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“I think of everything as a bet” - Ex-SIG Quant Trader Andrew Courtney

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“I think of everything as a bet” - Ex-SIG Quant Trader Andrew Courtney

Transcript

1356 segments

0:00

I was staring at my monitor all day

0:02

while trading. Multiple monitors covered

0:05

with numbers, [music] signals, flashing

0:07

lights, and all day your eyes are

0:09

flittering across those screens trying

0:10

[music] to extract meaning. And you

0:12

might hear that and say, "That's

0:13

incredible. I want to do that." Or

0:15

[music] you might say, "That sounds

0:15

terrible." If it sounds terrible, at

0:17

least one subset of of trading is not

0:19

for you. I never had a lunch break in my

0:21

[music] career. You went got your lunch,

0:23

got back to your desk, and got back to

0:24

work. You never know when something's

0:26

going to go off the rails. So [music]

0:27

even when you're sitting there

0:28

programming, building something, you've

0:30

got one eye on what you're working on

0:32

and one eye [music] on everything else

0:33

going on in the market. And Sid, you

0:35

guys played a lot of poker, right? For

0:37

an hour or two every day. After a hand,

0:39

[music] everybody turn over their cards,

0:40

walk through each decision they made.

0:42

Why did you call there for the race?

0:44

What did you think I had? And [music]

0:46

then justify each decision both

0:47

quantitatively and qualitatively. I

0:50

think of everything as a bet.

0:53

Hey, if you want to get access to these

0:55

podcasts 12 hours before they come out

0:58

on YouTube, subscribe to my Substack

1:00

below. I'll also be posting a monthly

1:02

reflection on the most interesting

1:03

insights shared by my guests so that you

1:06

and I can learn the most we can

1:07

together. Andrew, who's the type of

1:10

person that shouldn't be a trader?

1:13

Well, it's a lot different than when I

1:16

went into trading. When I went to

1:17

trading, it was a lot less wellknown on

1:20

campus. And I feel like now at at elite

1:22

schools, it's a lot more front and

1:24

center in terms of being known as, you

1:27

know, something where you have high

1:28

leverage to yourself in terms of, you

1:30

know, earnings. And a lot of people like

1:32

it for the the puzzle solving, but

1:36

let me just mention some things that I

1:37

hope divides the audience. So half the

1:40

audience says that's great and half

1:42

says, you know what, had I known that, I

1:44

wouldn't want to do it. So, I was a a

1:46

quant trader, market maker for many

1:48

years, and I was staring at my monitor,

1:52

my monitors all day while trading. And I

1:55

don't mean like you're working in an

1:57

office looking in the computer type

1:59

looking at your screens. I mean multiple

2:01

monitors covered with numbers, signals,

2:05

flashing lights. Um, and all day your

2:09

eyes are flittering across those screens

2:11

trying to extract meaning and patterns

2:14

and signal from all those numbers, some

2:17

structured, some unstructured. And

2:18

you're doing that all day, every day for

2:21

years. And you might hear that and say,

2:23

"That's incredible. I want to do that."

2:25

And or you might say, "That sounds

2:27

terrible." So if it sounds terrible, uh,

2:30

at least one subset of of trading is not

2:32

for you. Um, I'd never had a lunch break

2:36

in my career.

2:38

So, on on one side, we did get catered

2:41

lunch every day. Um, on the other, you

2:46

went got your lunch, got back to your

2:47

desk, and got back to work. So, I I

2:49

never had a lunch break.

2:51

And you never know what kind of day it's

2:54

going to be. And most days are boring.

2:57

Most days are slow, normal market

3:00

conditions. Everybody remembers the

3:02

exciting days uh where something

3:04

unexpected happens, but most days are

3:07

not that.

3:08

The problem is you're working there,

3:11

you're sitting there working on a

3:12

project

3:14

and

3:15

you never know when something's going to

3:17

happen, when something's going to go off

3:19

the rails, whether market event, you

3:22

know, something going on with your your

3:23

strategy. So even when you're sitting

3:25

there programming, building something,

3:28

you've got one eye on what you're

3:30

working on and one eye on everything

3:33

else going on in the market. And so in

3:36

terms of your attention span and even,

3:38

you know, if you're an active trader,

3:40

your ability to focus on multiple

3:41

things, it uh it definitely is

3:45

challenging for your attention.

3:47

>> There's a lot in what you said. Um,

3:50

first off, I find the

3:53

cater lunch versus no lunch break

3:55

trade-off to be quite funny. You know,

3:57

I'm not sure which one. I mean, I think

3:59

I'd prefer a lunch break, but I think it

4:01

it depends on the type of person you

4:03

are. But the second thing is um the

4:08

image that you've just described there

4:11

at the start. Um,

4:14

I don't think peop I don't think enough

4:17

people think about the actual nature of

4:19

the job um versus the status of it. As

4:22

in, you know, when you're on campus at a

4:26

top school,

4:28

everyone talks about comp, everyone

4:30

talks about internships, everyone talks

4:32

about, you know, the progression that

4:34

they plan to that that they've planned

4:36

out in their head, you know, before

4:37

their careers even started. They're

4:39

already saying, "I want to do this for 2

4:40

years." than that. Um, and I find that I

4:44

I find it funny. And so I just like to,

4:47

you know, I guess go deeper into that.

4:50

Um, before you started your career as a

4:52

trader, and maybe this isn't the right

4:55

way to frame the question because you

4:57

started, um, you know, quite some time

4:59

ago, what were the differences between

5:02

the way you expected the job to be

5:05

versus the way it actually was? I would

5:07

say overall the job was a better fit for

5:09

me than I had originally thought. Um,

5:14

and also so I did my internship when on

5:17

the floor in Chicago at the Chicago

5:19

Board of Trade was was at the time as a

5:22

floor runner which was a very very

5:24

different environment than upstairs

5:26

trading. And even culturally, the

5:29

difference between being a part of the

5:31

floor with traders from all different

5:33

firms together in in a pit running

5:36

around versus an upstairs office, just

5:40

extremely different environments. I

5:42

actually think had I been a couple years

5:44

earlier and had I started out as a floor

5:47

trader, I think I only would have lasted

5:49

a couple years to be honest. Um, I think

5:52

the upstairs environment fit me a lot

5:54

better. So I was lucky that it was kind

5:57

of the the age of transition from floor

5:59

trading to electronic trading and and

6:02

that switch actually fit me quite well.

6:06

And so what aspects about that switch

6:10

fit you well? Was it the greater

6:13

emphasis on the quantitative side and

6:15

not being a you know you know it's not

6:18

about being this huge guy with a loud

6:20

voice? like what specific things do you

6:22

think made that transition fit your

6:26

skill set?

6:28

>> Yeah, the skills that

6:32

maybe made the best floor for traders.

6:34

Um, you know, the ability to to get a

6:38

good spot in the pit, to build

6:39

relationships around you, to have great

6:42

awareness of everything that's going on.

6:44

um and do that while you're staying

6:47

there alone. Uh maybe with a tablet and

6:49

a and a headset. Um versus being

6:53

upstairs

6:56

with a surrounded by peers, maybe

6:58

getting into a lot deeper discussion on

7:01

what's going on in the market with uh a

7:04

really sharp group of people. I if I was

7:08

if I was just by myself in a pit, maybe

7:10

maybe a phone or a headset talking about

7:12

the last trade, I don't think I would

7:13

have had as many of those conversations

7:15

during the day. Um and so I think I

7:18

enjoyed the more office, you know,

7:22

having having a

7:24

ton of information at my disposal um on

7:27

my multiple screens versus um being in

7:30

the pit. So I think that was a a lucky

7:33

thing that that I experienced coming in

7:34

at that time.

7:37

talk to me about the the culture it s um

7:41

you know one of the things that really

7:43

struck me when we were calling before

7:46

this podcast was you saying that you

7:50

know you've been at one of the best

7:52

firms in business um very senior at that

7:55

firm and you left the firm with I think

7:58

you said only around 40 or so real

8:01

professional connections um and you said

8:04

that that was one of the

8:07

other defining things of being a trader.

8:09

Um, it's that you're with the same group

8:11

of people and obviously making lots of

8:13

money, but it's not the place for

8:17

someone, I guess, who wants to be wants

8:20

to have this insane network of of a lot

8:22

of different people, albeit the people

8:23

you're with are extremely talented and

8:25

extremely intelligent. Talk to me a bit

8:27

about the culture, you know, what was it

8:29

like in those those early days?

8:33

Well, I guess to go back a little bit on

8:35

frame it as who might this fit or not

8:37

fit. Let's contrast it with some other,

8:40

you know, high leverage elite type

8:42

careers. Say you're a consultant and

8:43

you're meeting seuite people from all

8:46

different kinds of clients, you know,

8:48

and you're only a year out of college or

8:50

you're an investment banker and you're

8:52

you're doing deals with all these

8:53

different firms. You're gathering this

8:54

wide network of people um you know, a

8:59

lot of different information sources. uh

9:00

working with people versus my primary

9:03

relationships were my co-workers

9:06

and

9:07

these were fantastic people. Um

9:12

but you know that that that was the most

9:14

of my network. When you're a quant

9:16

trader, you're not out there at

9:17

conferences telling people what you're

9:19

doing or you know networking. You're not

9:21

talking to anybody about what you're

9:22

doing. Um, so I had the you I have a

9:26

pretty tight network and and good

9:28

relationships with a lot of these

9:29

people, but it's not it's not like I can

9:33

call the you know the seauite of uh uh

9:35

if you're a consultant like a and get a

9:37

career advice or something like that.

9:39

It's it was much more narrow and

9:40

concentrated and dense network. So it's

9:43

a different it's a different type of uh

9:44

career

9:47

>> definitely. And uh as said you guys

9:49

played a lot of poker, right? um is that

9:54

I mean I think that's one of their main

9:56

selling points. When you look at all the

9:58

grad videos, they always talk about

9:59

their culture of poker. Um you know,

10:01

they'll they'll they'll talk about

10:03

people who've been former poker

10:04

professionals. I mean, I think Jeff Yoss

10:06

was formerly a poker pro. Um how did

10:11

what was the experience of that

10:13

particular part of the culture like for

10:16

you?

10:16

>> I mean, I loved it. uh at having being a

10:20

year out of college and part of the

10:23

training program is a if you make it

10:25

past the first stage, there's a training

10:27

class where you're off the desk all day

10:28

for I think 10 weeks and for an hour or

10:32

two every day, you're playing poker with

10:34

your peers and a teacher. At at this

10:36

job, you're getting paid to do it. And I

10:39

I love playing poker. Um

10:42

I'd say the difference between this and

10:44

a home game, though, is pretty stark. So

10:47

after a hand, if it's an interesting

10:49

spot,

10:51

one of the teachers will ask everybody

10:52

to turn over their cards and walk

10:55

through each decision they made. Why did

10:58

you call there instead of raise? You

11:00

know, why why were you what did you

11:03

think I had?

11:05

Uh what did you think I think you had?

11:09

Like what level are you on? Um what

11:12

level do you think the other players on?

11:14

and then justify each decision both

11:16

quantitatively and qualitatively.

11:19

And if you can't do that,

11:23

probably not going to make it. I mean,

11:24

every everyone's also competing to

11:27

make the best decisions. It's a kind of

11:31

a uh a point of pride to say, I I made a

11:34

great decision. All right, I outplayed

11:36

you that hand. And we're not we weren't

11:38

playing for money. We're playing for

11:39

like points. Um, but it was it was about

11:43

how can I do better than my peers? How

11:46

can I beat them? Um, in this friendly

11:48

but very competitive environment.

11:51

>> Next week I'm having Annie Duke on the

11:54

podcast, the author of Thinking in Bets.

11:56

And this is a book that I've um, yeah,

12:00

really really enjoyed. I remember I read

12:01

it two years ago. Um, and

12:09

she I mean for her in that book she

12:12

talks about how life making decisions in

12:15

life are more analogous to poker than

12:17

than they are to chess. Um, and for for

12:20

the guys at SIG it's making the

12:22

decisions in the market, you know,

12:24

incomplete information um are are far

12:27

more analogous to poker than they are to

12:29

chess. And um and clearly SIG uses poker

12:32

as a as a tool to to train their junior

12:34

traders.

12:36

I guess what aspects of the game

12:40

do you think

12:42

helped level you up as a trader? Because

12:45

there's not a onetoone correspondence

12:48

per se, right, between trading and

12:50

poker. Um I guess what do you think that

12:53

they were trying to do by um by training

12:57

you guys with poker?

13:00

Yeah, I think it's about,

13:03

you know, risk and uncertainty.

13:06

Chess requires a very high skill

13:08

ceiling, but

13:11

you can see all the pieces on the board.

13:13

You may not know what your opponent's

13:15

going to do next, but you can map out

13:16

every combination. Poker, you never

13:19

really know.

13:20

And

13:22

one of the things I find most

13:24

frustrating about poker is

13:26

>> a lot of times you have to fold and

13:28

you'll just never know if it was the

13:30

right decision.

13:31

>> And you have to be comfortable with

13:32

that. Say, "I made the best decision I

13:34

could, but I'm still uncertain even

13:36

after the fact." And so

13:40

you're making these bets. you're you're

13:42

trying to put yourself in the other

13:44

person's shoes and you're using this

13:46

combination of

13:48

what are the odds of this uh you know of

13:50

this hand or this flush hitting versus

13:53

how my opponent going to react. It's

13:55

just a it's a multi-level um thing. And

13:59

sometimes trading is like that, not

14:01

always. And there's I think a much

14:03

broader skill set of things that are

14:04

important to trading than poker. And

14:07

honestly, these days I don't really play

14:09

poker because it it felt uh when I was

14:12

trading it felt kind of like my day job.

14:14

So I didn't want to do more of that. Um

14:17

and also on the Annie Duke point, this

14:20

thinking in bets is so part of the

14:22

culture at SIG that I can't not do it.

14:27

Like every time I see a decision with

14:29

uncertainty, I like my mind just frames

14:31

it that way in terms of a bet. I I think

14:34

of everything as a bet and I and I kind

14:38

of don't understand how you talk to

14:40

normal people and they do not do that.

14:42

So, uh it's something that's like change

14:44

the way I think at a fundamental level.

14:48

Wow. Can you

14:51

can you give an example?

14:54

Now, this might be a strange talking

14:56

point for the podcast, but can you give

14:57

an example of something where

15:01

regular people wouldn't frame that as a

15:03

bet, but in your mind, you're I mean, I

15:07

guess you're evaluating the EV of the

15:09

decision.

15:11

Um,

15:13

right now thinking about what's the

15:15

expected value of sending my kids to a

15:18

private school versus public school,

15:21

right? There's some costs, there's some

15:22

uncertainty. I have to take into

15:24

account, you know, the aptitude of the

15:27

child, the differences between the

15:29

schools, but there's a ton I don't know.

15:31

And but I don't have to make the

15:33

decision today. Um I could wait a year.

15:36

I could do another year in public school

15:39

and then get more information about,

15:42

you know, how much my my son likes

15:44

school. Um how's he progressing

15:46

academically? And then I can make a new

15:48

decision. So I I see it as kind of a

15:50

decision tree. At each point I'm getting

15:52

more information, but I only have a

15:54

limited time to make that decision. So

15:55

as I get more information, the payoff

15:58

that like the total difference of the

16:00

payoff goes down. So at some point I'm

16:02

going to, you know, I'm going to need to

16:03

decide. But uh I'm I'm thinking about it

16:06

as I'm getting more information over

16:09

time, but also getting less payoff over

16:11

time. And and how do I break that down?

16:16

we met originally

16:18

um because I I think I found you on

16:20

LinkedIn or I started reading your

16:22

Substack but

16:27

you know since leaving SIG you've been

16:30

doing some part-time writing on

16:33

prediction markets

16:36

and

16:38

first off I think what you've been

16:40

writing about has been fascinating. Um

16:43

yesterday I reread your article on

16:47

betting on the Grammys with Chad GPT. Um

16:51

asking it to think like a super

16:53

forecaster and um make sure making

16:55

making sure to use the thinking mode and

16:57

picking markets where the liquidity

16:59

incentives are there. um you know since

17:05

working on prediction markets and trying

17:09

to find opportunity I guess for fun

17:11

casually

17:15

what's been

17:18

the biggest source of edge or perceived

17:21

edge on your end through analyzing it

17:23

all um

17:28

yeah so edge in prediction markets

17:31

There's a really wide variety of markets

17:34

out there with very different levels of

17:38

efficiency.

17:40

One way that I think about efficiency is

17:45

first, is there another market that kind

17:48

of backs this market or

17:51

has a lot of information that carries

17:53

over into it that's already efficient?

17:56

And so, you know, even if the prediction

18:00

market's not trading a ton of volume or

18:01

whatever, if you're looking at a Fed

18:03

funds market, right, there are in a

18:05

prediction market, they're already Fed

18:06

funds futures. And they're a little

18:08

different. They sell a little

18:08

differently, but there's a very

18:10

efficient market that kind of is a

18:12

starting point for friction market

18:14

traders. So, people aren't just

18:16

inventing those probabilities.

18:18

>> Um, for sports, right? There's tons of

18:21

data on tons of sports books um onshore,

18:26

offshore, uh and so those prices,

18:31

there's already a whole ecosystem of

18:33

data driven smart people that are

18:34

shaping those prices.

18:37

But when we have things that

18:40

they invent a new category

18:42

and there's not great data sets or easy

18:46

to find information about the topic

18:50

is it's probably a lot uh less informed

18:52

prices. I think this is changing quickly

18:54

over time

18:56

but I thought this one was interesting.

18:59

So this is an article I wrote about

19:01

using chat to bet on the some obscure

19:04

Grammy categories.

19:06

I actually think the weakest part of the

19:08

article is about using the LLM to price

19:11

it. Um, since writing this, I've played

19:14

around with LLM some more and

19:16

forecasting and if anything, my

19:19

confidence on how good the like quote

19:21

model was has gone down since I wrote

19:23

it. Uh, so I I think you can do a lot

19:27

better than the the super forecaster.

19:30

And I I I wrote in the in the article,

19:32

you know, this is this is not this is a

19:34

low medium quality uh model. I think it

19:36

wrote, "The more interesting thing about

19:38

this market is

19:41

who are you trading with when you're

19:43

trading? Are you trading against a a

19:45

price that's extreme that's had a lot of

19:48

work being put into crafting that price

19:49

or has already had a lot of trading that

19:52

has combined,

19:55

you know, say a market maker providing

19:56

liquidity with outside estimates of

19:59

informed uh valuation

20:02

and these markets on uh

20:06

best alternative jazz album had traded I

20:09

think almost zero volume.

20:12

However, they had a liquidity incentive

20:15

where if you posted a decent amount of

20:17

volume on the um close to the best bid

20:20

ask price, so that the the best highest

20:23

limit orders and lowest uh sell orders.

20:27

Um how she would give you some money for

20:30

uh uh providing this on a a daily basis.

20:33

And so

20:35

you might be trading against somebody

20:37

who their goal is to collect these

20:41

incentives and maybe even not trade.

20:45

Maybe like they don't even want to trade

20:47

with you. They they want these

20:49

incentives.

20:50

Um and so I would put a lot less weight

20:53

on this price being efficient than I

20:56

would on something that's super actively

20:58

trading, has other liquid markets

20:59

against it. Um, and so said, "Okay, can

21:04

I can I try and do something that's even

21:07

okay? If this if these prices are kind

21:09

of random, can I maybe do a little bit

21:12

better?"

21:13

I had also been playing around with a

21:15

lot of OM tools to see if they could

21:19

make forecasts on various prediction

21:20

markets, and I knew they often did a bad

21:22

job. at the time both Claude and Gemini

21:26

and CHBT non-thinking would produce

21:30

some maybe some plausible answers but

21:31

that were pretty much garbage and so

21:35

adding in a little bit around the

21:37

structuring as a super forecaster and

21:38

using the thinking model I thought at

21:40

least outperformed what other LLM had

21:42

been doing uh at this time. Um and so

21:46

yeah, so I I I found a couple of these

21:49

that were all the same. I think I'm

21:51

trading against somebody who has not put

21:54

a huge amount of thought into doing his

21:56

prices. And you know, I traded I think

22:00

the the top of book and maybe one more

22:02

level on one of the markets uh for maybe

22:06

10 different markets. Um

22:09

the other thing I was thinking about was

22:11

if I'm wrong, say my model is complete

22:15

garbage, right? I'm trading randomly.

22:18

How bad are my trades?

22:20

So the markets were, [snorts] you know,

22:23

a penny wide. I'm paying fees. Kashi has

22:26

kind of a unique fee structure I've also

22:28

written about that maxes out at 50 cents

22:31

and then declines as a as a downward

22:33

facing parabola towards the tails. So if

22:37

my trades are completely random, I'm

22:39

taking some risk losing uh half penny

22:42

plus fees per contract.

22:46

I don't think I'm losing more than that

22:47

because that would imply the markets

22:49

were skewed in such a way that my trade

22:51

is even worse than random.

22:55

And so my chance of

22:59

if my model is 50% to be garbage,

23:02

the trades are probably still positive

23:04

expected value. So the probability that

23:06

my model has some information does not

23:09

need to be that high um for this to be

23:14

positive expected value. That said, like

23:16

I mentioned, uh having tried this a

23:19

couple more times, it is so sensitive to

23:22

how you prompt it and and what you

23:25

describe that I can get it to come up

23:27

with, you know, fairly noisy outcomes.

23:30

And so I'm a little more skeptical than

23:34

when I wrote this um how good this trade

23:37

actually is now. Um I'm just going to

23:39

hold it through uh through settlement.

23:41

I'm not going to I'm not going to trade

23:42

again on it. Um

23:45

but I thought it was interesting

23:46

experience.

23:48

Oh, absolutely.

23:50

How would you incorporate? So you

23:53

mentioned there that the LLM layer you

23:55

think is the least effective part of the

23:57

layer as in the the the most important

24:00

part was selecting the markets where the

24:02

liquidity incentives are there and then

24:05

um making sure that if your model's

24:08

wrong uh it's it's not that it's it's

24:10

not that wrong. And so um how would you

24:14

incorporate so let's say you had a view

24:16

like an actual view um say a

24:18

wellressearched view on the way um the

24:22

way the markets would settle um you know

24:24

you researched say Grammys whatever how

24:29

would you incorporate that into the

24:31

process

24:32

>> uh if I had a wellressearched view I'd

24:34

probably throw out the chatbt model uh

24:38

completely and then a question is, you

24:42

know, [snorts] how quickly do you want

24:43

to bet it? How

24:46

so? If the market's a penny wide, a few

24:49

thousand shares up, I could join the

24:51

bid, right, for, you know, two or three

24:54

thousand shares, but this market's not

24:56

trading at all. There's a very low

24:57

chance that my order is going to get

24:59

filled if I sit on the bid. And so, I

25:05

think you need to just start taking And

25:07

I think the question is how quickly if

25:10

um if there's somebody else who's also

25:13

thinking about it or and they see a

25:15

trade, are they going to go compete with

25:17

me to to get all the liquidity or do I

25:20

have time? Should I do it slowly? Um

25:24

these are things I think you get a feel

25:26

for by

25:27

trading in a market. Uh there's not I

25:30

don't think there's a always one right

25:32

or wrong answer. It depends on how the

25:34

market's going to react.

25:36

um how competitive it is, the nature of

25:39

who's pro providing liquidity and so

25:40

forth. So that's just something you get

25:42

a feel for.

25:44

>> How important is it to have a tangible

25:49

say fair value estimate for a bet versus

25:52

just having a directional view?

25:56

>> They're both important. Uh so one thing

25:59

you talk about bet sizing and you know

26:02

if you can look at the textbooks Kelly

26:04

sizing um I think like quarter Kelly is

26:07

very reasonable but in practice

26:12

you often can't get there. So if I had

26:14

calculated my Kelly sizing on these bets

26:18

they would have just been so much more

26:19

than the available liquidity that it's

26:21

kind of useless.

26:23

it. So, it's more important as

26:26

the edge gets smaller and the available

26:29

liquidity becomes a higher percent of

26:31

your bank roll. And so, here in terms of

26:34

bet sizing,

26:36

it's much more about what's the optimal

26:39

way to to get into my position. Uh,

26:44

and then how how much do I want to to

26:46

pay? If do I if I think one of these is

26:48

wildly mispriced, you know, you're going

26:51

to you're going to trade a lot further

26:52

through where it started than if I think

26:55

it's only a few cents.

26:57

And so when you start trading, it's it's

27:00

more about directional, but as you get

27:01

in terms of like, hey, my size is

27:03

getting big or I've as soon as you start

27:08

moving it, you are if you're wrong, the

27:11

the cost goes up a lot. if if the

27:13

initial price was kind of like unbiased,

27:15

maybe fair versus random, you're

27:17

starting to pay a lot more. And so every

27:20

like further level you pay, you have to

27:22

have a little bit more confidence.

27:25

Also, even if you're not paying a higher

27:28

price, let's say I lift the offer, so

27:31

that means I take all the liquidity on

27:32

the the other side of the market. Let's

27:36

say that that liquidity comes back

27:41

like a minute later.

27:43

This is probably someone who has looked

27:45

at this and now is saying I do want to

27:48

trade.

27:50

>> So my initial hypothesis was that I'm

27:53

trading with somebody who is not super

27:55

excited to trade with me. Does not work.

27:59

If I took out the first thousand shares

28:01

on an offer and then a minute later it

28:03

comes back 10,000 offer in my face.

28:08

That's a very different result than just

28:10

the the market fading. And especially

28:13

with this case where I my priors are

28:15

pretty weak. I'm going to completely

28:18

reassess what I that I think this trade

28:21

maybe is good at all if it comes back

28:23

like that.

28:26

Call this Beijian updating. All right.

28:28

every every step you're getting

28:29

information start saying, "Oh,

28:31

conditional on this happening. How much

28:33

more or less confident am I?" But a

28:35

human looking at it and telling me I'm

28:37

wrong is would have been enough to say,

28:39

"No, I'm on top of this."

28:41

>> It's like the poker table, right?

28:43

[laughter]

28:45

>> Yeah. Or sometimes you're like, "Yes, a

28:47

human looked at it, but

28:50

I'm the best, you know, granny hammy

28:52

handicapper in the world, so I'm going

28:54

to keep trading and it doesn't matter."

28:57

So that's when like the confidence and

29:01

uh calibration [snorts]

29:03

of your estimate starts to matter a lot

29:05

more.

29:06

>> I see. And so in the article I mean and

29:09

right now we're talking about less

29:11

liquid markets and assessing who you're

29:13

trading against. Um, and

29:20

I don't know if this is a a foolish

29:22

question, but

29:25

I can't help but think that some of the

29:27

larger markets, so the ones where

29:30

there's a bit of a frenzy, so not like

29:32

Fed results, but something along the

29:35

lines of uh, I don't know, some meme,

29:37

right?

29:38

um which has a lot of volume because

29:40

there's a lot of um social media hype

29:43

around it, right?

29:47

Wouldn't those markets be even less

29:50

efficient? And I'm seeing an analog bit.

29:52

And you know, I'm just thinking about

29:54

this like, you know, I mean, if

29:57

something's overhyped, right? I like

29:59

it's even if the volume is there and

30:02

there's no liquidity incentives, it

30:04

seems like those markets might be the

30:06

best to trade also because you can put

30:08

more size on. Yeah, I agree with that. I

30:11

if there's a really obvious trade,

30:13

especially something that is talked a

30:16

lot about in the media, then suddenly

30:18

this market's trading a lot,

30:21

probably want to think about taking the

30:24

non-obvious side.

30:27

So, if

30:29

everybody's saying Taylor Swift's going

30:30

to perform in the Super Bowl and, you

30:33

know, Taylor Swift's all over the media

30:35

right now, I might want to think about

30:37

taking the other side of that bet. And I

30:39

I think about that a lot. It's like what

30:41

would somebody who

30:45

which side of the market would somebody

30:47

who's not an expert most likely be on?

30:51

>> And so yeah, it probably correlated with

30:54

something that is talked about a lot in

30:56

the media right now is top of mind. Um

31:00

maybe exciting.

31:03

And I would tend to take the other side

31:05

of those bets. I'm going to push back a

31:08

little bit. Um,

31:11

and I'm no expert, but I and I'll give

31:14

an example, and maybe it's not right to

31:16

to judge this logic based on one

31:18

example, but um, I'll give the example

31:20

of Jake Paul versus Anthony Joshua, the

31:23

boxing the the boxing match. Anthony

31:25

Joshua being former heavyweight champion

31:28

of the world, uh, you know, a year ago,

31:31

coming off of a law, coming off against,

31:34

you know, a knockout win versus Francis

31:37

Enanu. who was the UFC heavyweight

31:39

champion prior. Jake Paul being an

31:41

influencer boxer. Um, and if you don't

31:44

know the context, that's completely

31:45

fine, right? Um, I think the the odds

31:48

for that were Jake Paul at like 15% to

31:51

win. Um, and um, you know, and people

31:56

were saying that Anthony Josh was going

31:57

to destroy Jake Paul. Um, and I still

32:00

think that, you know, 85% odds were were

32:04

cheap. You know, this is heavyweight

32:06

boxer, right? right? The size difference

32:08

was immense. Trading difference was was

32:10

huge. It still didn't make sense that

32:12

there was that 15% chance. And and I'm

32:15

thinking about I think it's the chapter

32:17

in Super Forecasters where people where

32:20

it talks about how people tend to

32:24

tend to bet on the long shots to have

32:26

the the huge payout like a like a

32:28

gambler's mentality. Um, how do you

32:30

balance those two modes of thinking

32:31

versus questioning conventional wisdom

32:34

and um, I guess trying to profit off of

32:37

the And I think you wrote an article

32:38

about this actually, right? If if I

32:41

recall correctly.

32:43

Yeah. So,

32:46

well, two things here. I think the

32:50

the more casual better

32:54

likes long shots, right? Likes lottery

32:56

tickets. you look at the like parlays in

33:00

um in sports betting, right? Like

33:02

everybody wants to put a $5 bet down to

33:05

win a couple hundred or something and

33:07

those bets have huge margins for the for

33:10

the house.

33:12

Um so that's a bias

33:16

in this case.

33:19

I think you could argue argue either way

33:22

which side was like the side the hype

33:24

was going to be at. So Jake Paul has a

33:28

huge social media following versus I

33:31

don't know m I so I'm not an expert on

33:33

this. I assume Anthony Joshua has a much

33:35

smaller one. So if I was going to say

33:36

who who has the fans that might put the

33:39

money down on their uh person, I would

33:43

think that more casual money would be on

33:46

Jake Paul. So

33:47

>> yeah,

33:48

>> I think I would prefer to buy the 85%. I

33:52

I think I would lean it that way. I did

33:54

not bet on this. I'm I'm really not a

33:57

sports expert, but like from my kind of

33:59

casual um

34:02

>> yeah,

34:02

>> I think you could argue either way and I

34:04

think I would have leaned um you know

34:07

buying 85%.

34:09

It's easy to say now but in this

34:11

framework of like who's going to have

34:13

more of the hype on them

34:16

pro probably Jake Paul.

34:18

>> Yeah. How do you assess the quality of

34:21

your bets in hindsight? I think you

34:23

talked something you talked about for

34:25

the um the you know betting with chat

34:28

GBT example or with LLMs is that your

34:31

sample size is is way too small right

34:34

and even if it's a big sample size you

34:36

know you can do your t tests and p

34:38

values and it's still uh like it's still

34:41

like you still don't know you can say

34:43

statistical things but reality is you

34:45

don't really know how how can you tell

34:49

>> so telling if you have an edge in a

34:52

trade is is a hard thing unless you have

34:55

huge data that's all, you know,

34:57

comparable. Um,

35:00

my bets on this Grammy thing or why I

35:03

did them compared to other bets I made

35:05

for completely different reasons with

35:08

different

35:09

edge profiles, they're not really

35:11

comparable. Uh,

35:15

you know, one uh experiment my my

35:18

brother Aaron did, he he also trades on

35:20

Koshi. He simulated okay if compared to

35:27

a Monte Carlo simulation of whenever I

35:30

paid uh 60%

35:33

let's do a simulation where that event

35:35

happened 60% of the time and plot

35:39

uh that distribution say 10,000 take all

35:42

my bets run each of them through saying

35:44

I I got a fair look at my actual P&L and

35:48

plot it versus

35:50

where it would come out on this

35:52

distribution. It gives you some idea.

35:56

I mean, right now, my P&L is positive.

36:00

Uh, but I haven't really lost any big uh

36:04

like bonding trades or like the ones

36:07

where you pay 90%. So, if I just lose a

36:09

few of those, you're going to have a

36:12

huge gap down. So, I don't have enough

36:13

sample to to guarantee that I'm making

36:16

money. Um,

36:20

but having a reason why each trade has

36:23

edge,

36:25

I think, is more important in the in the

36:27

short run. At least having a a

36:28

reasonable hypothesis.

36:31

Yeah. Statistically, it's hard,

36:33

especially as the market changes. If

36:34

you're betting on all kinds of different

36:36

things, it's hard.

36:38

I I want to gear our conversation more

36:40

towards, I guess, what you're trying to

36:42

build with your brother with Kraamic.

36:45

Um, and I know it's a it's an analytics

36:48

tool. What are you trying to do?

36:50

>> So,

36:52

my brother Aaron and I I have two

36:54

brothers, by the way. One of them is a

36:55

trader at Suspana. Uh, and Aaron is my

36:58

other brother who's an actuary.

37:02

So,

37:04

Koshi and Poly Market are both valued at

37:06

over $10 billion, growing very quickly.

37:11

My theory is that there's going to be a

37:14

whole lot of other businesses that fill

37:15

in all kinds of gaps around news sources

37:18

or different user interfaces. You know,

37:20

the user interfaces on these sites is

37:22

not

37:24

um I think it's a more like retail

37:28

focused uh user interface. So, my guess

37:30

would be that the

37:33

elite the elite traders of the of the of

37:35

the world are building their own custom

37:37

user interfaces.

37:39

um targeted towards how they want to

37:41

trade or the data they want to look at.

37:43

And so the couchomics was just uh one

37:46

project that uh my brother and I did

37:48

that created a different um way to

37:52

uh discover markets, look at the data,

37:54

look at the volume, uh the open

37:55

interest, what's going on today. Um was

37:58

not meant to be the Bloomberg terminal

38:00

of friction markets, which is what every

38:02

other project claims. This was meant to

38:04

be like let's build something that uh is

38:07

small but useful.

38:09

And so I'm I'm out there looking at uh

38:12

various projects and I think the

38:14

ecosystem is going to grow and and

38:16

talking to various teams. Uh just a it's

38:20

a rapidly changing rapidly growing

38:22

environment and there's just a lot of

38:24

interesting room for growth. Um, one

38:28

really unusual state of affairs in

38:29

Christian markets is

38:33

in say liquid stocks, you're not going

38:36

to be able to vibe code your way to a

38:40

market making system. It's just never

38:42

it's never going to happen.

38:44

I think if you're a competent programmer

38:48

who also has some trading knowledge,

38:50

there's probably some amount of of money

38:52

you could make by building something

38:55

that trades on on Koshi, for example.

38:58

And I know there are teams of one or two

38:59

people that have a bunch of laptops and

39:02

are are trading um maybe making a mount

39:05

that's a lot for them, but would be very

39:07

small for institutional trading firm.

39:09

And I don't think these opportunities

39:11

come up very often. I think it's a it's

39:14

a short window where there's not as many

39:16

institutions in these markets. If they

39:18

keep growing, I think the professionals

39:20

will crowd that activity out. It's kind

39:23

of a rare time when talk about new

39:25

markets and, you know, people that were

39:28

trading options in their dorm room 30

39:29

years ago or something. Uh I think this

39:32

is one of those times where smart

39:34

amateurs

39:36

can have an edge which is just unusual

39:38

and it's you're not going to do it in

39:41

market making Apple stock but there is

39:42

some opportunity here. That said if the

39:46

cost of trading prediction markets are

39:48

high and it's hard to build these

39:49

systems too. So I'm not recommending

39:52

everybody who can grab a flaw code and

39:56

start trading on like you need you need

39:58

to be to to work hard but it's a much

40:01

lower barrier to entry than

40:04

a you know quantitative system in uh say

40:08

a trady a high liquid equity market

40:11

do you think the volume will grow to the

40:13

point where the

40:17

called top trading firms dedicate

40:19

significant resources ources to

40:22

to them because I know they're already

40:23

doing some you know like I know soana is

40:26

um but you know do you think they'll

40:29

grow to the point where it will become a

40:31

significant revenue generator for these

40:33

top trading firms? Um

40:37

maybe

40:39

sports is obviously big and there's

40:43

still some legal uncertainty and a lot

40:44

of lawsuits going on right now but that

40:47

is a huge market.

40:49

Um,

40:50

I think elections will continue to be a

40:52

huge market and an important one, right?

40:55

And and it's also the best so the the

40:59

the best markets for prediction markets

41:02

are things that are naturally binary

41:03

outcomes

41:05

that it makes sense as a binary outcome.

41:07

So an election,

41:09

did this person win? That's a great fit

41:11

for prediction market. Some of these

41:13

other other markets are not as

41:16

unique, I guess. So there's markets on,

41:19

you know, will the S&P 500 finish above

41:23

7100 this week? You can just trade the

41:26

S&P 500. You can just trade a a call

41:29

spread on the S&P 500 options. Uh

41:33

prediction market's not really giving

41:35

the cleanest best way to to take that

41:37

risk.

41:39

on election though it is there's a lot

41:41

of people trying to get election

41:42

exposure through making bets on the

41:45

index or on sectors and and stocks and

41:48

that's one of the things that TK talked

41:50

about on like why they started cali

41:53

um but you don't know exactly where

41:55

those are going to go in after an

41:57

election you might know that Trump is

41:59

good or bad for the sector or whatever

42:01

but you don't know where they're going

42:02

to go

42:04

so prediction markets give a really

42:06

clean way of making that bet that's the

42:08

like the

42:09

use cases. They're a natural fit. And

42:11

these other things are they're okay. Um

42:16

there's there's some things that I've

42:18

written I I don't think should be

42:20

prediction markets. I don't think we

42:21

should bet on everything. I think the

42:23

mention markets are while interesting to

42:25

model, they're kind of dumb. people can

42:29

manipulate them and have for fun and

42:33

you'd never even be able to tell if

42:34

somebody was, you know, insider trading

42:37

on them or doing a speech, a speech

42:39

writer betting, for example. So, I don't

42:42

think those are those are great markets

42:43

even even though they're interesting.

42:45

And then there's just been a couple of,

42:49

you know, dumb markets out there, right?

42:51

Poly market, I have a few I'm not going

42:53

to mention. Um, but I I think some

42:56

restraint in terms of what should we bet

42:58

on and structuring good contracts is

43:01

important for the legitimacy of the

43:03

space. you know, talking about the

43:05

legitimacy of the space and on insider

43:07

trading. Um,

43:10

I'm not sure where I read this, but

43:15

um, someone was arguing that insider

43:17

trading is essential for prediction

43:20

markets because that's the only way you

43:22

get high quality information. So

43:25

something along the lines of, I don't

43:28

know, is the US military going to do

43:30

certain activity in some country, right?

43:33

If you have a, you know, someone who

43:36

works in the military who's involved in

43:38

this, a whale, and he puts on a huge

43:40

position, that's information that's

43:43

valuable to everyone else where they can

43:45

assess. I guess it's closer to the

43:48

actual probability um of of of things

43:51

happening. Got to get your thoughts on

43:53

that.

43:56

I've seen this debate about is this

43:58

trading good or bad for prices.

44:01

I think it's kind of ridiculous that

44:02

we're having this debate. I I I don't

44:04

think as a side trading is good for for

44:06

markets. Um

44:10

in the short term, sure, you you might

44:12

get the probability of uh Venezuela uh

44:15

attack a few hours earlier or whatever

44:17

if somebody trades on it, but in the

44:21

long run, it's going to damage liquidity

44:23

in markets. If you have huge amounts of

44:25

adverse selection, liquidity is going to

44:27

go down. And so that might might make

44:28

these markets less efficient over the

44:30

long term or the longer term. Um creates

44:34

terrible incentives

44:36

around

44:38

people having access to information.

44:41

So well a if if you're in the military

44:44

and you're you're trading on a strike

44:45

and announcing to the world that like if

44:49

if you're a senior leader, you do not

44:50

want your people to do that. Like that

44:52

that's that's terrible for for security,

44:54

right? So there's a huge incentive not

44:56

to do that. Uh you don't want people

44:59

doing that. I think that's pretty

45:00

obvious.

45:02

Imagine

45:03

so there was a market on the Google most

45:06

search person this year and you would

45:09

imagine that somebody at Google's going

45:11

to have that information first.

45:14

There's been some discussion debate

45:15

around you know was did somebody with

45:18

access to that information and start

45:20

trade on it. I think it's often harder

45:23

to say

45:25

adver just adverse selection or someone

45:27

doing really smart research versus an

45:29

insider. There have been cases where

45:30

everyone has screamed insider trading

45:32

that have actually been someone doing

45:33

something really clever or even the

45:35

information leaking a certain way. So

45:37

just because the market gaps early, you

45:39

don't know why can't call insider

45:40

trading. But let's just say that insider

45:44

trading is fine and everyone's allowed

45:46

to do it on these markets and we say

45:47

there's no rules, right? It's all

45:48

anonymous. There's no

45:50

um any kind of investigation. Can you

45:53

imagine the Google employees all

45:56

fighting to be the first one insider or

45:57

trade that market?

45:59

Imagine everyone on the team being like,

46:01

you know, this year is my turn. I get to

46:03

trade it on Kali, guys. And then the

46:06

boss being like, you know what, you got

46:07

it last year. Um you know, Samantha,

46:10

we're we're going to let Jimmy Insider

46:11

trade this year. or um part of your

46:15

bonus package. Say, you know, hey,

46:18

instead of stock options this year, why

46:20

don't why don't we give you 24 hours to

46:22

insider trade on the most searched

46:24

person on Kouchi this year? How about

46:25

that instead of would you like that

46:27

instead of your stock options?

46:30

And then they come back, well, could I

46:31

get 36 hours to insider trade boss deal?

46:34

Like this is so bad for incentives

46:37

around access to information and

46:39

trusting people with information. Uh I

46:42

think I think it's socially corrosive in

46:44

that way and to talk about it as if it's

46:46

accepted and and that this is a natural

46:48

part of markets I just I think is

46:50

shortsighted.

46:52

>> Would you say that overall prediction

46:54

markets are a net good or a net bad for

46:56

society?

46:58

>> I think they can be useful and and right

47:01

now there's a lot of takes uh far on one

47:04

side or the other. The thing that I

47:07

think is good is

47:10

providing

47:11

a marketbased uh probability to

47:16

news that's of use to the general

47:17

public. So probability of people winning

47:20

elections um even some like the measles

47:23

cases probabilities

47:25

to geopolitical events I think are

47:27

useful. And I do this when I read a

47:30

headline that sounds scary sounds

47:34

escatory in the Middle East or Green

47:35

whatever I'll check the prediction

47:37

market. So like okay is this new

47:38

information or not? And it helps me get

47:42

a better feel for

47:45

maybe not the truth. I don't treat these

47:47

markets as a truth. I treat them as one

47:48

signal and especially less liquid

47:50

markets. It's it's not a truth machine.

47:53

It's just a limit order book that maybe

47:56

tends to to predict the future uh better

47:59

than a pundit would otherwise. But it's

48:03

a it's a step in that direction. And I

48:05

think in general as a society, we don't

48:08

view things probabilistically enough. So

48:10

if we can incorporate more uh

48:13

well-calibrated probability

48:15

discussions to society, I think that's

48:19

great. On the other hand, if everybody

48:22

just becomes a degenerate gambler on,

48:25

you know, 15-minute crypto markets or

48:28

starts betting huge amounts on sports,

48:30

uh, that otherwise wouldn't, I don't

48:33

think that's useful.

48:34

>> When I think about this, I think that

48:37

overall they are a net bad. Um, and this

48:40

is obviously just from my experience as

48:42

a as a college student. I don't think

48:44

that the average participant participant

48:46

is a nuanced thinker about these things

48:49

and thinks about them as a as you would

48:52

as a as a as anformational, you know, as

48:55

a as a signal for for information that

48:58

they can incorporate as part of their

49:00

view on um the chance of certain events

49:04

happening and then using that

49:05

information to make better decisions, I

49:08

guess, for business or for work. Um

49:11

because I I do think that there is a

49:13

tendency to gamble today especially and

49:17

I think there was that article going

49:19

around on X I think it was a month ago

49:22

or a month and a half ago about it was

49:24

called the prison of financial

49:26

mediocrity. I'm not sure if you read it.

49:29

>> Um

49:29

>> I think I did. Yeah. It's

49:32

and

49:34

I found that article to encapsulate what

49:39

young people are thinking, what

49:42

um what what what people with with with

49:46

less opportunity are thinking. um just

49:49

just bet it all because I I guess to

49:52

escape the permanent underclass, but um

49:56

to to escape what he calls a prison of

49:59

financial mediocrity. And and I think

50:01

that so often that's the mindset today.

50:05

Um, and I don't think that having

50:07

prediction markets,

50:09

you know, having access to prediction

50:11

markets within your Robin Hood account,

50:13

for example, where you can get on bet on

50:16

sports, you know, that doesn't strike me

50:17

as something that's good for society.

50:21

And I guess my question to you is how do

50:24

you think these things can be

50:28

implemented

50:30

in a way where we minimize say

50:33

degeneracy and maximize the signal and

50:39

the quality of information and really

50:41

just using them as a tool for forming

50:45

one's view of the world.

50:47

So right now there's a lot of I think

50:50

wellfounded concern about the

50:52

casinoification of America especially

50:55

among young people of all these

50:57

opportunities to gamble whether that's

51:00

sports betting

51:02

speculation and in stocks or options um

51:06

i gaming that's like the casino on your

51:08

phone which I think is especially

51:10

dangerous towards those in um

51:12

predisposed to problem gambling

51:15

And you can certainly use prediction

51:18

markets as a gambling tool.

51:20

The is a quick way to lose money if

51:23

you're trading randomly.

51:26

So I think when these companies

51:29

advertise prediction markets,

51:31

advertising it appropriately

51:33

and not as a quick way to make money is

51:37

important.

51:39

uh I think they can serve a useful

51:41

purpose in some cases of providing

51:44

context to news

51:46

and at a they don't need to be gigantic

51:50

markets to be somewhat efficient and so

51:54

the benefit applies to everyone who can

51:57

get this good context

52:00

and

52:02

the cost I think is relatively low

52:05

compared to some of these other outlets.

52:07

The other thing I like that I'm hopeful

52:10

that happens as prediction markets grow

52:12

is actual risk transfer. And so this is

52:15

talked about a lot as a good use case

52:17

for prediction markets, but people who

52:19

have risk to some factor providing a

52:22

venue to quickly spin up a contract and

52:24

trade it. So insurance type markets are

52:28

a good example of that. If you live in

52:30

Florida, having a contract where you

52:32

could hedge some of your insurance risk,

52:33

and I lived in Pennsylvania, I would

52:35

love to be short some Florida hurricane

52:37

risk, short some uh California

52:39

earthquake risk risk. If I can add that

52:42

to my portfolio, that's probably going

52:44

to increase the performance

52:46

characteristics of my portfolio at the

52:49

same time providing a lowcost way uh to

52:51

provide insurance. So when when boosters

52:54

of prediction markets talk about

52:55

prediction markets, they they talk a lot

52:57

about this risk transfer idea. How much

53:00

of the volume is actually risk transfer

53:01

right now? Uh it's it's probably very

53:03

low, but that's what I'd like to see

53:06

volume grow in um rather than some of

53:10

these other categories I think are less

53:12

useful. There's also a certain amount

53:13

of, you know, who am I to say what's

53:17

useful? Um but you know I have an

53:20

opinion that's to the extent that my

53:22

opinion carries any weight. I want to I

53:24

want to promote uh good use cases and

53:27

and responsible trading and not um you

53:31

know just gambling.

53:32

>> Absolutely. Um final question. We've

53:36

talked a lot in this conversation and we

53:39

started off talking about your

53:40

background at at Ciscoana

53:42

um about the nature of edge in

53:45

prediction markets. Um, and then you

53:48

know now like walk us you walked us

53:50

through an example then now just um

53:53

whether or not you think they're good

53:54

for society. Um, and I think your

53:57

vantage point having

54:00

worked for many many years as a as a

54:04

very I mean as a trader at at Suscuana,

54:06

a senior trader later on. Um,

54:10

you have a very unique vantage point on

54:12

the way you make decisions and it I find

54:16

it funny how

54:19

doing an EV calculation is second nature

54:22

to you and I imagine second nature to

54:24

many other people who worked in the

54:27

industry as quant traders at the at the

54:29

big shops. What's one lesson that you've

54:34

taken from all this that you think can

54:36

apply to anyone's life? Um,

54:41

and will lead to I guess better expected

54:45

outcomes.

54:47

One thing

54:50

say just the the very basics of framing

54:53

this decision this way. Not everyone

54:55

needs to study a ton of probability and

54:58

not everyone needs to get fine-tuned

55:00

super optimized estimates. Just trying

55:03

to run through for a decision. What are

55:07

the risks? What's the probability?

55:09

What's the upside of this? And am I am I

55:12

in a position to take risk? Um just

55:15

practice framing a few decisions that

55:17

way. You don't have to overdo it. Like

55:19

do an expected value calculation for who

55:21

you marry. Don't do that. Um but doing a

55:26

little bit more um

55:29

you know small examples might be should

55:32

you pay for uh

55:35

trip insurance right these those types

55:38

of insurance bets are usually really

55:40

negative expected value

55:42

um for an example I don't have collision

55:46

insurance on my car because if I crash

55:49

the car I'm just going to buy a new car

55:52

and so I want to pay this consistent

55:55

like the insurance company knows the

55:56

probability of me crashing way more than

55:58

I do and they're pricing it in a way

56:01

that that decision has um negative

56:04

value. Now I'm increasing my variance

56:07

quite a bit by not having that right but

56:11

I can afford that variance in my

56:12

portfolio and I've thought about it.

56:14

insurance makes a ton of sense if you

56:15

don't want that variance. But if you

56:17

haven't thought about it, society just

56:19

tells you, okay, oh yeah, you know, buy

56:22

that insurance. And so when you don't

56:24

think about things through risk

56:25

framework, you can a take risks that you

56:30

didn't know you were taking and b give

56:32

up uh expected value in your life um in

56:36

ways that you're not aware of.

56:38

>> I love that. Thank you so much, Andrew,

56:41

for coming on Odds on Open. All the

56:42

best.

56:43

Thanks, Ethan. Great chat. See you.

Interactive Summary

Andrew, a former senior quant trader and market maker, discusses the demanding nature of his past career, highlighting the constant monitoring, lack of breaks, and mental intensity required. He explains the cultural shift from floor to electronic trading and how his firm utilized poker as a unique training tool to cultivate probabilistic thinking and decision-making under uncertainty. Later, he explores prediction markets, identifying sources of "edge" in less efficient categories, critically analyzing the societal implications of insider trading, and offering perspectives on how these markets can be a net good through responsible advertising and risk transfer, rather than encouraging degenerate gambling. He concludes by advocating for the application of "thinking in bets" to everyday life decisions.

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