WEBVTT

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Welcome back to the Deep Dive. You know, usually

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when we grab a stack of reports and articles

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for an episode, I have a pretty clear picture

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of what we're walking into. Sure. If it's a tech

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topic, we're talking innovation. If it's true

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crime, we're talking motive. But today? Well,

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today feels different. It is different. I mean,

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we aren't just looking at a crime today. We are

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looking at a... a glitch in the human operating

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system. That is exactly what it felt like reading

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this. We were, of course, talking about Bernie

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Madoff. And for years, I think I just filed him

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away in my brain as the Ponzi scheme guy. Right.

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Just a generic villain in a suit. Exactly. But

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when you actually read the court documents, the

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psychological profiles, the sheer mechanics of

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what he built. Yeah. It's not just a financial

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crime. It's a psychological masterpiece. It really

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is. It's a story that challenges the very concept

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of trust. I mean, we're talking about a fraud

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that prosecutors estimated at $64 .8 billion.

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Which is a number so big it just becomes abstract.

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It's almost meaningless. It is. But think of

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it this way. That is the GDP of a small country.

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Like a real country. And it wasn't run by some

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shady guy in a basement printing fake bills.

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No. It was run by a man who was, for all intents

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and purposes, financial royalty. That's the core

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paradox I just can't get over. This guy wasn't

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some outsider trying to break in. He was the

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inside. He was the former chairman of the NASDAQ.

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He was the guy regulators would literally call

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when they needed advice on how to regulate the

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market. The fox wasn't just in the hen house.

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He designed the hen house. Which is exactly.

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why he got away with it for so long. He was the

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establishment. And I think that's our mission

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for this deep dive. We need to move past the

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headlines and really understand the mechanics.

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How did he actually do it? Yes. How did the engine

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work? Right. And I really want to unpack this

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split strike conversion strategy he kept talking

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about because half the time it sounds like complete

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gibberish and the other half it sounds like some

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kind of secret genius. And we will break that

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down. It's actually less complicated than he

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wanted people to believe, which was part of the

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trick. And we have to talk about this. psychology

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you know why did the smartest people in the room

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ceos celebrities seasoned hedge fund managers

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hand him their life savings without asking the

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most basic questions that's the willful blindness

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we mentioned and then there's the other side

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of it the aftermath the recovery yeah which is

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a twist ending most people don't know about yeah

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usually in these cases the money is just gone

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poof pennies on the dollar if you're lucky In

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this case, the aftermath is almost as fascinating

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as the crime itself. But let's rewind. Let's

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go all the way back to the beginning. Because

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the thing that shocked me the most in the research

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wasn't the billions. It was the lifeguarding.

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It's a very humble start, isn't it? It is. You

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picture Madoff as this titan born on Wall Street.

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But no, in 1960, he's just a 22 -year -old kid

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from Queens. He takes $5 ,000 money he earned.

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lifeguarding at Rockaway Beach, and installing

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sprinkler systems. $5 ,000? I mean, today that

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wouldn't even pay for the ergonomic chairs in

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a hedge fund office. Not even close. And he didn't

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do it alone, right? There was a family connection

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right from the start. Absolutely. His father

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-in -law, Saul Alpern, This is a crucial piece

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of the puzzle. Saul was an accountant and he

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loaned Bernie $50 ,000 to get the firm started.

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A pretty significant sum back then. It was. But

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more importantly, Saul had a circle of friends

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and clients he was trusted. And he started referring

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them to his son -in -law, Bernie. So the affinity

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aspect. relying on a close -knit community, was

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baked in from day one. It was in the DNA of the

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firm. It was. But we have to be really careful

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here not to paint Madoff as a fraudster from

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the very first second. Because the real tragedy

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of this story is that he was actually brilliant.

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This is the part that gets lost. He built a real

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business first. A legitimate, powerful business.

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A revolutionary business, Ethan. You have to

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remember, in the 1960s and 70s, if you wanted

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to buy a stock, it was a manual nightmare. Right.

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You'd call your broker. who would call a clerk

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on the floor of the New York Stock Exchange,

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who would then run a little piece of paper to

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a specialist. It was slow, it was inefficient,

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and it was incredibly expensive. The spread,

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the difference between the buy and sell price

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was huge. The old boys club taking their cut

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at every step. Exactly. Madoff looked at this

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whole archaic system and said, computers can

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do this better. He was a true pioneer in electronic

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trading. He used technology to automate the matching

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of buyers and sellers. His firm helped develop

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the very technology that eventually became the

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Nasdaq. So when people called him a Wall Street

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legend. That wasn't just PR fluff. He actually

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built the plumbing of the modern market. He really

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did. By the 1980s, Madoff Securities was an absolute

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powerhouse. They were a massive market maker.

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Can we just pause on market maker? I see that

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term everywhere, but what does it actually mean

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in practice for a firm like his? Think of a market

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maker like a wholesaler for stocks. If you, a

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regular person, want to buy a share of, say,

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IBM, you don't necessarily buy it directly from

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another investor who happens to be selling at

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that exact second. You buy from a market maker

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who holds a big inventory of IBM stock. They

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stand ready to buy or sell at any moment, which

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keeps the market moving smoothly. They provide

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the liquidity. So they're the ones who grease

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the gears of the whole machine. Precisely. And

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Madoff was the biggest grease trap in New York.

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At one point, his firm was processing something

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like 5 % of the total daily volume of the New

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York Stock Exchange. 5 % of the entire NYSE.

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That is an immense amount of power and information.

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It is. And this brings us to a concept called

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payment for order flow. This is a bit technical,

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but it's absolutely key to understanding his

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good guy image. Madoff would actually pay other

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brokerage firms like the Charles Schwab's of

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the world a penny a share to route their customers

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orders through his firm. Wait, hold on. He paid

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them to let him execute the trades. Why would

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he do that? Well, critics called it a legal kickback.

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But Madoff's argument was that he was so efficient

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he could still make a profit on the tiny spread

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while giving the customer a better price. He

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framed it as being on the side of the little

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guy. That is a masterstroke of camouflage. He

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wraps himself in the flag of democratizing finance.

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All while planning the biggest theft in history.

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And this duality, this split personality, it

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was physical, it was architectural. You're talking

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about the Lipstick Building. The infamous Lipstick

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Building in Manhattan. If you were a client or

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a business partner visiting Madoff Securities,

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you'd go to the 19th floor. OK. And that was

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the legitimate market making business. It was

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run by his sons, Mark and Andrew. It was high

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tech, frantic, dozens of traders shouting, screens

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everywhere, a real beehive of capitalism. And

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the fraud. That was on the 17th floor. Just two

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floors down. But it was a different universe.

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It was quiet. The blinds were always drawn. There

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were fewer than 24 employees to manage tens of

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billions of dollars. That alone should be a red

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flag the size of a bus. It should be. And the

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technology was ancient. They were using old IBM

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AS400 computers from the 80s that printed out

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fake trade confirmations on dot matrix paper.

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Dot matrix. The kind with the holes on the side.

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The very same. So they'd look authentically old.

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And the sons, Mark and Andrew, they ran the 19th

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floor. Did they ever go down to the 17th? I'm

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guessing no. They don't have key cards. Madoff

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kept the asset management arm, the so -called

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hedge fund side, completely siloed. He told his

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sons, his own family, I handle the investments.

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That's my secret sauce. You handle the market

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making. That is compartmentalization on a sociopathic

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level. I mean, usually in a family business,

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you want your family involved in the core of

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it. He literally locked them out of the engine

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room. And that secrecy should have been the biggest

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red flag of all. But because he was Bernie Madoff,

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the legend, people just accepted it as well as

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eccentricity. Oh, that's just Bernie being Bernie.

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OK, so let's talk about that secret sauce, because

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he had to tell investors he was doing something

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to generate these returns. He called it the split

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strike conversion strategy. Or the caller. Same

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thing. It sounds so technical and oppressive.

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But in plain English, what was he claiming to

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do? OK, let's visualize this because the strategy

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itself is actually legitimate. It's a real conservative

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option strategy. Step one, you buy a basket of

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blue chip stocks, the big, boring, stable companies

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in the S &amp;P 100. Think GE, Coca -Cola, Procter

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&amp; Gamble. Right, so I actually own the stock.

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Step two, you are worried the market might crash,

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which would hurt your portfolio. So you buy put

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options on the index. A put option is basically

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an insurance policy. It gives you the right to

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sell your stock at a specific predetermined price,

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even if the market drops to zero. So I'm protected

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on the downside. I can sleep at night. But insurance

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costs money. Buying all those puts is expensive.

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It eats into your returns. So, step three. To

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pay for that insurance, you sell call options.

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Selling a call. Okay, that means I'm giving someone

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else the right to buy my stock from me if the

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price goes up to a certain level. Exactly. You

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are capping your own upside. If the market skyrockets,

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you don't get those huge explosive gains because

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you're obligated to sell at that agreed upon

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price. But the money you get from selling that

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call option pays for your put option, your insurance.

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So you've created a collar around your returns.

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You can't lose much, but you can't win big either.

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It smooths everything out. Precisely. In theory,

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this strategy should produce steady, moderate

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returns with very low volatility. And that matches

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the story Madoff was telling with his returns,

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right? It matches the character of the returns

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perfectly, but not the actual numbers or the

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consistency. Madoff was reporting returns of

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roughly 10 to 12 percent year in, year out, like

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a metronome. Which is good, but it's not, I just

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won the lottery good. And I think that's where

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people get confused. Usually Ponzi schemes are

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promising 50 percent returns in a month, something

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obviously ridiculous. That's the absolute genius

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of it. The typical Ponzi scheme appeals to naked

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greed. Give me your money and I'll double it

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by Tuesday. Madoff appealed to fear. He appealed

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to the desire for safety and security. He wasn't

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selling a rocket ship. He was selling a bunker.

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Exactly. Investors looked at his performance

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chart and it was a beautiful, smooth line going

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up at a near perfect 45 degree angle. It barely

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wiggled ever. In November 2008, when the global

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economy was in complete meltdown, the S &amp;P 500

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was down 38 percent for the year. Madoff's statements

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reported that he was up 5 .6 percent. That consistency.

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I mean, looking back, it's so obviously impossible.

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Markets just don't move in straight lines. But

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at the time, why didn't that set off more alarms?

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For some people, it did. We'll get to that. But

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for his victims, they viewed it as the perfect

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investment. It was like a bond that paid equity

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like returns. It was the sleeping pill investment.

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You put your money with Bernie and you didn't

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have to worry about the next market crash. So

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that was the pitch. But how did he get them in

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the door in the first place? You mentioned the

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Jewish circuit. This is the affinity tribe part

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of the story. This is where Madoff played a psychological

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game that was miles ahead of any other con artist

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I've ever studied. He utilized rejection marketing.

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Rejection marketing. What's that? He played hard

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to get. He worked the exclusive country clubs

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in Long Island and Palm Beach. If a wealthy CEO

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or a doctor came up to him at the golf course

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and said, Bernie, I'd love to invest a million

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dollars with you. Madoff wouldn't say, great,

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where's the check? What would he say? He'd say,

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you know, I'm not really taking on new capital

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right now. Or, I don't know, I don't think you're

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the right fit for what we're doing. Or sometimes

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just a simple no. That is incredibly bold. It's

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seductive. If you tell a master of the universe,

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a person used to getting whatever they want,

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that they can't have something, what do they

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immediately want more than anything else? They

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want in. It becomes a velvet rope. It's a club

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they have to join. It became the ultimate status

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symbol in those circles. I invest with Bernie.

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It meant you were in the inner circle. It meant

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you were sophisticated and connected. And because

00:12:08.350 --> 00:12:11.139
he was one of us. a prominent member of the Jewish

00:12:11.139 --> 00:12:13.879
community, a major philanthropist, a family man.

00:12:14.320 --> 00:12:16.919
The critical thinking part of the brain just

00:12:16.919 --> 00:12:19.539
shut off. The trust replaced the need for verification.

00:12:19.879 --> 00:12:21.940
The thinking was, Bernie wouldn't screw me. I

00:12:21.940 --> 00:12:24.200
see him at the club every Saturday. Our wives

00:12:24.200 --> 00:12:26.820
play bridge together. He's on the board of Yeshiva

00:12:26.820 --> 00:12:29.139
University. But it wasn't just individuals, right?

00:12:29.279 --> 00:12:32.580
I mean, $64 billion didn't just come from dentists

00:12:32.580 --> 00:12:35.019
and retirees in Palm Beach. There had to be an

00:12:35.019 --> 00:12:37.799
industrial pipeline. The feeder funds. This is

00:12:37.799 --> 00:12:40.080
the mechanism that allowed the fraud to scale

00:12:40.080 --> 00:12:42.779
from a regional scam into a global catastrophe.

00:12:43.419 --> 00:12:46.820
You had these massive hedge funds, Fairfield

00:12:46.820 --> 00:12:49.500
Greenwich Group, Tremont Group. Bank Medici in

00:12:49.500 --> 00:12:52.539
Austria that were essentially set up to be giant

00:12:52.539 --> 00:12:56.100
funnels for Madoff. So I give my money to, say,

00:12:56.200 --> 00:12:58.200
Fairfield Greenwich, thinking they are these

00:12:58.200 --> 00:13:00.500
brilliant managers doing their own research.

00:13:00.759 --> 00:13:02.639
And they take a massive management fee, usually

00:13:02.639 --> 00:13:05.000
2 % of assets and 20 % of the profits, and then

00:13:05.000 --> 00:13:07.059
they just turn around and hand all the cash to

00:13:07.059 --> 00:13:08.919
Bernie. They were just middlemen. That's all

00:13:08.919 --> 00:13:12.059
they did. Highly, highly paid middlemen. Fairfield

00:13:12.059 --> 00:13:15.600
Greenwich alone had a $7 .5 billion exposure

00:13:15.600 --> 00:13:18.080
to Madoff when it collapsed. They were making

00:13:18.080 --> 00:13:20.399
hundreds of millions of dollars in fees for doing

00:13:20.399 --> 00:13:23.159
absolutely nothing but passing along Madoff's

00:13:23.159 --> 00:13:25.740
fake statements. So they had a massive financial

00:13:25.740 --> 00:13:28.220
incentive to just shut up and not ask any questions.

00:13:28.399 --> 00:13:30.759
It's the definition of willful blindness. If

00:13:30.759 --> 00:13:32.879
you start digging into how Bernie gets these

00:13:32.879 --> 00:13:35.659
amazing returns, the gravy train might start.

00:13:36.110 --> 00:13:38.710
So you don't dig. You accept the one -page statements.

00:13:38.809 --> 00:13:41.029
You accept the secrecy. You cash the checks.

00:13:41.330 --> 00:13:43.490
But not everyone accepted it. This is my favorite

00:13:43.490 --> 00:13:45.909
part of the story. The one guy who actually sat

00:13:45.909 --> 00:13:48.929
down and did the math, Harry Markopoulos. Harry

00:13:48.929 --> 00:13:51.649
Markopoulos is the Cassandra of this whole Greek

00:13:51.649 --> 00:13:55.090
tragedy. He was a quantitative analyst, a math

00:13:55.090 --> 00:13:57.929
guy, at a rival firm called Rampart Investment

00:13:57.929 --> 00:14:02.240
Management. Okay. In the year 2000, a full eight

00:14:02.240 --> 00:14:05.059
years before the collapse, his boss throws a

00:14:05.059 --> 00:14:07.179
Madoff performance chart on his desk and says,

00:14:07.299 --> 00:14:10.259
replicate this. Make us a product that does what

00:14:10.259 --> 00:14:13.360
Madoff does. Our clients are asking for it. Copy

00:14:13.360 --> 00:14:15.500
the masker. So Harry sits down. He looks at the

00:14:15.500 --> 00:14:17.700
strategy, the split strike conversion. He looks

00:14:17.700 --> 00:14:20.120
at the returns. And he said later that within

00:14:20.120 --> 00:14:23.679
five minutes, he knew it was a fraud. Five minutes.

00:14:23.740 --> 00:14:26.200
How could he possibly know that fast? It was

00:14:26.200 --> 00:14:28.299
the math. It was just the basic math. Specifically,

00:14:28.600 --> 00:14:30.720
it was the volume of options traded. Remember,

00:14:30.980 --> 00:14:33.679
Madoff's strategy required buying puts and selling

00:14:33.679 --> 00:14:37.059
calls on the S &amp;P 100 index. Right. Markopoulos

00:14:37.059 --> 00:14:38.980
looked at how much money Madoff was supposedly

00:14:38.980 --> 00:14:41.659
managing at the time. Then he looked at the public

00:14:41.659 --> 00:14:44.279
data for the total number of S &amp;P 100 options

00:14:44.279 --> 00:14:47.299
that existed and were traded on the entire Chicago

00:14:47.299 --> 00:14:49.919
Board Options Exchange. The numbers didn't just

00:14:49.919 --> 00:14:52.059
not match up. They were on different planets.

00:14:52.699 --> 00:14:55.700
For Madoff to execute that strategy for that

00:14:55.700 --> 00:14:57.379
amount of money, he would have needed to buy

00:14:57.379 --> 00:15:00.019
more options than existed in the entire world.

00:15:00.220 --> 00:15:02.379
Wait, let me get this straight. So even if Madoff

00:15:02.379 --> 00:15:04.960
bought every single option on the market, he

00:15:04.960 --> 00:15:06.940
still wouldn't have had enough to run his strategy?

00:15:07.220 --> 00:15:10.179
Not even close. At times, his supposed positions

00:15:10.179 --> 00:15:12.399
would have been seven or eight times the size

00:15:12.399 --> 00:15:14.559
of the entire global market for those options.

00:15:14.940 --> 00:15:17.460
It's like saying I own 10 houses on a street

00:15:17.460 --> 00:15:20.360
that only has one house. It's not just unlikely,

00:15:20.600 --> 00:15:23.820
it's a logical and physical impossibility. So

00:15:23.820 --> 00:15:26.500
Markopoulos realizes, okay, this guy is lying

00:15:26.500 --> 00:15:28.840
about what he's doing. He concluded it could

00:15:28.840 --> 00:15:31.340
only be one of two things. Either Madoff was

00:15:31.340 --> 00:15:34.059
front -running, using his legitimate market -making

00:15:34.059 --> 00:15:36.019
business to peek at client orders and cheat,

00:15:36.179 --> 00:15:39.509
or it was a giant Ponzi scheme. He bet heavily

00:15:39.509 --> 00:15:41.289
on it being a Ponzi. And he didn't keep this

00:15:41.289 --> 00:15:42.990
to himself. He wrote a memo, right? He wrote

00:15:42.990 --> 00:15:45.389
several. He was relentless. The most famous one

00:15:45.389 --> 00:15:48.629
was in 2005, which he sent to the SEC. The title

00:15:48.629 --> 00:15:50.870
was, and I love this, the world's largest hedge

00:15:50.870 --> 00:15:54.110
fund is a fraud. Subtle. No room for misinterpretation

00:15:54.110 --> 00:15:56.669
there. None. He sent it to the SEC. It was 17

00:15:56.669 --> 00:15:59.909
pages long. He listed 30 specific red flags.

00:16:00.759 --> 00:16:02.919
Another one was the equity curve itself, that

00:16:02.919 --> 00:16:06.159
smooth 45 -degree line. He compared it to a baseball

00:16:06.159 --> 00:16:09.399
player batting .966 for a whole season when batting

00:16:09.399 --> 00:16:13.100
.300 makes you an elite all -star. He practically

00:16:13.100 --> 00:16:15.500
drew them a map to the body. And this brings

00:16:15.500 --> 00:16:17.580
us to the most infuriating part of this whole

00:16:17.580 --> 00:16:20.720
story, the regulatory failure. Because you have

00:16:20.720 --> 00:16:23.159
a credible whistleblower waving a giant red flag,

00:16:23.399 --> 00:16:26.740
you have impossible math. And the SEC does what?

00:16:26.960 --> 00:16:28.899
They didn't just do nothing. They investigated

00:16:28.899 --> 00:16:31.789
him and cleared him. The SEC looked into Madoff

00:16:31.789 --> 00:16:34.509
at least eight times over a period of 16 years.

00:16:34.710 --> 00:16:37.169
Eight times. Eight separate investigations and

00:16:37.169 --> 00:16:38.750
they never found the smoking gun. They never

00:16:38.750 --> 00:16:40.929
even looked for the gun. This is a story of,

00:16:40.929 --> 00:16:43.289
frankly, incompetence and regulatory capture.

00:16:43.929 --> 00:16:46.509
First, the incompetence. Markopoulos testified

00:16:46.509 --> 00:16:49.250
later that the SEC staff he met with simply didn't

00:16:49.250 --> 00:16:51.409
have the financial literacy to understand what

00:16:51.409 --> 00:16:53.929
he was telling them. They were lawyers, not derivatives

00:16:53.929 --> 00:16:56.149
traders. Exactly. They were looking for legal

00:16:56.149 --> 00:16:59.220
technicalities. Is he registered properly? Are

00:16:59.220 --> 00:17:01.620
the disclosure documents filed correctly? They

00:17:01.620 --> 00:17:03.879
weren't equipped to check the actual trading

00:17:03.879 --> 00:17:06.700
data. Markopoulos said it was like trying to

00:17:06.700 --> 00:17:08.980
explain nuclear physics to a toddler. They just

00:17:08.980 --> 00:17:11.039
they didn't get it. And then there's the capture

00:17:11.039 --> 00:17:13.660
part, because the relationship between Madoff

00:17:13.660 --> 00:17:16.519
and the SEC wasn't exactly adversarial, was it?

00:17:16.579 --> 00:17:20.220
It was incredibly cozy. Madoff had served on

00:17:20.220 --> 00:17:23.000
advisory committees for the SEC. He was seen

00:17:23.000 --> 00:17:26.200
as a peer, an industry statesman, and then, well,

00:17:26.240 --> 00:17:28.720
then there's the romance. The romance. Chana

00:17:28.720 --> 00:17:32.519
Madoff, Bernie's niece, and, get this, the firm's

00:17:32.519 --> 00:17:34.859
compliance officer, married a man named Eric

00:17:34.859 --> 00:17:37.359
Swanson. And who was Eric Swanson? He was a high

00:17:37.359 --> 00:17:39.640
-level assistant director at the SEC's Office

00:17:39.640 --> 00:17:42.220
of Compliance Inspections and Examinations, the

00:17:42.220 --> 00:17:43.960
very office that would have been investigating

00:17:43.960 --> 00:17:47.099
his future uncle -in -law. You have to be kidding

00:17:47.099 --> 00:17:48.819
me. The guy in charge of inspecting the firm

00:17:48.819 --> 00:17:50.819
marries the compliance officer of that same firm.

00:17:51.130 --> 00:17:53.869
Now, to be fair, Swanson claimed he recused himself

00:17:53.869 --> 00:17:56.130
from any Madoff -related matters once the relationship

00:17:56.130 --> 00:17:59.109
began. But the optics are just catastrophic.

00:17:59.470 --> 00:18:02.710
The social mixing, the family ties, it creates

00:18:02.710 --> 00:18:05.950
a halo of protection. A junior investigator is

00:18:05.950 --> 00:18:08.190
not going to want to go hard after the uncle

00:18:08.190 --> 00:18:10.309
of their boss's wife. It's human nature. You

00:18:10.309 --> 00:18:12.390
assume the people in your social circle and your

00:18:12.390 --> 00:18:15.099
family are the good guys. But the single biggest

00:18:15.099 --> 00:18:17.799
failure, the one that made the entire fraud possible,

00:18:17.940 --> 00:18:21.480
was a really boring procedural loophole. And

00:18:21.480 --> 00:18:23.240
this is the detail that actually matters most.

00:18:23.839 --> 00:18:26.839
Madoff acted as his own custodian. OK, unpack

00:18:26.839 --> 00:18:29.299
custodian for us. Why is that so important? In

00:18:29.299 --> 00:18:31.819
a normal, legitimate hedge fund, there is a strict

00:18:31.819 --> 00:18:34.720
separation of powers. The fund manager, the person

00:18:34.720 --> 00:18:37.359
making the decisions, decides what to buy. But

00:18:37.359 --> 00:18:39.940
a large, independent third -party bank like a

00:18:39.940 --> 00:18:42.700
J .P. Morgan or a State Street is the one that

00:18:42.700 --> 00:18:44.559
actually holds the... assets and executes the

00:18:44.559 --> 00:18:47.240
trades. They are the custodian. So if I'm a fund

00:18:47.240 --> 00:18:49.119
manager and I say I bought a million shares of

00:18:49.119 --> 00:18:52.259
Apple stock, the bank is there to confirm. Yes,

00:18:52.319 --> 00:18:54.359
we are holding a million shares of Apple stock

00:18:54.359 --> 00:18:57.259
for him. Exactly. It's an independent third party

00:18:57.259 --> 00:19:00.619
check on reality. But Madoff told the SEC, look,

00:19:00.720 --> 00:19:02.519
I'm a big broker dealer, too. I'll just keep

00:19:02.519 --> 00:19:04.660
the assets myself. I'll be my own custodian.

00:19:04.660 --> 00:19:06.599
He was grading his own homework. For decades.

00:19:06.700 --> 00:19:09.420
He was the manager, the broker and the custodian

00:19:09.420 --> 00:19:13.539
all in one. And the SEC just let him do it. They

00:19:13.539 --> 00:19:16.039
never once in all those investigations simply

00:19:16.039 --> 00:19:18.740
picked up the phone and called one of the supposed

00:19:18.740 --> 00:19:21.539
counterparties to say, hey, did Madoff actually

00:19:21.539 --> 00:19:24.079
buy a billion dollars of Treasury bills from

00:19:24.079 --> 00:19:26.789
you yet? And if they had made that one phone

00:19:26.789 --> 00:19:28.509
call. The whole thing would have collapsed in

00:19:28.509 --> 00:19:29.869
five minutes because the answer would have been,

00:19:29.890 --> 00:19:32.809
who? We have no record of that trade. But nobody

00:19:32.809 --> 00:19:35.109
ever made the call. And so Madoff kept spinning

00:19:35.109 --> 00:19:39.049
the plates until 2008. The Great Recession. Gravity

00:19:39.049 --> 00:19:42.009
always, always wins in the end. A Ponzi scheme

00:19:42.009 --> 00:19:44.349
is like a shark. It has to keep moving forward

00:19:44.349 --> 00:19:47.109
or it dies. You need a constant stream of new

00:19:47.109 --> 00:19:49.069
money coming in to pay off the old investors

00:19:49.069 --> 00:19:51.589
who are leaving. But in 2008, the music just

00:19:51.589 --> 00:19:54.579
stopped. Everyone stopped investing. Not only

00:19:54.579 --> 00:19:56.500
did they stop investing, the market crashed.

00:19:56.940 --> 00:19:58.920
Investors were panicked. They were losing money

00:19:58.920 --> 00:20:01.319
everywhere else, so they needed cash. And they

00:20:01.319 --> 00:20:03.299
started sending redemption requests to their

00:20:03.299 --> 00:20:05.839
safest investment. Bernie Madoff, give me my

00:20:05.839 --> 00:20:08.700
money back. A classic bank run. A massive, massive

00:20:08.700 --> 00:20:11.599
run on the bank. In late 2008, clients tried

00:20:11.599 --> 00:20:14.740
to withdraw about $7 billion from the fund. $7

00:20:14.740 --> 00:20:17.339
billion. And how much did Bernie actually have

00:20:17.339 --> 00:20:19.720
in the bank account? In the Chase Manhattan bank

00:20:19.720 --> 00:20:22.539
account where all the client money sat. Maybe

00:20:22.539 --> 00:20:24.869
a few hundred million. Two or three hundred million

00:20:24.869 --> 00:20:27.329
on a good day. Seven billion in withdrawal requests,

00:20:27.569 --> 00:20:30.569
a few hundred million in the bank. The math is

00:20:30.569 --> 00:20:33.710
finally, undeniably catching up to him. He was

00:20:33.710 --> 00:20:36.680
completely and utterly finished. He tried to

00:20:36.680 --> 00:20:38.900
scramble. He tapped his 95 -year -old friend,

00:20:38.980 --> 00:20:41.599
a man named Carl Shapiro, for a last -minute

00:20:41.599 --> 00:20:45.380
infusion of $250 million. He took $250 million

00:20:45.380 --> 00:20:47.720
from a 95 -year -old friend knowing it was just

00:20:47.720 --> 00:20:49.940
going into an incinerator. Knowing it was gone

00:20:49.940 --> 00:20:52.079
the second it hit the account, it bought him

00:20:52.079 --> 00:20:54.220
a few more days of breathing room. And this leads

00:20:54.220 --> 00:20:57.200
to the endgame, December 10, 2008. The bonus

00:20:57.200 --> 00:21:00.809
checks. Right. Madoff, knowing the end is near,

00:21:00.990 --> 00:21:03.630
decides he wants to pay out about $170 million

00:21:03.630 --> 00:21:06.750
in bonuses to his key employees and family two

00:21:06.750 --> 00:21:09.150
months early. He wanted to distribute the last

00:21:09.150 --> 00:21:11.210
of the cash before the whole ship went down.

00:21:11.369 --> 00:21:14.589
And his sons, Mark and Andrew, who run the legitimate

00:21:14.589 --> 00:21:17.730
side of the business, they saw this and finally

00:21:17.730 --> 00:21:19.589
asked the question they should have asked years

00:21:19.589 --> 00:21:21.829
ago. They came to him and said essentially...

00:21:22.009 --> 00:21:24.609
Dad, we're sharing. We can't pay investors. We're

00:21:24.609 --> 00:21:27.170
scrambling for cash. How on earth can we be paying

00:21:27.170 --> 00:21:30.589
out $170 million in bonuses? They demanded a

00:21:30.589 --> 00:21:32.849
real explanation. And he couldn't spin it anymore.

00:21:33.069 --> 00:21:35.650
The lies had run out. He took them to his apartment.

00:21:35.750 --> 00:21:38.410
He sat them down and he said the words that ended

00:21:38.410 --> 00:21:41.829
in Mara. It's all just one big lie. One big lie.

00:21:41.970 --> 00:21:44.470
Just like that. He called it a giant Ponzi scheme.

00:21:44.710 --> 00:21:46.569
He said he was finished, that he had nothing

00:21:46.569 --> 00:21:49.609
left. I just try to imagine that moment for Mark

00:21:49.609 --> 00:21:51.880
and Andrew Madoff. They spent their entire lives

00:21:51.880 --> 00:21:54.119
idolizing this man. They work for him. Their

00:21:54.119 --> 00:21:57.180
name, their entire identity is tied to this firm.

00:21:57.299 --> 00:22:00.099
And in one single sentence, their entire reality

00:22:00.099 --> 00:22:03.559
just dissolves. And this is a major point of

00:22:03.559 --> 00:22:05.859
contention. Some people still believe the Sons

00:22:05.859 --> 00:22:08.680
must have known something. But the FBI and the

00:22:08.680 --> 00:22:11.380
prosecutors, after years of investigation, eventually

00:22:11.380 --> 00:22:13.599
concluded they didn't. And their reaction that

00:22:13.599 --> 00:22:15.779
night supports that theory. What did they do?

00:22:16.190 --> 00:22:18.190
They didn't help him hide the money. They didn't

00:22:18.190 --> 00:22:20.789
flee the country. They left the apartment, went

00:22:20.789 --> 00:22:22.890
straight to their lawyers, and the lawyers immediately

00:22:22.890 --> 00:22:25.130
called the feds. They turned in their own father

00:22:25.130 --> 00:22:27.910
that night. The very next morning, December 11th,

00:22:27.910 --> 00:22:31.009
the FBI knocks on the apartment door. Bernie

00:22:31.009 --> 00:22:33.509
answers in his bathrobe. According to the agents,

00:22:33.609 --> 00:22:36.630
he was calm, resigned. He knew it was over. He

00:22:36.630 --> 00:22:38.730
admitted there is no innocent explanation. And

00:22:38.730 --> 00:22:41.230
just like that, the illusion shatters. And the

00:22:41.230 --> 00:22:44.549
real world devastation begins. We have to spend

00:22:44.549 --> 00:22:47.029
some time on the human cost. Because when we

00:22:47.029 --> 00:22:50.089
say $64 billion, it's just a statistic. It's

00:22:50.089 --> 00:22:53.869
too big. But the list of victims, it's just heartbreaking.

00:22:54.410 --> 00:22:56.890
It is. You had like, you know, the little guys,

00:22:57.069 --> 00:22:59.309
the grandmothers, the teachers, the mechanics

00:22:59.309 --> 00:23:01.809
who had trusted their entire life savings to

00:23:01.809 --> 00:23:04.329
Uncle Bernie because a friend or a cousin vouched

00:23:04.329 --> 00:23:06.650
for him. They were wiped out completely. Some

00:23:06.650 --> 00:23:08.509
lost their homes. And then there were the charities.

00:23:08.589 --> 00:23:12.430
The ripple effect was enormous. The Eli Weisel

00:23:12.430 --> 00:23:15.509
Foundation for Humanity. Eli Weisel, the Nobel

00:23:15.509 --> 00:23:18.230
laureate and Holocaust survivor. His foundation

00:23:18.230 --> 00:23:23.029
lost $15 .2 million. He and his wife lost their

00:23:23.029 --> 00:23:25.859
personal savings. as well. He called Madoff a

00:23:25.859 --> 00:23:28.960
scoundrel, which for Elie Wiesel is pretty strong

00:23:28.960 --> 00:23:31.619
language. Steven Spielberg's Wunderkinder Foundation

00:23:31.619 --> 00:23:35.039
was hit. Yeshiva University lost over $100 million.

00:23:35.380 --> 00:23:37.940
The money he stole wasn't just funding yachts.

00:23:37.940 --> 00:23:39.880
It was supposed to be funding cancer research,

00:23:40.180 --> 00:23:43.259
education, and aid for the poor. But the darkest

00:23:43.259 --> 00:23:45.839
toll, of course, was the suicides. Yeah, this

00:23:45.839 --> 00:23:47.599
is the part that is just hard to talk about.

00:23:50.079 --> 00:23:53.000
He was a French aristocrat, a respected and brilliant

00:23:53.000 --> 00:23:55.579
fund manager. He had invested his own money,

00:23:55.720 --> 00:23:57.980
his family's money, and all of his clients' money,

00:23:58.119 --> 00:24:00.759
virtually everything with Madoff. He believed

00:24:00.759 --> 00:24:03.279
in him completely. He'd staked his entire reputation

00:24:03.279 --> 00:24:05.839
on him. And he felt personally responsible for

00:24:05.839 --> 00:24:08.200
the ruin of his friends and his family. A few

00:24:08.200 --> 00:24:10.420
weeks after the scandal broke, he locked himself

00:24:10.420 --> 00:24:12.519
in his office in New York, and he took his own

00:24:12.519 --> 00:24:14.859
life. And William Foxton, a decorated British

00:24:14.859 --> 00:24:18.099
soldier? Lost his entire family savings, shot

00:24:18.099 --> 00:24:21.140
himself. And then the final tragedy of the story,

00:24:21.400 --> 00:24:24.819
Mark Madoff, Bernie's son, the one who turned

00:24:24.819 --> 00:24:27.480
him in. He was never charged with a crime, but

00:24:27.480 --> 00:24:29.920
the public hatred was intense. The lawsuits were

00:24:29.920 --> 00:24:32.059
endless. He couldn't escape the taint of his

00:24:32.059 --> 00:24:34.980
father's name. He was a pariah. Completely. And

00:24:34.980 --> 00:24:36.900
two years to the day after his father's arrest,

00:24:37.220 --> 00:24:40.460
December 11, 2010, Mark hanged himself in his

00:24:40.460 --> 00:24:42.759
Soho apartment. His two -year -old son was sleeping

00:24:42.759 --> 00:24:45.180
in the next room. It's just biblical, the sins

00:24:45.180 --> 00:24:47.000
of the father. It destroyed the entire family.

00:24:47.039 --> 00:24:49.539
It's a complete wasteland. Madoff from prison

00:24:49.539 --> 00:24:52.559
said he cried for weeks when he heard, but Judge

00:24:52.559 --> 00:24:55.099
Denny Chin at the sentencing didn't show much

00:24:55.099 --> 00:24:58.539
mercy. He called the crimes extraordinarily evil.

00:24:58.660 --> 00:25:01.299
And he gave him the maximum sentence, 150 years,

00:25:01.460 --> 00:25:04.539
which was symbolic, obviously. He wanted to ensure

00:25:04.539 --> 00:25:06.460
that Bernie Madoff would die in prison, and he

00:25:06.460 --> 00:25:10.599
did in April of 2021. Now, usually in a story

00:25:10.599 --> 00:25:13.339
like this. That's the end. The bad guy goes to

00:25:13.339 --> 00:25:15.460
jail, the money is gone, the victims are left

00:25:15.460 --> 00:25:18.700
destitute. Roll credits. But the Madoff story

00:25:18.700 --> 00:25:21.319
has this twist in the final act that is honestly

00:25:21.319 --> 00:25:23.700
surprising and not widely known. The recovery.

00:25:23.940 --> 00:25:26.299
Enter a man named Irving Picard. The trustee.

00:25:26.759 --> 00:25:29.339
Irving Picard was the lawyer appointed by the

00:25:29.339 --> 00:25:32.059
court to liquidate the firm and try to get some

00:25:32.059 --> 00:25:34.640
money back for the victims. Now, in a typical

00:25:34.640 --> 00:25:37.299
Ponzi scheme, victims get pennies on the dollar,

00:25:37.440 --> 00:25:39.839
maybe five cents, 10 cents if they are incredibly

00:25:39.839 --> 00:25:42.619
lucky. The money has been spent on yachts and

00:25:42.619 --> 00:25:45.480
mansions and just disappears. And Madoff did

00:25:45.480 --> 00:25:47.539
spend money, but he couldn't possibly have spent

00:25:47.539 --> 00:25:50.200
64 billion. Exactly. But Picard did something

00:25:50.200 --> 00:25:53.549
very aggressive and very controversial. He went

00:25:53.549 --> 00:25:55.890
after the net winners. Okay, this is a concept

00:25:55.890 --> 00:25:57.730
we really need to explain carefully because it

00:25:57.730 --> 00:25:59.130
would make a lot of people absolutely furious.

00:25:59.609 --> 00:26:03.130
What is a net winner? Okay, let's say you invested

00:26:03.130 --> 00:26:07.289
$1 million with Madoff back in 1995. Over the

00:26:07.289 --> 00:26:09.930
next 10 years, Madoff sends you these wonderful

00:26:09.930 --> 00:26:12.750
statements saying you made great profits. So

00:26:12.750 --> 00:26:15.529
you withdraw $2 million to fund your retirement,

00:26:15.750 --> 00:26:18.750
buy a beach house, pay for your grandkids' college

00:26:18.750 --> 00:26:21.069
education. So I put in $1 million, I took out

00:26:21.069 --> 00:26:24.140
$2 million. As far as I know, I'm a successful

00:26:24.140 --> 00:26:27.119
investor. Then the crash happens. Irving Picard's

00:26:27.119 --> 00:26:29.220
office knocks on your door and says, that $1

00:26:29.220 --> 00:26:32.079
million in profit you took out and spent, it

00:26:32.079 --> 00:26:34.160
wasn't real profit. It was stolen money. It was

00:26:34.160 --> 00:26:36.359
the principal investment of the person who put

00:26:36.359 --> 00:26:39.400
their money in in 2007. You have to give it back.

00:26:39.579 --> 00:26:42.079
Wow. So even though I had no idea it was a fraud,

00:26:42.259 --> 00:26:45.079
I am legally obligated to repay money I may have

00:26:45.079 --> 00:26:47.359
already spent years ago. That's the clawback.

00:26:47.519 --> 00:26:49.799
The legal theory is called unjust enrichment.

00:26:50.490 --> 00:26:52.470
You cannot be allowed to profit from a crime,

00:26:52.589 --> 00:26:55.029
even if you were an innocent beneficiary of that

00:26:55.029 --> 00:26:57.490
crime. I can only imagine the anger. People must

00:26:57.490 --> 00:26:59.490
have screamed, I'm a victim, too. I thought that

00:26:59.490 --> 00:27:01.650
was my money. I lost my initial investment, too.

00:27:01.789 --> 00:27:05.369
It was a brutal, brutal legal battle for years.

00:27:05.769 --> 00:27:08.230
But the courts ultimately sided with Picard.

00:27:08.369 --> 00:27:10.690
And he didn't just go after the little net winners.

00:27:11.500 --> 00:27:13.779
He went whale hunting. The estate of Jeffrey

00:27:13.779 --> 00:27:15.859
Pickhauer. Jeffrey Pickhauer was a billionaire

00:27:15.859 --> 00:27:18.119
investor from Florida who had been with Madoff

00:27:18.119 --> 00:27:21.539
for decades. He had withdrawn billions more than

00:27:21.539 --> 00:27:23.960
he put in. We're talking about statements that

00:27:23.960 --> 00:27:28.180
showed returns of up to 950 percent in some years.

00:27:28.619 --> 00:27:31.720
950 percent. And he didn't ask questions. That's

00:27:31.720 --> 00:27:33.819
not just a red flag. That's a whole fireworks

00:27:33.819 --> 00:27:37.000
display. Picard's team argued that he must have

00:27:37.000 --> 00:27:39.000
known or at the very least should have known

00:27:39.000 --> 00:27:42.039
that these returns were impossible. After Picarra

00:27:42.039 --> 00:27:44.220
died, his estate settled with the trustee for

00:27:44.220 --> 00:27:47.960
$7 .2 billion. $7 .2 billion. That is the largest

00:27:47.960 --> 00:27:50.819
single forfeiture in United States history. It

00:27:50.819 --> 00:27:53.240
is absolutely staggering. Picard also went after

00:27:53.240 --> 00:27:56.039
the banks. He got roughly $2 billion from JPMorgan

00:27:56.039 --> 00:27:58.200
Chase for failing to file suspicious activity

00:27:58.200 --> 00:28:01.119
reports. He argued that the bank saw the bizarre

00:28:01.119 --> 00:28:03.759
cash flows, saw all the red flags, and just looked

00:28:03.759 --> 00:28:05.640
the other way because Madoff was a profitable

00:28:05.640 --> 00:28:08.319
client. So when all the dust settled from all

00:28:08.319 --> 00:28:11.440
these lawsuits and clawbacks, how much did they

00:28:11.440 --> 00:28:14.019
actually get back for the victims? As of late

00:28:14.019 --> 00:28:17.700
2020, they had recovered over $14 billion in

00:28:17.700 --> 00:28:20.869
cash. Which sounds small compared to the 64 billion

00:28:20.869 --> 00:28:23.670
number, but... You have to remember, the 64 billion

00:28:23.670 --> 00:28:26.829
figure included all the fake profits on the statements.

00:28:27.069 --> 00:28:29.809
The actual cash that people invested, the principal,

00:28:30.049 --> 00:28:33.710
was estimated to be about 17 to 19 billion dollars.

00:28:34.109 --> 00:28:37.470
Picard recovered roughly 76 % of the approved

00:28:37.470 --> 00:28:41.750
claims. 76 % recovery. That is practically a

00:28:41.750 --> 00:28:44.009
miracle in the world of financial fraud. It is

00:28:44.009 --> 00:28:46.470
completely unheard of. If you were a net loser,

00:28:46.750 --> 00:28:49.759
someone who lost your principal investment, You

00:28:49.759 --> 00:28:51.259
got almost three quarters of your money back.

00:28:51.460 --> 00:28:54.059
It took a decade, but it happened. It's a testament

00:28:54.059 --> 00:28:57.160
to the power of a relentless trustee. But it

00:28:57.160 --> 00:28:59.720
doesn't erase the trauma or the lost time. No,

00:28:59.880 --> 00:29:02.319
money doesn't bring back the years of stress,

00:29:02.579 --> 00:29:04.700
the sleepless nights, or the lives that were

00:29:04.700 --> 00:29:07.799
lost. So bringing this all home, why does the

00:29:07.799 --> 00:29:09.779
Madoff story still matter so much? It's been

00:29:09.779 --> 00:29:11.619
well over a decade. Why are we still obsessed

00:29:11.619 --> 00:29:14.180
with it? Because the vulnerabilities he exploited

00:29:14.180 --> 00:29:16.559
are timeless, there are fundamental glitches

00:29:16.559 --> 00:29:18.960
in human nature. The first and most important

00:29:18.960 --> 00:29:22.920
lesson is about affinity. We trust people who

00:29:22.920 --> 00:29:25.220
are like us. We lower our guard when we are in

00:29:25.220 --> 00:29:27.819
our club. And that club could be a religious

00:29:27.819 --> 00:29:31.259
group, a social circle, an alumni network, or

00:29:31.259 --> 00:29:34.339
even an internet forum. Madoff proved that your

00:29:34.339 --> 00:29:36.559
shared background is not a substitute for due

00:29:36.559 --> 00:29:39.259
diligence. In fact, that's exactly where the

00:29:39.259 --> 00:29:42.109
wolves hide in sheep's clothing. And the lesson

00:29:42.109 --> 00:29:44.069
about the too good to be true rule. It's the

00:29:44.069 --> 00:29:47.170
straight line, the 45 degree angle. Listeners,

00:29:47.170 --> 00:29:48.769
if you look at your investment statement, your

00:29:48.769 --> 00:29:50.710
performance chart, and it looks like a smooth,

00:29:50.710 --> 00:29:53.029
perfect line going up while the rest of the world

00:29:53.029 --> 00:29:56.650
is jagged and chaotic, run. Volatility is the

00:29:56.650 --> 00:29:58.630
price you pay for performance in real markets.

00:29:58.849 --> 00:30:01.029
Exactly. If someone claims to give you stock

00:30:01.029 --> 00:30:03.390
market returns with bond market safety, they

00:30:03.390 --> 00:30:06.319
are lying. Period. That financial product does

00:30:06.319 --> 00:30:09.819
not exist. And finally, the failure of the gatekeepers.

00:30:09.960 --> 00:30:12.660
We can't just assume the SEC or the big banks

00:30:12.660 --> 00:30:15.720
are protecting us. It's systemic blindness. The

00:30:15.720 --> 00:30:19.039
experts, the banks, the regulators, they all

00:30:19.039 --> 00:30:21.539
missed it or looked the other way because they

00:30:21.539 --> 00:30:23.880
were looking at the man's reputation, not at

00:30:23.880 --> 00:30:26.339
the math. You have to be your own advocate. You

00:30:26.339 --> 00:30:28.559
have to ask the hard questions. Here is a final

00:30:28.559 --> 00:30:31.970
provocative thought to leave you with. Madoff

00:30:31.970 --> 00:30:34.049
confessed that the Ponzi scheme started in the

00:30:34.049 --> 00:30:37.309
early 1990s. But investigators who looked at

00:30:37.309 --> 00:30:40.130
the very old paper records think it might have

00:30:40.130 --> 00:30:44.170
started way, way back, maybe even in the 1970s.

00:30:44.190 --> 00:30:46.869
Which raises this really haunting question. Was

00:30:46.869 --> 00:30:50.190
any of it ever real? Did he ever execute a single

00:30:50.190 --> 00:30:52.880
legitimate trade for an investment client? Or

00:30:52.880 --> 00:30:56.200
was the entire 40 -year career, the Nasdaq chairmanship,

00:30:56.339 --> 00:30:58.779
the tech innovation, the legend, was it all just

00:30:58.779 --> 00:31:01.380
one massive, long con to build the credibility

00:31:01.380 --> 00:31:03.660
he needed to pull off the final theft? And if

00:31:03.660 --> 00:31:05.839
the 2008 crisis hadn't happened, if the market

00:31:05.839 --> 00:31:08.519
hadn't crashed and triggered that bank run, how

00:31:08.519 --> 00:31:10.380
much longer could he have kept it going? He might

00:31:10.380 --> 00:31:12.380
have died a hero. His sons would have inherited

00:31:12.380 --> 00:31:14.440
a lie, and the fraud might have outlived him.

00:31:14.559 --> 00:31:16.880
That is a terrifying thought. Check your statements,

00:31:16.980 --> 00:31:20.140
people. Don't trust. Verify. Thanks for listening

00:31:20.140 --> 00:31:21.059
to The Deep Dive.
