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Dan Loeb: The Lost Art of Short Selling, and Why Stock Picking is Back

June 05, 2026 / 31:15

This episode features Dan Loeb, CEO and CIO of Third Point, discussing short selling, investment strategies, and his philanthropic efforts in criminal justice reform.

Loeb emphasizes the importance of selective investing in a bond and credit pickers market, highlighting his activism against companies like Nestle. He shares his early experiences in investing, including his time on chat boards before social media.

He reflects on his journey from starting Third Point with minimal capital to managing nearly $30 billion in assets under management. Loeb explains his investment philosophy, focusing on event-driven investing and the significance of management quality.

Loeb also addresses the evolving role of technology in investing, stressing the need for human insight in decision-making. He discusses his involvement in criminal justice reform, particularly the case of Ross Ulbricht, and the importance of addressing income inequality.

Throughout the conversation, Loeb shares anecdotes from his career and insights on navigating the complexities of the investment landscape.

TL;DR

Dan Loeb discusses investment strategies, short selling, and his work in criminal justice reform, particularly the case of Ross Ulbricht.

Episode

31:15
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Legendary activist investor Dan Lope. He
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of course is the CEO and CIO of Third
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Point.
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>> The lost art of shortselling has come
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back and it's absolutely critical.
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>> Doesn't matter what you do, you have to
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be really selective. People talk about
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stock pickers market. This is a bond and
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credit pickers market.
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>> When we were small, our main tool was a
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shame and humor. Dan Loe turning up the
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heat on Nestle over the weekend. The
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shift has really been more towards a
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dare to be great message. Activism
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without proxy contest is like
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Catholicism without hell.
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>> You're very active on the Twitter as
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well.
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>> Oh wow.
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>> You found your voice.
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>> Lot a lot of emotion brewing there.
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>> Can we actually start with that? Before
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Twitter, you were actually quite active,
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but they were in very different places.
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I mean, you were in Wall Street Bets
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before Wall Street Bets existed. Can you
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just walk us through your evolution as a
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as a uh public persona?
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>> Sure. I mean, there was this brand new
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technology
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uh that came out called the internet.
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And really shortly that thereafter uh
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long before Reddit or any of these other
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things, there were a series of of chat
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boards. There was, you know, Yahoo,
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there was something called Silicon
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Investor,
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um a few other ones. And people would
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congregate in kibbitz. It was done
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mostly anonymously and um it was an
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interesting place to exchange ideas.
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There was it was it was really the wild
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west. People could pretty much say or do
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anything, but there was a lot of but
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there was a lot of substance there too.
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It's not actually that much different
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than from today.
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>> You uh did you engage at all in any
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trolling per se?
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>> Well, some people use the term OG.
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Sometimes I say I was the OT. Um
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>> the original troll.
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>> Yeah. No, I did. I mean, it was it was
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fun. You know, I I didn't know I was one
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day going to run institutional money and
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have a big fund and, you know, I was
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just having fun and uh and blowing off
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steam and and uh yeah, it was fun. I
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mean, investing is fun and particularly
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on the short side. I mean, there's so
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much humor in it when you detect these
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companies, especially in the '9s. I
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mean, that the it was really
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unsupervised. There were some incredibly
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fraudulent companies out there and it
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was just fun to uncover them and kind of
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taunt the management teams and
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ultimately uh prevail.
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>> You have one story above others that
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kind of stands out in that era. I mean,
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there were there were a bunch. There was
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uh wow. Um, there was a company called
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Act Trade that I remember run by a guy
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who was like a repeat uh fraudster and
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we uncovered it and and um you know I I
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know we really got under this person's
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skin and ultimately it was really just a
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factoring company trading at five six I
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don't remember what it some large
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multiple of book value and they had
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created a new technology called TADS I
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don't remember what TAD stood for, but
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they were basically repackaging
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factory securities and saying that they
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had some special technology. They were
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financing refrigerators and things like
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that.
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>> Tell us um your evolution as an investor
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when you started Third Point. I mean,
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you started with very very little
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capital. Now it's almost 30 billion of
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AUM. your multistrat, but you learned at
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Jeffre, I think, like you learned
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helping people like David Ter allocate
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capitals. Just walk us through how you
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learned to invest.
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>> Well, I I started um really fascinated
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by investing and wanting to do it. I
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think when I I remember when I was 10
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years old, my dad took me my dad was a
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notoriously bad investor himself. So, he
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didn't give me any good examples. He was
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a great lawyer, not a great investor.
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But he took me to meet a broker and I
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started investing. And then in high
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school in the 11th grade, I got a job at
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the branch office of Bear Stern, sorry,
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of uh Payne Weber working for a guy
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named Allan Crown who let me post his
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books and make cold calls. And I think
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we broke certain securities laws, but I
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think the statute of limitations is
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passed. I would trade um options on
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accidental petroleum and teladine. there
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was a lot of volatility and um I think I
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had flurries of making money and lost
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all of it a couple of different times
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but it was a good good lesson. I
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continued doing it in college and then
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um my learning started really formerly
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at Warberg Pinkis where I really learned
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to value enterprises as my first job
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private kind of across the spectrum of
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private equity and venture capital.
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I worked at a risk arb firm which was
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really invaluable. Uh and then
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skipping forward I had I had way too
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many jobs in my 20s. Uh but I got really
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serious at Jeffre. I had a amazing
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opportunity to work on the distress debt
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desk there. I started out as a research
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analyst and I was just like drinking out
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of a fire hose. There was so much
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activity.
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the securities were so cheap coming out
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of distressed
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and um it was you know the 10,000 hours
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10,000 reps we would write up uh
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different things every every day there
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were big blocks of debt to move and I
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really got that that was my real
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learning point and you know I stress
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this to people that you know everyone's
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kind of sees mentorship as this sort of
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hierarchical thing where you you know
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learn from some wise older person but
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it's I I I learned a ton from my
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colleagues, from my own cohort, and I
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learned a ton from my customers, you
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know, like Eric Mindic was a um boy
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wonder at Goldman. He was the youngest
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partner.
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>> Youngest partner at Goldman.
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>> Yeah. Ran the ARB desk there and he had
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this triumvirate or quadrumbate,
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whatever the four four people. Uh I
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don't want to leave them out, but Amos
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Dker and um
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can't some other guys. Anyway, they were
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great and they really kind of brought me
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into their thought process thinking
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about event- driven investing and then,
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you know, I covered some of the smartest
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people in the business, including David
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Ter. I got to watch their thought
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process and I was like a, you know, like
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a Chinese corporation that was like
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copying and reverse engineering and
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taking everything in and creating my
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database of knowledge and my own
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operating system. kind of taking the
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best out of what all these different
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people did.
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>> And what was that style when you first
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started Thirdp Point? What did you what
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was that expression?
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>> That was well I think that you know we
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call it event driven investing. It was
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really less focused on the quality of
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business more focused on very complex
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transactions takeovers spin-offs risk
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risk or arbitrage bankruptcies
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privatizations demutralizations. And
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these transactions created unbelievable
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opportunities for alpha because of the
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confluence of dislocation,
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opacity, kind of time, but also this
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goes and nothing changes. I always quote
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this Jesse Livermore line, there's
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nothing new under the sun. A real focus
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on management incentives. So in all
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these different kinds of transactions,
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management was incentivized to sandbag
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their numbers during a time when there
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was an excess supply of securities where
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their options were being set. And we as
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co-investors got to come in with these
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depressed projections and ride along not
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just the um well we got to ride along a
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few different things that would happen.
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greater transparency and understanding
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of the business coverage uh companies
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that that delivered a topline and
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margins and roe and everything else
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better than expectations. So it was
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really a golden era for that type of
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investment
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>> and from where that started to what
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third point is today just describe that
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and where you want to where do you go
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from here?
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>> Yeah. So stylistically that event um
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approach it's it's it's still something
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we think about it's in our um it's in
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our framework but I think what happened
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really when technology became a bigger
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uh force but really everything changed
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is a greater focus on business quality
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and
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um innovation and disruption and more
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thematic on the on hand understanding of
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consumer trends what's going on in
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financial services what's the economic
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macro backdrop that's that's supporting
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all this and of course the big topic of
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this event you know AI is sort of the
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culmination of that but all these major
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technological innovations that have
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really happened since
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>> you could make money before by not being
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technology savvy in the markets
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>> you could be technologically illiterate
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or just say I don't do it and you could
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also be even more or less e you know up
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until the GFC I think you could be more
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or less economically illiterate and make
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a lot of money
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>> and now
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I you wouldn't want to be either one of
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those things I mean given how much how
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much more important
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>> like the tech through line needs to be
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understood everywhere
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>> even if you're like blue owl and you're
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trading I mean blue owl obviously is
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very sophisticated in tech now but
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>> any pool of capital that used to not be
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correlated is effectively correlated
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I mean, yeah. Yes. Yeah, you could say
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that. And I just want to answer your
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question just to kind of fast forward
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and give people a snapshot of what we do
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today.
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>> Rob Schwarz, who's my partner, and we
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took Kempo Karate together when we were
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10 years old.
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>> It was a purple belt. I think I never
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made it past yellow belt, but um we
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reconnected at our 20-year reunion in
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I'm we're a I'm aging both of us. Sorry
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to give up your secret, Rob. uh in 1999.
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It was our 20-y year reunion, and he was
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working as a a sales rep for wireless RF
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components. And I said, "Wow, this guy'd
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be great to do channel checks for us."
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And then I asked him um a couple years
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later say, "Hey, you meet some smart
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people. If you ever come across a really
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savvy engineer, we should invest." We
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didn't know what we're doing. We weren't
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venture capitalists, but we were getting
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behind person. There was a guy named
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Dave Fischer started a company called
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radio communications. They made chips.
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He made chips that were I still remember
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ABG compatible for Wi-Fi base stations.
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And ultimately the company was sold to
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Texas Instruments. And you know we've I
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won't go deep into our our our venture
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business, but that we started to do
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within the fund. We've done a couple of
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dedicated funds. So we have that strand
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of activity. We can talk about a little
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bit more about what we're thinking and
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how we're seeing this. But I think what
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ultimately what I want you to get to is
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that all these things are interconnected
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and come together under the platform
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that we have today because we have the
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main hedge fund which does credit equity
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long short credit is both structured
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credit and high yield. We have a CLO
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business that we acquired. We started a
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um a private credit business. Uh it does
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traditional private credit, direct uh
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sponsor financing, direct lending and
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workouts which is very important. So
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credit solutions as they call it. A lot
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to do there. And then we started an
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insurance company uh a few years ago.
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It's not the first insurance company we
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did. We did a PNC company, but this one
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is was wholly owned. Now we own half of
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it. And the insurance company
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um captures basically the investment
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grade part of what we do. So private
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credit through structured vehicles,
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structured credit, whole loans,
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um uh investment grade both private and
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and and public, but we also can use our
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surplus capital in very interesting
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ways. So
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>> So what's the role of the human? What's
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the role of Dan Loe in running
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thirdpoint 10 years from now? Like 10
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years before Dan Lo was 100% of
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thirdpoint
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>> and then there's now there's agents,
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there's AI, there's all this learning,
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there's all of this data.
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Where do you see the role of the human?
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Where do you see the role of systems
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making decisions, allocating capital,
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managing risk? I mean it's a so first of
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all investing now like first of all the
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my time is spent primarily on managing
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the hedge fund which for now is the
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biggest capital pool and most important
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business that we're in.
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>> Yeah. the human element. I think this is
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true for everyone you have here like the
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the element of uh the social component
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that the the human network of knowing
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people being able to to capture
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opportunities work with people interact
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like that's never going away. like
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you're never had going to maybe maybe
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you can theorize that there will be
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agents that will sit at Andre and
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Horowitz and who whoever else your funds
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but I think the human will always have
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to be there because people like to
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you know
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>> you want to know who's making or losing
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the money.
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>> Yeah. There's a there is a thing that I
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think the the the agents of the AI will
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never really be able to look in your eye
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and assess all the things that
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>> you you've expanded your philosophy of
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investing in companies from cheap catal
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uh cheap securities with catalyst is I
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think how you described it on a podcast
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recently um and now you're very
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concerned about moes defensibility and
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just the quality or the brittleleness as
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Chimath likes to remind us of the
00:14:04
revenue so maybe could you tell us how
00:14:07
you evolved that core thinking about the
00:14:10
quality of companies and then maybe give
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us some examples of the companies that
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now fit through that filter where you
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feel they have a moat, you feel they
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have durability.
00:14:20
>> Yeah, obviously that's everything right
00:14:21
now. Chimath talks about the time
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bounded value of companies and I think
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that's essential. um what what are the
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companies that are going to be around
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seven to 10 to 20 like what what what
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are the real moes that exist out there
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and it's it's it is harder now I don't
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think we can I I don't know that we can
00:14:46
really go out you know 10 or 20 years
00:14:48
ago by the way I think we deluded
00:14:49
ourselves earlier because I think if you
00:14:51
ask people about the moat around you
00:14:53
know IBM or you know some of the other
00:14:57
companies
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>> AOL
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>> AOL Well, Yahoo, you know, you say the
00:15:02
same thing. I mean, look, we're we're
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we're we're investing
00:15:07
>> outside of tech into uh companies that
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have uh you know, some great Well, first
00:15:16
of all, it also comes back to the
00:15:18
management because we can't really just
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look at a product or a technology and
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say, "Oh, this is going to be it
00:15:27
forever." So we really look for a
00:15:29
management team that we think will be
00:15:31
adaptable and just like you guys were
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saying last night, you don't want to be
00:15:35
on boards of companies. These are things
00:15:37
that they should be doing. So I think
00:15:38
that's a huge part of it like finding
00:15:40
management teams that you really believe
00:15:41
in that have
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>> have a proven ability to stay ahead of.
00:15:46
>> Is that quantifiable or is it still very
00:15:48
much a subjective um
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>> sorry is what
00:15:50
>> is it quantifiable assessing the
00:15:52
management team? Have you built a rubric
00:15:54
for doing that? No, it's still very
00:15:55
subjective qualitative. I I think it's
00:15:58
one of those things after 30 years
00:15:59
there's like a pattern recognition and
00:16:01
you
00:16:02
>> let me ask a question on um on screening
00:16:05
you know in the I think you've said
00:16:07
recently publicly that there's a lot of
00:16:10
opportunities on the short side in the
00:16:12
market right now for the first time in a
00:16:15
long time how do you start top down is
00:16:18
that a top down or is it an
00:16:19
opportunistic an you know something
00:16:21
comes across the wire and you guys jump
00:16:23
on it in kind of an event- driven way or
00:16:26
do you guys have kind kind of a
00:16:27
systematic top- down approach to looking
00:16:29
at the market and finding those
00:16:31
opportunities.
00:16:32
>> Yeah, there's no one approach to it. I
00:16:34
think one thing that we've avoided is
00:16:37
kind of a valuation
00:16:39
a solely valuationbased approach.
00:16:42
There's a I've just seen
00:16:44
I've seen too many people get run over
00:16:46
by shorts that have dumb valuations, but
00:16:51
they get captured on, you know, Reddit
00:16:54
or one of these other things and they
00:16:56
just get their, you know, or like some
00:16:58
of these space companies right now that
00:17:01
there's no rhyme or reason. We had a a
00:17:04
really strong view on homebuilders from
00:17:06
last year
00:17:08
that uh there were two things going on.
00:17:12
It wasn't just
00:17:14
it wasn't just rates, mortgage spreads
00:17:17
that were depressing housing prices.
00:17:20
that home prices that that the home
00:17:22
building industry was first structurally
00:17:26
um impaired because of the way that they
00:17:29
were all pretending to be NVR which is
00:17:31
say all pretending to be asset light but
00:17:33
they had massive commitments to these
00:17:35
land pools which in in things that they
00:17:37
said were options but they were really
00:17:39
very committed in the capital and that
00:17:41
that value was going on but but that the
00:17:44
the home building industry was really
00:17:46
the last industry that had this postcoid
00:17:49
hangover over of inventory disruptions
00:17:52
and and pricing um pricing that really
00:17:57
made no sense. You know, all those
00:17:59
prices went up to unsustainable levels,
00:18:02
but so did um building costs went up and
00:18:06
and buyers are no longer able to pay
00:18:09
those prices at the current current um
00:18:13
uh in the current financing environment.
00:18:15
But that the but there have also gotten
00:18:17
squeezed by by inflation and costs. So
00:18:20
that's been you know something so we've
00:18:23
been short on things related to that.
00:18:25
>> Let me bring Saxs into the discussion
00:18:26
here. Sax we've learned uh a little bit
00:18:29
about distribution of public securities.
00:18:31
You're famous in the all-in theme song
00:18:34
of this great quote let your winners
00:18:36
ride. I'm curious when you hear Dan
00:18:37
talking about this um how you think
00:18:41
about as a private market investor how
00:18:44
to navigate distributing equities and
00:18:46
and how you've sharpened your blade
00:18:48
about you know which ones have brittle
00:18:51
or you know more robust revenue.
00:18:54
>> I mean that's I'm sure you guys share
00:18:56
this. It's it's one of the most vexing
00:18:58
questions. We were um we were private
00:19:02
investors in Palunteer and I think we
00:19:05
sold all our stock in the 20s. Huge
00:19:07
mistake.
00:19:08
>> Gosh, I missed a 10x after going public.
00:19:11
>> Yeah.
00:19:11
>> Or up 8x or something.
00:19:12
>> We were um private. We led the B round
00:19:16
in in Upstart. Uh that was one I think
00:19:21
we learned not to go on boards anymore
00:19:23
because it restricts your ability to be
00:19:25
liquid. But we're also early investors
00:19:27
in in Nphase and we um sold some stock
00:19:32
on the IPO and then took a tax hit and I
00:19:35
think sold it under a dollar and the
00:19:37
stock I think had we stayed on would
00:19:39
have made $4 billion. I am not claiming
00:19:41
to have any great expertise in knowing
00:19:43
how to best distribute our
00:19:45
>> dude markets are brutal.
00:19:47
>> It's so hard. I mean you're
00:19:49
>> No, this is why I bring it up. We've all
00:19:50
struggled with this. Sax, where did
00:19:52
where have you wound up?
00:19:53
>> I I think it's case by case. I mean,
00:19:55
there's some companies where, like I was
00:19:58
on a board and you can't sell and you
00:20:00
end up regretting that. And then there's
00:20:02
others where the best thing to do is
00:20:04
just hold on to that stock forever.
00:20:06
>> Examples in your portfolio where you
00:20:09
made great decisions.
00:20:10
>> I'm not going to talk about the ones
00:20:10
that didn't do so well, but um but no, I
00:20:13
mean, look, I've I've owned um Meta and
00:20:16
Palunteer as a private, you know, as a
00:20:20
venture investor, as an angel investor.
00:20:22
And you sold
00:20:23
>> and the question well I sold some and
00:20:24
held on to some obviously in hindsight
00:20:27
you take Meta I think Meta IPOs Facebook
00:20:30
back then IPO 50 billion
00:20:34
>> 50 billion now it's went down to 18 now
00:20:36
it's
00:20:37
>> can you imagine how alternate universe
00:20:41
>> 400 right
00:20:42
>> Chamath never sold his Facebook how
00:20:44
insufferable he'd be or if Freeberg
00:20:47
never sold his Googleberg would be worth
00:20:49
10 billion
00:20:50
>> I I would be nearly as What's that?
00:20:52
>> I wouldn't be nearly as good.
00:20:53
>> It's like a like an analyst
00:20:55
>> because it created tension.
00:20:57
>> It's not real. It's not It's not earned.
00:20:59
>> So back in those days, 10 years ago, we
00:21:01
thought a hundred billion dollar market
00:21:03
cap company was pretty much as big as
00:21:04
anything could get.
00:21:06
>> Yeah.
00:21:06
>> And so Facebook at 50 or whatever, it's
00:21:09
like the upside was to 100. And things
00:21:12
are just totally different now. We have
00:21:13
multi-trillion dollar companies. The
00:21:15
market's so much bigger. And that that
00:21:17
changes. I mean, that's a rub against
00:21:19
Nvidia, which is a $5 billion company,
00:21:22
and people feel like it's sort of a
00:21:24
ceiling on it. I think we'll look back
00:21:26
at some point in time and say that was a
00:21:28
foolish way to think about Nvidia given
00:21:30
its dominant position and its valuation
00:21:33
relative to
00:21:34
>> Is it undervalued right now?
00:21:35
>> Yeah, absolutely. On earnings over the
00:21:37
next two or three years.
00:21:39
>> And is it because people are having a
00:21:41
hard time processing the largest entity
00:21:44
that's ever existed in human? I I think
00:21:46
that and and the narrative that that the
00:21:49
well first of all technically there's
00:21:51
all this other stuff that's growing
00:21:53
faster and going up more people are and
00:21:56
the long short pods are structured such
00:21:59
that they have to be short something. So
00:22:00
Nvidia feels like a safe short by the
00:22:02
way Google was a safe short um Amazon
00:22:06
was a safe short. So I mean this just
00:22:08
happens and sometimes they'll languish
00:22:10
at a valuation then they they break out.
00:22:12
I think that'll eventually happen with
00:22:14
Nvidia.
00:22:15
>> Well, there's probably some boundary
00:22:16
condition discount to that, right? Like
00:22:18
we've never seen a valuation like this.
00:22:20
You can't overbet that.
00:22:22
>> I want to shift topics for a second. I
00:22:23
just want to talk society and culture
00:22:25
before we run out of time with you.
00:22:27
There was this uh incredible thing that
00:22:29
you told me which I relate to these guys
00:22:31
which is um you're very passionate about
00:22:33
criminal justice reform and specifically
00:22:36
you were a key person to get the pardon
00:22:39
of Ross Albrook. Tell us your views on
00:22:43
criminal justice, why it hit such a
00:22:46
nerve and then why Ross Albert? What was
00:22:49
what happened there that said I must
00:22:52
fight for this guy?
00:22:53
>> Let me take a step back and just talk
00:22:55
about my framework for philanthropy,
00:22:58
which is I think not unlike Brad
00:23:00
Gersonner and many people in the room
00:23:02
here is that I care I would say
00:23:05
everybody up here. I care deeply about
00:23:08
income inequality. I care deeply about
00:23:12
making sure that as many people have
00:23:14
opportunities to the incredible things
00:23:16
that we've all had here. So, my interest
00:23:18
in criminal justice reform really
00:23:20
started earlier with an interest in
00:23:22
education
00:23:24
and education reform. And I was very
00:23:26
lucky to get on the uh to start
00:23:28
supporting get on the board and
00:23:29
ultimately be chairman of successmies
00:23:32
which is a charter school network in New
00:23:34
York. And I do think nobody talks about
00:23:37
it, but the thing that's hiding out in
00:23:39
plain sight for everybody is that the
00:23:42
problems with income inequality isn't
00:23:45
that, you know, Jeff Bezos is going to
00:23:48
be a trillionaire or all these other
00:23:52
people are gaining wealth. It's that
00:23:53
we're not equipping
00:23:56
children and particularly the most
00:23:58
vulnerable children with the
00:23:59
intellectual tools that they need to
00:24:01
succeed and compete. And it's not
00:24:04
because poverty is this intractable
00:24:06
thing that can't be overcome. We've
00:24:08
proven that it can be. The problem is
00:24:11
that the unions and the basic principles
00:24:13
that we all use in business, which is
00:24:15
accountability and merit and cultivating
00:24:19
talent is set aside for the benefit of
00:24:22
adults who are part of these unions. And
00:24:24
it's a systemic thing. It's not a lack
00:24:26
of money. It's really a lack of it's
00:24:29
just a broken structure. Accountability
00:24:32
is I think what I'm hearing. Yeah.
00:24:33
>> So, I spent a lot of time on that. Just
00:24:35
leave it at that. Um I I then became
00:24:38
aware and it was interesting. I was
00:24:39
looking for issues that conservatives,
00:24:41
you know, it's great to see Federman and
00:24:44
McCormack up here like what are issues
00:24:46
that conservatives and liberals,
00:24:49
progressives can agree on. Hopefully,
00:24:51
they can agree that we want young people
00:24:52
to be better educated. I think we can
00:24:54
also agree that whenever you put the
00:24:56
government in charge of something,
00:24:58
they'll it up one way or another. I I
00:25:01
want to give you guys a shout out though
00:25:03
for noting up this private public
00:25:05
partnership with the investments in the
00:25:07
private sector because I think this
00:25:09
administration has done enormously good
00:25:11
job at backing companies. But let's put
00:25:13
that aside. It's one of the rare
00:25:15
instances where I've seen that. But um
00:25:18
>> can you give an example of that that's
00:25:19
standing out in your mind? We have a
00:25:21
company in our portfolio called Atom
00:25:23
Computing that with many other quantum
00:25:27
companies um has gotten money from the
00:25:31
government and we were just super
00:25:32
impressed that they uh how they
00:25:36
contracted with us to engage with them
00:25:38
in cryptography and to meet the
00:25:41
government's needs but also in the
00:25:43
financial component. They drove a really
00:25:45
tough bargain. the the the uh government
00:25:48
the taxpayers are going to make a ton of
00:25:50
money on this and their involvement also
00:25:53
has will contribute meaningfully to the
00:25:55
value of this business. It's just like a
00:25:57
win all.
00:25:57
>> So they're an investor and a customer,
00:25:59
>> right? And they are capturing part of
00:26:02
that value as a customer for the
00:26:05
American people which they I think
00:26:07
everybody deserves.
00:26:08
>> Yeah.
00:26:09
>> Okay. So back to the
00:26:10
>> So criminal justice reform, first of
00:26:12
all, there's a lot of bad people in
00:26:13
jail. I'm not one of, you know, I think
00:26:15
the criminal justice uh
00:26:18
uh movement has been undermined by uh
00:26:21
folks who see it as an opportunity to
00:26:24
not prosecute, not deal with bad people
00:26:28
that are out there. But there's also a
00:26:31
lot of people that are rehabilitated.
00:26:34
Uh well, there's really three different
00:26:36
categories. There's people who are
00:26:37
falsely uh convicted. There are people
00:26:41
who have shown
00:26:43
uh contrition and rehabilitation
00:26:45
and those then there are those who just
00:26:48
had a really
00:26:50
disproportionate sentence relative to
00:26:52
what they did. There's a case right now
00:26:55
of of a guy named John John Grubman who
00:26:58
was uh dealt in gray market diapers and
00:27:01
formula. He got an 18-year sentence for
00:27:03
dealing these goods. Uh in the case of
00:27:06
Ross Olrich, I was approached by someone
00:27:08
and this just seemed Ross as people may
00:27:12
know uh probably this room knows he was
00:27:15
sort of a a folk hero because he had
00:27:19
this sort of cat-and- mouse game with
00:27:20
the government. He ran Silk Road. Silk
00:27:23
Road was a one of the first like
00:27:25
crypto-based exchanges. He acknowledges
00:27:28
that he did things that were illegal
00:27:30
that he should have done. He regret it
00:27:32
regrets it. uh drugs were were dealt on
00:27:34
the exchange. Um
00:27:38
but that that's that's what he was
00:27:40
accused of. The government later said
00:27:42
that there were murder for for hire uh
00:27:46
incidents that was never that wasn't in
00:27:48
he was never prosecuted for that and he
00:27:51
denies that that ever happened. But in
00:27:52
any case um he was sentenced to a double
00:27:56
life double life plus 40 years. who
00:28:01
knows how he got the extra 40 years on
00:28:02
there and how he would spend that after
00:28:04
he'd been there for two lifetimes. And
00:28:07
um
00:28:09
there there's a a woman I met through
00:28:11
Intel named Rivetz who alerted me to
00:28:14
this friends with Olaf Carlson Wii and
00:28:18
uh sort of the crypto insiders. And um I
00:28:23
I thought about this like this guy's got
00:28:25
no way out. There's no there's no
00:28:27
recourse through the system to get
00:28:29
someone with a life sentence out of
00:28:31
jail. This this will only work with a
00:28:33
presidential pardon. And we worked on
00:28:36
it. We had some familiarity with the
00:28:38
pardon process. Worked on it. Um then I
00:28:42
approached Charlie Kirk about this. And
00:28:45
Charlie really embraced this and
00:28:47
embraced this individual as someone who
00:28:50
had been falsely or not falsely but
00:28:53
unfairly sentenced.
00:28:55
He took it to the president. Um Charlie
00:28:58
had a also had an attorney named David
00:29:01
Warrington who's currently the uh
00:29:04
>> White House counsel.
00:29:05
>> White House counsel. I just found out a
00:29:07
couple days ago because I was talking to
00:29:08
him that he was his lawyer for a decade.
00:29:11
Um so I'm not taking credit for this.
00:29:12
I'm not saying Charlie does it. It takes
00:29:14
a village. But David had been working on
00:29:16
it. And on the last day of
00:29:20
Trump's 45th term,
00:29:24
we we were we were certain that he was
00:29:26
going to get out. And the Justice
00:29:28
Department, for whatever reason, said,
00:29:31
"If you if if you if you commute his
00:29:35
sentence, we're going to go after you to
00:29:37
to the president." So he as I understand
00:29:41
um he uh withdrew the commutation. So
00:29:46
four years went by and um really Charlie
00:29:49
took the lead on this. This was his only
00:29:51
ask of the president and the president
00:29:52
at a uh to libertarians and to the
00:29:56
crypto community promised to uh deal
00:30:00
with this and not only was sentence
00:30:02
commuted but is pardoned and today
00:30:04
Charlie is married. Not Charlie, sorry.
00:30:06
Um, Ross is married, is having a child,
00:30:10
and uh living a free life after spending
00:30:13
a decade, which is probably argue
00:30:15
whether that was the right amount or
00:30:16
not. Um,
00:30:18
>> and you feel like you should is there a
00:30:20
role for you to play in doing more of
00:30:22
this? Was this a
00:30:23
>> No, I continue I I continue to work on
00:30:26
cases. is there's an organization called
00:30:28
Olive uh and we work
00:30:32
you know constantly on different people
00:30:34
and I think it's you know look it's I I
00:30:37
feel like as philanthropists it's great
00:30:39
to do to work with organizations
00:30:43
and there's a lot of great organizations
00:30:45
I work with I do a lot fighting
00:30:48
anti-semitism and um supporting Jewish
00:30:51
identity also but I also think that we
00:30:54
can help people one at a time. I think
00:30:57
it just really nurtures the soul and I
00:30:59
think it just good thing to do.
00:31:01
>> All right, let's give it up for Dan. Dan
00:31:03
Logan.

Episode Highlights

  • The Evolution of Dan Loeb
    Dan Loeb discusses his journey from Wall Street Bets to becoming a legendary investor.
    “I was the original troll.”
    @ 01m 40s
    June 05, 2026
  • The Shift in Investment Strategy
    Loeb explains the transition from event-driven investing to focusing on business quality and innovation.
    “We think about business quality and innovation now.”
    @ 08m 38s
    June 05, 2026
  • The Role of Humans in Investing
    Loeb emphasizes the irreplaceable human element in investment decisions amidst rising AI influence.
    “The human element will always be there.”
    @ 13m 04s
    June 05, 2026
  • The Rise of Nvidia
    Exploring Nvidia's valuation and its future potential in the tech market.
    “I think we’ll look back and say that was a foolish way to think about Nvidia.”
    @ 21m 28s
    June 05, 2026
  • Criminal Justice Reform Advocacy
    A passionate discussion on the need for criminal justice reform and the case of Ross Albrook.
    “I must fight for this guy.”
    @ 22m 52s
    June 05, 2026
  • Philanthropy and Education
    Discussing the importance of education reform in addressing income inequality.
    “We’re not equipping children with the intellectual tools they need to succeed.”
    @ 23m 56s
    June 05, 2026

Episode Quotes

  • Investing is fun, especially on the short side.
    Dan Loeb: The Lost Art of Short Selling, and Why Stock Picking is Back
  • The human element will always be there; people want to know who's making money.
    Dan Loeb: The Lost Art of Short Selling, and Why Stock Picking is Back
  • Can you imagine how alternate universe 400 right?
    Dan Loeb: The Lost Art of Short Selling, and Why Stock Picking is Back
  • The problems with income inequality isn’t that Jeff Bezos is going to be a trillionaire.
    Dan Loeb: The Lost Art of Short Selling, and Why Stock Picking is Back
  • It’s not a lack of money. It’s really a lack of a broken structure.
    Dan Loeb: The Lost Art of Short Selling, and Why Stock Picking is Back
  • He got an 18-year sentence for dealing these goods.
    Dan Loeb: The Lost Art of Short Selling, and Why Stock Picking is Back

Key Moments

  • Activism00:29
  • Investing Journey01:40
  • Human Element13:04
  • Meta IPO Reflection20:30
  • Nvidia Valuation Debate21:35
  • Criminal Justice Reform22:31
  • Philanthropy Framework22:55
  • Ross Albrook's Pardon28:31

Words per Minute Over Time

Vibes Breakdown

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