all those things I do as being very similar. I use the same habits for all of them. I made a list of them once in a blog post, which I think was called “practicing the creativity habit“. First was, whatever the activity is, do it regularly and make it a habit. So part of that is having the tools near you at all times. In the room I work out of, there are about 20 musical instruments within five feet, a complete art studio, a recording studio, and a game design reference shelf. Not actual games, but books about games, economics, interface design, and other topics related to games. For board games, I have a prototype kit with hundreds of dice, wooden bits of different shapes, and about 30 or 40 different decks of cards. The first thing is to make it a habit. Second, have the tools close at hand always.Third, give yourself constraints. I try to do that regularly. If it’s guitar, I might find five jazz chords and learn them, then write a song using those chords until I understand them. I picked up this habit from studying art and poetry. There are traditional poetic forms like sonnets, Villanelles, and haikus. In a writing workshop, we set ourselves the challenge of writing a poem using every single traditional form. In game design, it would be trying different game types. I haven’t succeeded at it for games, but that’s not the point. It’s about understanding design patterns. This approach applies to everything I work with, be it music composition, writing, or drawing. It’s a common underlying principle. It’s like working out — you need to rotate through the different muscle groups. 

Intuition is pattern-matching against experience subconsciously

This is illustrated by an example from one of the cognitive science books on my shelf: the firefighter intuitively knows a structure is going to collapse. If you ask them why, they often have trouble explaining. I believe the process of conducting formal analysis of numerous games or seeking NP hard problem categories or compiling a pattern library and trying to internalize it helps strengthen our intuition. The exercise of building games around patterns serves as practice for honing this intuition. I may not always explain why I opt out of a conflict early, but I just intuitively sense it won’t work. The key is recognizing this earlier. I still believe 90% of ideas are shit but now, I discard them even before jotting them down, often when they’re just scribbles.

Nuance about the role of games in education

The changes over the years have involved the “chocolate covered broccoli” concept, where something fun is wrapped around an academic task. It’s clear this approach wasn’t effective. We’ve come to understand that games teach in specific ways that are well-suited for certain subjects but not for others. Games motivate players best through intrinsic motivation. Players choose to learn and take on tasks because they want to, with the game guiding their objective. For instance, instead of making a game to directly teach math, you create a game where players have a goal they wish to achieve. This might lead them to discover that understanding a certain type of math is the solution. They then learn it out of their own motivation. This is a realization that educational game design has recognized over time. As for games with broader themes, they can reflect social structures, human interactions, economics, politics, and other vast topics. While there’s an abundance of narrative-driven or viewpoint-based games out there, game systems can be informative as well. For instance, Sim City faced criticism for presenting an overly optimistic view of public transit and its associated challenges.

You can bias your game systems to convey specific lessons. It’s important to recognize that your game systems inherently teach lessons, intended or not.

Game-playing trains your “systems thinking”

Finding real world systems and abstracting them or boiling them down to their essence isn’t actually a very common skill. Games can teach people how to do this. The idea involves setting constraints, modeling real systems, and allowing people to experience them within a game context to understand them deeply. It provides an opportunity for individuals to experiment with these systems, unlike in real life where, for example, you only get one shot at lifetime earnings. Playing a game that emulates this system offers lessons. This is applicable to various scenarios, such as political engagement. There should be games that allow players to experiment with political engagement methods, helping them discern more effective strategies. This principle holds true in many areas.

Kris here…yea, I’ve made this point repeatedly over the years.

In Let Your Kids Play Boardgames I said this of the game Quacks of Quedlinburg:

Quacks is a bit like a deck builder. Itโ€™s known as a bag builder but with a donโ€™t-bust-press-your-luck mechanic. To most of you, that means nothing but for the remaining, you should know this an outstanding game. Itโ€™s fun, and while seasoned gamers wonโ€™t like this necessarily, it has enough luck to allow a first grader to compete with an adult. I found myself thinking quite a bit about the value of the โ€œoptionsโ€ (theyโ€™re actually chips representing ingredients in a potion recipe) in the game and their respective costs. The concepts of theta, volatility, and vega would be visible to someone with a finance background if they looked past the game skin.  An engineer would see this game as a very pure simulation (most likely AI) based problem especially since the game has no trading interactions.

In Practice Second Gear Thinking I write:

We must identify second-order effects. In the options world, the โ€œgreeksโ€ are sensitivities. Delta is the optionโ€™s sensitivity to the underlying. Gamma is a second-order sensitivity that describes how an optionโ€™s delta changes with respect to the underlying.

But this topic is everywhere. If a company sells more widgets it makes more profit. But second-order effects mean attracting more competition or saturating a market. Every satisfied customer is one less customer that needs satisfying. So if I build a model of profitability based on units sold, when does the function inflect? When does opportunity fade into unsold inventory?

A fun way to think about second-order sensitivities is playing โ€œengine builderโ€ boardgames like Dominion or Wingspan where synergies between your cards lower the marginal costs of later actions2. In essence, the cards have gamma based on how you stack them. Every time I use a card it might increase my odds of winning by X. Thatโ€™s the delta or โ€œbenefit per useโ€. But the delta itself increases with synergy, so as the game progresses, you get more delta or benefit/use ratio, from the same card

In Greeks Are Everywhere I write:

One of the reasons I like boardgames is they are filled with greeks. There are underlying economic or mathematical sensitivities that are obscured by a theme. Chess has a thin veneer of a war theme stretched over its abstraction. Other games like Settlers of Catan or Bohnanza (a trading game hiding under a bean farming theme) have more pronounced stories but as with any game, when you sit down you are trying to reduce the game to its hidden abstractions and mechanics.

The objective is to use the least resources (whether those are turns/actions, physical resources, money, etc) to maximize the value of your decisions. Mapping those values to a strategy to satisfy the win conditions is similar to investing or building a successful business as an entrepreneur. You allocate constrained resources to generate the highest return, best-risk adjusted return, smallest lossโ€ฆwhatever your objective is.

Games have mine a variety of mechanics (awesome list here) just as there are many types of business models. Both game mechanics and business models ebb and flow in popularity. With games, itโ€™s often just chasing the fashion of a recent hit that has captivated the nerds. With businesses, the popularity of models will oscillate (or be born) in the context of new technology or legal environments.

In both business and games, you are constructing mental accounting frameworks to understand how a dollar or point flows through the system. On the surface, Monopoly is about real estate, but un-skinned itโ€™s a dice game with expected values that derive from probabilities of landing on certain spaces times the payoffs associated with the spaces. The highest value properties in this accounting system are the orange properties (ie Tennessee Ave) and red properties (ie Kentucky). Why? Because the jail space is a sink in an โ€œattractor landscapeโ€ while the rents are high enough to kneecap opponents. Throw in cards like โ€œadvance to nearest utilityโ€, โ€œadvance to St. Charles Placeโ€, and โ€œIllinois Aveโ€ and the chance to land on those spaces over the course of a game more than offsets the Boardwalk haymaker even with the Boardwalk card in the deck.

In deck-building games like Dominion, you are reducing the problem to โ€œcreate a high-velocity deck of synergistic combosโ€. Until you recognize this, the opponent who burns their single coin cards looks like a kamikaze pilot. But as the game progresses, the compounding effects of the short, efficient deck creates runaway value. You will give up before the game is over, eager to start again with X-ray vision to see through the theme and into the underlying greeks.

[If the link between games and business raises an antenna, you have to listen to Reid Hoffman explain it to Tyler Cowen!]

Advice for aspiring game designers [Kris: I think much of this applies to anyone whose job is to communicate — which is basically everyone]

The first piece of advice is to make games. I understand many are familiar with this advice, but it’s valid: make a multitude of games and practice consistently. The second piece of advice, especially for aspiring game designers, is to become intellectually curious. I haven’t met any outstanding game designers who aren’t. Be a voracious reader and be open to exploring different fields. Be genuinely curious. These two traits alone can take you a long way in the game design world.

Well, ok. But, given Raph’s background, it seems incomplete for me to not quote uber-successful game designer Sadie Green’s character in the novel Tomorrow, Tomorrow, and Tomorrow responding to a rando who asks her “How did you get into making video games?”

Sadie hated answering this question, especially after a person had told her that he hadn’t heard of Ichigo. “Well, I learned to program computers in middle school. I got an eight hundred on my math SAT, won a Westinghouse and a Leipzig. And then I went to MIT, which by the way is highly competitive, even for a lowly female like myself, and studied computer science. At MIT, I learned four or five more programming languages and studied psychology, with an emphasis on Judic techniques and persuasive designs, and English, including narrative structures, the classics, and the history of interactive storytelling. Got myself a great mentor. Regrettably made him my boyfriend. Suffice it to say, I was young. And then I dropped out of school for a time to make a game because my best frenemy wanted me to. That game became the game you never heard of but yeah, it sold around two and a half million copies, just in the US, sooooโ€ฆโ€. Instead, she said, โ€œI like to play games a lot, so I thought Iโ€™d see if I could make themโ€.

Specific content recommendations

Jerry Seinfeld Chats With Tim Ferris

This Seinfeld/Ferris interview is great:

Jerry Seinfeld โ€” A Comedy Legendโ€™s Systems, Routines, and Methods for Success (#485)

There are good notes here and I’ll list my favorite lessons despite the feeling that you should really take the whole thing in bc the delivery is as good as the lessons.


  1. He writes every day like a job. Jack White (another artist I’m a big fan of has a similar view). Inspiration comes from perspiration kinda thing. It’s not “eureka” moments. Writing sessions should not be open-ended, thatโ€™s torture. You should have an end time to reward yourself.

  2. The key to writing is learning to switch between these two states: When you are writing, treat yourself as a baby in need of care and love. Acknowledge that creating/writing is the most difficult thing in the world. The day after, you become a ruthless critic Itโ€™s 95% re-write.
  3. Writing sessions feel very hard, but he knew he had to do it anyway (and realized this at a young age). Jerry attributes his success to his ability to stick with it. Today heโ€™s so used to the frustration he doesnโ€™t even notice it.
  4. For Jerry, there can be no failure in going up on stage. Even if for him itโ€™s a 4 out of 10 show, he still counts it as a win. This is part of nurturing and rewarding yourself as a creative.
  5. “Never talk to anyone about what you wrote that day. You have to wait 24 hours to ever say anything, because you never want to take away that wonderful, happy feeling that you did that very difficult thing that you tried to do, that you sat down and wrote…Have you ever heard you never tell people the name that youโ€™re going to give the baby โ€” until itโ€™s born? Bc theyโ€™re going to react, and the reaction is going to have a color. And if youโ€™ve decided thatโ€™s going to be the babyโ€™s name, you donโ€™t want to know what they think”
  6. Mind and body are intertwined deeply. Exercise is the closest thing we have to a panacea. The stress from weight training makes your nervous system more resilient. We need to be properly exerted. “a tired dog is a happy dog”
  7. Weight-training builds your constitution. “Youโ€™re deteriorating. Youโ€™re just trying to bend that curve a little bit. Iโ€™m 66. I shouldnโ€™t be performing at this level at 66. I should be over. So you have to cheat the biology.”
  8. Repetition & systems “Itโ€™s like youโ€™ve got to treat your brain like a dog you just got. The mind is infinite in wisdom. The brain is a stupid, little dog that is easily trained. Do not confuse the mind with the brain. The brain is easy to master. You just have to confine it.” Systemization is needed to harness talent:Image
  9. He measures and gamifies to direct his progress. But not on the creation process:Image
  10. Jerry is confrontational so he doesn’t let things fester. “I feel like if you break the human struggle down to one word, itโ€™s confront. And so, I kind of approach everything that way.”

  11. Survival is success. And if he could have a billboard it was say: Just Work

    Image

  12. If Jerry could pass along something to his kids it would be ethics and boldness

A Few Excerpts from Dan Carlin on Lex Friedman

I recently listened to my first episode of Dan Carlin’s Hardcore History — a tour of the transatlantic slave trade entitled: Human Resources. Dan’s story-telling and research shine in this nearly 6-hour episode. He deserves all the accolades he gets. The style, quality and nuance of his work is well-advertised, I’m just late to the party.ย He immediately jumped into my favorite creators.

As a fan of the Founder’s podcast I found an interview with its host David Senra to be as compelling if not more than the books he highlights (a high bar), so I decided to hunt down interviews with Carlin. The first one I clicked on with Lex Friedman did not disappoint. I include 4 excerpts that stood out to me but most of the interview was enlightening and wide-ranging so I wouldn’t stop at these excerpts.

3+ hour interview (Lex Friedman on YouTube)

I used GPT-4 to clean up sections of this transcript: https://www.happyscribe.com/public/lex-fridman-podcast-artificial-intelligence-ai/136-dan-carlin-hardcore-history


An example of how propaganda can scramble your beliefs in a way that creates collective distortions that are hard to see

[Carlin is a war historian and while he admits to his bias towards individualistic ideals “I’m famously one of those people who buys in to the ideas of traditional Americanism”, his characteristic nuance is well-displayed in his deep skepticm of the “military industrial complex” and how its inclination towards self-preservation as an institution often exerts undue influence in when America looks at its menu of choices]

“Many people living today seem to think that patriotism requires a belief in a strong military and all the features we have in the present. However, this is a departure from traditional Americanism, which viewed such elements with suspicion during the first hundred years of the republic. They saw them as foes to the very values that Americans celebrated. The question arises, how could freedom, liberty, and individualistic expression thrive with an overarching military always engaged in warfare?

The founders of this country examined examples such as Europe and concluded that standing militaries or armies were the enemy of liberty. Today, we have a standing army deeply woven into our society. If one could go back in time and converse with John Quincy Adams, an early president of the United States, and reveal our current situation, he would likely find it terrible and dreadful.

Somewhere in our history, Americans seemed to have strayed from their path and forgotten their founding principles. We have successfully combined the modern military-industrial complex with the traditional benefits of the American system and ideology, so much so that they have become entangled in our thought process. Just one hundred and fifty years ago, they were seen as polar opposites and a threat to each other. When discussions arise about the love of the nation, I harbor suspicion towards such sentiments.

I am wary of government and strive hard not to fall prey to manipulation. I perceive a substantial part of what they do as manipulation and propaganda. Therefore, I believe a healthy skepticism of the nation-state aligns perfectly with traditional Americanism.”

The problem with dictators or strongmen even if they are wise and benevolent

“The challenge in a system such as a strongman system is the question of succession. When you have someone who can control and navigate the ship during a violent storm, if you’re not establishing a system that can function without you, then the severe instability and the dreadful future that you justify the strongman for is only postponed. Unless he’s actively building the system that will survive him and allow successors to carry on his work, you’ve merely created temporary stability. It’s the same problem that occurs in a monarchy.

In a monarchy, you have a king who might be good or perceived as good, but he will eventually hand over his duties to someone else. However, the system doesn’t guarantee a smooth transition because no one has really worked on it. For instance, you would need to inform me if Putin is establishing a system that can survive him and that will maintain the stability that the Russian people appreciate him for, even after he’s no longer in power.

If the oligarchs simply assume control afterward, one could argue that there were 20 good years of stability. However, if we consider the metaphor of a ship of state, the person steering the ship, from the Russian perspective, may have done an excellent job, but the challenges still exist and he won’t be in command indefinitely.

Therefore, it seems logical to assume that his responsibility is to ensure there’s a successor who can continue to steer the ship for the Russian people after he’s no longer there.”

Lex asks how we will “destroy ourselves”. Carlin gives a framework for handicapping what calamity will undo us.

Lex: If you were to wager on the method in which human civilization collapses, rendering the result unrecognizable as progress, what would be your prediction? Nuclear weapons? A societal breakdown through traditional war? Engineered pandemics, nanotechnology, artificial intelligence, or something we haven’t anticipated? Do you perceive a way humans might self-destruct or might we endure indefinitely?

My perspective is primarily influenced by our ability to unite and focus collectively. This informs my estimates of the likelihood of one outcome versus another.

Consider the ’62 Cuban missile crisis. We faced the potential of nuclear war head-on. That, in my view, is a hopeful moment. It was one of the few instances in our history where nuclear war seemed almost certain. Now, I’m no ardent Kennedy admirer, despite growing up during a time when he was almost revered, especially among Democrats. However, I believe John F. Kennedy, acting alone, likely made decisions that spared the lives of over a hundred million people, countering those around him who preferred the path leading to disaster.

Reviewing that now, a betting person would have predicted otherwise. This rarity underpins our discussions about the world’s end. The power to prevent catastrophe was in the hands of a single individual, rather than a collective.

I trust people at an individual level, but when we unite, we often resemble a herd, degrading to the lowest common denominator. This situation allowed the high ethical principles of one human to dictate the course of events.

When we must act collectively, I become more pessimistic. Consider our treatment of the planet. Our discussions predominantly center around climate change, which I believe is too narrow a focus. I become frustrated when we debate whether it’s occurring and if humans are responsible. Just consider the trash. Disregard climate for a moment; we’re harming the planet simply through neglect. Making the necessary changes to rectify this would necessitate collective sacrifice, requiring a significant consensus. If we need around eighty-five percent agreement worldwide, the task becomes daunting. It’s no longer about one person like John F. Kennedy making a single decisive move. Therefore, from a betting perspective, this seems the most likely scenario for our downfall as it demands a massive collective action.

Current systems may not even be in place to manage this. We would need the cooperation of intergovernmental bodies, now largely discredited, and the national interests of individual countries would need to be overridden. The myriad elements that need to align in a short span of time, where we don’t have centuries to devise solutions, make this scenario the most probable simply because the measures we would need to undertake to avoid it appear the least likely.”

[a later thread that rounds out his thinking on this]

“Returning to our primitive instincts, we are conditioned to address immediate and overwhelming threats. I hold a considerable amount of faith in humanity’s response to imminent danger. If we were facing a cataclysmic event such as a planet-threatening explosion, I believe humanity could muster the necessary strength, empower the right individuals, and make the required sacrifices. However, it’s environmental pollution and climate change that pose a different challenge.

What makes these threats particularly insidious is their slow development. They defy our innate fight or flight mechanisms and contradict our ability to confront immediate dangers. Addressing these problems requires a level of foresight. While some individuals can handle this, the majority are more concerned, understandably so, about immediate threats rather than those looming for the next generation.

Could we engage in a nuclear war? Absolutely. However, there’s sufficient inertia against this due to people’s instinctive understanding. If I, as India, decide to launch an attack against China, it’s clear that we will have 50 million casualties tomorrow. If we suggest that the entire planet’s population could be extinguished in three generations if we don’t act now, the evolutionary trajectory of our species might hinder our response.”

Will the US tear itself apart in a second civil war?

Lex: What’s the way out of this, is there some hope to avoid something, and I hate to use the terminology, but something that looks like a civil war? Not necessarily a war of force, but a division to a level where doesn’t any longer feel like a United States of America with the emphasis on “United”. Is there a way out?

I read a book a while back. George Friedman, the Stratfor guy, wrote it. It was called “The Next Hundred Years”. I remember thinking I didn’t agree with any of it. One of the things he might’ve said in the book was that the United States was going to break up. Something stuck in my memory about that.

Some of the arguments were connected to the differences we had and the fact that those differences are being exploited. We talked about media earlier and the lack of truth. We have a media climate that is incentivized to take the wedges in our society and make them wider. And there’s no countervailing force to help.

There was a memo from a group called Project for a New American Century, and they took it down. But the Wayback Machine online still has it. It happened before 9/11 and spawned many conspiracy theories because it suggested that the United States needs another Pearl Harbor type event. Such events galvanize a country that, without them, is naturally geared towards pulling itself apart. These events act as the countervailing force that otherwise is not there. If that’s true, then we are inclined towards pulling ourselves apart.

The media environment profits from widening those divisions. I was in talk radio, and there were those who used to be upset with me for not playing into this. We would have intense discussions after broadcasts, with program directors emphasizing heat. They wanted heat not for political reasons, but to attract listeners and engagement. Because of the format’s constraints, you don’t have a lot of time. They once told me the audience needs to know your stance on every issue within five minutes of turning on your show. This system is designed to pull us apart for profit.

That’s one example of many in our society that function in that manner. The Project for a New American Century document suggests we’re naturally inclined towards disunity. I think that’s what George Friedman’s book was suggesting, which I disagreed with at the time.

In answer to your question about civil wars, it’s different now. We don’t have a clear geographical division like before. Now, we’re divided within communities, families, and voting districts. So you can’t disengage. We’re stuck with each other.

If there’s a civil war now, it might resemble the late 1960s and early 1970s with bombings and domestic terrorism. You don’t even need a large chunk of the country pulling apart 10 percent of people who think it’s it’s the end times can do the damage, just like we talked about terrorism before and a can of gas and a big lighter.ย 

Terrorism doesn’t need a particular origin or agenda. It could be someone upset about election results. If we’re looking at probabilities, everyone has to behave for society to work. Only a few need to act out for things to go sideways. For every action, there is a reaction, all they have to do is start the retribution cycle. And there’s an escalation. It creates a momentum of its own, which leads fundamentally, if you follow the chain of events down there to some form of dictatorial government as the only way to create stability. You want to destroy the republic and have a dictator? That’s how you do it. And there are parallels to Nazi Germany, the burning of the Reichstag, etc.

Gabriel Leydon’s “Purple Pills” From His Invest Like The Best Interview

Video game designer Gabriele Leydon went on Invest Like The Best and dropped deeply provocative bits about what I might describe as design and gamification as a response to a future that has thus far proved disappointing or alienating. I don’t know how much of it I agree with it though I’ll admit I have had similar thoughts (and a few essays sitting in my drafts on the topic) with respect to financialization. I’d describe listening to this as Patrick interviewing the Ben Hunt of video games. If there’s something I’d probably disagree with most it’s the pastoral sense that the frontier seemed somehow more accessible to the common man 100 years ago beckoning people to go West for opportunity. There are frontiers, and they are always crushing by the standards of their time. I think a lot about the stories of cab-driving immigrants and have a sense that they are deeply courageous and today’s modern day pioneers, leaving all that is familiar behind (and probably why the success of immigrants in the US shouldn’t be surprising. They are built different). The definition of frontier is context-dependent. Still, I really enjoyed listening to this interview and any disagreement I’d have is well worth the brain food Gabriele serves. Patrick does a great job as usual asking questions.

episode link

These notes are just pulled from the transcript and a (lightly edited) snippet of what I wanted to refer back to. It’s not a summary. All emphasis is mine.


A Dark Interpretation of Our Obsession With Stories and Design

Patrick: I know you’re going to restrain yourself, but we’ll do our best. The first red pill of the discussion is around the topic of design. There’s a huge emphasis on design right now, and I think you’ve got an interesting take on what an emphasis on design means about where we are in capitalism. What are your thoughts on the importance of design or what it might mean?

Gabriel:ย There’s this pattern where when things are innovative, nobody really cares what they look like. If I made up a teleport machine and it was the size of an arena and it was covered in slime and smelled really bad or something nobody would care. There’d be a line around the block. Everybody would just jump in and they would think it’s the greatest thing ever. But over time we kind of would make it smaller, and then the artists would come in and try to make it look nicer and feel better. And once you kind of get to that design phase, where Silicon Valley’s been for about 10 years, there’s only so much you can do to make something look better.

If you remember 5 years ago, everybody was talking about delighting their users, and delighting is “We don’t have any more ideas. So we’re just going to feel a little bit better because we’re out of ideas. So now we’re going to just delight you.” The game design stuff is, “we don’t know how to make this look better, so now we’re just going to tap into your human condition of biology and psychology to make our products better. Because we don’t know how to make them more innovative, we don’t know how to make them better looking, but we can add levels and achievements.”

How that presents itself is all of a sudden you’re getting achievements for buying erectile dysfunction pills from Hims. You buy extra orders of minoxidil to max out your Hims account. That’s what we’re seeingโ€ฆYou see this kind of talk about everything becoming a video game, but I actually see it as a bad sign. We’re basically running out of new ideas. The economy is just becoming more and more psychological and it’s less about innovation and more about understanding your condition as a person and then building a product around biological and psychological reflexes rather than a teleport machine that can move you around the world.

Patrick: It reminds me of that Neil Postman book, Amusing Ourselves to Death [Kris: I’m coincidentally about to start this book], that Huxley’s version of the future was more accurate than Orwell’s.

Gabriel: I think it’s because when people think about capitalism, they think about the early 1900s. They think about cars and radios and TVs and microwaves and it almost never ends. And I think it peaks in the ’60s and the ’70s with all that futurism. The futuristic art, flying cars, and skyscrapers. And that’s the same time we go off the gold standard and there was this infinite optimism around money printing and innovation basically. And we could just print as much as we want because we’re going to be immortal space beings, zapping around the galaxy. So who cares?

That didn’t happen. So when the innovation growth didn’t really match the expectation, it’s just like things just start getting designed, they start moving towards the design phase, and then eventually a gamification phase, like what you’re seeing in the financial markets and software and pretty much everything.

I’m not a big person on late-stage capitalism. Capitalism is just a human condition. What does that even mean? I think it’s more like we just don’t know what to do anymore. So we’re just going to add levels to the stuff that we already know how to do. And there’s a lot of margin in it too. So it’d be, it’s like a big gravity well where it’s like, “Well, we can just take the existing stuff and add achievements to it and we’ll sell more pills.”

There’s also another part of it in Silicon Valley where … And you’re a VC, so has anybody ever tried to pitch you a video game? Do you understand it at all?

Patrick: What did you learn about the reasons why people will pay? Famously in free to play there’s this crazy power law of who pays and how much. And the 0.1% of the players, I don’t know what it is. Some crazy high percentage of the revenue. So maybe a better way of asking the question is like, what have you learned about what characterizes that willingness to spend?

Gabriel: We’re tribal people by nature. And when I say tribe, I don’t just mean your culture. I also mean the size. Tribes tend to be pretty small. If you look at early America and people say, go West and land of opportunities. What does land of opportunity mean?ย It means if I’m a blacksmith and I’m the only blacksmith around for 100 miles, it doesn’t matter if I’m the world’s best at making horseshoes or not. I’m the only one around. So, that’s my land of opportunity. I could just keep going West essentially, and there’ll be less and less people, and I’ll have more and more of an opportunity to become important to the community that I’m in.

And we’re in this age of hyper-competition. We have these social networks, forums, and chat rooms, clubhouses, whatever, where we have essentially this real-time leaderboard of who matters and who doesn’t. So when you say that 1% of spenders, that group is even smaller with who matters online.

So the answer is that the world has become so soul-crushingly competitive. Being good at something doesn’t matter anymore โ€” you have to be the best. If you make horseshoes, doesn’t matter if you’re good at it, I’ll just order it for someone else and it’ll arrive in two days. And you better be cheap, because if not I’ll wait a week and get it from China.

So we’re in this hyper state of competition, that makes people feel like they don’t matter. Because they don’t. They actually really don’t, and everybody knows it. That’s the honest truth. So you end up with these online communities with a seductive and simple way to belong to something, where these things actually reward time spent, rather than skill. So if I just spend more time, I’ll be more important. You see that a lot on social networking, they’re all designed that way. Spend more time, you’ll matter more. You see so much like online activism, for example. Online activism that you would never see in person because all I got to do is post something, or whatever. And they matter because they’ll get lots of likes, they’ll get lots of retweets.

You get the culture and then the counterculture. And they’re both essentially the same thing, like one side saying thing because that’s the thing to say. The other side is saying the opposite because that’s the opposite to say. And both sides get a lot of likes.ย Video games give more structure to that than Twitter does. A lot more structure. They could have levels, and Kings, and Queens, and weapons, and kingdoms, and whatever you want, you just make it up. So you get more structure. And the video games become a place to get lost in because they have so much structure. That’s what I did. And I loved it. And for me it was really important to me, because before that I was just like, what’s the point? I don’t even know what the point of my life was basically. It’s like, you’re working at Target, and Dave & Buster’s, and whatever, and you’re not going to college, what else do you have? That’s what I had. And I think that’s what made me understand it. There’s just too much competition, and people need environments to excel in. This whole hyper-globalization thing just crushes souls because they can’t excel. And they know it. Everybody’s like, robots are going to replace you. And AI is going to replace you, and you got to go eat bugs and go live in a box. It’s so funny, I talk to these AI guys in Silicon Valley. They’re all trying to make God versions of themselves. They always say to the game developers “We need you.” Because what are people going to do when my God AI thing works?

It’s so sick. It really is sick, like they know what they’re doing. They know exactly what is going to happen. And they’re looking at the game designers like, well maybe you’ll distract everybody. Maybe everybody will just be distracted as the whole world collapses around them. Like every person in AI, every single person in AI, every single one. They’re all, “We’re going to need VR.”

I wish they would be more honest in public about it. Because they all say it. I think this game design worldwide takeover is partly because the innovators think that’s what should happen. And also because they don’t know what else to do.

Patrick: Give me one more thing at least. One more what I would call purple pill. Something not too inflammatory. Something you think that is true about the world that people wouldn’t like to hear.

Gabriel: I think we need AI more than we think. I think that we’re at an IQ limit and the reason why innovation feels like it’s slowing down is because we can’t do it. We just literally, physically can’t do it. And there may be an exit ramp through AI, but it’s not exactly clear that we can do that either.

I really think that the 60s and 70s futurism is the reason why we’re suffering so much today. Because there was no reason to not print money, to not full-on inflationary mindset and everything because we were going to live in paradise. We were going to be on the moon. We’ll be able to pay all this back, there’s no problem. And then financialization happened, and gamification of financialization happened because that was easier and it worked. But it’s not better. Innovation is better. It’s clearly better. If I make a teleport machine, I don’t need to make a video game, I don’t need to have levels and achievements. It doesn’t need to look nice. It doesn’t need any of those things. It’s just is what it is and everybody wants one. That is better. That’s the only way to really have prosperity. And this design/now gamification is a symptom of the limits of our minds. So instead of doing things in the physical world, we’re doing things in the psychological world now, and that may be permanent. And I hope that’s not true, but more and more of the economy is going into this exploit, automation, high-frequency trading, that kind of thinking. And it’s not rockets to Mars.

We’ve gotten to the point where we look at the two richest men… Like we used to have the Wright brothers, these two guys trying to make an airplane, they’re in the middle of nowhere, who are these guys like? Now we look to the two richest men in the world to solve our most difficult problems. The regular person has no chance in participating in the future of the economy now. The only people who have the chance [appear to be these rich people], “I hope Bill Gates figures out solar panels.” And the regular people are just kind of looking up to them saying, “Well, I don’t know what to do.” And I think the reality is the rich guys don’t know what to do either. We got the rockets going. Those are cool. And we’re making some incremental innovations. There’s been some really important things like crypto. So it’s not hopeless. It’s just not what we thought was going to happen. The dislocation between the economy and the reality of innovation is that the economy moved way ahead of innovation, under false expectations that we would be able to keep innovating at an exponential rate.

I think there’s a fear that we know that we can’t. So then you’re staring at deflation, like a reset, essentially. We’ve got too much of everything and there’s not enough innovation to pay this back. It doesn’t exist so we got to abandon ship basically. That’s pretty bad. But from my lens, from my point of view, it’s why gaming is becoming so important. It’s because we don’t have the teleport machine and we need one. And if we had teleport machines, nobody would be playing games.


Something More Uplifting: A Qualitative Screen For A Promising Investment

Patrick: Does the idea, I’ll call it the gooey teleportation principle or something, is this also an investing principle? You should look for stuff that has terrible design or is breaking?

Gabriel: NFTs are important the same way the App Store was important. Meaning that at the beginning of the App Store, everything was broken. It took like three months to get an app approved. Just crazy stuff. It was a real nightmare. And it was growing like crazy. That’s what you want. You want environment that’s completely broken. There’s like a couple spaces still in the innovation phase and crypto is clearly one of them.

You always hear these VCs who don’t know what they’re talking about. They go, “You know what crypto needs, it needs a good UI.” I’m like, “Oh my God, just stop. Like stop it.” It’s innovative, it doesn’t need that. It’s still growing despite that. If we get to the phase where all crypto can do is add UI, it’s over. That’s it. Right? Then it’s just a matter of who’s got more DAU at that point, and it’s over.

So crypto is a good example of something that’s still really deep in the innovation phase. It’s not everything, but crypto will eventually turn into a game too. It’s obvious. It’s kind of got elements like that. But my favorite stuff is you go to the websites, they look terrible. You ever noticed that? If you look at this DeFi projects, it’s like the worst looking website you’ve ever seen. That’s a good thing. That’s what I want. I want it to look terrible like it’s crashing all the time, and it’s just growing. That’s the sign. Because when you clean it up, when you do put the good UI in, and you do gamify it, it will be 100x bigger. If you’re 10 years deep and still looks terrible and still growing like crazy, that’s all you need to know.

VC is right that when it does get cleaned up, it’s going to be bigger. But that’s not what you’re looking for. You’re actually looking for it being a mess and it’s still growing.

Put all your money there. Anything that’s just growing like crazy and totally broken, just put all your money there because obviously when it gets fixed, it’s going to be better. And there are tons of examples of this. There’s like the MySpace/Facebook example, right? They both had the broken but working thing, but MySpace couldn’t fix itself fast enough. So that’s kind of the bet. But if I didn’t know the future, I’d go, “Yeah, put all your money in MySpace.” I mean it’s growing and it’s like totally broken all the time. That’s where I would look at the risk. I think you kind of have to be an entrepreneur to even understand that. But that’s how I look at it, where’s the space that’s just totally screwed up and it’s still working? That’s what you want to be involved in.