TBPN - Martin Shkreli Breaks Down the Collapse of Situational Awareness
Episode Date: July 30, 2026This is our full interview with Martin Shkreli.We discussed the collapse of Leopold Aschenbrenner's AI-focused hedge fund, why leverage turns market corrections into disasters, how Wall Stree...t unwinds massive positions, why AI infrastructure stocks sold off despite record AI demand, whether the AI trade has further to fall, and much more.TBPN is made possible by:Ramp - https://ramp.comPublic - https://public.comCisco - https://www.cisco.comConsole - https://www.console.comCrowdStrike - https://www.crowdstrike.comFigma - https://www.figma.comMongoDB - https://www.mongodb.comNYSE - https://www.nyse.comRailway - https://railway.comShopify - https://www.shopify.com/Codex - http://openAI.com/codexSign up for TBPN’s daily newsletter at TBPN.comFollow TBPN:https://TBPN.comhttps://x.com/tbpnhttps://open.spotify.com/show/2L6WMqY3GUPCGBD0dX6p00?si=674252d53acf4231https://podcasts.apple.com/us/podcast/technology-brothers/id1772360235https://www.youtube.com/@TBPNLive
Transcript
Discussion (0)
Let's bring in Martin Scrowley to break it down for us.
I believe he's here.
How you doing, Martin?
Good to see you again.
Hey, guys.
I'm doing great.
How are you?
Perfect.
How's your last?
Take us through it.
24 hours.
What's the last 24 hours been like for you?
It's been interesting.
I do invest myself.
So it's been probably one of the craziest months in Wall Street history.
I was talking to some friends last night about long-term capital management,
Amaranth, other famous liquidity-driven blow-ups.
And this is up there.
And yeah, it's just a really crazy thing.
We had heard rumors sort of mid-last week,
and then they really started crystallizing last night.
And this morning, obviously, sort of a fate of comply.
And I actually think they did a wonderful job of keeping it relatively quiet.
I think some players were already positioning, say,
early in the week, Monday, Tuesday, looking to do what my old boss Kramer used to call, you know, shooting against a fund.
So if you know somebody has to liquidate, the best thing for you to do, unfortunately, sadly, Darwinian is to go sell all the positions you have in common and go start shorting everything they have.
And it accelerates the sort of downfall as quickly as you can.
And this is a very common practice when these things, you know, happened.
And certainly not something.
I had overlap decisions with them, so certainly not something I would do, but no wide number
of funds that were shorting all of these stocks hoping to cause a panic and a crash.
How do you trace back the start of this correction?
Is it the war?
Is it oil?
Is it jitters around open source or just hyperscalor capbacks?
There's so many different narratives around why the AI infrastructure trade, the bottleneck trade
might be weakening at the same time.
It feels like there's some really solid progress and the models are progressing along like
pretty like as expected.
Yeah, yeah, you have the labs having some of the best months in business history of any
companies ever.
Yeah.
But then all the infrastructure correcting.
And none of that stuff matters.
You know, the only thing that matters is is the propensity of the buyer and seller to buy yourself
and what you had happened was the smart guys get an early.
start buying see the prices go up buy some more and then less smart guys take take
note and say I want to do that I want to be up 400% this year too guys like me
started buying right near the top hey this is great I love memory I love bottom
and and then but by the weakest hands are buying at the top so they're also
the first to sell sure first to panic yeah and
And it just creates this like, you know, every bubble is sort of the same.
You have this euphoria, this peak, and then, you know, everyone sort of panics at once.
You know, the fundamentals basically don't make a difference.
You know, I think they, you know, they sort of drive the marginal buyer and seller.
But, you know, the 80 or 90 percent of the assets, shareholders don't change hands.
It's that 5% of the margin that's deciding the price.
And if that 5% is in the state where they're levered up 3x or 4x, as we heard,
Salp is was a four X levered fund, which is that's a lot of leverage.
You know, a 25% drawdown takes you out of business.
Interestingly, we heard that three firms were bidding on the assets.
So Jane Street, Millennium, and Citadel were sort of brought in a closed circle sort of late Friday to bid on the remains of the firm.
And we got offered a look at $100 million of anthropic stock, which we were puzzled by.
You know, sometimes you see these SPVs and interest comes across, you know, here and there.
And we thought that was interesting.
I sort of raised my eyebrow and it's like, is that Leopold?
Because, you know, sometimes when you want to sell $4 billion or something, you don't come out and say you want to sell $4 billion.
You come out and you say you want to sell $100 million of it.
And usually a guy who wants to buy 100 is enough to buy 500 or more.
And you sort of fill him out and say, here's 100.
Okay, do you want five by any chance?
And then, you know, your eyebrow starts to raise a little bit that, you know, maybe he's got even more.
Now, of course, this is a really odd situation.
So we heard Millennium did put in a bid.
Citadel's bid was better.
You know, I think Ken wants to be the guy that everyone goes to when they're in trouble.
And that's the, you know, Buffett is getting older.
This is not the kind of stuff Buffett wants to do anyway.
But, you know, Citadel did this in the Amherth deal.
You know, when Amherth blew up natural gas futures, I think Citadel took that portfolio.
And virtually every blowup in finance, they've come to the rescue.
Enron, where they just raided all the talent.
Yeah, they wanted to do it at Enron as well.
I think they just sort of, Ken is very smart guy, sort of shows up and says, you know, how can I, you know, how can I, you know,
how can I, you know, be a partner to the Goldman's and the Bank of Americas when they need to get out, you know, of a really risky position, they basically take over the book, right? So if you, I'll give you sort of an example and you're asking the question. So let's say, you know, you're at 45 billion, you know, sort of try to trace this back. And you're, you know, 10 billion of that is in Anthropic from what we understood. So you have $30 billion of cash in your bank account.
And running Forex lever means you have 120 billion gross market value.
Oh.
So if your GMV drops, I don't know, 25%, that doesn't sound so bad at 120 billion.
Maybe that's, you know, I don't know, 30 billion.
So you're down to 90 billion, but that's not your equity.
So your equity drops from 35 billion to 5 billion.
And no prime broker is going to let you keep 90 billion of gross market value.
because once you dip your equity below zero, it's their loss, not yours.
And they're not going to lose a penny after Arcago's and after these other kind of blowups.
And that's not their job.
And they kind of have the right to take over your portfolio, which is sort of, you know,
something I hope nobody ever asked to experience.
But they basically call you in and say, listen, you know, these are our assets now.
You know, we're going to decide what their disposition is going to be.
And the rumor is over the weekend.
And then he contacted about 10 parties to place Anthropic in an effort to shore up liquidity.
Selling the anthropic stake for allegedly the offer was at $1.1 trillion equivalent market cap, which I think roughly where it's trading.
And, you know, it's unclear whether that was sold or half of it was sold is what we reported that half of it was sold.
It's still a little unclear who bought bad, what's happening exactly.
but that's the best we've got.
And then when it came to the public book, it does sound like, you know, the buyer of that book
basically got a, from what we were told, a $3 to $4 billion insta markup.
So they basically now have to work them.
They have to work out of $3 to $4 billion, more than $3 to $4 billion, quite a lot more.
But in essence, if they work out of these positions without disrupting the market,
they'll have printed three to four billion on the trade, which is unusual and interesting trade,
but, you know, really exciting.
One of the parties reached out to me last night, one of these three parties, interestingly,
after my reporting, and they said that, in essence, at some substance, yes, Leopold flew a little
too close to the sun, and your numbers are a little off.
And I asked what direction, and they wouldn't, they wouldn't confirm or deny.
I received a lot of pushback on the reporting, to your point.
privately and publicly, that it's not so bad.
And that he's only down 30%, 30% you can kind of live with.
But also, if Anthropic hasn't changed its mark, that means you were down 60 in the public
book.
And if your Forex levered, that means you're sort of down 15 on the public book, which sounds
too good to be true.
If you're trading these stocks, they were down like 15% a day.
So we've also heard the other AI funds are herding.
Maybe not as much as in trouble, but certainly hurting as well.
Where does the fund go?
He gives some good, he gives some good cover to all the funds that were effectively copy trading him.
Oh, sure.
Maybe even being more risk on and later to these positions because they were, they're naturally just late if you're trying to copy trade someone and you're trying to catch up.
You know, you're trying to catch up basically.
Yeah, yeah, more leverage.
You're coming into these trades way later.
Do you recall, like, how did you process Ryan Jacob in around the year 2000?
Because you were at Kramer's firm, I believe you joined maybe right before the Ryan Internet Fund started collapsing.
Yeah, there was also the Amerihan Fund.
There was a fund in the 60s called the Manhattan Fund that Warren Buffett criticized for being the go-go.
kind of last D fund was run by guy named Gerald Sy.
And so like every generation, you've seen the memes about Kathy, you know, every generation has it, you know, the guy that believes in that cycle and it goes balls to the walls on that cycle.
And look, I have a lot of respect for somebody who's willing to do that.
I used to tell a friend who kind of did the same thing.
He followed this trade, but he was very early.
So he had sort of Leopold-like numbers.
And he sort of did hedge it at what sounds like close to the top.
So sort of a miracle trader, best trader I know.
And I joked with him.
I said, you know, if Leopold sells at the top and turns short, like I will absolutely
adulate him as the greatest of all time.
It's just that, you know, usually when you're so spellbound by that narrative of whatever
happening, in this case, AGI, you know, there are people out there that say, look,
AGIs here slash coming.
When it comes, the entirety of finance is not right.
relevant anymore.
Yeah.
You know, we might as well just run it up and kind of see the end of days this way.
And of course, to some guys sitting on a training desk at Goldman Sachs, you're like, these
people are fucking nuts.
You know, it's just the stock market.
I think a deal.
Did you, given that Leopold had been at FTX right up until the fall, did you think
that maybe as risk on as he was, like, maybe he was like, you know what, I just, I can't
go through that again.
He wasn't necessarily directly tied to any of this sort of nefarious activity at FTX,
but he did have to viscerally experience it and, I believe, resign the day of the collapse.
And I would, I just was of expected to not like run it back like so quickly.
You would, you would expect even like, you know, go and do it, have a normal, you know,
great career for a decade, whatever, then maybe come back to leverage and be like, I'm
to dance again.
But there's a lot of questions.
One question is, what's his carry?
You know, a lot of firms in the hedge fund industry, believe it or not, they have clawback
provisions for carry.
Like high watermark provisions, right?
So you have to clear something?
Everyone has a high watermark, but what's increasingly happened is a carry provision
where you have to return the two and 20 you earned if you have a severe drought out, which
could actually end up being a tough situation.
Now, as you guys know, the fellow is getting married this weekend as well,
which is, you know, a little bit of tragedy with a little bit of triumph mixed in.
But obviously, you know, when this kind of thing happens.
How common are those clawback clauses?
Because you have to imagine in this fundraise he had like massive, massive leverage, you know.
Like demand was very high.
Demand was very high.
That feels like a term.
The numbers were so good.
Yeah.
It's a more institutional thing.
And, you know, speaking of which, you know, obviously, the guy basically had no experience.
And again, you know, in times like this, nobody wants to grave dance, and I'm not doing that.
But I had some institutional friends, one of the biggest fund of funds in New York, for example, who passed on Leopold, basically laughed at him and said, you know, there's no way I could invest in this.
And, of course, you know, he goes on this tear, you know, makes like 20x or whatever it was since inception.
And does fantastic.
And he feels sort of sheepish.
but ultimately, you know, somewhat vindicated after all of this.
So you did have a manager that had no experience, kind of a long-only or extremely long-biased,
starts to do privates, which for many hedge funds is kind of the death knell.
You know, when hedge funds put on their VC cap and try to do what those guys do,
it often doesn't end well.
And that goes back like, you know, 50 years, basically, of hedge fund history.
And very few people have been able to do both.
And the other thing I'd point out is we're going to see July numbers very soon here from quite a lot of hedge funds that I think we're in the same trade.
Sure.
And so this is not just Leopold's $100 billion gross.
It's like that times maybe five or ten.
And while the market's liquid, that's a lot of downward pressure in a few weeks.
And, you know, it's amazing to see this all compressed in a month, whereas, like, the dot-com bubble took three or four years to, like, patiently go up and patiently go down.
You know, seeing that compress instantly is interesting.
What's going to happen next is really going to be fascinating.
There's some theory out there that, you know, that we see all-time highs again, now that all this liquidity is out.
And there's other theories there that we actually were just having this nice big downtrend and that this liquidity pop will fade and will be back down further and further.
You know, nobody knows what will happen.
But it's certainly, while you're right that, you know, the anthropics and opening eyes are having to be.
record business rules, so is Microsoft and Google and Meta for that matter.
There's still, I think, some more discerning questions about is this CapEx investment worth it?
You know, they rewarded Microsoft for being prudent. They punished Meta and Google for not being
prudent. So one wonders what the future will bring there. But yeah, about as crazy as things
have gotten on Wall Street in many years, probably at least since FTX and certainly crazier than the
the sort of Tiger Soft Bank venture boom of 21.
And then, you know, really since then, the O-8 insanity.
So it's quite a spectacle.
And I think, you know, no matter how much people want to learn the lesson of leverage over and over and over again, we all seem to repeat it.
And, you know, it is what it is.
But I think the Jane Citadel Millennium kind of like entire hedge fund complex sort of becoming this like shadow bank is quite interesting.
You know, and that like these guys are sort of there to, normally the banks would sort of take this on the chin, but now that there's other folks who were like, you know, Jane was an LP, for example, in London, reportedly was not interested in bidding, which is fascinating.
May have taken the Anthropic, however.
Really unclear.
We're going to learn more obviously as some days go on here, but it's an unprecedented time and, you know, really an insane story that may just get more insane as we learn more.
Is there a world where the fund continues?
Because I'm just hearing the numbers and it's like, you know, up at 45 billion.
The actual money into the fund was maybe $5 billion or something if you sell the positions.
There's a world where you wind up with like $10 billion in a bank account and the LPs are like, well, we gave you five.
Keep going.
Get back in the game.
I hope that's the case for the LPs who are awesome for the fund manager who obviously.
got quite a lot of whiplash.
But, you know, at the end of the day, you know, there's this concept on the street,
as you guys know, like, once there's blood in the water, like these positions would go to zero.
Like, we'll send Micron to $5, you know, just to liquidate this guy at three, right?
Like, that's the, you know, the craziest thing is like, that's the nature of Wall Street when this happens.
And there's a guy that has to sell $100 billion, you'll have a trillion dollars in front of them just like, you know,
let's see this guy cry uncle.
And it's the saddest kind of most Machiavellian thing.
But he had, he sort of had to blow up.
You know, there's no other ending, sadly.
Because of the leverage level, it's just like one slight, you know, I remember my old,
my old boss was a tiger portfolio manager.
Reminding me of the 2000 era where there's this very slight change in tone from one optical
component supplier.
And that's like him and his partner.
from Soros just decided to go like as short as they could because they knew ultimately these
vulnerable hands were sort of sitting there after the easy part of the bubble was over you had this
like okay what's what's next things have to get a lot crazier you saw Dworkesh's tweet things like
that would have to sort of happen for there to be enough second derivative for somebody to be
surprised yeah you know everyone knows AI's in this boom everyone knows chips are in this boom
what could possibly shock you to the upside not much so if you hear any little like uh you
you know, we're not going to spend as much. The whole shit hits the fan. And every, it's just too
heavy. So I actually wonder if we're, you know, if we're not in for a longer, more protracted
decline. Things feel great today. You know, we have this huge boom, this relief rally.
A lot of the froth is out of the system. But, you know, what next? You know, I don't know that,
you know, a patient and calm market is going to emerge because you had the hyperscalers and the
big companies, they fomo too. They fomode just a.
as hard as Leopold did, right?
If not harder. So this isn't just
him. It's the whole world collectively saying
fuck, I got to go all in
an AI. And it's
and who had the guts, you know, other
than one man Tim Cook
in the back saying, not me. Do nothing
win. Yeah. Yeah.
Yeah. No, really
it is Tim Cook.
Yeah. Yeah. The funny thing
we had been joking
we were joking
in like Q4
when, you know, they're
prior to like coding agents really starting to rip, you know, Open AI revenue growth had like slowed a little bit and like there's some jitters and and a lot of this stuff wasn't, you know, public at the time, but you could tell some of the kind of crossover types were like getting a little nervous, right? They kind of expect something to happen.
MAU, DAU numbers.
Yeah, yeah, yeah.
You know, yeah.
And really plateaued.
And, and then we, and then there was a correction. Like there was like briefly, you know, for a period.
It was probably like eight weeks.
It was like, okay.
And then it started ripping again.
And we were taking like a sort of a bit of a joking, like victory lap being like cool, like AI corrected, you know.
Bubble popped.
Now we're able to build back sustainably.
We're good from here on out.
It's smooth sailing.
No, I completely agree with you.
I think the most unexpected thing would be if we saw brand new all time highs for the entire thing.
I think almost everyone on Wall Street is skeptical this will happen.
Which means it has a chance of having things.
Bullock.
So you're saying there's a chance.
I love it.
Can you give me a little bit more insider baseball
on what it takes to unwind a big position as a shareholder?
Because a lot of people who are not inside the hedge fund world
are sort of maybe confused around,
okay, yeah, you own $50 million of a $1 billion chip stock.
Can't you just dump that on retail?
Can't you just like sell markets sell that on e-trade or Robin Hood?
And in fact, it's much more complicated when you're at this level, even though it's public markets.
There's not just a big button.
Can you walk us through what it actually takes to like sell a big position when you're at that level?
Yeah, there's there's a lot that goes into it interestingly.
So the first is you have this advertisement system.
So if you sell into the into the market, you can
try that. And that's called selling into the screens. The screens are the numbers on your
screen. Anybody could buy and sell, Robinode, whatever. So you don't normally do that if you can help it.
Selling on the screens is at least somewhat quiet. You can just sort of trickle out. There's always this
conspiracy that as I'm selling on the screens, there's some guy who can see my screen. And he's like,
this guy's got a BWWP market order to sell 10 million shares. That's like, you know, I'm going to tell somebody.
And that knowledge would be very, very powerful. And there's even some even crazier conspirators.
out there that quants can actually use different, all kinds of insane ideas around what they can do to sort of sniff out that this is happening.
So there's people that are scared of that.
Then you can pick up the phone and this is the way you normally do it.
And you call Goldman and you say, listen, I need to sell five million shares of Microsoft or something like that.
And they say, hmm, you know, should we take it or do we find a guy that wants to take it?
And they'll sort of try to decide.
Now, Microsoft is easy.
If you're trying to sell Sharein AI a neocloud in Australia that nobody wants, that's a tough one.
And you own like 10 days of volume.
So if you try to hit the screens, you have 10 days of volume.
You'd have to be the entire volume for 10 days before you'd be out.
You'd probably take the stock down 50% or more.
And you don't want to do that.
So you try to do this advertisement process.
And you basically can post in the stock market that you're a seller of a stock.
And you can post that your four-digit, what's called Market Maker ID.
And so Goldman's is GSCO.
So GSCO would be a seller of, say, you know, Nebius, which was one of its positions.
And so you'd call up, you'd say, okay, Goldman, I'm a client, too, of Goldman.
You know, what do you got on Nebius?
And the guy that's say, listen, we got a pretty big seller here, you know, and say, how big?
You know, half a million shares?
And he's like a lot bigger, you know.
And so you'd say, hmm, okay.
because they have to advertise that, you know, they're working your order.
So they have to sort of tell people that there's a seller.
They kind of are trying to be coy about how big, but they're not going to waste somebody's time either.
So the guy who's heard that there's a big seller, well, he might turn around.
He's not supposed to do this.
He sort of might turn around and say, you know, if there's a huge seller of Nebius out there,
and I'm just a little baby fish, maybe I could short 50,000 shares and get in front of this guy.
If you're an actual interested buyer, you might also still be nervous because you'd say, well, if he's really got a ton of size, I might have to be judicious about how I stepped in.
And so if you combine that with the sort of like pressure in the market and you add it all up, and then usually what you do is you'd have to say, oh, I know a guy that works there.
And let's see if he's returning calls.
And, you know, when you hit up the guy and he's not on Bloomberg, it's hard to reach, it's kind of like, well, it sounds like it could be them selling.
So it's not too many people that own that many shares of that security.
So you look at the holders list and you're sort of like, who could it be selling 10 million shares?
So you call Fidelity and they say, no, we're not selling.
You call the next guy.
No, we're not selling.
Next guy's an ETF.
Next guy's index fund.
You know, it's got to be him.
And so if it's them and then you start noticing all of their positions are down, it gets really hard.
So ultimately the bank decides because you might say, you know, I don't want to sell.
The bank says, I don't care what you want.
We're selling regardless.
And Goldman Sachs is not in the business of holding AI stocks.
You know, we're going to sell at any price we can because our board would rather know for sure that we're round a billion and just take the rip the band-aid off than to wonder if we could lose 50.
And so it's Goldman's position that we're just going to just cut the arm off right now before it metastasizes.
And so they'll do a fire sale.
And of course, Goldman's smart.
They're going to reach out to a guy like Citadel or somebody else to place it carefully.
But selling the whole portfolio in one shot was a very smart move.
Now, again, we've heard the discount could have been as big as, you know, 20 to 50%, which is, you know, mouth-watering discount to buy, you know, some quality companies at.
But to end it and have finality, what was really, to answer the question finally, what you really needed to do is the buyer of these stocks has to have the liquidity to hold them for five years and do nothing.
Because the market, guys like me, to a very small extent, and guys too much bigger, will sit there and say, I don't think you can hold this.
And they'll start shorting it and shorting it and trying to make you cry uncle.
Kiyosha in Japan, one of Leopold's Holdings, also one in my mind, is trading at three times earnings.
You know, they basically force you're forcing the guy to really, you know, to sell.
And if you're going to hold this stock, you have to make sure that you can hold it until it's two times earnings or one-time servings.
And the only player big enough and more powerful enough to sort of hold $100 billion and not blink is somebody like a Citadel.
And even still, some keep the rumors out there, they're the people who are going to try to crush your Citadel, which I wouldn't advise.
But something like that where maybe they'll now have to suffer the same contagion.
So it's a very crazy time in the markets.
And I don't think we've seen everything yet because I do think there are some large tech funds that have had the same trade on.
I do think liquidation is over, thankfully.
But I do think that there are some funds that are about to be found out to be down 30% or down 40% or something like that.
Take me through the mind of Ken Griffin like a couple weeks ago.
There's this rumor that he was sort of like pushing or signaling that there might be a rate hike.
But what I'm interested in is if you suspect that there's going to be a fire sale on X, Y, and Z companies, is there a world where you build the hedges before you acquire those assets?
or is that two 4D chess?
Because if they wind up acquiring these for 50%, 20% off,
but they already have offsets,
then they sort of come in market neutral.
Is that possible?
I don't think so.
So I'm familiar with the Citadel's performance for this month,
which is surprisingly up.
So I think they're probably one of the only hedge funds in the world that's up this month.
It's up very small, very small.
They were actually hedged, is what you're saying.
Yes.
They have a diverse platform of different businesses, a guy trading weather, a guy trading
rates, a guy trading stocks, you know, about a thousand guys trading stocks.
And they have a computer fund, you know, called Citadel Securities that is a market maker
that trades a good chunk of the volume of every instrument of the world.
And ultimately, I think that the prime brokers, the Goldman's and Bank of Americas, they do so
much business with Citadel and they've done this before where they know who to go to,
just the same way the US government went to Warren Buffett when they wanted to shore up
Goldman. They know that the right person to calls can. And he's really going out of his way to make
himself the guy to call. And I think that is a great brand because you may not need to be that
guy more than once every decade. But look, once a decade to make a free $5 billion or $10 billion
is a great guy to be. And, you know, it's sort of like he becomes a dependent.
trust and if he wants something from the banks, he's helped them.
Because without him, they might have had to sell that at a negative number.
In fact, some people think, I don't think this is what happened, but some people actually
think the equity in Leopold's prime brokerage accounts went negative.
Which I think is something that, again, the Goldman's and Bank of America has tried to stop
you before you get there.
But they also don't want to sell, like I said, share in AI, which is in a liquid, tough
to sell security, you know, they'll sell out your micron very fast, or you'll sell it out before
then. But if you're left holding this bag of like a liquid crap that you'd have 60 days of volume
to get out of, it's pretty tough to sit there and tell your prime broker, don't worry,
which is why, again, I think he needed cash. Probably somebody on Monday or Tuesday tapped them
on the shoulder and said, your margin's looking a little thin, you know, can you can add,
you know, a couple billion here or more? And things happen so quickly that there was just no time.
Yeah, it's, I think Citadel learned about this at the 11th hour as every, as you're supposed to.
You know, the firm didn't leak out that they were hurting.
They didn't have, to my knowledge, daily performance.
In fact, from what I'm told, situational awareness as a young hedge fund was not so great with communication, not surprising, especially with monthly and quarterly letters, could have been more timely on some of those.
So it's a small group of a couple of guys.
So I don't think that this was the same.
You rewind, what was it only a month ago that the, or 13F was late?
13F was like late and everyone was just like,
did he work out?
Did he work out some kind of deal to get it, you know,
keep the confidential?
But it sounded like you just like didn't get around to it.
They had other priorities maybe.
Do you think you can rebuild a career as a venture investor?
Because like in venture, you're just like,
gig along always.
Like it's like you know one of the few forms of investing where it's just so hard to get out of position
That's the thing I mean why become a hedge fund manager? This is I have a friend who wants to start I have a friend who wants to start a hedge fund
I told this the most painful horrible business in the world
Why do this and if you start a newsletter business that makes a hundred million a year
Even 50 million a year of revenue you've done better than almost every hatcher on the planet
Like you do not want to do this job
And the reason people do it, and I did it too, and I would never do it again, is it's the sexiest thing of the world.
You think you're, you know, the glory is incredible.
Yeah, you're the master of the universe.
And I had friends of wanting to quit really high profile jobs to be a hedge fund.
I was just like, you're out of your mind.
You don't know what this job is.
It's waking up at 3 a.m. checking Korean stock prices and, you know, waking up back up at 6, you know, wondering what's happening in the world, stuff like this.
And there's absolutely no productive thing you're doing.
You know, you're providing capital.
You know, but other than that, you know, you're really playing this high-stakes crazy poker game.
And, you know, it's certainly fun and interesting.
But when it's painful and raw, you know, I hope he'll do something, you know, he's a brilliant person.
Brilliant people like that.
I mean, look, Peter Thiel had a hedge fund that didn't quite have this level of liquidation or anything like that.
But it had a rough last few years.
And, you know, Teal was able to, obviously not only continue his venture investing efforts,
creating one of the biggest funds of all time, one of the most successful funds of all time,
investing personally doing amazing, also getting back into macro trading with Teal Macro,
which supposedly has done well.
So I do think there is this like period of a few years that, you know, he can reset and take the
learnings, take whatever talent and skill and certainly genius that nobody denies that he's a brilliant guy and rebuild.
I don't think it's the end at all.
And I hope he's keeping like that even temperament about this because, you know, I think a lot of people respect him quite a lot.
No matter how this turned out, you know, he'll be back and successful.
But it is a little bit of a humiliation thing that I think most people on Twitter and other places are sort of saying, well, the market tends to humble you.
And this is like an extremely humbling moment from being, you know, just two months separated from the biggest hedge fund on planet Earth and most successful to being forced to.
being forced to sort of liquidate, that is quite a rapid sort of, you know, reversal.
Also, just imagining what the fund looks like in two or three years if you just survive, right?
I can, you know, he, you know, there was a clip that was circulating yesterday from his, you know,
appearance under our cash where he's like, oh, there's obviously like 100x, you know, left before AGI, right?
So like he was like up, you know, 20X or whatever thinking like I got I got so much room to run.
But just couldn't stay in the game.
I got to say I got.
Yes.
It's always a risk.
I got to.
Yeah, I got to say it felt like a, felt like a huge moment for you and your business just because everyone, the whole finance world was learning about the situation from your post.
I'm sure a lot of people were glued to your terminal.
and it felt like a changing of the guard because, again, you were getting pushback.
You were getting some pushback, but then two hours later, it was like Financial Times
and Bloomberg and Wall Street Journal.
They're all kind of clearly they needed a couple hours to like run it down.
But you got to at first.
And yeah, I was quite impressed.
Thank you.
Yeah.
I mean, I think that, you know, we've talked about this in the past.
I mean, there is a change of the guard.
you guys help change the guard in your space.
And I think that, you know, the folks at the journal, the folks at Bloomberg, the folks at these other companies, they're fantastic reporters, but they're not active or former players.
And, you know, we will hear, we will always hear things before them because, especially on the street, because that's just, you know, we're not there.
The craziest thing is you actually waited until it was, like, over effectively to share, right?
Like you had been hearing about this for date.
There's a lot that we sit on that we don't want to share it.
And we've been in that position like hundreds of times,
where it's not appropriate to share anything.
And sometimes you're sitting there being like,
I'm really surprised that like legacy media hasn't picked up on this story.
It feels like it's just common knowledge.
And there's definitely a time and place to just not say anything
and let something work its way through the system.
Yeah.
I mean, to give the double their due,
the information is also quite good at, you know,
this type of thing. And they are particularly good at scoops on OpenAI, which I still haven't
unraveled how, but they're obviously very good reporters. But a reporter in a place like that
in Trad Media, they generally don't care about burning bridges and resources or contact. So they
want that news out yesterday. You know, I do care. And it also is a conflict of interest because
I don't want to hurt somebody that's given me good information and betray their confidence
because I have to keep the confidence of these folks if I want to keep talking to them.
But I also, in the case of this situation, as the carnage is unfolding, you know,
there's sort of a balancing the need for everyone to know with the need for, you know,
protecting friendships and relationships.
You have to make that judgment call each time.
And I hope that our customers understand that there will be things that we know before
others we can't disclose because we want to protect folks and protect our friends.
Bloomberg, Washington, they'll never do that. They're always going to serve their customer
who's the reader. We can't necessarily do that. You probably know things about a litany,
like you said, hundreds of times different fundraisers going on, different things like that.
And we have to all keep our lives closed because that will be the last time we hear about
a fundraise. And I think that this was a situation where it's sort of merited discussion. It was
was going to happen momentarily anyway.
In fact, to your point, the thing that got me to publish
was my friend saying, everyone is hearing this now.
Once that happened, I said, all right, well,
it's time to let I can let the cat out of the bag.
It's about to be let out anyway.
Yeah.
I have two more quick questions if you have a minute.
One is just about how leverage works at a hedge fund.
I think, again, from the retail perspective,
from the much smaller player, you might know that you can go to a, you know, a brokerage and get
a little bit of leverage. But what does the process look like as you're scaling into the tens of
billions of leverage? At a certain point, you have to go to all of the banks, certain banks,
who's actually, like, what is that process to get leverage at that scale actually look like?
And also, let's appreciate it for a moment that I feel like just a month ago, the West Coast broadly,
taking this insane victory lap being like the West Coast is eaten
Wall Street.
Like the best and biggest head fund is no longer on the East Coast.
Like we just have everything now, finance and technology.
And then just deeply humbled within the span of 30 days.
And it turns out, turns out you guys over there, you know a thing or two.
And here we are asking you, so how would one go about getting?
So one of the things that I think is not well understood is the prime broker make a spread on, I think that's somewhat understood, is they make their business to make a spread on financing.
So if you go to a prime broker and say, I'm never going to use leverage.
Never?
They say, I'm never going to use leverage and I'm never going to really trade a lot with your firm.
We're just going to sit there and say, like, we'll still take the assets because we can re-hypoppy.
authenticate them and blend them to the guys that are going to take leverage.
But in general, that's not a great customer.
So if they're making a 1% spread, which actually is relatively huge amount, and you're borrowing
4x, you're actually giving them 400 basis points of free money, which is sort of fantastic.
In fact, you know, their borrowing costs are probably less than so far.
So, you know, they may be getting as much as 600 or 800 bibs of free money on huge amounts
capital. So leverage is the best friend to a prime broker. Now, the risk guy is sitting there
saying, well, wait a second. I love lending, but I don't like lending to concentrated portfolios.
I don't like lending to short sellers. You know, short sellers can get big, big, big, you know,
leaps in their propeas like GameStop, for example. So the most of the long can lose is 100%.
But if a Forex lever, the most long can lose is 25%. So, you know, there's sort of this mix of things
you have to think about. I think the getting into the privates is usually like for me a lot of really
bad sign for almost every fund because it's as tantalizing as private companies are there is a whole group
of people on the west coast are much better at that than the guys in the east coast and of course
there are funds now like altimeter and go to and others that that are doing both and doing both
yeah and what made that what made it's so tempting obviously for leopold that just how close he is to like
he couldn't be closer to anthropic and it's a company that over
the last six months has had 100x the demand relative to the allocation, right? So it just felt like,
you know, and I don't know, who knows what the, what the structure on those investments look like,
but it's like, if you're going to break your rule and do privates, like, then that's the company
to do it with, but then you still get into a situation where you're like, wow, I really wish
this was more liquid. Yeah, I can't press the sell button.
Give us an update before you leave on Korea broadly because, you know, a lot of people are
commenting on just how similar Leopold's approach is to Korean retail.
I don't know how true that is, but I can imagine like it's, there's blood and the water
over there and the whole country is probably in shambles.
Yeah, I think so.
I made a CalA criteria and calculator in like a little portfolio.
simulator tool that, you know, basically, and Pulitzer Jones said this a while back, and I had a problem with this, every single trader out there makes one seems to make the same mistake over and over again, which is their position size is probably 2 to 10x more than should be.
And if you actually, you know, so it sounds nuts, right?
Yeah.
But if you actually run the simulator, our is Kelly.
So Kelly was a guy at Bell Labs.
He was a member of the technical staff.
O-G-G-M-O-D-M-C-E-S.
And so Kelly came up with the proof called famously the Kelly Criterion, which gamblers use, mostly
was a gambler thing before a finance thing.
And it proves the optimal bet size.
And the optimal bet size is your edge, it's attracted by the reciprocal of it.
So if you have 55% edge, your optimal vet size 10%.
That's still quite volatile for folks.
And so people do half-kelly or quarter-kelly.
Most folks actually don't have an edge when they trade.
But if they did have an edge, they're trading as if they had a 4x or 5X Kelly Edge, which is
interestingly, like, you might sound, okay, well, that just sounds swashbuckling and like,
that it takes a lot of risk.
No, if you run the simulator, you will go to zero each time.
And the simulator is a really cool tool that shows you, even with a 60-40 edge on every
trade you make, you'll go bust if you bet.
If you overbought.
And it's an eye opener.
We might say, who has a 60-40 edge in the stock market?
Nobody has 60-40 edge.
you will absolutely go bust if you don't size correctly.
And it's something that I've had to learn very painfully, very, you know, over the years,
that I'm almost always overbeating.
And I think every fund is sort of the same.
And certainly every retailer is the same.
And it's just sort of a weird variance math game that very few people actually map out and say,
can I simulate portfolio and just deceive what is the sort of the right thing to do in most cases?
And in fact, I had a, after I left the Tiger Cup I worked at, I worked in the briefly in the office of a guy who worked at SAC Capital, not called Point 72 for years.
And he was one of the best managers who's a quiet guy nobody's ever heard of, kind of retired.
But I got to watch him before I set up my own hedge fund and did the exact opposite, way over bed on everything.
I got to sit with this guy for a few months.
And I was astounded.
So what I found is that, you know, he was managing, I don't know, three or four hundred million of his own.
basically. He almost never used the capital. You know, 80, 90% of the capital was just cash.
And he would just make these tiny trades. And the guy had almost never had a down, I think his
record was he never had a down quarter in 20-something years of trading. And he had like 20, 30% returns,
which is great. And the guy just kind of, you know, just did these little little nibbles.
And he never lost money. And it was an incredible thing. And then, of course, the second I get the
chance to get some capital I'm eight X leverage to you know it's just like you know it's the dumbest thing
in the world you know and you live and you learn psychology psychology well thanks so much for
coming on the show and breaking it down this is always a great time yeah looking forward to uh
yeah see where we go from here have a great week have a great weekend we'll talk to you soon
mary's martin
