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This Ex-Poker Pro Built a Hedge Fund by Betting Against Beta – David Orr on Asymmetric Bets

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This Ex-Poker Pro Built a Hedge Fund by Betting Against Beta – David Orr on Asymmetric Bets

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1657 segments

0:00

David, thanks so much for doing this.

0:02

>> Yeah, thanks for having me.

0:05

>> You started off as a professional poker

0:08

player

0:09

>> before building out Militia Capital,

0:11

your hedge fund that, correct me if I'm

0:13

wrong, has done over 40%

0:16

annual growth rate? What's been the

0:18

story in getting to this point?

0:20

>> Basically just been this wild ride of um

0:22

applying like what I learned in poker,

0:25

you know, to building a good track

0:28

record. I focused on performance. Um,

0:30

sort of thinking in the in terms of

0:32

bets. No. Um, I'm really just looking

0:36

for uh so in poker there's this term

0:38

expected value.

0:40

Um, and so your goal in a bet is to make

0:42

sure that you have a good positive

0:44

expected value before making it. And so,

0:48

um, in poker, the way you get good, or

0:51

at least the way I got good was I

0:52

systematically went through each type of

0:55

bet I would make, and I'd figure out

0:56

like what was not making money, what had

0:59

a negative expected value, and I just

1:01

systematically cut those out. And so, my

1:04

investing learning process was the exact

1:07

same thing. Um, you know, I don't need

1:10

to um boost my own ego and prove that my

1:13

idea will be right in 30 years. Um, I

1:16

just look if the idea is not making

1:18

money, you know, within months or, you

1:21

know, a couple quarters, I I'm wrong as

1:23

far as I'm concerned. And I'm going to

1:25

get rid of that type of bet completely.

1:27

And instead, I'm going to focus on the

1:28

types of bets that have a positive

1:30

expected return overall. And, uh, what

1:34

I've noticed, you know, other fund

1:36

managers not doing is getting rid of

1:37

those losing bets. And, you know, there

1:40

is that saying, um, you know, you'd

1:43

rather be right than make money. and and

1:45

that's just totally the case. And um and

1:48

poker will beat that out of you. You

1:50

know, if you're um wrong in poker, the

1:52

the feedback loop is so quickly that you

1:54

get in um you know, within even a

1:57

session, you made so many bets

2:00

um you know, that right away you can

2:03

start to feel it. Then after even a

2:05

month or two, the sample size is quite

2:07

good. Not not perfect, but you know, a

2:09

decent guess. And um and so I have way

2:13

more reps that way than most fund

2:14

managers do because it takes years to

2:16

see, oh, you know, I shouldn't have

2:18

stayed bullish oil for 3 years. And some

2:20

guys are still bullish oil right now.

2:22

And maybe they'll be right. I don't

2:24

know. But, you know, I don't I never do

2:26

this in investing. I don't stay wrong on

2:28

some idea I have. So, I think that's how

2:31

I've done it. And so, you you were

2:34

playing poker in Thailand for a little

2:36

bit. Um what was the moment when I guess

2:39

you started getting curious about um

2:42

about equities, commodities? What did

2:45

that look like?

2:46

>> Yeah, so basically um I was playing um I

2:50

was like one of the the better players

2:51

in the world by 2015 16. Um and then one

2:55

day sort of these really good players

2:57

showed up who were even better than me.

2:59

And I didn't realize what that was at

3:01

the time, but people actually figured

3:03

out how to use um like a bot in real

3:05

time.

3:06

that would play not perfect but nearly

3:09

perfect poker. Uh the game was being

3:11

solved around that time. And so um you

3:16

know I I realized, oh man, like

3:18

something's happened here. I'm not

3:19

winning money at poker anymore. It

3:21

wasn't that bad right away, but I could

3:24

see that the writing was on the wall,

3:25

even if I didn't even understand why. So

3:28

I stopped playing um around then. And

3:31

then

3:33

um I had some money saved up from poker.

3:36

I before I was just in the S&P 500.

3:39

Uh I sort of believed that market was

3:40

efficient like everyone else uh or most

3:43

everyone else. But um so I my whole goal

3:47

back then was to sort of do the academic

3:49

idea which is that if you can uh

3:51

increase the risk you're taking, you'll

3:53

also increase your return. That's that's

3:56

how they teach it in school. So I was

3:57

like, "Okay, great. I'm fine with risk

3:59

takingaking. you know, if I can get an

4:01

extra percent or two a year return,

4:02

that's fantastic. So, that was my whole

4:04

goal from the outset. Uh, but then as I

4:07

researched um how to do this, I reached

4:10

the opposite conclusion. It was actually

4:13

um the more risk you take, the lower

4:14

your expected return is in investing.

4:17

And if that whole backbone of this

4:19

academic way of thinking about investing

4:20

is wrong, then you know what else is.

4:23

So, I I

4:25

>> I just kept learning from there.

4:29

One of the things I remember you saying

4:31

because I listened to you on another on

4:33

another podcast and you said that you

4:35

read this paper called um betting bet

4:37

against beta. I have it written down in

4:39

front of me. What was what were the core

4:42

lessons that you learned from that that

4:44

paper? Yeah. I mean that paper just

4:46

refuted

4:48

um everything that they had taught. And

4:50

so if you collectively had one type of

4:53

uh investment that would underperform

4:56

and you have another type of investment

4:58

that will outperform, then my idea back

5:00

then was as simple as, oh well, I'll

5:02

just, you know, get long the ones

5:05

that'll do better and short the ones

5:06

that'll do worse. It's of course not

5:08

quite that simple. Um there's no free

5:11

lunch that big, but um

5:15

so at first all I did was just exactly

5:17

that though. I just went in and shorted

5:19

the uh higher beta stocks that seemed

5:22

pretty bad and I bought the lower beta

5:24

ones. And then, you know, you sort of

5:26

learn from there what works and what

5:27

doesn't. You learn other market

5:29

anomalies. You learn about uh good short

5:32

selling strategies. Um so you just sort

5:34

of keep piling up new strategies on top

5:37

of that.

5:39

And so from that point, I guess where

5:42

did your learning take you? So from this

5:44

paper to trading almost everything. I

5:48

mean, I think I was reading your I think

5:50

it was either your I think it was your

5:51

audited report on your website and I saw

5:54

all sorts of different asset classes

5:56

traded. I even saw a prediction markets

5:58

bet and I was very curious about that

6:00

and we can get into that later but it

6:03

just seems that

6:06

you know David you taught yourself a lot

6:08

and I want to understand how that

6:10

journey actually progressed I guess.

6:12

>> Yeah. I mean I I just I just try

6:15

different things. I I try anything, you

6:17

know. I didn't even know how to bet on

6:19

interest rates, for example, in 2020.

6:22

Um, and so in that example, it was just

6:26

as simple as, okay, so I asked some

6:28

friends, hey guys, how do I bet on

6:29

inflation being possible? You know, what

6:32

what are the odds that people are going

6:34

to pay for this? So, I just wanted to

6:36

see what it was. I didn't even really

6:37

intend on on betting, making the direct

6:40

bet, right? I was sort of more curious

6:42

about how this would fit into the other

6:44

bets I was making at the time. And then

6:47

one of the guys in our chat was like,

6:49

"Oh, you know, you can bet on this thing

6:50

called the Euro dollars futures option.

6:53

This is kind of esoteric thing, right?"

6:55

I had no idea what this was. And then I

6:58

was looking at this. I'm like, "Well,

6:59

wait a minute. This is is this right?

7:01

This this says that if we get inflation

7:03

within a few years, this thing will pay

7:05

200 to one."

7:08

And I was like, "What do you mean 200 to

7:09

one? what what are we talking about

7:11

here? You know, and I don't even know

7:13

what this was. I actually didn't know

7:15

exactly how this instrument even worked

7:17

in this CA case. So, that was my whole

7:19

concern was there like am I just

7:21

misunderstanding? Surely I'm missing

7:23

something, right? This pays like 5 to1

7:24

or something maybe, right? Or but you

7:27

know, I just sort of learn how the

7:29

product actually works and sure enough,

7:32

it was like 200 to one. So, all right,

7:33

now I'm a macro investor. You know, I'm

7:35

going to play some of these. I bet I

7:37

think I risked half a percent or 1% or

7:39

something on that you know it's like

7:41

okay um and I you know I wasn't once the

7:46

uh asymmetry went went away I sort of

7:47

closed a lot of it too early because it

7:50

started repricing by mid you know by

7:52

2021 really and I'm not a macro guy I

7:55

don't really know anything about macro

7:56

investing

7:58

so once it got to you know like

8:01

um 20 to1 it was a lot less interesting

8:04

um and by 10 to1 I'm like okay I don't

8:05

really know enough here to to really

8:08

have a read on the situation to know

8:10

that this is a good bet intuitively. I

8:12

don't think you you don't need to like

8:15

you know you you don't you like ask

8:17

normal people right like hey um if you

8:19

could make this bet on inflation you get

8:21

paid 200 to one I think norm would be

8:24

like oh yeah okay so you really didn't

8:28

need to be like a genius you just sort

8:30

of had to find it and think about what

8:32

was going on and um that I do that kind

8:36

of thing all the time in investing I

8:38

just look up what I think is uh you know

8:41

extreme extremely lopsided bet and then

8:44

once it passes I don't think about it

8:45

again. So, you know, another fund

8:48

manager might from that point be like,

8:50

"Oh, I'm now this hot shot macro

8:52

investor or something." For me, that was

8:54

not the case. I was like, "Okay, I I

8:57

looked at a few macro things from there,

8:58

but I was like, no, this seems pretty

9:00

competitive. These guys are smart.

9:01

They're playing their competitive game

9:02

here. I'm not going to get involved."

9:05

Um

9:06

but but yeah, if you can just find

9:09

anything to bet on, um you know, in that

9:13

prediction market example, um the Camala

9:16

Harris, um Donald Trump, that wasn't

9:19

what that one was about. And

9:23

you know, it's basically right near a

9:24

coin flip right before election day. And

9:27

so in that case, I just zoomed out and

9:28

said, "Well, wait a minute. here you had

9:31

um

9:33

Camala Harris wasn't even the candidate

9:35

and she had like only a couple months to

9:38

even prepare and so that's like already

9:41

pretty difficult to believe you zoom out

9:43

and think about it like wait a minute

9:44

you know two two months nobody even

9:47

really likes the lady you know a lot of

9:49

people do particularly hate Trump right

9:51

but but okay so so okay coin flip I'll

9:55

bet on that

9:58

uh similar kind of logic.

10:01

>> Yeah.

10:02

>> And so I guess what you've said there

10:05

and and I think this is the case for for

10:06

every great investor. They look for

10:08

asymmetric bets. They try to um have a

10:11

you know a basket of those. So say a

10:13

hundred um ideas that that they they

10:15

deem asymmetric. Um

10:20

how do you go? What's your process for

10:23

finding those bets? Um what does that

10:25

look like?

10:27

>> I just look at new ideas all day. So, I

10:29

sort of have a curated list of guys I

10:31

follow on Twitter. You know, they don't

10:33

really share that much alpha anymore,

10:35

which is kind of sad. I think nobody on

10:37

Twitter really does anymore. Um, but I

10:40

have my sort of internal group that I

10:42

talk with. That that that's always been

10:44

a pretty small percent of it, though.

10:46

Really, it's just as simple as I'll I'll

10:48

start like looking through tickers one

10:50

by one.

10:52

Um, and then I'm just trying to

10:54

understand, okay, well, what is this

10:55

company? What do they do? Does the do

10:58

the financials look interesting? That's

11:00

the biggest backbone of what I do. I

11:02

don't really focus on the other types of

11:04

uh bets we talked about too much.

11:06

Mostly, it's just individual companies,

11:08

which are nice because they're sort of

11:10

uh they're all correlated to the market,

11:12

but besides that, you know, they they're

11:14

pretty uncorrelated bets. So, um, you

11:19

know, one of my better calls was I was

11:21

actually short Nvidia in 2023,

11:24

uh, going into the May when the people

11:27

started realizing just how big of a deal

11:29

AI would be. And I, back then, I was

11:31

just short because I thought I was

11:32

shorting like a crypto miner.

11:35

>> Um, but then I got, you know, I got

11:37

pretty blindsided by this, uh, their

11:39

earnings result in May 2023. I was like,

11:43

okay, well, what's happening here? And

11:44

then I took time and I, you know,

11:47

understood what the technology was. I'm

11:49

like, "Oh, this could totally work." And

11:51

then I a couple months later I posted,

11:52

you know, Nvidia could be like the most

11:54

valuable company in the world. And then

11:56

that ended up happening, you know. So it

11:58

was just about understanding this

12:00

technology in that case and what they

12:02

actually have and who can compete with

12:04

them. And that was a pretty simple one.

12:07

>> At any given moment, how many positions

12:09

do you have in the fund? We've got uh

12:12

well we have my my partition and then

12:15

we've got other portfolio managers now.

12:17

Um all combined we have 1,200 positions

12:20

today uh overall fund level but my own

12:23

partition is about 350.

12:26

>> How do you understand each of those 350

12:28

names? Well, I guess how do you hold

12:30

that in your in your memory?

12:32

>> So the um the longs are really an easy

12:35

side. So that part of it I don't think

12:37

is impressive at all. It's just like

12:39

once you figure out a company is good

12:41

and you you know it's got a simple

12:43

thesis that you understand what what

12:45

everyone understands is different but

12:46

for me I understand that airports for

12:49

example that's a pretty simple business

12:52

they just benefit the more people that

12:53

travel the more profit they make it's

12:56

not like

12:57

>> it's not like an airline which is um

13:00

really complex dynamic business very

13:02

capital intensive airports are really

13:04

simple

13:05

um so it's easy for me to see how this

13:07

business can keep growing growing at say

13:09

5% a year long term. They're not going

13:12

to have any competition really because

13:14

airports typically there's one per city

13:16

maybe two. Usually if there even is a

13:18

new airport, you know that implies

13:21

really good things have happened, right?

13:23

It means that the demand has gotten so

13:25

damn big that your your investment has

13:27

already killed it like four times over.

13:30

So this is a really painfully simple

13:31

thesis. So, we're long I'm long like um

13:34

like seven airports, airport companies

13:37

worldwide.

13:39

Um and after I've convinced myself of

13:41

that thesis, I don't even really like I

13:43

don't read the earnings reports. Even

13:45

every like twice a year, I'll go through

13:47

and make sure that um you know, in fact,

13:49

the passenger growth is going up. Um so

13:53

that that's a pretty straightforward

13:55

example. Or another similar one would be

13:57

the natural gas pipelines.

13:59

Um, in this case, it's almost like a

14:02

utility. They're providing gas basically

14:04

to natural gas power plants. They now

14:07

have two new tailwinds in America

14:08

because they're going to export more gas

14:10

to Europe and they're going to supply

14:13

more power plants to AI data centers.

14:17

So, even without those new tailwinds

14:19

though, they seem at least reasonably

14:21

priced to me. You know, they're yielding

14:23

like a 7 8% dividend and uh those are

14:27

robust earnings. it's well covered. Um,

14:30

and then if you have any sort of new

14:32

tailwind on top of that, it's easy to

14:33

see how this this one will be, you know,

14:35

more like a 12% return. Um,

14:40

so yeah, longs like that are are really

14:43

simple that they really are. um or like

14:46

Japan as a whole, that's another theme

14:48

I'm long today where the corporate

14:50

governance is improving and the Japanese

14:53

government keeps doing things to force

14:55

um these small companies to treat their

14:57

shareholders better and they're really

14:59

taking real and it's not just a show and

15:01

it's a clear pattern and companies are

15:04

actually reacting. It's not like I'm I'm

15:06

theorizing that this might work. it's

15:08

like already very clearly working today

15:11

and so I'm just betting on a large

15:13

basket of those types of companies just

15:15

to play that theme really. The valuation

15:17

and things already look good too of

15:19

course but

15:21

um so yeah on the long side it's these

15:23

sort of themes that you can ride for

15:25

years or hopefully even like decades you

15:28

know I think in the airport example that

15:30

might be the case. Um

15:33

and then you know the only thing you

15:34

have to watch is valuation. if they get

15:36

way too expensive, then you have to sell

15:38

and find something new. But that doesn't

15:40

happen that often. So,

15:44

um, and then shorts are are a lot

15:45

harder. So, on shorts, you're trying to

15:49

think through there's like a lot of

15:50

different types of shorts, but like, uh,

15:53

an obvious example is this company's

15:56

just going to fail. It doesn't have any

15:58

good possible future to it. I think um

16:02

like I think cable TV is like this, you

16:04

know, like linear television. It's like

16:06

I don't it's almost weird that the

16:08

stocks are still trading because they're

16:09

so obviously screwed. Um but like

16:13

companies like Charter seem like in big

16:15

trouble to me. I've been shorting that

16:17

one on that really simple idea that

16:19

cable TV is bad. Um,

16:23

and then other types of shorts, it's

16:25

just um, like let's say they have really

16:28

poor management or like management's

16:30

even just dishonest and outright

16:32

stealing the money, which is a lot

16:34

different. So, some some types of

16:35

management are stealing in a different

16:37

way. They sort of uh, they get called a

16:38

fraud. And I don't actually like those

16:41

types of shorts because it's a lot to

16:43

follow. And these types of man

16:44

management are very um skillful at

16:47

pumping their um

16:50

at their story, right? And then that

16:53

means the stock could run up on you a

16:54

thousand% pretty easily. So I'm actually

16:57

not interested in that type of

16:58

dishonesty. I'm more interested in like,

17:01

oh, okay, so the business is stagnant.

17:04

Nothing's happening. Management keeps

17:06

paying themselves enormous bonuses. They

17:08

still have a a private jet they're using

17:10

all the time. you know, the shareholders

17:12

paying for that. Um, or like another

17:16

type of dishonesty is just an empire

17:18

building. Not like they're trying to

17:20

hype up a false new story, but they're

17:23

trying to um just do acquisitions for

17:26

the sake of managing even more and

17:28

solidifying their job even more. Um,

17:33

and once you figure it out, like in that

17:35

case, a management team is bad. Uh,

17:37

those are really long-term.

17:40

um you can just sort of stay short that

17:42

management team um for years. You know,

17:46

often these guys will keep their jobs

17:47

for decades. Um

17:50

you know, so

17:53

yeah, there there's just so many

17:54

different types of shorts, but you know,

17:56

as I've done this longer, I like to do

17:58

the longer term stuff, and you just uh

18:01

then you can have ideas that work for

18:03

years, which is how I've been able to

18:05

get way more diversified.

18:07

Um,

18:09

yeah.

18:11

So, it seems to me that at Militia you

18:14

like to bet on these long-term trends,

18:16

these these mac these themes that you

18:19

think play out for I mean, you've just

18:22

said it for years and years and years.

18:27

when I speak to let's say

18:30

pod analysts or people who've worked at

18:33

pods

18:35

um the mindset I feel is quite different

18:38

in that they are um constrained to a

18:42

particular sector and even within that

18:44

sector it's it's a couple names knowing

18:46

those in and out and trying to uh make

18:50

money every month or so every month Um,

18:57

I guess what are your thoughts on the

19:00

differences between those philosophies?

19:03

On your end, it's looking at the big

19:06

picture. On their end, it's scrutinizing

19:09

every little detail and then them

19:11

fitting into this

19:13

larger business. How do you think about

19:15

that? Yeah, I mean I've been kind of

19:17

critical of the pod shop model in other

19:20

interviews I think and some like someone

19:22

uh Twitter, but

19:27

yeah, I think that they're playing a

19:28

game that benefits from a relatively

19:31

smaller scale and then nowadays they're

19:33

so big. I actually don't think that

19:35

their whole super short-term focus can

19:37

actually work mathematically.

19:40

Um, so I don't think for that reason

19:42

it's good. I think the way it used to

19:44

work was kind of smart. Um, I'd say the

19:47

biggest benefit of what they do is it

19:49

doesn't let them stay wrong just by by

19:51

default. So, at the start of the

19:53

interview, I mentioned um that that's

19:55

the thing that gets almost all

19:56

fundamental investors, guys like me, is

19:59

that um they'll just stay wrong, you

20:02

know, like let's say that their long

20:05

charter and then their story just keeps

20:08

morphing over the years from like, oh,

20:10

it's this long-term wonderful growth

20:11

thing to like, oh, it's facing like a

20:14

somewhat of a headwind, but the multiple

20:16

so much better. And nowadays, I talked

20:19

to one recently, smart guy, very smart

20:21

guy. But I think a lot of these people

20:22

are smarter than me. I mean that like

20:23

genuinely, but they they just tricked

20:26

themselves and like now the story is oh

20:28

well now it's priced for um only a 2% a

20:32

year terminal decline or whatever or

20:35

sorry it's now priced for like a say a

20:36

4% a year terminal decline, but I think

20:39

it's more like a 1 or 2% or whatever.

20:41

And for me I'm just like man, do you not

20:43

even see the data? Even if you're right

20:45

that it is only 1% which this is cable

20:47

TV we're talking about. Okay. So even if

20:50

you're right though, like this is just

20:52

never going to even play out well. And

20:54

obviously what happens is over the years

20:55

these people

20:57

sort of um move the goalposts around and

20:59

they want to be right. They don't want

21:01

to admit that they were wrong and take

21:02

the loss or whatever. And the pod shots

21:04

can't do this. Like they will actually

21:06

get fired pretty quickly if they do. Um

21:09

and then if they're focused on well

21:10

what's actually working over the next

21:12

month and that's their timeline, then

21:14

they actually will change their mind

21:16

constantly, right? I think that that's

21:18

by far the biggest benefit of what

21:19

they're doing. So, uh, but is it

21:22

actually an optimal way to invest at

21:24

all? I don't think so at all. Where do

21:26

you see the future of

21:29

the hedge fund business? So, you're a

21:33

smaller fund. Um, even though you've

21:35

grown a lot recently, I was looking at

21:37

your AUM growth and I was like, "Wow,

21:39

this is crazy." Like, good job. Right.

21:42

Um and then uh but you see these

21:46

articles of call it the four big hedge

21:48

funds you know your citadels your

21:50

millenniums uh they've just gotten

21:53

bigger and bigger and bigger and

22:00

it just seems like with that

22:03

scale as you've said it's hard to find

22:09

it's just harder to find off right it's

22:11

just harder And so where do you see the

22:12

future of the business where you have

22:14

these guys growing? Allocators love them

22:16

because no one is going to lose your job

22:17

if you allocate to to one of them,

22:19

right? You're like it it's fine even if

22:21

they're down or even if they

22:23

underperform, right? It's you're no one

22:26

like no one is going to fire you for

22:27

investing, you know, allocating more

22:29

money. Um how do you think about that?

22:31

Like where do you see the future of the

22:32

business going?

22:34

>> Yeah. So, I think one of their um

22:36

mistakes is trying to charge like a

22:38

performance-based fee on that kind of

22:40

AUM. And they've been really successful

22:43

as multi-managers and everything, which

22:45

that aspect of what they're doing is

22:46

brilliant. I copied it. Uh but this

22:49

thing where they're letting the AUM grow

22:51

so big, um it's it's actually good for

22:54

their own bottom line, too, I guess, to

22:56

their uh credit, right? I mean, they're

22:58

just kind of printing money. Um I think

23:01

just their management fee alone is over

23:02

a billion dollars a year. And then

23:04

they're uh they call it a performance D,

23:07

but you know they're it's almost like

23:09

not that diversified. It's basically

23:11

just almost like another management fee.

23:14

And so, you know, they're collecting a

23:16

few billion dollars a year each one of

23:17

those shops just sort of every year,

23:19

year after year. So, for the guys

23:21

running it, I guess that's brilliant. Uh

23:23

for me, I I don't like it. I find it

23:25

distasteful to sort of um take the money

23:27

from everyone else and sort of put in my

23:29

own pocket. Uh, I can see I can sort of

23:32

understand the temptation of doing that.

23:34

Um,

23:36

but I'm not going to. So, you know,

23:38

that's why I don't just endlessly raise

23:40

money. I could at this point I could go

23:42

raise a lot more in the hedge fund

23:44

structure. Um but instead what I'm

23:46

intending on doing is like having a more

23:48

vertically integrated financial services

23:51

business where we um have a much lower

23:54

fee layer uh using ETFs. Um and then

23:59

basically

24:01

there's other like layers on top of that

24:04

we can add to create more value for us

24:07

and that's by cutting out various

24:08

middlemen. So, for example, the broker

24:12

dealer business um is really

24:14

interesting.

24:16

Um

24:18

especially for like levered investing,

24:19

which is what we do, you can really save

24:22

a lot of costs there. Um and basically

24:26

my idea is if we can get the cost down

24:28

to nearly zero and then we charge let's

24:32

say a long-term like a 1% fee on an ETF

24:36

structure, that's like really long-term

24:37

once you're way bigger. then it's a lot

24:40

easier to actually add value for people

24:42

in a real way on a 1% fee layer with

24:45

zero middleman than it is to have, you

24:47

know, this in practice, it's more like a

24:50

four or 5% a year fee. Um, with still

24:54

paying middlemen on top of that. Um,

24:58

so longterm, that's sort of what I have

25:00

in mind to do here. It's it's it's kind

25:02

of a big project to pull off, but

25:05

because you you need like um a lot of

25:07

legal compliance people to make sure

25:10

there's no conflicts of interest that

25:13

you know the assets are being treated

25:14

properly and you also need um like a lot

25:18

of portfolio managers

25:20

uh still. So you need the multi manager.

25:22

need to sell the portfolio manager on

25:24

this idea that hey, you should run this

25:26

lower fee thing. Even though you'll

25:29

probably not make quite as much money as

25:31

the citadels and things, you should do

25:33

it anyway because it's the right thing

25:34

to do. Um, I think it's easier to sell

25:37

people on that if basically you're

25:38

telling them that you'll be able to

25:40

raise them a ton of money using the same

25:42

brand. So that way from day one they

25:44

they uh get a huge fee, right? And then

25:47

also you'd offer like a lot more real

25:50

ownership versus the companies like

25:52

Citadel, they don't actually pay the

25:54

talent what they they deserve to. I'd

25:56

pay them, you know, most of that 1% fee

25:59

would actually go to the guy running the

26:01

money. Um, so I I basically plan on um

26:06

yeah, I'm really trying to reinvent how

26:07

this whole thing's done with uh lower

26:09

fee, no middleman sort of business.

26:13

um versus,

26:15

you know, like let's say that every time

26:17

these guys get, you know, their set of

26:19

sports tickets and everything for for

26:21

for free, like someone's actually paying

26:23

for those kind of perks, you know, our

26:25

company will have none of that kind of

26:27

crap. Um,

26:30

you know, so

26:32

that that's how I'm seeing it. And I

26:34

think the brand value alone once you get

26:35

people to trust that you're adding this

26:37

big edge and then money can kind of

26:40

automatically that's kind of uh already

26:43

wonderful for the PM especially if he

26:44

believes in the sort of ethical side of

26:46

it like hey we shouldn't we shouldn't

26:48

just fleece pensions and things out of

26:50

uh you know billions of dollars a year

26:53

like that's how I see the other

26:54

multi-manager jobs today.

26:56

>> When did you introduce PMs into your

26:58

business from running it solo to now?

27:01

Uh, I got the first one at the start of

27:03

2024. He's a guy I've been following for

27:06

a few years on Twitter. Um, and then the

27:10

second guy, um, I actually met him the

27:13

first time in person in 2019, so I sort

27:16

of knew he was a long time ago. And then

27:18

now we're trying another couple. We're

27:19

starting a new couple really small. Uh,

27:22

and I also found them on the internet.

27:23

So,

27:25

and so talk to me a little bit about

27:27

that business. What is it? What what

27:29

product are you trying to create?

27:32

>> Well, I just wanted to be a

27:34

multi-manager smaller scale hedge fund,

27:36

which is how the edge has been possible.

27:39

I've sort of repeatedly said the small

27:41

scale is what allows for such a big

27:43

edge. Um,

27:46

so yeah, I mean, if we can just get

27:48

people to agree to that at the hedge

27:50

fund layer, then the way um it's even

27:54

kind of a selfish thing if you just put

27:56

in a spreadsheet and see how it works

27:58

out if your your compound annual growth

28:00

rate is super super high. Just the way

28:02

your own carried interest compounds is

28:04

kind of insane versus like a lot lower

28:07

fee at a lot lower compound annual

28:11

growth. It's um

28:14

you know it's it's not actually people I

28:16

think are shooting themselves in the

28:17

foot even trying to uh grow endlessly.

28:20

Um

28:22

so so yeah this layer of the business is

28:25

really just as simple as let's have a

28:28

huge edge let's charge you know kind of

28:31

a regularish hedge fund fee for it and

28:34

then if you prove yourself in the hedge

28:36

fund then we'll we'll make you the

28:38

larger scale more marketing oriented ETF

28:43

uh vehicle instead and each PM would

28:45

have his own ETF. Wow, that's a really

28:49

interesting structure.

28:52

How's that been playing out for you so

28:54

far? How's it been going?

28:56

>> Well, the PMS are going great. They've

28:58

been killing it. I can see what they're

29:01

doing. I think it will scale pretty

29:02

well, so I don't see why it couldn't go

29:04

in an ETF structure.

29:06

Um, yeah, if they keep doing well, we'll

29:09

launch them their own ETFs probably in a

29:11

year or two.

29:13

um because the the ETFs are, you know,

29:15

it's still a very new idea to put a

29:16

hedge fund in into an ETF. So, we don't

29:20

actually know that uh confidently how

29:24

well that'll even work mechanically yet,

29:25

for example. So, I want to be a little

29:28

patient there and see what happens. But,

29:31

>> and for the fund for the funds that

29:33

you're building, are you how do you

29:36

think about risk management? Are you

29:38

doing the whole like are you hedging out

29:39

all the exposures?

29:41

Um, do you not view risk in that way?

29:44

I'd love to hear your thoughts.

29:46

>> Yeah, I think that the the pod shops get

29:48

way too neurotic about it, like they

29:51

basically want the factor exposure to be

29:53

zero or I've heard some through the

29:55

grapevine now that they're easing up on

29:56

that for their good guys to actually let

29:58

them have some kind of I don't even know

30:00

if that's true. Um, but

30:04

you know,

30:07

I I see it like um,

30:11

you know, you want them to be able like

30:13

you want the PMs to manage their own

30:14

risk in a way that seems good just by

30:17

itself.

30:19

Like, so I want to make it so I'm

30:21

watching the risk on my side, of course,

30:23

but I want it so that none of my filters

30:26

are are sending a big alarm signal,

30:29

right? And so if the PM has let's say 6

30:32

beta to the AI factor, that's totally

30:36

reasonable. Like that's fine. You can do

30:38

that. But if on the other hand, he's

30:40

like running three beta to the AI

30:42

factor, that's just a no-go. And I like

30:46

honestly if a PM is doing that kind of

30:48

thing,

30:50

I don't even think I'd step in to try to

30:52

get them to correct it too much. Maybe

30:54

maybe like a little bit. maybe like

30:56

maybe he's got this one blind spot. But

30:58

if I notice they're just doing this kind

31:00

of thing even somewhat often where it's

31:02

just totally reckless.

31:05

Uh then I would just end their their

31:07

deal, right? But so far the two PMs I've

31:10

picked, they don't do anything crazy

31:12

like that at all. They have their own

31:14

good risk management system as far as I

31:16

can tell as its own whatever. However,

31:18

they're seeing it personally. It's

31:20

already pretty good. And then my layer

31:23

is like everything's fine, too. And

31:25

then, of course, you have the the

31:27

broker's layer of risk management on top

31:29

of that. So, yeah, basically three

31:31

layers. And as far as I can tell,

31:33

everything's good on every layer.

31:37

And yeah, as for for pure factors, man,

31:39

I'm pretty sure this is a mistake. You

31:41

know, some factors are good to be long

31:43

and some factors are good to be short,

31:44

and that's totally fine.

31:46

>> Yeah. I mean, yeah, one of the questions

31:47

I do like to ask a lot of the pod guys

31:50

who come on or even just in person is

31:56

I mean, the market tends to go up. Um,

31:59

if you believe in the AI play by

32:02

definition, you kind of should be long

32:04

the AI factor. Uh, momentum tends to

32:07

work um, year after year after year.

32:10

obviously crashes sometimes, but

32:14

the thing I'm always curious about is

32:15

why not just include those in the

32:17

portfolio? And the answer they typically

32:20

give is that they don't believe that

32:22

they have skill in predicting those,

32:24

which I can kind of see. But what I see

32:26

more so is the guys on the top, you

32:30

know, the guy the center book, the guys

32:31

who see every single PM, I think they

32:34

can somewhat gain. And then I think the

32:37

factors and hedging all those out, it's

32:40

just good for building a product that

32:42

the allocators like, right? And um I

32:46

would like to get your I guess I'd like

32:47

to hear your thoughts on that. Why do

32:49

they hedge them out? Do you think that

32:51

neuroticism

32:53

um is just a consequence of them getting

32:57

burned before? Um would love to hear

33:01

your thoughts.

33:02

Yeah, I think the the biggest reason by

33:04

far is they have too many guys and so

33:07

they're neurotic about risk both factor-

33:09

wise, but the other key one is the tight

33:11

stop-loss wise as well. So, they're

33:14

really extremely tight on risk. And

33:17

that's cuz their whole platform is built

33:19

to say, okay, well, we can just sort of

33:21

let you can basically let anyone try and

33:24

then just see sort of see what they do.

33:26

And it the way they've structured it,

33:28

there's not any way that someone can

33:30

game it on beta. That's one of their

33:32

concerns, right? They're worried that

33:33

this guy's going to ride a factor bet

33:37

that can be kind of trendy and he'll

33:39

take advantage of us that way or he'll

33:41

take way too big of a risk. He'll take

33:43

advantage of us that way. Um, so they

33:46

don't actually under I my opinion is

33:47

they don't understand actually what

33:49

their people even do. It's almost like

33:51

they have a black box and they have a

33:53

rule set where things actually can't go

33:55

wrong is how is how they see it. Um,

33:59

but I think um,

34:02

yeah, I actually don't think it'll work

34:04

long term, but I guess we'll see.

34:07

No, we certainly will

34:09

>> because the thing is for me, I actually

34:11

understand my guys. I understand what

34:13

they're doing. Uh, I have a good I don't

34:16

I can't do what they do, but it's

34:18

adjacent to what I'm doing enough. So, I

34:20

actually understand it. Um,

34:23

and I can see that they're diversified

34:25

and um, they're not just doing something

34:28

crazy. They're not taking advantage of

34:30

me in some way.

34:33

And that that's the key thing. Like the

34:35

one of the new guys I'm backing, he's

34:36

very very bullish on AI and basically

34:39

his own portfolio. Uh, I'm interested in

34:42

backing him because his short book I

34:43

think has good alpha probably, but his

34:46

long book is just like it might as well

34:48

just be long in the S&P 500 or

34:51

something. That's almost how it is or

34:52

QQQ.

34:54

Um,

34:55

it's almost like why are you even

34:56

building a long book? Why don't you just

34:58

see why you just get long the index

34:59

then? But um you know, in that case, I

35:04

told him like, "Look, we're going to

35:05

start you small, but you know, in order

35:08

for me to ever upsize you, you're going

35:10

to have to learn how to um make

35:12

differentiated bets or at least control

35:14

your beta, you know, quite a bit because

35:17

I don't want to pay for beta. I'm not

35:19

interested in guys like one beta uh to

35:23

the general market. I don't think anyone

35:25

should pay for that." So, I think

35:28

I think that that extreme is bad, but I

35:30

also think the pod chop extreme of zero

35:32

is also bad. Um, especially especially

35:36

at the individual factor level. I think

35:38

that's where they're making a key

35:39

mistake

35:40

because if you're saying, okay, well, we

35:43

really shouldn't be paying you for like

35:44

S&P 500 beta. That can kind of make

35:47

sense. I I'd respect that. But there's a

35:49

lot of beta within that, you know, like

35:51

if a guy's bullish on oil, then he

35:54

should be long. whatever point for the

35:57

energy

35:58

uh factor.

36:00

>> David, you're super unique in that

36:02

you've taught all of this to yourself,

36:04

right? Um,

36:08

if there's someone watching this right

36:10

now who I guess maybe they're a student,

36:13

they're looking to make a very

36:14

unorthodox career transition and they

36:18

want to sit in your seat, which

36:22

taking a step back seems ridiculous how

36:25

your career's progressed. What advice

36:27

would you give and how did how would you

36:30

go about learning this skill of

36:32

investing? Yeah, everyone has a

36:34

different um

36:36

like a different um way of thinking

36:39

about things. We're all sort of

36:40

hardwired a different way. Uh you can't

36:43

fight that. And so one thing you can't

36:46

do is just sort of try to copy what

36:49

someone else is doing.

36:51

Um like like a big failure mode is just

36:55

everyone wants to be Warren Buffett.

36:58

uh of all that's like half of all funds

37:01

is just people trying to mimic Warren

37:04

Buffett. Um so you know I'd say don't do

37:08

this like you have to actually figure

37:10

out how you see the world. You need to

37:13

block everybody else out like really and

37:16

try to think through okay what can I do?

37:18

What can I figure out that's unique to

37:21

what what I'm

37:24

you know to my own talents at to my own

37:26

etc. Um

37:29

and then

37:31

there there are a few like rigid things

37:33

you you can learn like a more rigid rule

37:36

set like you shouldn't you know mix

37:39

leverage and concentration. You

37:41

shouldn't mix you know you shouldn't

37:43

take like stupid risks. You should

37:46

control your draw downs to some extent.

37:48

Pod shops take it way too far but the

37:50

math is really clear. You don't want to

37:52

have regular 30% draw downs cuz each

37:54

time you do you need a 50% win to get

37:56

even. you can't do this. Um so once you

38:01

learn those really basic that sort of

38:02

basic correct framework though you want

38:04

to apply your own

38:07

your own methods completely and I would

38:10

just say

38:11

just keep finding things to bet on and

38:14

then put it in a portfolio and like a

38:17

few 5% bet or whatever and then move on.

38:21

That's on the long side. But on the

38:22

shorts, they have to be smaller. But um

38:25

and then just keep finding the next one.

38:26

And then watch how it plays out over

38:28

three or six or nine months. And then

38:31

you know if it's not working,

38:33

take a good honest look about why it's

38:36

not working. Don't just say, "Well, I

38:37

must be right anyway, even though the

38:40

market's saying I'm wrong."

38:43

Yeah. Some of these guys, some of these

38:44

guys on Twitter, man, it's weird. It's

38:45

like their their track record is so bad

38:49

and they're still giving the advice of

38:50

like, "Oh, well, it's gone down more

38:52

against you, so you should be buying

38:54

more." It's like, "No, man." Like, the

38:57

fact that the market has gone against

38:58

you, it actually means something. It's

39:00

like one of the strongest tells there is

39:02

actually. Um,

39:05

especially like over a diversified

39:07

basket of things. If if like a bunch of

39:09

your bets are going wrong, you actually

39:11

have to figure out at least half of them

39:13

or more that you need to cut. and figure

39:16

out some new idea because you were

39:17

probably just wrong. And if you just do

39:19

this over and over and over again,

39:22

um I think you can actually get the

39:23

experience you need to even have a

39:26

chance at succeeding.

39:28

Um versus, you know, you think you've

39:30

done super deep research on these four

39:32

stocks, you're going to be long all four

39:35

and then, you know, who the hell

39:37

actually even knows? And I just see guys

39:39

doing that all the time and it fails. So

39:43

yeah, just get in a ton of reps.

39:46

Stay humble, you know, don't stay wrong,

39:49

follow a reasonable risk controls, not

39:52

super tight, but reasonable.

39:55

Um,

39:56

yeah, that's pretty much it.

39:59

The advice that's given to junior

40:01

analysts in an institutional setting or

40:04

aspiring junior analysts is work on your

40:08

modeling, pick a sector, cover a couple

40:11

stocks, run a book,

40:14

and

40:16

everything you're saying seems to be

40:18

somewhat contrary to that because by

40:20

definition,

40:22

you were saying find out your unique

40:24

edge by picking something and I guess

40:27

learning the general skill set of an

40:29

analyst. You are

40:32

trying to force another skill set on you

40:35

that maybe

40:37

is a base level that you need. What are

40:41

your thoughts on that traditional

40:43

institutional path for forming

40:47

outstanding investors long term versus

40:52

a more unstructured way of learning

40:55

where you are continuously reflecting on

40:58

your own personal strengths and how that

41:01

can translate into edge in the market.

41:03

>> Yeah. The whole the whole way they do it

41:05

is just wrong. Uh and it's not like my

41:08

opinion. It's like none of them have an

41:10

edge, right? So the whole institutional

41:12

way of doing it, it um it seems

41:14

responsible, it seems serious, which is

41:17

why I think it even goes on like this.

41:19

Um

41:22

you know, as long as um

41:26

I mean these institutions, they're not

41:28

really in the performance business.

41:30

They're not even really trying to

41:31

perform well. I I would argue what

41:34

they're what they're trying to do is is

41:36

sell a serious seeming product to a

41:39

committee that's running a pension or

41:41

whatever. That's their entire business

41:43

model. And those pensions would be way

41:46

better off just buying the S&P 500. Um,

41:49

so I guess to those people I'd say look

41:52

if you want to be in the marketing

41:53

business and you want to figure out a

41:55

way to sort of get your claws in and

41:56

take siphon away some of that money. Um,

41:59

then sure follow that path and you know

42:02

if you went to Harvard and you know you

42:05

feel like you can uh be a salesman using

42:08

that credential especially that

42:10

credential is key. If you don't have

42:11

that credential I would say just don't

42:13

even bother trying to go down that path.

42:14

you will always fail almost always

42:17

unless you're exceptional marketing. Um

42:21

but yeah, if you're going to become a

42:23

professional marketing person, you know,

42:24

I would just um I'd say almost just like

42:28

pretend like you have to pretend like

42:30

you're doing the model and everything.

42:31

That's part of the job. But man, you

42:33

could just have Chachi PT write up some

42:36

slot for you and then you could focus on

42:38

like building up your marketing skills.

42:40

I per for me, I think it's

42:41

reprehensible. I would say don't do it.

42:43

just go do something useful. Um,

42:47

but yeah, if you actually want to learn

42:50

to beat investing and have a real edge

42:52

and add value for people, don't listen

42:54

to what they do, what they're saying

42:56

because it it never works. None of those

42:58

guys have an edge.

43:00

I want to go deeper into that. So, you

43:03

mentioned the kid who graduated from

43:05

Harvard, right?

43:07

um he has the institutional pred he has

43:09

the pedigree. He can get into one of

43:12

these elite hedge funds institutions,

43:16

right? He can learn the institutional

43:17

investing way. He can be the salesman.

43:19

He can wear a suit and he can um he can

43:22

talk about factors and exposures and and

43:25

and wear the

43:28

um and about these these sophisticated

43:30

products that he can sell to

43:33

institutions

43:35

relatively easily in in a

43:37

straightforward way. Um but he's not

43:39

there yet. You know, he's he's still

43:41

let's say he's in his senior year,

43:42

junior year, and he tells you, I want to

43:44

be a great investor. I want to be um not

43:49

Warren, not Stanley. Um but I want to be

43:53

like my own unique

43:57

unique person and then and and and

43:58

really build up this skill from zero.

44:02

Where would you tell them to start?

44:04

>> Yeah, you get on Interactive Brokers.

44:06

You put in whatever 5,000 bucks or

44:08

whatever you can scrape together. You

44:09

could put in even a,000 bucks. I mean,

44:11

why not? Um,

44:14

I don't know what the minimum is for a

44:16

margin account if you wanted to get into

44:17

short selling. I think that might be

44:19

five grand. So maybe you for a buffer

44:21

you want more like 10,000 bucks. It

44:23

can't be that hard. Go get a summer job

44:24

and get 10,000 bucks and put it in the

44:26

account and then just like learn to bet

44:28

small on things and you you know you

44:30

don't have to you're not even really

44:32

trying to make money from this exactly.

44:33

What you're trying to do is learn how to

44:36

have an edge and make the, you know, if

44:38

you can win at 30, 45, 50% a year on a

44:41

small account, that's a pretty good

44:42

sign. It's very doable. Um, you have a

44:45

huge edge with a small account. You're

44:46

you have a you can get in and out of any

44:49

position literally instantly for no

44:51

cost. There's no friction at all. Um,

44:54

it's the greatest way to learn. And

44:56

yeah, you just bet on like try to find

44:58

like 30 genuinely different like long

45:02

ideas. So it's not all just AI, right?

45:04

Because you could say like Nvidia and a

45:06

bunch of other semiconductor stocks, but

45:08

that's all the same bet, right? So you

45:10

really want to find like 30 different

45:12

things long to bet on. It might take a

45:13

year or whatever to figure that out. But

45:16

if you're really serious about it, man,

45:17

you should just sit there and non-stop

45:20

15 hours a day is a competitive game. If

45:23

you're not if you're not loving it to do

45:24

it 15 hours a day within the first

45:26

month, just give up. You're not going to

45:28

win. Not you're not you'll never be a

45:30

great investor. U but if you're happy to

45:33

do it 15 hours a day and then it'll take

45:34

you a month or two to come up with a

45:36

list of 30 long ideas. Most of them will

45:38

be horrible, which is fine. And then,

45:42

you know, if you're find building a

45:43

short book and you have like um you

45:45

know, you have like 0.5% short positions

45:48

or even a little smaller and you want to

45:50

find 50 of these and that'll take

45:51

another few months. Um and then yeah,

45:56

you just learn by doing and and if you

45:58

have that sort of like a 50 position

46:00

portfolio on or 80 position if you can

46:01

get up to it, it's very hard to juggle

46:04

it, but the money amount is so small,

46:06

right? That's the key of this. If if you

46:07

like lose, who cares? you like lost a

46:10

few thousand bucks. It's like nothing.

46:11

It's like cheap tuition. So

46:16

that's what I would say. Just don't

46:17

don't do models. Don't don't read

46:21

academic theory. Don't try to see how

46:23

the supposed professionals do it. Just

46:27

try tons and tons of different bets.

46:29

Don't stay wrong and try a ton new

46:31

different bets and do it over and over

46:33

and over again. And by the time you have

46:35

like 500 or a thousand reps in, then

46:38

you'll start to have an idea if you you

46:39

can even have a chance at this. And

46:41

you'll actually have a real chance of

46:42

generating real edge doing it this way.

46:45

>> And let's say he does that or she does

46:48

that. Put the reps in um a year, right,

46:52

of of absolute focus.

46:56

Would you from that point try to work

46:59

for a money manager like yourself who

47:01

would give him the freedom and you know

47:03

he has a track he's young his um his his

47:07

intellectual mode is expanding. You can

47:09

tell he's hungry. Um would you try to do

47:12

that? Would you try to do it the

47:14

oldfashioned way? I mean old I say

47:16

oldfashioned but um it's just that no

47:19

one can no one it's very hard to do this

47:21

today. I mean, no one really does it

47:22

today where you you raise money from

47:24

friends and family and you kind of build

47:26

up this hedge fund that that you started

47:29

out of college. I guess my real question

47:32

is once you've put those reps in and

47:35

that training and you think that you

47:37

have edge and I guess you can prove it

47:39

with your track, what would be the next

47:42

step for you?

47:45

Well, I tried to build my firm in a way

47:47

where I actually said, okay, what

47:49

percent of the economics would I share

47:52

to make it so if I was in that person's

47:54

shoes? That's actually the question I

47:55

asked. And I that's why I came up with

47:57

the answer. I'm giving them 90% once

47:58

they meet partner after three years. So,

48:01

I think I've created a deal for any guy

48:04

who has a genuine edge uh to come work

48:07

for somebody like me. So, on the

48:09

economics part of it, I think that's way

48:11

better actually than running your own

48:12

fund. you don't have to deal with

48:14

fundraising or administrative costs.

48:15

It's actually just a straight up good

48:17

deal. The only downside of this model of

48:19

joining me would be um you're trusting

48:22

one person, right? So, in in in your

48:25

case, your counterparty to your

48:27

everything you're doing is one guy. And

48:29

the the big benefit of um is uh of uh

48:33

starting your own fund and doing that

48:35

friends and family and and doing what I

48:36

did. Right. Today we have like almost

48:38

100 limited partners and the largest one

48:41

is like 10% of the fund's money. So that

48:43

means even if I pissed off a whole bunch

48:45

of my LPs, I'm going to be just fine.

48:48

I'm going to be staying in business. It

48:50

doesn't it doesn't actually matter. I

48:51

have a very robust business that way. So

48:54

that that's the only reason to go off

48:56

and do it on your own. It is a good

48:58

reason, I guess. Um you can also have

49:01

your own sort of final say on risk

49:03

controls is the other big one. um level

49:06

like if you wanted to go get more PMs or

49:08

you have a different idea about risk

49:10

than I do because um ultimately I

49:12

control the risk, right? That's um my

49:14

key role here is figuring out um if

49:18

people shouldn't

49:21

do something and so

49:24

so yeah, I think if you do have an edge

49:26

though, if you have an edge and you just

49:28

write about it and you like just write

49:29

it like like you're role playing, you're

49:31

you're saying, "I'm a fund manager.

49:33

Here's my letter. And this is what I

49:34

basically did in 2019, right? I started

49:37

writing these things in uh quarter 1,

49:38

2019.

49:40

And um

49:42

and yeah, I promise if you have an edge,

49:44

people will find you. They will. And and

49:46

people like on the internet say, "Oh,

49:48

you can't do it. It's not possible."

49:49

This and that. These people don't exist.

49:51

If you have a good solid edge, like

49:53

actually the the the closest guy who's

49:56

like got kind of a raw deal is this

49:58

Upslope Capital on Twitter. He's a

50:00

really smart guy and he he has a small

50:02

edge. Uh or like not even that small.

50:04

It's like a pretty decent edge, you

50:06

know? He's like he's better than most

50:07

real fun bun managers, but he's not just

50:09

he's not quite there yet, you know? So,

50:10

he's kind of like in this this crappy no

50:12

man's land where that guy probably

50:14

deserves more success than he should be

50:16

getting right now. I actually that

50:19

that's actually kind of frustrating to

50:20

me. I think about it once in a while,

50:22

but besides him, like everyone else I

50:25

know that has had a big enough edge is

50:27

doing reasonably well. Plus, I mean, he

50:29

even that guy, he has a small fund. It's

50:31

not like he has nothing, you know? It's

50:32

still like he probably should be getting

50:35

compensated more and everything, but he

50:36

still has freedom and he still makes

50:38

some, you know, decent amount of money

50:39

doing this. So, it's not even the end of

50:40

the world in that case. So,

50:44

you know, yeah, I think if you just go

50:46

off on your own, have the balls to do

50:48

it,

50:51

you know, I I think good things will

50:52

happen if you have an edge. I wouldn't

50:54

worry about that.

50:58

I really like what you said

51:02

about

51:04

putting in the 15 hours of work every

51:06

day. And if you don't want to do that,

51:09

that being uh I mean a pretty strong

51:12

indicator that this game isn't for you.

51:15

>> Um for sure that's a good filter because

51:17

95% of people will quit right there.

51:20

Like if you don't

51:20

>> even higher

51:21

>> didn't look at if you didn't look at

51:23

Yeah. Even higher. So, if you didn't

51:24

like look at stocks, dine hours, go to

51:28

sleep, and you want the first thing you

51:29

want to do when you wake up. You don't

51:30

even want to make coffee first. You

51:32

maybe only do it because you know

51:33

they'll probably make you work faster,

51:35

you know, like the first thing you want

51:37

to do is start reading more. That's

51:39

that's how you know that you even should

51:41

be doing this. If you can't do this um

51:44

at first, I'm not saying you don't have

51:45

to keep this pace forever. Um,

51:49

you know, it's probably even detrimental

51:50

too to uh because you stop you're not

51:53

balancing things. But at first, like by

51:55

far the first thing to do is just learn

51:57

as many companies and situations as you

51:59

can. And yeah, if you don't have the

52:01

drive to do it, just give up, you know,

52:03

go either go be a professional marketing

52:05

person or or you can try to work in the

52:07

um there's not enough people working in

52:09

um the support roles. That's a kind of a

52:11

a quiet thing about the investing

52:13

business is uh

52:15

like most of the these professional

52:17

middle office or professional compliance

52:19

firms prof

52:23

um mercenary they don't actually care

52:24

about what they're doing but if you

52:26

could find like um you have a sincere

52:28

passion for some aspect of investing

52:30

services I think that can also be

52:32

another interesting route for people who

52:34

want to work in the this industry but

52:36

besides that so you know you have you

52:39

know genuine edge that's a workaholic

52:41

thing. You have the marketing aspect

52:43

which I I don't suggest you do it but

52:45

you know some people want to do it just

52:47

in that case realize what your role is

52:49

or work in support which is severely

52:51

underrated and I think there's a lot of

52:53

uh opportunities there for people who

52:54

are passionate about investing but maybe

52:57

you didn't have quite the talent or

52:58

quite the drive to do it. That third

53:00

route I think could be a interesting

53:02

path for people to look at.

53:04

I want to hear more about the support

53:06

roles because I think everyone wants to

53:08

sit in the investment seat. Everyone

53:10

wants to be Stan Ducken Miller or Warren

53:12

Buffett or even among mathematically

53:16

minded people. So I I'm I studied math

53:18

and physics from undergrad. I'm doing a

53:20

master's in financial engineering right

53:22

now. Everyone wants to become a quant.

53:24

They see the bonuses, they see the the

53:26

salaries, the internship salaries, the

53:28

first year salaries at Jane Street, at

53:31

Optiviver, at Citadel, and they go, I

53:33

want to sit in that seat. But like

53:36

you've said in most cases I mean the

53:38

quant equivalent of the 15 hours a day

53:40

is still 15 hours a day just doing quant

53:42

work right or and so

53:45

>> about that game but it's the same thing

53:46

I think. Yeah.

53:48

>> Yeah. Yeah. No exactly. Exact. I mean

53:50

it's the same level of obsession right.

53:53

Um but what you've said there about

53:57

support roles I've never heard that. I

53:59

don't think that stuff like that is

54:01

probably talked about enough because I

54:03

think we have too many people trying to

54:05

get into these very limited number of

54:07

buyside seats and people who were really

54:10

just interested in this because all

54:12

right they saw the bonuses they saw like

54:14

a couple reels on Instagram or some Tik

54:17

Toks about Jim Simons right but but tell

54:20

me what are those support roles and I

54:23

guess we talked about what is the type

54:25

of person that thrives in one of these

54:27

investment seats. What is the type of

54:29

person that thrives in one of these

54:31

support seeds?

54:32

>> I don't actually know um enough about

54:35

that to answer that confidently. I'm not

54:37

good at this to be honest.

54:39

>> Fair play. Fair play.

54:41

>> In my own hedge fund, um finding like

54:44

I'll put it if I put like a a job

54:46

opening for an analyst role, I'd get

54:48

like 200 resumes in a day or more

54:51

probably. It'd just be absurd. But if I

54:53

put like, hey, I want like an operations

54:55

support person, you know, I get like

54:57

two. Okay. So, that that just shows you

55:00

where the opportunity is. And then a lot

55:03

of hedge funds, it's a more cushy kind

55:04

of a boring job where

55:07

um the hedge funds pretty predictable

55:10

business, you know, especially for one

55:13

that manages risk well. These things are

55:15

in business for decades. Usually,

55:18

there's not almost anything to do and

55:19

you're going to basically be playing

55:20

social media all day. Um, so but if you

55:24

do a great job and you're really

55:26

reliable and responsive and you make the

55:28

portfolio manager's job easier, they're

55:31

they're they're never going to fire you

55:33

and they'll probably overcompensate you

55:35

compared to like a similar job. you

55:37

won't get the yeah the the huge

55:39

performance fee that everybody wants and

55:41

you won't make millions of dollars a

55:42

year but you could probably get yourself

55:44

in a pretty good two 300 grand a year

55:46

job there from a maybe maybe especially

55:49

if you like work for um a smaller up and

55:50

cominging firm a bit lower salary at

55:52

first and then they probably you know

55:54

get your rate up and there's just not

55:57

that many people looking actively for

55:59

those jobs there's nobody's proactively

56:01

saying how can I make the portfolio

56:03

manager's job easier there's so few of

56:06

these people or like even even like the

56:08

higher level people like um

56:12

trying to keep it anonymous here uh but

56:15

there's like some CFOs who did a very

56:18

mediocre job in my opinion for some

56:20

other funds for for instance and they're

56:22

not even doing anything for these funds

56:24

and I don't think the fund manager even

56:26

realizes it where the CFO could be uh

56:29

adding value in more ways if they'd

56:31

spend more time sort of um thinking

56:33

through broker relationships for example

56:35

or thinking through better ways to

56:37

structure certain types of trades. For

56:39

example, the really large shops do it

56:41

well, like the Jane Streets and

56:43

everything, but the smaller fund

56:44

managers, I think there's a room there

56:46

for a guy who's willing to be more

56:48

proactive and not just um you know, wait

56:51

for LP wires to come in or do a few

56:53

redemptions a month or whatever. That's

56:56

sort of what most of those people's job

56:58

is and it's basically nothing. But

57:00

there's a lot of dead time there and you

57:02

can actually figure out ways to add

57:03

value to the firm there. And if the firm

57:05

manager uh is smart, he'll recognize

57:08

that like, oh, he just saved us like $2

57:10

million a year in financing costs or he

57:13

figured out this cool tax thing which is

57:15

going to defer, you know, 20% of the

57:18

LP's taxes a year and that didn't even

57:20

cost us anything, right? A good fund

57:23

manager will probably reward you at

57:24

least decently for that. And you could

57:26

be making, you know, a few hundred,000 a

57:28

year, even a bit more. Um, and I've just

57:32

been doing this all by myself. And it's

57:33

shocking to me. I'll talk to other fund

57:35

managers about these kind of things. And

57:37

the other fund managers just aren't

57:39

doing any of this. They're not even

57:40

thinking about it. They're just like

57:42

letting these free lunches go away to

57:44

these middlemen.

57:45

Um, and then I I mentioned earlier I

57:49

have this plan to build like my own sort

57:51

of vertically integrated operation. And

57:54

that's a way larger role than a typical

57:57

person would be at one of these funds.

57:59

the in in my firm, the job won't just be

58:02

collect a wire, you know, fill out these

58:05

compliance forms and work with the

58:06

auditors and sort of busy work kind of

58:08

thing. Uh, in my firm, they're going to

58:10

be figuring out, well, how do we

58:11

actually structure this in a way that's

58:14

going to maximize our investors edge?

58:16

And there's no way I can juggle all

58:17

this, right? It's just too much. You

58:19

have to like know who the 50 brokers in

58:21

the world are. You have to understand

58:22

what types of services they're good and

58:24

bad at providing and why, how that's

58:26

changing over time.

58:28

Um, and then in in my firm, it's going

58:31

to, you know, if we we end up launching

58:32

our own broker dealer, of course, that's

58:34

going to be its own kind of large

58:36

workload, too. And so, I'm I guess part

58:40

of this is a little self- serving and

58:41

saying that, yeah, I'm looking for

58:42

support people who want to be really

58:44

truly passionate about it. Um, but I

58:47

think there's room for improvement in a

58:48

lot of other funds, too. And that's not

58:51

as intense as what I want

58:53

>> from running your fund, from hiring the

58:55

two PMs, from

58:59

looking for support people now as well.

59:02

I mean in the past as well. Um

59:05

I guess from working with people in the

59:07

investing industry,

59:09

what's one thing,

59:12

one skill that the best people have that

59:17

is so unbelievably underappreciated?

59:21

>> You mean for the portfolio manager or

59:22

for uh who?

59:24

>> For for the PM. I guess for both even,

59:26

but for for the PM first, I guess,

59:30

>> just think originally, man. Like, you're

59:32

not going to you're not going to have an

59:34

edge copying some Bin Twit idea. You're

59:36

not going to find all your ideas on

59:38

there. You just need to like look at

59:39

ideas genuinely by yourself. Do the

59:42

work. You know, I think it's good to put

59:45

your ideas out there because maybe

59:46

somebody will mention something that you

59:48

didn't realize. But you you shouldn't

59:49

just like listen to what they're saying.

59:50

There's a lot of naysayers and

59:52

everything. A lot of people who say why

59:54

the thing is broken because they're

59:55

quoting the sellside research or you

59:58

know things like this or the the the

60:00

perma bears will just say all of your

60:02

ideas are bad on the long side for

60:04

example. Um you just need to block all

60:07

that out and just do your own thinking

60:09

truly do your own thinking. Have your

60:11

own ideas. You know there there's a you

60:13

have a very unique brain and you you

60:16

have to use it that way. That's the only

60:18

way to beat the market.

60:20

>> I love that. And

60:24

what you said there about the sellside

60:25

research. It's funny. I mean, whenever I

60:27

ask someone for advice on how to start

60:30

investing, they say, "Do not read

60:32

sellside research because I mean, I've

60:34

only got recently gotten interested in

60:36

in the whole like in in in fundamental

60:39

analysis and how that works." And yeah,

60:42

everyone tells me sellside research like

60:44

they they will say whatever to get you

60:46

to to like their ideas.

60:49

Dude, it's just junk. I mean, I I know

60:52

because like one of our portfolio

60:53

managers had that job for a while and he

60:55

said his boss would just tell him what

60:57

he wanted the answer to be and he had to

60:59

come up with the report to justify the

61:01

answer that way then go sell the stock

61:03

and that's all you're reading there. And

61:04

this is and then so RPM is is like he's

61:08

like passionate about what he's doing.

61:11

Um but you know like

61:15

most of the people at his job they

61:17

didn't care. they just like nodded and

61:19

went along and they were happy to have

61:20

their, you know, decently well-paying

61:22

job. Uh, they're going to make up

61:24

whatever kind of nonsense. And it's just

61:26

like reading a word salad from a

61:27

23-year-old who doesn't actually care

61:29

about investing or the company or

61:30

anything. And why do people spend any

61:32

time on this, man? It's crazy.

61:37

And if there's a final piece of advice,

61:40

and I think we can end here. If there's

61:41

a final piece of advice that you would

61:43

give to um

61:48

to to students who who who want to get

61:50

into this game or or people looking to

61:52

make this transition, what would it be?

61:55

Just another thing I guess.

61:58

>> Yeah. Figure out what you're going to

62:00

do. Like if you want to perform well,

62:02

just focus on that. If you want to focus

62:05

on marketing, focus on that. And if you

62:07

want to focus on the operation side,

62:09

which means, you know, you could even go

62:11

apply for jobs at a broker dealer trying

62:13

to help them that way, for example.

62:16

Um,

62:18

you know, then do that. Um,

62:21

and you know, have an idea of like, do

62:23

you actually want to do it? If you don't

62:24

actually like want to do it, there's

62:26

going to be better ways to make money

62:28

anyway. This is a really competitive

62:30

field. Um

62:34

so yeah know what you want to do and

62:35

then actually like do it and then have

62:38

an honest feedback loop and say can you

62:39

do it and if not you should move on. You

62:41

know most people won't make it in this

62:42

business and but it's always good for

62:44

people to try. So everyone should try

62:46

but you know try doing what you're doing

62:49

and then if it's not working you know

62:50

find something else to do. You know,

62:52

there's

62:53

it's kind of sad these people who sort

62:55

of um are bitter and angry and they they

62:58

post about it all day on Twitter about

62:59

how, you know, they didn't like that

63:02

they didn't get the job or they saw some

63:04

other co-orker they thought they thought

63:06

was stupid who's succeeding and

63:08

everything and then they're all bitter

63:09

and angry and their whole identity is

63:11

wrapped up in this. Like, you don't want

63:12

to be one of those people. So,

63:15

yeah, figure out what you're going to

63:16

do, try doing it. If it doesn't work,

63:19

move on and do something else. That's

63:20

it.

63:22

Thank you for keeping it simple, David.

63:24

And thank you for coming on Open.

63:26

>> Yep. Thanks for having me, man. It was a

63:28

good time.

Interactive Summary

The video features an interview with David, a former professional poker player who transitioned to building a successful hedge fund, Militia Capital, known for its impressive annual growth rate. David attributes his investment success to the principles learned in poker, particularly the concept of expected value and systematically eliminating losing bets. He emphasizes the importance of a rapid feedback loop in identifying and cutting losing strategies, a concept he found lacking in traditional fund management. The discussion highlights David's journey from poker in Thailand to exploring equities and commodities after encountering bots that changed the poker landscape. He details his discovery of market inefficiencies, refuting academic theories on risk and return, and his early strategies based on the 'Bet Against Beta' paper. David elaborates on his process of finding asymmetric investment opportunities, focusing primarily on individual companies with interesting financials, but also exploring macro trends and prediction markets. He explains his diverse portfolio, including long positions in airports, natural gas pipelines, and Japanese companies, as well as short positions in declining industries like cable TV and companies with poor management. The conversation delves into the differences between his long-term, thematic investment approach and the short-term, sector-specific strategies of 'pod shops.' David critiques the traditional institutional approach to investing, arguing it prioritizes marketing and sales over genuine performance. He advocates for a self-taught, individualized approach, emphasizing original thinking, rigorous self-reflection, and continuous learning through practice. He advises aspiring investors to start small, experiment with various bets, learn from mistakes, and avoid blindly copying successful investors. The interview also touches upon the future of the hedge fund industry, David's vision for a more vertically integrated, lower-fee financial services business, and the importance of genuine skill and integrity over scale and fees. Finally, David stresses the need for passion, hard work (15 hours a day), and an honest feedback loop for anyone aspiring to succeed in the competitive investing world, suggesting alternative paths in support roles for those passionate about the industry but lacking the specific drive for direct investing.

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