WEBVTT

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Okay, picture this scenario. You're at a dinner

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party. It's one of those nights where, you know,

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the wine is flowing, the conversation is getting

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a little intense, and the topic turns to genius

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investor. Always a contentious topic. Right.

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Someone immediately brings up Warren Buffett.

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Value investing, patience, drinking cherry Coke.

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You know, the slow and steady approach. Of course,

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the Oracle of Omaha. Then someone else jumps

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in with like Elon Musk, the visionary, the high

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tech risk, the guy who's, you know, sleeping

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on the factory floor. Two very, very different

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archetypes of success. Exactly. But then you

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chime in, you lean over the table and you say,

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what about the guy who called himself the grave

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dancer? The guy who turned dead buildings into

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gold mines and then sold his entire empire for

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thirty six billion dollars right before the world

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ended in. And the room probably goes silent because

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half of them think you're talking about, I don't

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know, a supervillain from a comic book. Exactly.

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And in a way, the story we are covering today

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has all the beats of a supervillain origin story,

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but it also has the beats of a classic pull yourself

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up by your bootstraps American Dream success

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story. It is messy. It's so incredibly complicated.

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It is the story of Sam Zell. We're looking at

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a stack of sources today, that is. It's heavy.

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I mean, physically heavy. We've got biographical

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records. We have these financial autopsies of

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the 2008 crash. There are legal filings from

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one of the largest bankruptcies in media history.

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And we even have Zell's own writings. Right.

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His book, Am I Being Too Subtle? Which tells

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you a lot about the guy right there. Yeah. So

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our mission for this deep dive is pretty specific.

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We aren't just reciting a biography. We want

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to figure out how a man develops a sort of sixth

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sense for market timing. How do you know when

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to buy when everyone is screaming sell? And maybe

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more importantly, how does that same genius lead

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you to make one of the most catastrophic business

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mistakes of the 21st century? It really is the

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ultimate case study in risk. I mean, Sam Zell

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was a man who lived on the edge. financially,

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legally, and, you know, personally. He passed

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away in May 2023, and he left behind a legacy

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that is equal parts textbook brilliance and cautionary

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tale. So let's start with that name, The Grave

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Dancer. Most CEOs hire these expensive PR firms

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to make them sound friendly and approachable.

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Oh, yeah. They want to be the visionary or the

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builder. The connector. Sam Zell wrote an article

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in 1976 titled The Grave Dancer, a guide to the

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risky art of resurrecting dead properties. He

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owned it. He just he put it right out. He didn't

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just own it. He branded himself with it. And

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to understand why, you have to understand what

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the economic world looked like in the mid 70s.

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It wasn't today's world of. you know, high speed

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trading and complex algorithms. No, not at all.

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The real estate market had crashed and crashed

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hard. Developers were defaulting on loans left

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and right. There were these half finished skeletons

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of buildings all over American cities. It was

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a wasteland. And most people, you know, rational

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people look at a half finished building owned

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by a bankrupt developer and they see a disaster.

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They see a money pit. They run the other way.

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Of course you do. Because a dead property is

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a headache. I mean, it has liens, it has all

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these legal issues, probably angry tenants, maybe

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even structural problems. It's just a mess. But

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Zell looked at it and saw a mispricing. He realized

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that if he could buy the asset for pennies on

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the dollar, literally below the cost of replacing

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the bricks and the glass, he don't need the market

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to boom. Right. He just needed the building to

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function. he could make his money just by bringing

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it back to life. So he, as the name suggests,

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danced on the grays of the developers who got

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overextended. It's such a vivid image, isn't

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it? But before we get into the mechanics of how

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he made billions doing that, and we will get

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into the weeds of the strategy, I want to back

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up. Because you don't just wake up one morning

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with the guts to look at a financial disaster

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and say, yeah, I'll take it. No. That kind of

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risk tolerance, that feels innate, or at least

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learned very, very early. It is innate, but it's

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also inherited. I mean, if you look at the origin

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story section of our notes, it reads like a spy

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thriller. We throw the word survivor around a

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lot in business. You know, he survived the dot

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-com bubble. But Samsell's parents were literal

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survivors of an apocalypse. We're talking about

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World War II here, the real deal. Yes. His parents,

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Ruchla and Bereksielunka. They were Jewish, living

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in Poland in 1939. This is right at the onset

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of the Nazi invasion. Now, just try to imagine

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the atmosphere. It's just... Confusion, terror.

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Most people in their community were hesitating,

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maybe hoping things would blow over or they were

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simply trapped with no way out. But Zell's parents.

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They made a split second decision to run, to

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just go. And they didn't just hop on a train

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to France or take a boat to England, which would

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have been the, I guess, the more common escape

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route. No, those routes were closing faster or

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already gone. This is one of the most fascinating

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details in the biographical records. They went

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east. They fled through the Soviet Union. And

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to do that. They needed papers. They needed a

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way out. This is where that name Shiori Sugihara

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comes in. I've heard him called the Japanese

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Schindler. That's a really fair comparison. And

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honestly, he deserves a deep dive of his own.

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Sugihara was a Japanese diplomat stationed in

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Vilnius, Lithuania. He went against direct orders

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from his government in Tokyo, and he started

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handwriting transit visas for Jewish refugees.

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Wow. He was writing them for 18, 20 hours a day

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until his hands literally cramped up. He saved

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thousands of lives. And Sam Zell's parents were

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holding some of those precious visas. That gives

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me chills. So the very existence of this future

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billionaire real estate tycoon hinges on a rogue

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diplomat signing a piece of paper in Lithuania

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in 1940. It's incredible. It really is. It shows

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you how fragile history is. Yeah. But getting

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the visa was only step one. They still had to

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cross Russia. And this is where the chutzpah.

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which is a word we're going to use a lot regarding

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Zelfirst, appears. They're traveling through

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the Soviet Union, a place that is hostile to

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practically everyone at that time. To avoid suspicion,

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they didn't act like desperate refugees. I read

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this note in the source material and I actually

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laughed out loud. They pretended to be tourists

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on a cultural trip. They pretended they were

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traveling across the entire continent specifically

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to see the Bolshoi Ballet. That is just, it's

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beyond belief. The world is burning. You are

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fleeing for your lives. You have the Nazis behind

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you and the Soviets all around you. But you act

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like you're just really big fans of ballet. Oh,

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we're just here for the culture. It's a survival

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mechanism. It's fake it till you make it. But

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with, you know, life or death stakes. They travel

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from Russia to Japan, then to the United States,

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eventually settling in Chicago. Specifically,

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they move from Seattle to Albany Park first.

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And Sam was born in Chicago in September 1941.

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So just four months after they arrived. Four

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months. So he's born into this energy, this energy

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of we beat the odds. We are smarter than the

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system. Exactly. His father changed the name

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from Zalonka to Zell. He started as a wholesale

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jeweler, but quickly moved into real estate and

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stocks. And Sam grew up watching this. He grew

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up hearing the stories of the escape. He learned

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very, very early on that rules are, well, let's

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call them suggestions for other people. Right.

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But for the Zells, survival meant outsmarting

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the system. It was baked into his DNA. And that

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manifested pretty early, didn't it? The Playboy

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story is the classic anecdote here. It's almost

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legendary in business circles. It is. And it's

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funny. But it's also a perfect lesson in arbitrage.

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So Sam is a teenager. He lives in the suburbs

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of Chicago. He takes the train into downtown.

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Now, think about the geography. What does downtown

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Chicago have that the quiet suburbs don't? Newsstands.

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Playboy magazine. Correct. And who lives in the

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suburbs? Teenage boys who desperately want Playboy

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but are too scared to ask their parents or they're

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just unable to get to the city to buy it themselves.

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So he sees a market inefficiency. A huge one.

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So he buys the magazines for, what, 50 cents

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a pop? Something like that. And he brings them

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back to the suburbs. He's essentially acting

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as a smuggler of, well, of culture. of a sort

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he brings them to his hebrew school classmates

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and sells them for three bucks that is a massive

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markup i mean that's a 600 markup it's classic

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arbitrage he found a market inefficiency a geographic

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barrier to entry, and he exploited it. He wasn't

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creating the content. He wasn't writing the articles

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or taking the photos. He was just moving the

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asset from a place of low value, the newsstand

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where it was common, to a place of high value,

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the Hebrew school locker room where it was contraband.

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It's the same exact logic as shipping oil from

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where it's plentiful to where it's scarce. He

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just did it with centerfolds. It's incredible.

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He did the same thing with photography. In eighth

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grade, he took photos at the Brom. He realized

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that the memory of the event was... a distressed

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asset. People wanted it. And if he didn't capture

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it, it was gone forever. So he cornered the market

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on memory. Exactly. He developed them, sold them

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to the students. He just he saw the angle. The

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guy was just wired differently. I mean, most

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kids are thinking about how to pass algebra or

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who they're going to ask to the dance. He's thinking

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about supply chains and monopoly power. And that

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escalated when he got to the University of Michigan.

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This is where the grave dancer really begins

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to take shape. He wasn't just doing odd jobs

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for beer money. He started managing an apartment

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building. A 15 -unit building. In exchange for

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free rent, right? That was the initial... At

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first, yeah. That was the deal. I'll plunge the

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toilets and collect the checks if I can live

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here for free. A classic student job. But then

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he looked at the math. He looked at the landlord's

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headaches. Tenants calling at 2 a .m. about...

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Leaky faucets, vacancies, all that stuff. An

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operational nightmare. Right. And he realized

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he could solve those problems for other owners

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in exchange for a cut of the profit. He partnered

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with his fraternity brother, Robert H. Lurie.

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Okay, so this partnership, Zell and Lurie, this

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is crucial to the story, isn't it? Because Zell

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was the loud mouth, the front man, the guy on

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the motorcycle, the personality. Right. Zell

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was the deal guy. He was the rainmaker. He was

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the one selling the vision to the property owners.

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Lurie was the engineer. He was the operations

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genius. He was the guy who made sure the toilets

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actually got fixed on time, the heating systems

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worked, and that the books balanced. It's a classic

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Steve Jobs, Steve Wozniak dynamic, but for student

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housing in Ann Arbor. It's a perfect analogy.

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You need both. You need the vision and you need

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the execution. So by the time Zell graduated

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from law school, and I want to emphasize, he

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went to and finished law school in 1966. What

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were their numbers looking like? The numbers

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are staggering. They were managing over 4 ,000

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apartments. 4 ,000! That is a small city. That's

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a huge operation for anyone, let alone a couple

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of college kids. It is huge. And they weren't

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just managing. They owned between 100 and 200

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units outright. By then, they were netting about

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$150 ,000 a year. In 1966 dollars. Which is...

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what, over a million dollars a year in today's

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money, something like that, all while being full

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-time students. That is absolutely wild. Most

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law students are just trying to pass the bar

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exam and find a junior associate job where they

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can make coffee. And this guy's running a massive

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property management firm. Exactly. So he steps

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out of law school, passes the bar, and he practically

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never practices law. Why would he? He's already

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a real estate mogul. But the key takeaway here...

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Isn't the money, I don't think. It's the dirt

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under the fingernails experience. What do you

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mean by that? Well, a lot of modern finance guys

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go straight from an MBA to a hedge fund. They

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look at spreadsheets. They build complex financial

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models. They treat buildings like bond yields.

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They just see a number in a cell. Right. It's

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abstract. Very. But Zell knew what a bad boiler

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looked like. He knew what kind of carpet lasted

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the longest in the student rental. He understood

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the product. He had been the one getting those

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2 a .m. calls. And that gave him a massive advantage

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when he started buying graves. Because he could

00:11:50.000 --> 00:11:52.840
look at a failing building. He could know exactly

00:11:52.840 --> 00:11:55.440
how much it would cost to fix it because he'd

00:11:55.440 --> 00:11:58.139
done it himself. He could see past the financial

00:11:58.139 --> 00:12:01.000
statements to the actual grunt and mortar. That's

00:12:01.000 --> 00:12:04.139
a huge edge. OK, so he has the operational chops.

00:12:04.340 --> 00:12:07.240
Let's fast forward to the 1970s. The grave dancer

00:12:07.240 --> 00:12:10.340
era really kicks off. The economy is in the tank.

00:12:10.539 --> 00:12:13.059
We have stagflation. Interest rates are climbing.

00:12:13.690 --> 00:12:16.669
Banks are panicking. In the 1973 -1975 recession

00:12:16.669 --> 00:12:19.450
was brutal. It was the first major economic contraction

00:12:19.450 --> 00:12:22.330
since the Great Depression. Real estate developers,

00:12:22.549 --> 00:12:25.610
who are optimists by nature, had completely overbilled.

00:12:25.710 --> 00:12:28.070
They always do. They always do. They borrowed

00:12:28.070 --> 00:12:30.049
money assuming the good times would roll forever.

00:12:30.309 --> 00:12:32.629
And when the music stopped, they were left with

00:12:32.629 --> 00:12:34.529
half -empty office towers and apartments they

00:12:34.529 --> 00:12:37.029
couldn't fill. The whole industry was on the

00:12:37.029 --> 00:12:39.490
verge of collapse. Enter Sam Zell. Andrew Zell,

00:12:39.629 --> 00:12:42.289
the banks were stuck holding the bag. A bank

00:12:42.289 --> 00:12:44.009
does not want to own an apartment complex. They

00:12:44.009 --> 00:12:45.389
don't have a maintenance department. They don't

00:12:45.389 --> 00:12:47.509
want to deal with evictions or marketing. They

00:12:47.509 --> 00:12:50.009
just want their money back. So Zell walked into

00:12:50.009 --> 00:12:52.789
these banks and said, essentially, I will take

00:12:52.789 --> 00:12:54.990
this headache away from you. That was the pitch.

00:12:55.769 --> 00:12:57.669
But he didn't just buy them with cash, right?

00:12:57.750 --> 00:13:01.289
He used these really creative structures. He

00:13:01.289 --> 00:13:03.690
was a master of the workout. That's the term.

00:13:04.330 --> 00:13:07.789
He would say to the bank, look, if you foreclose.

00:13:08.159 --> 00:13:10.039
You'll be lucky to get 50 cents on the dollar,

00:13:10.179 --> 00:13:12.679
maybe. And you have to manage it for two years,

00:13:12.740 --> 00:13:14.700
which you're terrible at. If you let me take

00:13:14.700 --> 00:13:17.159
over, I'll manage it. I'll turn it around. I'll

00:13:17.159 --> 00:13:19.179
pay you back your principal over time. But I

00:13:19.179 --> 00:13:22.440
keep the equity upside. So he's betting entirely

00:13:22.440 --> 00:13:25.940
on his ability to fix the unfixable. He gets

00:13:25.940 --> 00:13:28.700
the asset for almost no money down. And he was

00:13:28.700 --> 00:13:30.929
betting on inflation. This is a technical point,

00:13:31.009 --> 00:13:33.450
but it's so important to a strategy. Zell understood

00:13:33.450 --> 00:13:36.330
that in an inflationary environment, hard assets

00:13:36.330 --> 00:13:38.870
like real estate go up in value. Even if the

00:13:38.870 --> 00:13:41.149
cash flow is bad today, the bricks are worth

00:13:41.149 --> 00:13:42.809
more tomorrow. Right, because the currency is

00:13:42.809 --> 00:13:45.950
worth less. Exactly. So he locked in long -term

00:13:45.950 --> 00:13:48.330
fixed rate debt on these properties. And then

00:13:48.330 --> 00:13:50.889
he just let inflation erode the value of the

00:13:50.889 --> 00:13:53.830
loan while the property value skyrocketed. He

00:13:53.830 --> 00:13:56.230
was genius. That is smart. It's using the macro

00:13:56.230 --> 00:13:58.850
economy as a tailwind. But we have to talk about

00:13:58.850 --> 00:14:01.000
the risk. Because it sounds easy in hindsight,

00:14:01.279 --> 00:14:03.320
but there were moments where he was skating on

00:14:03.320 --> 00:14:06.039
really thin ice. The Reno deal. Ah, yes, the

00:14:06.039 --> 00:14:10.000
Reno hidden gem. This was 1969, so slightly before

00:14:10.000 --> 00:14:12.320
the big recession plays, but it was a sign of

00:14:12.320 --> 00:14:14.879
things to come. He found a building called Arlington

00:14:14.879 --> 00:14:17.240
Towers in Reno, Nevada. It was the top of the

00:14:17.240 --> 00:14:19.559
market there, tallest building in the city. He

00:14:19.559 --> 00:14:22.820
bought it for $9 million. But the deal had, as

00:14:22.820 --> 00:14:25.720
they say, hair on it. A lot of hair. The sellers

00:14:25.720 --> 00:14:29.970
wanted a very specific and creative... Tax treatment.

00:14:30.269 --> 00:14:32.929
Zell wanted the deal. So according to the biographical

00:14:32.929 --> 00:14:35.350
records, his brother -in -law concocted a scheme.

00:14:35.570 --> 00:14:38.470
It involved offshore transactions to shield the

00:14:38.470 --> 00:14:40.990
sellers from taxes. Offshore transactions in

00:14:40.990 --> 00:14:43.789
1969. That sounds sketchy even for back then.

00:14:43.929 --> 00:14:46.210
It was. It was a really complex series of transfers

00:14:46.210 --> 00:14:48.190
designed to look like one thing while being another.

00:14:48.350 --> 00:14:50.649
The legality was described in the sources as

00:14:50.649 --> 00:14:53.870
murky at best. And, well, the IRS eventually

00:14:53.870 --> 00:14:56.000
audited it. They didn't like what they saw. And

00:14:56.000 --> 00:14:57.980
this is where we see Zell the pragmatist versus

00:14:57.980 --> 00:15:01.039
Zell the loyalist, a real crossroads. It was

00:15:01.039 --> 00:15:03.799
a pinch point. The feds were circling. Zell made

00:15:03.799 --> 00:15:07.299
a calculated decision. He cut a deal. He agreed

00:15:07.299 --> 00:15:09.840
to testify about the entire scheme in exchange

00:15:09.840 --> 00:15:12.500
for immunity from prosecution. And the brother

00:15:12.500 --> 00:15:14.860
-in -law, the one who designed the scheme. He

00:15:14.860 --> 00:15:17.019
went to prison. He served two years in jail.

00:15:17.320 --> 00:15:20.899
Oof. That is cold. I mean, that's family. It's

00:15:20.899 --> 00:15:23.539
ruthless. But from Zell's perspective, it was

00:15:23.539 --> 00:15:26.610
survival. If he goes to jail, the empire collapses.

00:15:27.129 --> 00:15:29.850
Everything he's built is gone. He chose the empire

00:15:29.850 --> 00:15:32.769
over his brother -in -law. It's a dark chapter,

00:15:32.870 --> 00:15:35.169
but it reinforces that grave dancer mentality.

00:15:35.669 --> 00:15:37.549
You do what you have to do to keep the music

00:15:37.549 --> 00:15:39.850
playing. It certainly adds a layer of, I don't

00:15:39.850 --> 00:15:42.370
know, grit. to the persona. It's not just about

00:15:42.370 --> 00:15:44.789
smart math. It's about navigating these really

00:15:44.789 --> 00:15:46.950
treacherous waters and coming out on top. And

00:15:46.950 --> 00:15:48.990
surviving. That's the key theme. He survived

00:15:48.990 --> 00:15:51.070
that and he survived the recessions. He kept

00:15:51.070 --> 00:15:53.929
building. He and Robert Lurie built what became

00:15:53.929 --> 00:15:56.009
Equity Residential, this massive apartment company.

00:15:56.169 --> 00:15:58.889
But then tragedy strikes in 1990. Robert Lurie

00:15:58.889 --> 00:16:01.549
dies of cancer. He was only 48 years old. This

00:16:01.549 --> 00:16:03.990
was a devastating blow, not just emotionally.

00:16:04.190 --> 00:16:06.269
I mean, by all accounts, they were like brothers,

00:16:06.429 --> 00:16:10.289
but operationally. Zell was the kite. Lurie was

00:16:10.289 --> 00:16:13.529
the string. Without Lurie, Zell was untethered.

00:16:13.610 --> 00:16:16.230
And this happened right as the early 90s recession

00:16:16.230 --> 00:16:19.309
hit. Another recession. The timing was just brutal.

00:16:19.509 --> 00:16:22.549
But this time, the stakes were way higher. Much,

00:16:22.549 --> 00:16:25.509
much higher. By 1990, the numbers were astronomical.

00:16:26.480 --> 00:16:29.659
Zell was personally guaranteeing loans. The sources

00:16:29.659 --> 00:16:33.139
say he had roughly $600 million in personal guarantees.

00:16:33.419 --> 00:16:35.399
Let's just pause on that for a second. A personal

00:16:35.399 --> 00:16:37.759
guarantee means if the company goes bust, the

00:16:37.759 --> 00:16:40.539
bank comes for your house, your car, your personal

00:16:40.539 --> 00:16:42.740
bank account, everything. It's all on the line.

00:16:42.879 --> 00:16:45.700
Everything. He was on the hook. He later described

00:16:45.700 --> 00:16:47.500
this period as the most stressful of his life.

00:16:47.539 --> 00:16:50.259
He was working 80 -hour weeks, juggling creditors,

00:16:50.259 --> 00:16:52.419
trying to keep the liquidity flowing. And he

00:16:52.419 --> 00:16:54.899
realized that the lone wolf cowboy model wasn't

00:16:54.899 --> 00:16:56.700
sustainable anymore. He couldn't carry that much

00:16:56.700 --> 00:16:58.700
risk on his own back. No, the numbers were too

00:16:58.700 --> 00:17:00.840
big. So he changed the game again. He looked

00:17:00.840 --> 00:17:02.759
at the public markets for a way out. This is

00:17:02.759 --> 00:17:04.599
one of his biggest contributions to the financial

00:17:04.599 --> 00:17:07.619
world, isn't it? He popularized the modern REIT,

00:17:07.720 --> 00:17:11.710
the Real Estate Investment Trust. In 1993, he

00:17:11.710 --> 00:17:14.569
took his apartment empire public as equity residential.

00:17:15.150 --> 00:17:17.769
OK, so explain a REIT to me like I'm five. Sure.

00:17:18.759 --> 00:17:20.700
Before REITs became popular, if you wanted to

00:17:20.700 --> 00:17:22.819
invest in real estate, you had to physically

00:17:22.819 --> 00:17:25.779
buy a building. That requires a ton of money,

00:17:25.920 --> 00:17:29.119
lawyers, inspections, and it's really hard to

00:17:29.119 --> 00:17:31.480
sell quickly. It's illiquid. Right. A REIT is

00:17:31.480 --> 00:17:33.460
like a mutual fund for buildings. It's a company

00:17:33.460 --> 00:17:35.420
that owns real estate. And you can buy shares

00:17:35.420 --> 00:17:37.140
of it on the stock market, just like you buy

00:17:37.140 --> 00:17:39.200
shares of Apple or Google. So it makes real estate

00:17:39.200 --> 00:17:42.019
liquid. You can buy and sell it in a day. Exactly.

00:17:42.119 --> 00:17:44.740
And for Zelle... It did something even more important.

00:17:44.920 --> 00:17:47.700
It allowed him to raise a huge amount of cash

00:17:47.700 --> 00:17:50.599
from public investors, money he used to pay off

00:17:50.599 --> 00:17:52.759
those personal debts. So he traded ownership

00:17:52.759 --> 00:17:54.940
for safety. That's a perfect way to put it. He

00:17:54.940 --> 00:17:57.779
diluted his stake, but he eliminated that $600

00:17:57.779 --> 00:18:01.019
million gun pointed at his head. He spread the

00:18:01.019 --> 00:18:03.400
risk. And he grew the company massively in the

00:18:03.400 --> 00:18:07.200
process. Massive. By the IPO, they had 22 ,000

00:18:07.200 --> 00:18:11.000
apartments. A long, long way from that 15 -unit

00:18:11.000 --> 00:18:12.980
building in Ann Arbor. But the real masterpiece,

00:18:13.240 --> 00:18:16.019
the Mona Lisa of his career, you could say, came

00:18:16.019 --> 00:18:19.240
a decade later. The sale of EQ office. This is

00:18:19.240 --> 00:18:21.279
Section 3 in our notes. The sale of the century.

00:18:21.539 --> 00:18:25.819
And this is the moment. that really cements the

00:18:25.819 --> 00:18:28.240
legend. It's what everyone points to. It's 2006.

00:18:28.579 --> 00:18:31.720
The real estate market is foaming at the mouth.

00:18:31.779 --> 00:18:33.960
Prices are going up every single month. Everyone

00:18:33.960 --> 00:18:36.660
is buying. Credit is cheap. You could get a loan

00:18:36.660 --> 00:18:38.880
if you had a pulse. The bubble. We all remember

00:18:38.880 --> 00:18:41.119
it. But inside the bubble, it just feels like

00:18:41.119 --> 00:18:43.460
a party. It feels like it's never going to end.

00:18:43.900 --> 00:18:46.980
Zell, however, is looking at the numbers. He

00:18:46.980 --> 00:18:48.799
sees that the prices people are willing to pay

00:18:48.799 --> 00:18:50.960
for office buildings make absolutely no sense

00:18:50.960 --> 00:18:53.099
relative to the rent they can collect. The cap

00:18:53.099 --> 00:18:55.160
rates were compressed to historic lows. It was

00:18:55.160 --> 00:18:57.640
pure speculation. It was. So he decides to sell.

00:18:57.759 --> 00:19:00.420
Not just one building. Not a few. The whole thing.

00:19:00.519 --> 00:19:03.700
He puts his entire office portfolio, EQ office,

00:19:04.079 --> 00:19:07.460
up for sale. And he finds a buyer in the Blackstone

00:19:07.460 --> 00:19:09.960
group. Blackstone is the biggest of the big boys

00:19:09.960 --> 00:19:12.819
in private equity. They're the whale. They are.

00:19:13.200 --> 00:19:16.119
And they were hungry for assets. So in February

00:19:16.119 --> 00:19:20.220
2007, the deal closes. Zelle sells EQ office

00:19:20.220 --> 00:19:24.180
to Blackstone for $36 billion. Let that number

00:19:24.180 --> 00:19:27.680
sink in. $36 billion. It was the largest leverage

00:19:27.680 --> 00:19:29.940
buyout in history at that time. It was, and the

00:19:29.940 --> 00:19:33.660
date is the most crucial part of the story. Early

00:19:33.660 --> 00:19:36.640
2007. Right. Just months before the subprime

00:19:36.640 --> 00:19:38.400
mortgage crisis triggered the Great Recession.

00:19:38.519 --> 00:19:41.880
By late 2007, the cracks are showing. By 2008,

00:19:42.119 --> 00:19:44.319
Lehman Brothers collapses and the global economy

00:19:44.319 --> 00:19:47.200
just melts down. Commercial real estate values

00:19:47.200 --> 00:19:50.720
plummeted. They fell 30, 40, sometimes 50 percent.

00:19:50.759 --> 00:19:53.660
Just wiped out. If he had waited 12 months. Yeah.

00:19:53.740 --> 00:19:56.140
Even six months. The deal would have evaporated.

00:19:56.160 --> 00:19:58.960
Gone. The company might have gone bankrupt. Instead,

00:19:59.039 --> 00:20:00.960
he walked away with billions and billions in

00:20:00.960 --> 00:20:03.619
cash at the absolute tippy top peak of the market.

00:20:03.930 --> 00:20:06.109
It is widely considered one of the greatest sells

00:20:06.109 --> 00:20:08.430
in the history of Wall Street. And it wasn't

00:20:08.430 --> 00:20:10.230
luck, was it? Our sources are pretty clear on

00:20:10.230 --> 00:20:11.890
that. It was that same instinct from the Playboy

00:20:11.890 --> 00:20:13.950
days. This asset is overpriced here. I'm getting

00:20:13.950 --> 00:20:16.470
out. It's discipline. He had a famous saying,

00:20:16.609 --> 00:20:20.329
liquidity equals value. He valued the ability

00:20:20.329 --> 00:20:23.089
to get out more than the potential to squeeze

00:20:23.089 --> 00:20:25.990
the last dollar of profit from a deal. And that

00:20:25.990 --> 00:20:28.130
discipline saved him. But he didn't sell everything.

00:20:28.289 --> 00:20:30.690
He kept the mobile homes, which I find fascinating.

00:20:30.990 --> 00:20:33.269
Equity lifestyle properties. This is my favorite

00:20:33.269 --> 00:20:35.589
part of his portfolio because it is so unsexy.

00:20:35.910 --> 00:20:38.190
Mobile home parks. Trailer parks, essentially.

00:20:38.450 --> 00:20:41.210
Yes. He owned over 400 of them. And here's why

00:20:41.210 --> 00:20:44.230
they are a genius business model. If you own

00:20:44.230 --> 00:20:46.450
an apartment building and you jack up the rent

00:20:46.450 --> 00:20:48.829
by 20 percent, the tenant moves down the street.

00:20:49.230 --> 00:20:52.049
It costs maybe $500 to move a couch and a bed.

00:20:52.210 --> 00:20:55.069
Right. High turnover. But in a mobile home park,

00:20:55.269 --> 00:20:58.829
the tenant owns the home, the physical box. But

00:20:58.829 --> 00:21:01.430
Zell owns the land under it. To move a mobile

00:21:01.430 --> 00:21:03.750
home costs thousands and thousands of dollars.

00:21:03.950 --> 00:21:06.430
It often damages or destroys the home. So they

00:21:06.430 --> 00:21:08.710
can't leave. They never leave. It is a captive

00:21:08.710 --> 00:21:11.109
audience. The cash flow is incredibly stable

00:21:11.109 --> 00:21:15.049
and predictable. It's an annuity. That is diabolically

00:21:15.049 --> 00:21:18.170
smart. And it's recession -proof. When the economy

00:21:18.170 --> 00:21:21.769
tanks, people downsize into mobile homes, demand

00:21:21.769 --> 00:21:24.910
actually goes up. Zell didn't care about the

00:21:24.910 --> 00:21:28.150
prestige of owning the shiny skyscraper. He cared

00:21:28.150 --> 00:21:30.490
about the reliability of the check clearing every

00:21:30.490 --> 00:21:32.750
month. It really fits his persona, doesn't it?

00:21:33.130 --> 00:21:35.369
Unpretentious, cash flow heavy assets that other

00:21:35.369 --> 00:21:37.849
people might, you know, look down on. Value is

00:21:37.849 --> 00:21:40.289
value wherever you find it. And that philosophy

00:21:40.289 --> 00:21:42.779
didn't stop at real estate. This is where we

00:21:42.779 --> 00:21:44.819
see Zell the corporate raider. Right, because

00:21:44.819 --> 00:21:46.660
once you have that much capital and that much

00:21:46.660 --> 00:21:48.859
confidence from a sale like the Blackstone deal,

00:21:49.059 --> 00:21:51.559
you start looking at other sectors. In 1991,

00:21:51.880 --> 00:21:54.420
even before the big sale, he started the Zell

00:21:54.420 --> 00:21:57.400
Chilmark Fund. The goal was to invest in distressed

00:21:57.400 --> 00:22:00.299
securities, junk bonds, companies in bankruptcy.

00:22:00.539 --> 00:22:03.380
He was applying the grave dancer logic to corporate

00:22:03.380 --> 00:22:05.359
America. What were some of the companies on his

00:22:05.359 --> 00:22:08.099
shopping list? It's a real nostalgia trip. Schwinn

00:22:08.099 --> 00:22:10.670
Bicycle Company. The bike company, the one we

00:22:10.670 --> 00:22:12.869
all had as kids. Yes, they were in bankruptcy.

00:22:13.069 --> 00:22:16.990
He acquired them for $60 million in 1993. Four

00:22:16.990 --> 00:22:19.029
years later, he sold the company for $86 million.

00:22:19.670 --> 00:22:22.509
Not a bad return at all. Not bad for a side hustle.

00:22:22.789 --> 00:22:25.029
He did it with the Revco drugstores. They were

00:22:25.029 --> 00:22:27.630
in a messy bankruptcy. He invested $250 million.

00:22:28.170 --> 00:22:30.650
When Rite Aid eventually bought the brand, he

00:22:30.650 --> 00:22:34.960
walked away with $363 .8 million. So he also

00:22:34.960 --> 00:22:37.420
got into radio with a company called Jicor and

00:22:37.420 --> 00:22:39.859
department stores with Carter Hawley. The strategy

00:22:39.859 --> 00:22:42.119
was always consistent. You buy the debt when

00:22:42.119 --> 00:22:44.539
the company is on its back. That gives you leverage.

00:22:44.900 --> 00:22:47.140
Then you take control of the equity during the

00:22:47.140 --> 00:22:49.660
restructuring. You fix the balance sheet and

00:22:49.660 --> 00:22:52.460
you sell to a strategic buyer. It worked in real

00:22:52.460 --> 00:22:54.140
estate and for a while it worked in corporate

00:22:54.140 --> 00:22:57.380
private equity. OK, so by 2007, Sam Zell is on

00:22:57.380 --> 00:22:59.819
top of the world. He's the genius who timed the

00:22:59.819 --> 00:23:02.240
market perfectly. He has billions in the bank.

00:23:02.640 --> 00:23:05.119
He has this bulletproof reputation as the grave

00:23:05.119 --> 00:23:07.660
dancer who can fix anything. And I feel like

00:23:07.660 --> 00:23:10.339
this is the exact moment where hubris enters

00:23:10.339 --> 00:23:13.000
the chat. It is the classic Greek tragedy arc,

00:23:13.079 --> 00:23:14.779
isn't it? You conquer the world and you start

00:23:14.779 --> 00:23:17.900
to think you can walk on water. Or in Sanzel's

00:23:17.900 --> 00:23:20.400
case, walk on ink. He turned his eyes toward

00:23:20.400 --> 00:23:22.440
the media industry. The Tribune Company. This

00:23:22.440 --> 00:23:24.940
is an American institution. A shine. The Chicago

00:23:24.940 --> 00:23:28.960
Tribune. Yeah. The LA Times. Newsday. The Baltimore

00:23:28.960 --> 00:23:32.440
Sun. They owned the Chicago Cubs. They owned

00:23:32.440 --> 00:23:34.759
Wrigley Field. It was corporate royalty. But

00:23:34.759 --> 00:23:37.660
it was a distressed asset, a falling angel. It

00:23:37.660 --> 00:23:40.500
was, absolutely. The internet was just eating

00:23:40.500 --> 00:23:42.660
newspapers alive. Classified ads were moving

00:23:42.660 --> 00:23:45.119
to Craigslist. Readership was dropping. Revenue

00:23:45.119 --> 00:23:47.680
was in a nosedive. Zell looked at this and thought,

00:23:47.779 --> 00:23:50.099
it's just another distressed asset. It's just

00:23:50.099 --> 00:23:52.339
another building with bad management. I can fix

00:23:52.339 --> 00:23:55.460
this. But a newspaper isn't a building. No. A

00:23:55.460 --> 00:23:57.720
building doesn't have an editorial board. A building

00:23:57.720 --> 00:23:59.579
doesn't have a sacred public service mission.

00:23:59.680 --> 00:24:01.859
And a building's value isn't based on how many

00:24:01.859 --> 00:24:03.480
people read it every morning with their coffee.

00:24:03.779 --> 00:24:06.500
Zell applied his real estate playbook to a media

00:24:06.500 --> 00:24:09.319
company and it was a catastrophe. Let's break

00:24:09.319 --> 00:24:11.220
down the deal because the financial structure

00:24:11.220 --> 00:24:14.259
here is infamous. It was an ESOP, right? An employee

00:24:14.259 --> 00:24:17.079
stock ownership plan. Yes, and that sounds good,

00:24:17.140 --> 00:24:19.759
doesn't it? An ESOP is usually a nice way to

00:24:19.759 --> 00:24:22.380
give employees a stake in the company, but Zell

00:24:22.380 --> 00:24:24.940
used it as a tax shield. It was a very complex

00:24:24.940 --> 00:24:27.680
maneuver. By structuring the company as an S

00:24:27.680 --> 00:24:30.359
-corporation owed by an ESOP, the Tribune company

00:24:30.359 --> 00:24:33.200
would theoretically pay zero federal income taxes.

00:24:33.720 --> 00:24:36.160
Okay, that sounds clever from a tax perspective.

00:24:36.220 --> 00:24:39.220
It is clever. but the purchase price was $8 .2

00:24:39.220 --> 00:24:42.500
billion. And here is the kicker, the part that

00:24:42.500 --> 00:24:44.720
everyone always remembers. How much of his own

00:24:44.720 --> 00:24:47.920
money did Sam Zell put in? I'm guessing to control

00:24:47.920 --> 00:24:50.809
an asset. that big, at least a billion, maybe

00:24:50.809 --> 00:24:55.269
two. $315 million? Wait, he bought an $8 .2 billion

00:24:55.269 --> 00:24:59.190
company for $315 million. How is that even possible?

00:24:59.509 --> 00:25:02.049
He used leverage, massive, massive leverage.

00:25:02.210 --> 00:25:04.890
He loaded the company up with $8 billion in new

00:25:04.890 --> 00:25:07.349
debt to pay off the old shareholders. So the

00:25:07.349 --> 00:25:09.549
company is now swimming in debt and Zell controls

00:25:09.549 --> 00:25:11.890
it for a tiny fraction of the cost. That sounds

00:25:11.890 --> 00:25:13.869
like buying a mansion with a credit card and

00:25:13.869 --> 00:25:15.789
then making the mansion pay the credit card bill.

00:25:16.009 --> 00:25:18.990
That is exactly what an LBO, a leveraged buyout,

00:25:19.009 --> 00:25:21.549
is. And if the mansion or the newspaper keeps

00:25:21.549 --> 00:25:24.470
making money, it works. You pay down the debt

00:25:24.470 --> 00:25:27.170
and you look like a genius. But if the revenue

00:25:27.170 --> 00:25:30.789
drops... And this is late 2007. The revenue didn't

00:25:30.789 --> 00:25:33.369
just drop, it fell off a cliff. The Great Recession

00:25:33.369 --> 00:25:36.289
hit. Car dealerships stopped advertising. Department

00:25:36.289 --> 00:25:38.829
stores stopped advertising. The cash flow that

00:25:38.829 --> 00:25:41.029
was supposed to service that massive debt...

00:25:41.259 --> 00:25:44.519
Just it vanished. But before the financial collapse,

00:25:44.680 --> 00:25:47.279
there was a culture shock. Zell brings in his

00:25:47.279 --> 00:25:49.559
people. He brings in Randy Michaels, the CEO.

00:25:50.119 --> 00:25:52.960
Randy Michaels was a former radio DJ, a shock

00:25:52.960 --> 00:25:55.460
jock executive. He had zero newspaper experience.

00:25:55.740 --> 00:25:57.460
Putting a shock jock in charge of the Chicago

00:25:57.460 --> 00:25:59.920
Tribune, I mean, that's a choice. It was a disaster.

00:26:00.099 --> 00:26:01.819
The culture clash was nuclear. You have these

00:26:01.819 --> 00:26:04.440
Pulitzer Prize winning journalists who take their

00:26:04.440 --> 00:26:07.480
job as a public trust very, very seriously. And

00:26:07.480 --> 00:26:09.720
then you have Michaels and his crew who, according

00:26:09.720 --> 00:26:11.980
to the numerous reports, turned the executive

00:26:11.980 --> 00:26:15.220
suites into a frat house. The notes mention poker

00:26:15.220 --> 00:26:18.819
parties. Not just poker parties. They held these

00:26:18.819 --> 00:26:22.160
lavish. beer and poker parties in the office

00:26:22.160 --> 00:26:25.720
of Colonel Robert R. McCormick. McCormick was

00:26:25.720 --> 00:26:28.380
the legendary publisher of the Tribune. His office

00:26:28.380 --> 00:26:31.559
was a historic shrine to journalism. People were

00:26:31.559 --> 00:26:33.400
reverent about it. And they were treating it

00:26:33.400 --> 00:26:35.539
like a Vegas suite. It was a form of symbolic

00:26:35.539 --> 00:26:38.559
desecration. It sent a message, the old rules

00:26:38.559 --> 00:26:41.420
don't matter anymore. But the behavior went way

00:26:41.420 --> 00:26:44.210
beyond disrespect. There were serious allegations

00:26:44.210 --> 00:26:47.190
of a hostile workplace. Reports of executives

00:26:47.190 --> 00:26:50.029
openly discussing the sexual suitability of female

00:26:50.029 --> 00:26:53.329
employees. It was ugly. And meanwhile, they are

00:26:53.329 --> 00:26:56.670
firing people by the thousands. 4 ,200 layoffs.

00:26:56.750 --> 00:26:58.809
They are gutting the newsrooms to try and pay

00:26:58.809 --> 00:27:00.869
the interest on the debt. So you have this bizarre,

00:27:00.950 --> 00:27:03.069
toxic situation where executives are getting

00:27:03.069 --> 00:27:05.609
huge bonuses and partying in the shrine, while

00:27:05.609 --> 00:27:07.329
the actual journalists who create the product

00:27:07.329 --> 00:27:09.970
are packing up their desks. The morale was non

00:27:09.970 --> 00:27:11.789
-existent. And financially, it just couldn't

00:27:11.789 --> 00:27:14.950
hold. No way. It lasted less than a year. In

00:27:14.950 --> 00:27:17.309
December 2008, the Tribune Company filed for

00:27:17.309 --> 00:27:19.970
Chapter 11 bankruptcy. One year. He bought it

00:27:19.970 --> 00:27:22.009
at the end of 07, and it's bankrupt by the end

00:27:22.009 --> 00:27:26.200
of 08. One year, it listed $7 .6 billion in assets

00:27:26.200 --> 00:27:30.200
against $13 billion in debt. It was, and I believe

00:27:30.200 --> 00:27:32.559
still is, the largest bankruptcy in the history

00:27:32.559 --> 00:27:34.740
of the American media industry. So Zell loses

00:27:34.740 --> 00:27:39.220
his $315 million. He does. Which, let's be honest,

00:27:39.259 --> 00:27:41.000
for him was a bad day at the office, but not

00:27:41.000 --> 00:27:43.839
a fatal one. He's worth billions. But the employees.

00:27:44.670 --> 00:27:46.829
Their pensions, their retirement savings were

00:27:46.829 --> 00:27:49.849
tied up in that ESOP. The stock became worthless.

00:27:50.009 --> 00:27:52.049
They lost everything. That is the dark side of

00:27:52.049 --> 00:27:54.450
leverage, isn't it? If you win, you win big with

00:27:54.450 --> 00:27:56.569
other people's money. If you lose, the house

00:27:56.569 --> 00:27:58.509
burns down, but the arsonist might just walk

00:27:58.509 --> 00:28:01.609
away with singed eyebrows. And legally, it dragged

00:28:01.609 --> 00:28:05.509
on for a decade. In 2019, Zell and other executives

00:28:05.509 --> 00:28:08.869
settled a lawsuit for $200 million. The allegation

00:28:08.869 --> 00:28:11.720
was fraudulent transfer. essentially, that they

00:28:11.720 --> 00:28:13.400
structured the deal in a way that looted the

00:28:13.400 --> 00:28:15.539
company's value while knowing, or they should

00:28:15.539 --> 00:28:17.259
have known, that it couldn't survive the debt

00:28:17.259 --> 00:28:19.599
load. They paid $200 million to make it go away.

00:28:19.880 --> 00:28:22.460
Which is, you know, it's not a legal admission

00:28:22.460 --> 00:28:24.299
of guilt, but it's an admission that things went

00:28:24.299 --> 00:28:27.500
very, very wrong. The Tribune deal is the great

00:28:27.500 --> 00:28:30.339
stain on the legacy. It proves that you can be

00:28:30.339 --> 00:28:33.240
a genius in one sector real estate and a complete

00:28:33.240 --> 00:28:36.059
fool in another media. He misread the industry,

00:28:36.240 --> 00:28:39.039
he misread the culture, and he catastrophically

00:28:39.039 --> 00:28:41.440
misread the economy. It's a slice of humble pie

00:28:41.440 --> 00:28:43.839
the size of Wrigley Field. Speaking of which,

00:28:43.900 --> 00:28:45.839
they had to sell the Cubs during all this, right?

00:28:46.039 --> 00:28:48.700
They did. That was one of the few good assets

00:28:48.700 --> 00:28:51.259
they could liquidate to pay creditors. They sold

00:28:51.259 --> 00:28:54.019
the Chicago Cubs, Wrigley Field, and a stake

00:28:54.019 --> 00:28:56.980
in Comcast Sportsnet Chicago to the Ricketts

00:28:56.980 --> 00:29:00.099
family for about $900 million during the bankruptcy

00:29:00.099 --> 00:29:03.160
proceedings. So the Ricketts family has Sam Zell's

00:29:03.160 --> 00:29:05.940
bad debt to thank for owning the Cubs and eventually

00:29:05.940 --> 00:29:07.980
winning a World Series. In a roundabout way,

00:29:08.059 --> 00:29:10.890
yes. History is funny like that. Let's pivot

00:29:10.890 --> 00:29:13.349
to the man himself, because we've painted a picture

00:29:13.349 --> 00:29:15.490
of a ruthless calculator, but humans are complex.

00:29:15.809 --> 00:29:19.630
And Sam Zell was... Well, he was a character.

00:29:19.869 --> 00:29:21.710
He was not your typical country club billionaire.

00:29:22.009 --> 00:29:24.769
He didn't play golf, he rode motorcycles. Very

00:29:24.769 --> 00:29:28.359
fast motorcycles. Wells Angels. Yes. He organized

00:29:28.359 --> 00:29:31.339
these trips. Every year, he'd get a group of

00:29:31.339 --> 00:29:35.359
his high net worth friends, tycoons, CEOs, powerful

00:29:35.359 --> 00:29:37.960
people, and they'd ship their motorcycles to

00:29:37.960 --> 00:29:39.380
some remote part of the world, you know, the

00:29:39.380 --> 00:29:42.700
Andes or New Zealand, and just ride. The image

00:29:42.700 --> 00:29:44.799
of a bunch of billionaires in leather jackets

00:29:44.799 --> 00:29:46.720
tearing through the mountains, it's like a movie.

00:29:46.859 --> 00:29:48.960
It's wild. It speaks to his need for adrenaline.

00:29:49.470 --> 00:29:51.849
He famously rode a Ducati to work in downtown

00:29:51.849 --> 00:29:54.329
Chicago. There's a story in the notes about him

00:29:54.329 --> 00:29:57.230
doing 145 miles per hour across the pampas in

00:29:57.230 --> 00:29:59.890
South America. At 145 miles per hour, if you

00:29:59.890 --> 00:30:01.829
hit a pebble, you're dead. There's no margin

00:30:01.829 --> 00:30:04.130
for error. That's the point. He was addicted

00:30:04.130 --> 00:30:06.930
to risk. Whether it was financial leverage or

00:30:06.930 --> 00:30:09.430
motorcycle speed, he needed to feel the edge.

00:30:09.589 --> 00:30:12.430
He also skied, played racquetball, played paintball.

00:30:12.529 --> 00:30:15.369
He lived loud. And he spoke loud. Oh, the language.

00:30:15.880 --> 00:30:18.519
He was famous for it. Salty is the polite word.

00:30:18.680 --> 00:30:20.980
Vulgar is probably more accurate. He did not

00:30:20.980 --> 00:30:23.700
care about politeness or corporate speak. He

00:30:23.700 --> 00:30:26.099
titled his book, Am I Being Too Subtle? Straight

00:30:26.099 --> 00:30:28.339
talk from a business rebel. Which is clearly

00:30:28.339 --> 00:30:30.839
a rhetorical question. Subtlety was not his thing.

00:30:31.099 --> 00:30:33.720
Exactly. He was a rebel to his core. He wore

00:30:33.720 --> 00:30:36.160
jeans to board meetings. He wanted to disrupt

00:30:36.160 --> 00:30:38.859
the stuffy corporate atmosphere. He enjoyed being

00:30:38.859 --> 00:30:40.660
the bull in the china shop. But then you look

00:30:40.660 --> 00:30:42.240
at his checkbook and you see a completely different

00:30:42.240 --> 00:30:45.529
side. The philanthropy. It was massive. Yeah.

00:30:45.869 --> 00:30:48.390
And very targeted. Right. He gave huge amounts

00:30:48.390 --> 00:30:51.349
of money to education. The Zell Lurie Institute

00:30:51.349 --> 00:30:53.609
at the University of Michigan. The Zell Lurie

00:30:53.609 --> 00:30:56.029
Real Estate Center at Wharton. He wanted to teach

00:30:56.029 --> 00:30:58.470
the next generation how to be entrepreneurs like

00:30:58.470 --> 00:31:01.130
him. He was trying to clone himself in a way.

00:31:01.210 --> 00:31:03.930
I think so, yes. He funded programs that taught

00:31:03.930 --> 00:31:06.930
action, not just theory. He wanted to create

00:31:06.930 --> 00:31:09.970
more deal makers. And he never forgot his roots.

00:31:10.519 --> 00:31:13.420
He gave millions to Jewish causes. He donated

00:31:13.420 --> 00:31:16.079
to the Herslia Interdisciplinary Center in Israel.

00:31:16.440 --> 00:31:18.740
He named a high school in the Chicago suburbs

00:31:18.740 --> 00:31:21.759
after his mother, Rochelle Zell Jewish High School.

00:31:21.900 --> 00:31:24.200
He honored that struggle his parents went through.

00:31:24.339 --> 00:31:26.859
It's that paradox again. The guy who would gut

00:31:26.859 --> 00:31:29.240
a newspaper to save a buck is the same guy donating

00:31:29.240 --> 00:31:31.720
millions to educate children and preserve Jewish

00:31:31.720 --> 00:31:34.619
history. It's hard to reconcile. And politically,

00:31:34.839 --> 00:31:37.400
he was just as confusing. He was generally a

00:31:37.400 --> 00:31:40.759
conservative, a libertarian, really. He donated

00:31:40.759 --> 00:31:43.599
to Restore Our Future, which supported Mitt Romney.

00:31:44.039 --> 00:31:47.000
He disliked government regulation, which makes

00:31:47.000 --> 00:31:49.019
perfect sense for a real estate developer. But

00:31:49.019 --> 00:31:52.259
then in 2019, he donates to Lori Lightfoot for

00:31:52.259 --> 00:31:56.160
mayor of Chicago. A progressive, black, lesbian

00:31:56.160 --> 00:31:59.500
Democrat. It was the last person anyone expected

00:31:59.500 --> 00:32:02.579
him to support. It shocked people. It did. But

00:32:02.579 --> 00:32:05.339
his wife, Helen, was more liberal. Zell once

00:32:05.339 --> 00:32:07.319
joked that he leaned right and she leaned left.

00:32:07.920 --> 00:32:10.039
But the Lightfoot donation might have been pragmatic.

00:32:10.779 --> 00:32:13.019
He's a Chicago guy through and through. He cared

00:32:13.019 --> 00:32:15.140
about the city. Maybe he thought she was the

00:32:15.140 --> 00:32:17.059
best choice for the city at that time, regardless

00:32:17.059 --> 00:32:19.019
of party. Or maybe he just liked to fight her.

00:32:19.539 --> 00:32:21.720
Lightfoot was known for being tough and abrasive.

00:32:21.839 --> 00:32:24.099
That's a great point. He respected grit above

00:32:24.099 --> 00:32:26.519
almost anything else. He probably saw a bit of

00:32:26.519 --> 00:32:29.579
himself in her in that sense. So Sam Zell dies

00:32:29.579 --> 00:32:33.579
in May 2023. He's 81 years old. He leaves behind

00:32:33.579 --> 00:32:36.779
a net worth of roughly $5 .2 billion. A long,

00:32:36.779 --> 00:32:38.900
long way from that refugee boat his parents were

00:32:38.900 --> 00:32:41.549
on. When we step back and look at the whole arc,

00:32:41.670 --> 00:32:43.890
the escape from the Nazis, the Playboy hustle,

00:32:44.049 --> 00:32:46.569
the billions in real estate, the Tribune disaster,

00:32:46.829 --> 00:32:49.390
the motorcycles, what is the takeaway? What's

00:32:49.390 --> 00:32:51.750
the final lesson from his life? I think the takeaway

00:32:51.750 --> 00:32:54.170
is about the nature of value, with a capital

00:32:54.170 --> 00:32:58.029
V. Sam Zell had this unique, almost supernatural

00:32:58.029 --> 00:33:00.710
gift for seeing financial value where others

00:33:00.710 --> 00:33:04.019
saw garbage. He saw value in a bankrupt building.

00:33:04.180 --> 00:33:07.180
He saw value in a trailer park. He saw value

00:33:07.180 --> 00:33:09.180
in a complicated tax loophole. He also has a

00:33:09.180 --> 00:33:11.559
but. But he also showed the limits of that worldview.

00:33:11.819 --> 00:33:14.440
When you treat everything as just a financial

00:33:14.440 --> 00:33:16.740
asset, when you treat a newspaper like a trailer

00:33:16.740 --> 00:33:19.680
park, you miss the intangible value. You miss

00:33:19.680 --> 00:33:22.339
the culture. You miss the human element. And

00:33:22.339 --> 00:33:24.579
that can lead to absolute disaster. The grave

00:33:24.579 --> 00:33:27.000
dancer strategy works great on graves. It doesn't

00:33:27.000 --> 00:33:29.220
work so well on living, breathing institutions.

00:33:29.779 --> 00:33:32.299
Precisely. He proved that high risk leads to

00:33:32.299 --> 00:33:34.700
high reward, but it also guarantees that eventually

00:33:34.700 --> 00:33:37.960
you will crash. He crashed the Tribune, but he

00:33:37.960 --> 00:33:40.440
survived. He always survived. And that brings

00:33:40.440 --> 00:33:43.240
us to the big question for you listening. We

00:33:43.240 --> 00:33:45.660
are living in an era now where everything is

00:33:45.660 --> 00:33:48.240
data driven. Algorithms make buying decisions.

00:33:48.680 --> 00:33:51.279
High frequency trading dominates the market.

00:33:51.539 --> 00:33:54.640
Is there still room for a Sam Zell? Is there

00:33:54.640 --> 00:33:57.380
still room for the gut instinct cowboy who rides

00:33:57.380 --> 00:33:59.740
a Ducati and buys things because he just feels

00:33:59.740 --> 00:34:02.500
the market turning? Or was he the last of a dying

00:34:02.500 --> 00:34:05.480
breed? And maybe more importantly, if there is

00:34:05.480 --> 00:34:07.740
still room for them, should we let them buy our

00:34:07.740 --> 00:34:09.840
newspapers? That is the question. Thanks for

00:34:09.840 --> 00:34:11.780
diving deep with us today into the life of the

00:34:11.780 --> 00:34:13.019
Grave Dancer. See you next time.
