WEBVTT

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Welcome back to the Deep Dive. We've got a stack

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of research on the desk today that is, frankly,

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a little overwhelming. We're not just looking

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at a company. We're looking at the digital equivalent

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of, I don't know, the Roman Empire. That is a

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very, very apt comparison. We are looking at

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massive expansion, absolute dominance, and then

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a collapse that was just as spectacular and,

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you know. perhaps just as inevitable as the rise.

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We are talking, of course, about Yahoo. And for

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anyone listening who might be on the younger

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side, say under 30, you might know Yahoo as what

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that finance site or the email address my dad

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uses. It feels like a legacy brand, something

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that's just always been there in the background.

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But the documents we have here, they paint a

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picture of a company that was, for a specific

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generation, the absolute ruler of the internet.

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It wasn't just a website. It was the front door

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to the entire online world. It really was. In

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the mid -90s, if you were going online, you were

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starting at Yahoo. There was no Googling something.

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You Yahoo'd it. And the trajectory we're going

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to trace today from a hobby in a trailer at Stanford

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to a $125 billion behemoth and then to a cautionary

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tale of lost identity is honestly one of the

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most complex business stories of the last 30

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years. And we're going to cover all of it. The

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meteoric rise, the billions of dollars left on

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the table. And let me tell you, the What ifs

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in this story are going to physically hurt to

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hear? Oh, they are painful. And then there's

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the identity crisis that just tore the company

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apart from the inside. But we're also going to

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spend some serious time on the darker chapters,

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the human rights violations in China. and the

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security breaches that exposed 3 billion people.

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3 billion. The China files are particularly heavy.

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It's a side of the story that often gets buried

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under the business failure narrative, but it's

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crucial to understanding the ethical drift that

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happened as the company grew desperate to, you

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know, maintain its footing. So let's start at

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the very beginning. It's January 1994, the dawn

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of the consumer web. We have two electrical engineering

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grad students at Stanford University, Jerry Yang,

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And David Filo. And they're supposed to be writing

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their dissertations. Supposed to be. Right, supposedly.

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But like all great tech founders, they are procrastinating.

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They're spending all their time surfing this

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new thing called the World Wide Web. And you

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have to remember, the web back then was tiny.

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It was disorganized. It was like a library where

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all the books had been dumped in a pile on the

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floor. There was no rhyme or reason to it. It

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was the Wild West. You'd click a link and it

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would be dead. Or it would lead to something

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completely random. Exactly. So they decided to

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build a card catalog. They wanted to make sense

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of the mess. They started a list. Initially,

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it was called Jerry and David's Guide to the

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World Wide Web. Catchy. Rolls right off the tongue.

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Very nostalgic. But they quickly realized they

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needed a better name. They settled on Yahoo.

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Now, there's a bit of a debate in the sources

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about the origin here, and it actually tells

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you a lot about the dual nature of the company

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right from the start. I saw that. There's the

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engineering explanation, and then there's the

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literary explanation. The engineering one is

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a classic backronym, an acronym made up after

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the fact to sound clever. Yet another hierarchically

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organized oracle. Which is incredibly nerdy.

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Just peak Stanford engineering student. Oh, completely.

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But that phrase, hierarchically organized, that's

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the key. We have to come back. to that because

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it defines their entire technology, their whole

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worldview. It really does. But they didn't really

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like that explanation, did they? No. Yang and

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Philo insist the real inspiration came from Jonathan

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Swift's Gulliver's Travels. In the book, a yahoo

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is this rude, unsophisticated, uncouth creature.

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A brute. A brute. And apparently Philo was from

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Louisiana and the term was used as slang there

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for a sort of rural, rowdy southerner. They liked

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the rebellious, anti -corporate vibe of it. Which

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is so ironic considering they were at Stanford,

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the epicenter of what would become the most corporate

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environment on earth. But it fits the 90s web

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aesthetic. It was playful. It wasn't sterile

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yet. Not at all. And that hierarchically organized

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part you mentioned, that is the single most important

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thing to understand about early Yahoo. It wasn't

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a search engine. Not really. It was a directory.

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Let's break that down for the listener. Because

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the distinction between a directory and a search

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engine is arguably the seed of why Yahoo eventually

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lost the war. Think of it this way. A search

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engine, like what Google is today, uses a crawler,

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a bot to scan billions of pages automatically,

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and uses an algorithm to rank them based on keywords

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and links. It's automated. It scales infinitely.

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A directory is manual. Jerry and David were literally

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sitting in a trailer reading websites and deciding,

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okay, this goes under arts humanities literature.

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So it was a curated experience. It was human

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editorial judgment. Someone actually looked at

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the site and said, yes, this is a good site about

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basketball. Precisely. And in 1994 and 1995,

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that was actually superior. The web was full

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of junk and broken links. You didn't want an

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algorithm giving you 10 ,000 random results.

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You wanted a human to tell you, these are the

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five cool basketball sites that actually work.

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That human touch was their value proposition.

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And the market went crazy for it. They incorporated

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in March 1995. They went public in April 1996.

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And the stock chart looks like a vertical line.

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It's the definition of the dot -com boom. It's

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the poster child. The stock rose 600 % in two

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years. By January 2000, at the peak of the bubble,

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it hit an all -time high of $118 .75 a share.

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And the valuation? They were valued at roughly

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$125 billion. $125 billion. Put that in perspective

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for the time. That was larger than Ford, Chrysler,

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and GM combined. For a company that made lists.

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It's just unbelievable. Well, by then they had

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morphed, and this is the first major strategic

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pivot. They stopped just being a directory and

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decided to become a portal. The portal strategy.

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This was the buzzword of the late 90s. Everyone

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wanted to be a portal. AOL, excite Lycos. Everyone.

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The idea was simple. We don't want you to just

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search and leave. We want you to live here. They

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wanted to be the operating system of your life.

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They bought rocket mail to give you email. They

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built Yahoo Finance, Yahoo Sports, Yahoo News.

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The goal was to maximize time on site. Stickiness.

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That was the metric everyone was obsessed with.

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How long can we keep a user on our pages? Right.

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Because if you are looking at ads on Yahoo pages,

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they make money. If you search for something

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and leave to go to another website, they don't.

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This economic incentive, keeping people trapped

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in the Yahoo garden, is what eventually blinded

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them to the next revolution. They were building

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a walled city while the rest of the world was

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building highways. That's a perfect way to put

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it. Which brings us to section two, the what

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-ifs, the missed opportunities. I looked at the

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numbers in the outline and I actually winced.

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It's painful to read. Okay, let's start with

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the big one, the one that everyone knows, but

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the details are even worse than you remember.

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Let's talk about Google. It is brutal. It's a

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masterclass in how success can make you risk

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-averse and blind to disruption. So it's 1998.

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Two other Stanford students, Larry Page and Sergey

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Brin, have a project called BackRub, which they

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eventually rename Google. Right. And their technology

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is fundamentally different. It's not a directory.

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It's an algorithm that ranks pages based on citations,

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how many other pages link to it. It's like a

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peer review system for the web. And they know

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it's better. So they go to Yahoo to pitch it.

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They essentially said, hey, we have this algorithm.

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It's better technology. Do you want to buy it?

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A price tag. One million dollars. One million

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dollars for Google. And Yahoo said no. Why? I

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mean, even in 1998, a million dollars for a tech

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acquisition was not huge money for a company

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like Yahoo. It was a rounding error. It wasn't

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about the money. It was about the philosophy

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we just discussed. The Yahoo executives looked

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at Google and said, wait, this engine works too

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well. It gives people the answer they want instantly,

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and then it sends them away to that website.

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It violated the portal strategy, the stickiness

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metric. Exactly. Why would we pay a million dollars

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for a tool that reduces our user retention time?

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They saw efficient search as a bug, not a feature.

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They wanted you to browse the directory, maybe

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check your stocks, maybe read a headline. They

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didn't want you to leave. That is a staggering

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misreading of human behavior. People wanted answers,

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not a trap. They wanted the highway. not the

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walled city. It's one of the great strategic

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errors in corporate history. But it gets worse.

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It doesn't end there. Oh, no. It gets much, much

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worse. Okay, so fast forward to 2002. The dot

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-com bubble has burst. A lot of their competitors

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are dead, but Yahoo survived. Google is growing

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fast. Yahoo's new CEO, Terry Simmel, he thinks,

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okay, maybe we should buy them now. Right. He

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realizes they might have made a mistake, so he

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enters negotiations with Page and Brin. But the

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price had gone up significantly. What were they

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asking for? The Google wanted $5 billion. Okay,

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still a steal considering Google's worth nearly

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$2 trillion today. But $5 billion is a lot more

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than $1 million. It is. But Yahoo was still a

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giant. They could have done it. But Semmel, he

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balked. Yahoo offered $3 billion. They haggled.

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Over the company that would define the next two

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decades of the Internet, they tried to save...

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a couple billion dollars. They haggled. Semmel

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thought $5 billion was too rich. He held firm

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at $3 billion. And Google's founders, who frankly

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weren't crazy about selling anyway because they

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knew what they had, they just walked away. They

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let Google go over a $2 billion difference. It's

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hard to wrap your head around that level of short

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-sightedness. It's the classic error of valuing

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a company based on its current revenue rather

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than its strategic threat. They didn't see that

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Google wasn't just another website. It was a

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utility that would underlie the entire digital

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economy. They were looking at the balance sheet,

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not the future. But the missed opportunities

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weren't just about buying. They were about selling,

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too. Oh, yes. The other side of the coin. Fast

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forward again. It's 2008. Yahoo is struggling.

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Google is absolutely dominant. And a different

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giant comes knocking. Microsoft. Microsoft was

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terrified of Google's dominance in search and

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advertising. They saw it as an existential threat

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to their whole business. They needed a weapon

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to fight back. So in February 2008, Steve Ballmer,

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the CEO of Microsoft, makes a hostile bid. And

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the number? $44 .6 billion for Yahoo. Nearly

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$45 billion. in cash and stock a massive premium

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over their stock price at the time it was a lifeline

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a golden parachute a chance to be part of something

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huge and competitive again and yahoo said Jerry

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Yang, who was CEO at the time, said it substantially

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undervalues us. They rejected it. They said $45

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billion wasn't enough. They held out for more.

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Microsoft actually bumped the offer to around

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$47 billion, but Yahoo wanted $50 billion plus.

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They leaked memos. They tried to rally shareholders.

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It was a soap opera. They got greedy or delusional.

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They were delusional. They still believe they

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were the ruler of the internet from 1999. They

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didn't realize the market had moved on. Microsoft

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got frustrated and walked away. And looking at

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the notes here. The stock crashed immediately

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after. It fell off a cliff. The shareholders

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were furious. And as we'll see later, when they

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finally did sell the core business, it was for

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about 10 percent of that Microsoft offer. A tenth.

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This is a perfect lead into the identity crisis.

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You touched on it with the portal concept, but

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the sources highlight this content internal war.

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Is Yahoo a technology company or is it a media

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company? This is the schizophrenia that killed

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them. In Silicon Valley, engineering is king.

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Google was an engineering company. They solved

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hard computer science problems. Yahoo, especially

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under Terry Semel, who came from Hollywood, he

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was a Warner Bros. executive, started acting

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like a media conglomerate. They thought content

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is king. Let's buy content. Right. So they went

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on these massive spending sprees to buy content

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and platforms. In 1999, at the height of the

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bubble, they bought Broadcast .com. This was

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Mark Cuban's company. For $5 .7 billion. $5 .7

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billion. Explain what Broadcast .com was for

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context, because the price tag seemed insane

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even by bubble standards. The idea was putting

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radio and sports broadcasts on the Internet,

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which sounds great today. We all stream Spotify

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and watch live sports. But in 1999, most people

00:12:18.470 --> 00:12:21.929
were on 56K dial -up modems. You couldn't stream

00:12:21.929 --> 00:12:24.889
anything. You'd click play and then wait 10 minutes

00:12:24.889 --> 00:12:28.159
for 30 seconds of scratchy audio. It was... Buffering

00:12:28.159 --> 00:12:31.139
hell. Exactly. They paid nearly $6 billion for

00:12:31.139 --> 00:12:33.240
a technology that the infrastructure of the internet

00:12:33.240 --> 00:12:35.639
couldn't support yet. It's widely considered

00:12:35.639 --> 00:12:37.399
one of the worst acquisitions in the history

00:12:37.399 --> 00:12:39.940
of business. The service was eventually just

00:12:39.940 --> 00:12:43.039
shut down and absorbed. And then there's GeoCities.

00:12:43.159 --> 00:12:45.460
This one hits me right in the nostalgia. I had

00:12:45.460 --> 00:12:47.399
a GeoCities page. I think it was dedicated to

00:12:47.399 --> 00:12:50.039
Star Wars. It had the starry background and the

00:12:50.039 --> 00:12:52.779
spinning under construction gif. Everyone had

00:12:52.779 --> 00:12:54.419
one. It was part of the early web experience.

00:12:54.679 --> 00:12:57.799
Yahoo bought GeoCities in 1999 for $3. $3 .6

00:12:57.799 --> 00:13:01.480
billion. At the time, it was the third most visited

00:13:01.480 --> 00:13:04.240
site on the web. So pause here. They owned the

00:13:04.240 --> 00:13:05.899
place where millions of people were building

00:13:05.899 --> 00:13:08.340
profiles, uploading their own content, and forming

00:13:08.340 --> 00:13:10.899
communities around shared interests. Yes. They

00:13:10.899 --> 00:13:13.379
owned the precursor to social media. They had

00:13:13.379 --> 00:13:15.840
Facebook before Facebook. They had MySpace before

00:13:15.840 --> 00:13:18.059
MySpace. They had the users. They had the network

00:13:18.059 --> 00:13:20.659
effects. But because they viewed themselves as

00:13:20.659 --> 00:13:23.080
a media portal, they didn't know what to do with

00:13:23.080 --> 00:13:25.919
user -generated content. How so? They tried to

00:13:25.919 --> 00:13:28.700
wrap it in ads and restrict what users could

00:13:28.700 --> 00:13:30.899
do. They treated it like digital real estate

00:13:30.899 --> 00:13:33.600
that they own rather than a living social network

00:13:33.600 --> 00:13:35.919
that the users owned. They failed to invest in

00:13:35.919 --> 00:13:37.820
the tools, the community features. They just

00:13:37.820 --> 00:13:40.360
saw it as a place to serve more banner ads. And

00:13:40.360 --> 00:13:43.480
they let it rot. They did. It became a spam haven

00:13:43.480 --> 00:13:46.580
filled with pop ups. It looked dated. And then

00:13:46.580 --> 00:13:49.220
in 2009, they shut it down and deleted everything.

00:13:49.399 --> 00:13:51.799
That's a digital tragedy. Just erasing millions

00:13:51.799 --> 00:13:54.600
of pages of Internet history. People's first

00:13:54.600 --> 00:13:57.440
websites. It is. And it proves they didn't understand

00:13:57.440 --> 00:14:01.059
the shift from Web 1 .0. We talk at YouTube Web

00:14:01.059 --> 00:14:03.480
2 .0. You talk to each other. They made the same

00:14:03.480 --> 00:14:05.440
mistake with Flickr, the photo site. They bought

00:14:05.440 --> 00:14:07.659
it, neglected the community, and let Instagram

00:14:07.659 --> 00:14:10.440
eat their lunch. And even later, much later,

00:14:10.559 --> 00:14:13.320
in 2013, they tried to buy their way back into

00:14:13.320 --> 00:14:15.820
cool with Tumblr. This was under Marissa Mayer,

00:14:15.879 --> 00:14:18.139
who we will definitely discuss shortly. They

00:14:18.139 --> 00:14:21.960
dropped $1 .1 billion on Tumblr. The goal was

00:14:21.960 --> 00:14:24.519
to get the young, hip demographic that had abandoned

00:14:24.519 --> 00:14:27.299
Yahoo years ago. Did it work? Not even close.

00:14:27.379 --> 00:14:30.639
It was a total culture clash. They tried to integrate

00:14:30.639 --> 00:14:33.460
it into the Yahoo ad machine, and the user base

00:14:33.460 --> 00:14:36.629
revolted. Tumblr's culture was very specific,

00:14:36.970 --> 00:14:40.549
very RC, and very anti -corporate. Yahoo was

00:14:40.549 --> 00:14:43.149
the ultimate suit. And Mayer famously promised

00:14:43.149 --> 00:14:45.309
not to screw it up. And then they proceeded to

00:14:45.309 --> 00:14:47.169
screw it up. They couldn't figure out how to

00:14:47.169 --> 00:14:49.789
monetize it without alienating the users. They

00:14:49.789 --> 00:14:53.190
had to write down $712 million of the value just

00:14:53.190 --> 00:14:55.549
three years later. It was another failure. So

00:14:55.549 --> 00:14:58.740
we have a pattern here. Buy something hot. Misunderstand

00:14:58.740 --> 00:15:00.980
why it's hot. Force it into the portal model

00:15:00.980 --> 00:15:04.059
and watch it die. Meanwhile, what was happening

00:15:04.059 --> 00:15:06.139
with their search technology? You know, the thing

00:15:06.139 --> 00:15:07.960
they were supposed to be doing. It capitulated.

00:15:07.980 --> 00:15:11.100
This is the surrender. From 2000 to 2004, they

00:15:11.100 --> 00:15:13.500
actually outsourced their search to Google. Wait,

00:15:13.539 --> 00:15:15.059
I think a lot of people don't know this. So if

00:15:15.059 --> 00:15:17.240
I went to Yahoo .com and searched for something

00:15:17.240 --> 00:15:19.580
during that period, I was seeing Google results.

00:15:19.960 --> 00:15:23.559
Yes. It said powered by Google in small print

00:15:23.559 --> 00:15:26.100
at the bottom of the page. Yahoo was effectively

00:15:26.100 --> 00:15:28.620
paying its biggest rival and training its own

00:15:28.620 --> 00:15:30.679
users that Google provided the best answers.

00:15:30.860 --> 00:15:33.600
That is strategic suicide. You're literally advertising

00:15:33.600 --> 00:15:35.779
for the company that's killing you. It's unbelievable.

00:15:35.840 --> 00:15:37.460
By the time they tried to build their own engine

00:15:37.460 --> 00:15:40.100
again, buying companies like Inktomai and Overture,

00:15:40.299 --> 00:15:43.600
the brand war was over. Google was a verb. Yahoo

00:15:43.600 --> 00:15:47.120
was a dinosaur. In 2009, they gave up entirely

00:15:47.120 --> 00:15:49.659
and signed a 10 -year deal with Microsoft to

00:15:49.659 --> 00:15:52.419
use Bing's engine. So Yahoo became a zombie search

00:15:52.419 --> 00:15:55.419
engine, a Yahoo skin. On a Bing body. Correct.

00:15:55.639 --> 00:15:57.759
They became an ad sales team. The technology

00:15:57.759 --> 00:16:00.000
company had ceased to do the technology. Their

00:16:00.000 --> 00:16:01.779
engineers were just maintaining old systems.

00:16:01.899 --> 00:16:04.700
All the talent left. This brings us to the savior

00:16:04.700 --> 00:16:07.840
era, section four. The board realizes they're

00:16:07.840 --> 00:16:10.039
in deep, deep trouble. They need a visionary.

00:16:10.200 --> 00:16:13.409
In 2012, they hire Marissa Mayer. And this was

00:16:13.409 --> 00:16:15.570
huge news. I mean, front page of every paper.

00:16:15.950 --> 00:16:18.509
Mayer was employee number 20 at Google. She was

00:16:18.509 --> 00:16:20.889
a geek celebrity. She was young. She was a brilliant

00:16:20.889 --> 00:16:23.129
engineer. She was obsessed with user experience.

00:16:23.730 --> 00:16:26.889
The hope was she would turn Yahoo back into a

00:16:26.889 --> 00:16:28.909
tech company. She would bring the Google magic.

00:16:29.210 --> 00:16:31.169
But the cultural transplant didn't take. It was

00:16:31.169 --> 00:16:33.870
a violent organ rejection. She tried to impose

00:16:33.870 --> 00:16:36.649
Google's intense, high performance, data driven

00:16:36.649 --> 00:16:40.110
culture on Yahoo's sleepy, bureaucratic nine

00:16:40.110 --> 00:16:42.879
to five workforce. And the first. Big controversy

00:16:42.879 --> 00:16:46.259
was the remote work ban in 2013. Right. At the

00:16:46.259 --> 00:16:48.139
time, tech was moving toward more flexibility.

00:16:48.720 --> 00:16:51.200
Mayer went the other way. She revoked work from

00:16:51.200 --> 00:16:53.899
home privileges for everyone. The memo leaked

00:16:53.899 --> 00:16:56.100
and the Internet just exploded. What was her

00:16:56.100 --> 00:16:58.799
justification? She argued that innovation happens

00:16:58.799 --> 00:17:02.840
in the hallways, in the cafeteria. You need serendipitous

00:17:02.840 --> 00:17:05.359
collaboration. Some of the best decisions and

00:17:05.359 --> 00:17:07.680
insights come from hallway and cafeteria discussions,

00:17:07.920 --> 00:17:10.500
is what the memo said. And frankly, she wasn't

00:17:10.500 --> 00:17:12.539
entirely wrong. The reporting suggests Yahoo

00:17:12.539 --> 00:17:16.059
had a lot of ghost employees who were technically

00:17:16.059 --> 00:17:18.680
working from home but not doing much actual work.

00:17:18.819 --> 00:17:20.799
She was trying to shake things up. She was trying

00:17:20.799 --> 00:17:23.900
to shock the system back to life. But the execution

00:17:23.900 --> 00:17:27.759
seemed punitive and out of touch. It was. But

00:17:27.759 --> 00:17:30.500
the bigger, more controversial issue was the

00:17:30.500 --> 00:17:33.640
QPR system, quarterly performance review. The

00:17:33.640 --> 00:17:36.319
stack ranking. Or the bell curve. Yeah, this

00:17:36.319 --> 00:17:38.900
sounds brutal. It's a system where managers were

00:17:38.900 --> 00:17:41.160
forced to distribute their team members across

00:17:41.160 --> 00:17:43.779
a curve. A certain percentage had to be at the

00:17:43.779 --> 00:17:46.200
top, a certain percentage in the middle, and

00:17:46.200 --> 00:17:48.099
a certain percentage had to be at the bottom,

00:17:48.240 --> 00:17:51.519
labeled misses. Even if you have a team of five

00:17:51.519 --> 00:17:54.259
superstars, one of them has to be labeled a miss.

00:17:54.720 --> 00:17:56.559
Someone has to be the loser. And if you were

00:17:56.559 --> 00:17:58.539
at the bottom for a couple of quarters, you were

00:17:58.539 --> 00:18:01.339
often fired. It was a way to manage out the bottom

00:18:01.339 --> 00:18:04.099
5, 10 % of the company every year. That completely

00:18:04.099 --> 00:18:06.920
destroys morale. It means I'm not competing against

00:18:06.920 --> 00:18:08.680
Google. I'm competing against the guy sitting

00:18:08.680 --> 00:18:11.099
next to me. Exactly. It kills collaboration.

00:18:12.039 --> 00:18:14.200
Why would I help you if your success pushes me

00:18:14.200 --> 00:18:17.240
down the curve? It led to massive internal politics,

00:18:17.539 --> 00:18:19.920
managers trading employees like baseball cards

00:18:19.920 --> 00:18:22.859
to fit their curves. And eventually it led to

00:18:22.859 --> 00:18:25.200
lawsuits. The discrimination lawsuits. This was

00:18:25.200 --> 00:18:27.880
unexpected. Usually in tech, we hear about discrimination

00:18:27.880 --> 00:18:31.650
against women. But in 2016, a prominent editor

00:18:31.650 --> 00:18:35.329
named Scott Ard sued, claiming Mayer was systematically

00:18:35.329 --> 00:18:38.509
purging male employees. What was the basis of

00:18:38.509 --> 00:18:41.309
that claim? He argued the QPR system was subjective

00:18:41.309 --> 00:18:44.410
and manipulated. He has stellar reviews for years.

00:18:45.049 --> 00:18:48.450
Then, suddenly, under the new regime, he's rated

00:18:48.450 --> 00:18:51.230
as a miss and fired, and his role is given to

00:18:51.230 --> 00:18:53.930
a recent female hire he had managed. Another

00:18:53.930 --> 00:18:56.529
employee, Gregory Anderson, filed a similar suit,

00:18:56.670 --> 00:18:58.670
claiming he was fired because of his gender.

00:18:59.069 --> 00:19:01.670
And the lawsuit alleged this was a pattern. Yes,

00:19:01.690 --> 00:19:03.930
that the rating system was being used as a cover

00:19:03.930 --> 00:19:06.470
for illegal mass layoffs and that Mayer's personal

00:19:06.470 --> 00:19:09.289
preferences were influencing who got fired. Whether

00:19:09.289 --> 00:19:11.289
the bias was real or not, it paints a picture

00:19:11.289 --> 00:19:13.730
of a toxic cutthroat environment. It sounds like

00:19:13.730 --> 00:19:16.049
chaos. But while the employees were fighting

00:19:16.049 --> 00:19:18.750
each other, a much darker storm was brewing regarding

00:19:18.750 --> 00:19:21.609
user safety and ethics. This brings us to the

00:19:21.609 --> 00:19:23.829
most disturbing part of the Yahoo story. It really

00:19:23.829 --> 00:19:26.680
is. Section five, the dark side. I think a lot

00:19:26.680 --> 00:19:28.039
of people know about the business failures, but

00:19:28.039 --> 00:19:30.319
the human rights stuff, this is heavy. Let's

00:19:30.319 --> 00:19:32.220
talk about China. This is where the identity

00:19:32.220 --> 00:19:35.839
crisis became genuinely dangerous. Yahoo wanted

00:19:35.839 --> 00:19:37.900
to do business in China. It was a huge growing

00:19:37.900 --> 00:19:40.559
market. But to do that, you have to play by the

00:19:40.559 --> 00:19:42.960
Chinese Communist Party's rules. And the extent

00:19:42.960 --> 00:19:45.599
to which they played along is startling. Enter

00:19:45.599 --> 00:19:48.400
the Xitao case. Shi Tao was a Chinese journalist.

00:19:48.720 --> 00:19:51.480
In 2004, the Chinese government sent out a secret

00:19:51.480 --> 00:19:54.119
order to media outlets telling them not to cover

00:19:54.119 --> 00:19:56.740
the 15th anniversary of the Tiananmen Square

00:19:56.740 --> 00:20:00.039
massacre. Standard censorship. Right. Shi Tao

00:20:00.039 --> 00:20:02.599
used his personal Yahoo email account to send

00:20:02.599 --> 00:20:05.039
a summary of that government order to a pro -democracy

00:20:05.039 --> 00:20:07.960
website based in New York. He was blowing the

00:20:07.960 --> 00:20:09.900
whistle on censorship. Thinking he was anonymous.

00:20:10.240 --> 00:20:12.720
He thought. The Chinese police went to Yahoo

00:20:12.720 --> 00:20:15.519
Holdings in Hong Kong and demanded the user details

00:20:15.519 --> 00:20:39.980
for the account. And Yahoo. And he wasn't the

00:20:39.980 --> 00:20:42.720
only one. There was Wang Shoning, a dissident

00:20:42.720 --> 00:20:45.660
writing pro -democracy essays. Yahoo handed over

00:20:45.660 --> 00:20:49.039
his data to another 10 year sentence. How did

00:20:49.039 --> 00:20:52.259
Yahoo defend this? What could they possibly say?

00:20:52.420 --> 00:20:54.680
At first, they played dumb. They issued statements

00:20:54.680 --> 00:20:57.740
saying. We just complied with a lawful request

00:20:57.740 --> 00:20:59.400
from a government. We didn't know the nature

00:20:59.400 --> 00:21:01.319
of the case. Is that true? It didn't hold up

00:21:01.319 --> 00:21:03.779
under scrutiny. Later, during congressional hearings

00:21:03.779 --> 00:21:05.960
in the US, it came out that the police paperwork,

00:21:06.220 --> 00:21:09.819
the warrant itself, actually cited inquiry into

00:21:09.819 --> 00:21:12.579
suspected illegalities of inciting subversion.

00:21:12.859 --> 00:21:15.359
The state secrets element was right there. So

00:21:15.359 --> 00:21:17.710
they knew. Or they should have known. Human rights

00:21:17.710 --> 00:21:20.369
groups were furious. Jerry Yang was hauled in

00:21:20.369 --> 00:21:23.049
front of Congress and berated. One congressman,

00:21:23.069 --> 00:21:25.309
Tom Lantos, told him, while technologically and

00:21:25.309 --> 00:21:28.309
financially you are giants, morally you are pygmies.

00:21:28.549 --> 00:21:31.769
The committee concluded Yahoo was either inexcusably

00:21:31.769 --> 00:21:35.410
negligent or deceptive in their testimony. They

00:21:35.410 --> 00:21:37.509
eventually settled a civil suit with the families

00:21:37.509 --> 00:21:39.910
of the dissidents. But it was a profound moral

00:21:39.910 --> 00:21:42.380
failure. It showed that they were willing to

00:21:42.380 --> 00:21:44.740
trade their users' freedom for market access.

00:21:45.079 --> 00:21:46.799
It destroyed the reputation of the tech community.

00:21:47.259 --> 00:21:50.519
But in terms of damage to the average user, the

00:21:50.519 --> 00:21:53.420
security breaches were even wider in scale. Oh,

00:21:53.440 --> 00:21:56.359
absolutely. The hacks. We are talking about the

00:21:56.359 --> 00:21:59.180
biggest data breaches in the history of the Internet.

00:21:59.380 --> 00:22:02.740
By a long shot. There were two main events disclosed

00:22:02.740 --> 00:22:05.940
in 2016, right when Yahoo was in the middle of

00:22:05.940 --> 00:22:08.119
trying to sell itself to Verizon. Just the worst

00:22:08.119 --> 00:22:10.859
possible timing. The worst. First, in September

00:22:10.859 --> 00:22:14.460
2016, they admitted a 2014 breach affecting 500

00:22:14.460 --> 00:22:17.539
million accounts, which was, at the time, the

00:22:17.539 --> 00:22:19.799
biggest hack ever. And then? Then, a few months

00:22:19.799 --> 00:22:22.220
later, they dropped the real bomb. They'd found

00:22:22.220 --> 00:22:24.119
evidence of a different breach, one that happened

00:22:24.119 --> 00:22:27.319
way back in 2013. Initially, they said it affected

00:22:27.319 --> 00:22:30.930
1 billion accounts. But later, in 2017, after

00:22:30.930 --> 00:22:32.930
the sale, they corrected the record. It affected

00:22:32.930 --> 00:22:36.210
3 billion accounts. 3 billion. That is effectively

00:22:36.210 --> 00:22:39.789
every single Yahoo, Flickr, and Tumblr account

00:22:39.789 --> 00:22:42.049
that existed. Yes. If you had a Yahoo account,

00:22:42.269 --> 00:22:44.950
you were hacked. Names, emails, phone numbers,

00:22:45.130 --> 00:22:47.410
birthdates, hash passwords, and in some cases,

00:22:47.450 --> 00:22:49.690
even unencrypted security questions and answers.

00:22:49.910 --> 00:22:53.069
Who did it? Some kid in a basement? No. This

00:22:53.069 --> 00:22:55.970
was not random. The 2014 breach was attributed

00:22:55.970 --> 00:22:58.690
to state sponsored actors. The U .S. Department

00:22:58.690 --> 00:23:01.190
of Justice indicted two officers from the Russian

00:23:01.190 --> 00:23:05.150
FSB, their spy agency, and two criminal hackers

00:23:05.150 --> 00:23:07.710
they hired to carry out the attack. So this was

00:23:07.710 --> 00:23:09.589
espionage. They were targeting specific accounts.

00:23:09.789 --> 00:23:12.529
They were journalists, dissidents, government

00:23:12.529 --> 00:23:14.450
officials from the U .S. and other countries.

00:23:14.490 --> 00:23:17.670
But to do that. They cast a net that caught everyone,

00:23:17.789 --> 00:23:20.150
and the method was fascinatingly technical and

00:23:20.150 --> 00:23:22.190
terrifying. They didn't just steal passwords.

00:23:22.349 --> 00:23:24.869
They stole the proprietary code Yahoo used to

00:23:24.869 --> 00:23:27.630
create cookies. Explain that. We all know cookies

00:23:27.630 --> 00:23:30.349
are the things we click accept on, but what do

00:23:30.349 --> 00:23:33.210
they actually do in this context? A cookie is

00:23:33.210 --> 00:23:36.089
like a temporary ID badge. When you type your

00:23:36.089 --> 00:23:38.930
password, Yahoo's server gives your browser a

00:23:38.930 --> 00:23:41.690
cookie that says, this is the host, he's logged

00:23:41.690 --> 00:23:44.680
in, and he's allowed to be here. That way, you

00:23:44.680 --> 00:23:46.319
don't have to type your password every single

00:23:46.319 --> 00:23:48.980
time you click on a new email. It remembers you

00:23:48.980 --> 00:23:51.160
for that session. Okay, that makes sense. The

00:23:51.160 --> 00:23:53.740
hackers stole the cookie minting machine. They

00:23:53.740 --> 00:23:56.140
could forge their own ID badges for any account

00:23:56.140 --> 00:23:57.960
they wanted. They didn't need your password.

00:23:58.259 --> 00:24:00.539
They just showed up to Yahoo's servers with a

00:24:00.539 --> 00:24:03.279
forged badge, and Yahoo said, welcome back, come

00:24:03.279 --> 00:24:06.700
right in. That is terrifying. It's like stealing

00:24:06.700 --> 00:24:08.779
the master key to the hotel. You can get into

00:24:08.779 --> 00:24:11.140
any room you want, and the front desk thinks

00:24:11.140 --> 00:24:13.430
you belong there. It effectively stripped all

00:24:13.430 --> 00:24:15.430
security from the system for the accounts they

00:24:15.430 --> 00:24:18.369
targeted. And because they hid it, or more likely

00:24:18.369 --> 00:24:20.450
because Yahoo's security was so bad they didn't

00:24:20.450 --> 00:24:22.910
even know about it, for years the damage was

00:24:22.910 --> 00:24:24.950
compounded. This must have impacted the sale

00:24:24.950 --> 00:24:28.210
price to Verizon. Massively. Verizon was in the

00:24:28.210 --> 00:24:30.670
process of buying them for about $4 .8 billion.

00:24:31.410 --> 00:24:34.089
When this news broke, Verizon almost walked.

00:24:34.410 --> 00:24:37.210
They eventually renegotiated and shaved $350

00:24:37.210 --> 00:24:41.000
million off the purchase price. A $350 million

00:24:41.000 --> 00:24:44.160
penalty for bad security. And honestly, they

00:24:44.160 --> 00:24:46.000
were lucky the deal went through at all. The

00:24:46.000 --> 00:24:48.640
reputational damage was immense. It seems like

00:24:48.640 --> 00:24:50.359
every time we turn a page in this research, there's

00:24:50.359 --> 00:24:53.059
another controversy. The outline mentions shark

00:24:53.059 --> 00:24:57.599
fin soup. What is this? Locks. I know. It sounds

00:24:57.599 --> 00:25:00.710
so random. But it ties back to their investment

00:25:00.710 --> 00:25:04.369
in Alibaba. Yahoo owned a huge chunk of Alibaba,

00:25:04.509 --> 00:25:07.170
the Chinese e -commerce giant. It was actually

00:25:07.170 --> 00:25:09.910
the smartest financial move Jerry Yang ever made.

00:25:10.049 --> 00:25:12.710
That stake kept the stock price up for years

00:25:12.710 --> 00:25:15.670
when the core business was failing. But Alibaba

00:25:15.670 --> 00:25:18.130
was selling shark fins on its platform. Right,

00:25:18.250 --> 00:25:20.930
which is an environmental disaster. Shark finning

00:25:20.930 --> 00:25:23.089
is brutal and has decimated shark populations.

00:25:24.009 --> 00:25:26.390
When environmental groups called this out, Yahoo

00:25:26.390 --> 00:25:29.170
executives initially shrugged. They called it

00:25:29.170 --> 00:25:31.269
a cultural practice and said they couldn't interfere

00:25:31.269 --> 00:25:33.670
with Alibaba's business. Which, again, just sounds

00:25:33.670 --> 00:25:36.269
incredibly tone -deaf and cynical. It goes back

00:25:36.269 --> 00:25:38.529
to that lack of a moral compass. Eventually,

00:25:38.670 --> 00:25:41.069
under huge pressure, Alibaba did ban the sales,

00:25:41.230 --> 00:25:43.190
but Yahoo looked like they just didn't care about

00:25:43.190 --> 00:25:45.150
anything but the bottom line of their investment.

00:25:45.410 --> 00:25:48.789
And there's also paid inclusion. What was this

00:25:48.789 --> 00:25:52.109
about? This was earlier, 2004. Yahoo started

00:25:52.109 --> 00:25:54.549
letting companies pay to be included in the search

00:25:54.549 --> 00:25:57.369
index, not just ads on the side, but in the actual

00:25:57.369 --> 00:25:59.910
organic search results. That breaks the cardinal

00:25:59.910 --> 00:26:01.450
rule of search. It's supposed to be church and

00:26:01.450 --> 00:26:03.509
state. The results are supposed to be the best

00:26:03.509 --> 00:26:05.529
results, the most relevant, not the ones who

00:26:05.529 --> 00:26:08.170
paid you. Exactly. It completely undermined user

00:26:08.170 --> 00:26:10.630
trust. If I can't trust that the link you're

00:26:10.630 --> 00:26:12.869
showing me is actually relevant, why am I using

00:26:12.869 --> 00:26:15.509
your engine? They were so desperate for revenue,

00:26:15.650 --> 00:26:18.230
so obsessed with hitting quarterly numbers, that

00:26:18.230 --> 00:26:21.170
they sold their integrity. They eventually discontinued

00:26:21.170 --> 00:26:24.349
it, but the damage was done. And lastly on this

00:26:24.349 --> 00:26:27.410
grim list, we have spyware. There are allegations

00:26:27.410 --> 00:26:29.869
that Yahoo partnered with adware companies to

00:26:29.869 --> 00:26:32.009
serve pop -ups and install software on users'

00:26:32.170 --> 00:26:34.630
computers. Former employees claim they would

00:26:34.630 --> 00:26:36.589
literally dial up the pop -up frequency at the

00:26:36.589 --> 00:26:38.950
end of the quarter just to hit revenue targets.

00:26:39.250 --> 00:26:41.460
It's the same pattern over and over. treating

00:26:41.460 --> 00:26:43.759
users like a resource to be mined rather than

00:26:43.759 --> 00:26:46.460
customers to be served. It all leads to the end.

00:26:46.660 --> 00:26:50.299
Section 7, The Fall. The sale to Verizon finally

00:26:50.299 --> 00:26:53.480
closes in 2017. The price for the core internet

00:26:53.480 --> 00:26:55.859
business, the mail, the sports, the finance,

00:26:56.019 --> 00:27:00.299
the ad tech, was roughly $4 .48 billion. Let's

00:27:00.299 --> 00:27:03.259
just pause on that number. $4 .48 billion. Microsoft

00:27:03.259 --> 00:27:07.059
offered $44 .6 billion in 2008. They destroyed

00:27:07.059 --> 00:27:09.619
90 % of their value in less than a decade. It

00:27:09.619 --> 00:27:11.619
is one of the greatest destructions of shareholder

00:27:11.619 --> 00:27:14.059
value in modern history. An absolute collapse.

00:27:14.400 --> 00:27:16.980
And Verizon, bless their hearts, tried to save

00:27:16.980 --> 00:27:19.660
it. They merged it with AOL. Which was like tying

00:27:19.660 --> 00:27:21.599
two rocks together to see if they would float.

00:27:21.680 --> 00:27:24.519
And they called the new entity Oath. Terrible

00:27:24.519 --> 00:27:26.740
name. Just a truly awful name. Nobody knew what

00:27:26.740 --> 00:27:28.900
it meant. It had no brand recognition. And it

00:27:28.900 --> 00:27:31.289
didn't work. The synergies they hoped for never

00:27:31.289 --> 00:27:33.750
materialized. Verizon eventually gave up, too.

00:27:33.910 --> 00:27:37.089
In 2021, they sold 90 % of the media group to

00:27:37.089 --> 00:27:39.690
Apollo Global Management, a private equity firm,

00:27:39.809 --> 00:27:42.650
for $5 billion. They essentially got their money

00:27:42.650 --> 00:27:44.410
back and washed their hands of it. Private equity

00:27:44.410 --> 00:27:46.809
usually means one thing. Cots cutting and stripping

00:27:46.809 --> 00:27:49.849
assets. And restructuring. We saw major layoffs

00:27:49.849 --> 00:27:53.549
in 2023. They cut 20 % of the staff to streamline

00:27:53.549 --> 00:27:56.349
the ad tech division. It's the classic private

00:27:56.349 --> 00:28:00.529
equity playbook. They are still here. That's

00:28:00.529 --> 00:28:02.670
the twist. We are talking about them like they're

00:28:02.670 --> 00:28:06.049
dead. But I check Yahoo Finance multiple times

00:28:06.049 --> 00:28:08.390
a day. And millions of people do. Yahoo Sports

00:28:08.390 --> 00:28:11.390
is huge for fantasy leagues. Yahoo Mail still

00:28:11.390 --> 00:28:13.910
has hundreds of millions of active users. They

00:28:13.910 --> 00:28:15.569
aren't the ruler of the Internet anymore, not

00:28:15.569 --> 00:28:19.009
even close. But they are a profitable kind of

00:28:19.009 --> 00:28:21.789
zombie media company. And now they're pivoting.

00:28:21.809 --> 00:28:23.849
Of course. Like everyone else, they're pivoting

00:28:23.849 --> 00:28:26.410
to AI. They recently acquired an AI news app

00:28:26.410 --> 00:28:28.609
called Artifact, which was created by the founders

00:28:28.609 --> 00:28:30.559
of Instagram. They're trying to find relevance

00:28:30.559 --> 00:28:33.359
again. So as we wrap this up, what is the lesson

00:28:33.359 --> 00:28:36.400
here? Is it about bad leadership, bad technology?

00:28:36.660 --> 00:28:38.279
What's the core takeaway? I think it's about

00:28:38.279 --> 00:28:40.759
focus and identity. Yahoo never decided what

00:28:40.759 --> 00:28:42.779
it was. Google knew it was search. Facebook knew

00:28:42.779 --> 00:28:45.119
it was social. Apple knew it was hardware and

00:28:45.119 --> 00:28:47.640
software integration. Yahoo tried to be everything,

00:28:47.839 --> 00:28:50.700
a library, a newspaper, a TV station, a tech

00:28:50.700 --> 00:28:53.380
lab, and ended up being nothing specific. They

00:28:53.380 --> 00:28:56.240
were the jack of all trades, master of none on

00:28:56.240 --> 00:28:59.019
a global scale. And they suffered from what you

00:28:59.019 --> 00:29:01.619
could call the first mover disadvantage. They

00:29:01.619 --> 00:29:03.700
built the first version of the web. But when

00:29:03.700 --> 00:29:07.579
the web changed to algorithmic search, to social,

00:29:07.720 --> 00:29:10.480
to mobile, they were too weighed down by their

00:29:10.480 --> 00:29:13.279
old model to pivot. They were defending a castle

00:29:13.279 --> 00:29:15.220
that no one wanted to conquer anymore because

00:29:15.220 --> 00:29:17.839
everyone had moved to the city next door. It

00:29:17.839 --> 00:29:20.660
raises a provocative question for me. In tech,

00:29:20.779 --> 00:29:23.119
we worship the pioneers. the ones who get there

00:29:23.119 --> 00:29:26.000
first. But maybe being first isn't the advantage

00:29:26.000 --> 00:29:28.259
we think it is. Maybe it's better to be second.

00:29:28.400 --> 00:29:30.779
Watch the first guy break his legs and make all

00:29:30.779 --> 00:29:32.700
the mistakes and then build the better bridge.

00:29:32.960 --> 00:29:35.819
I think history supports that. Google was the

00:29:35.819 --> 00:29:38.440
second mover in search after AltaVista and Yahoo.

00:29:39.099 --> 00:29:41.400
Facebook was the second mover in social after

00:29:41.400 --> 00:29:44.140
MySpace and GeoCities. The Apple iPhone wasn't

00:29:44.140 --> 00:29:46.259
the first smartphone by a long shot. History

00:29:46.259 --> 00:29:48.660
suggests the fast follower often wins the war.

00:29:48.900 --> 00:29:50.920
A sobering thought for all the innovators out

00:29:50.920 --> 00:29:53.769
there. Well, that brings us to the end of the

00:29:53.769 --> 00:29:56.470
Yahoo deep dive. What a wild ride from the top

00:29:56.470 --> 00:29:58.890
of the world to a cautionary tale. It really

00:29:58.890 --> 00:30:01.210
is. And I have a challenge for you, the listener.

00:30:01.470 --> 00:30:04.230
If you are old enough to have one, try to log

00:30:04.230 --> 00:30:07.269
into your old Yahoo mail account today. Treat

00:30:07.269 --> 00:30:09.730
it like an archaeological dig. Read your emails

00:30:09.730 --> 00:30:13.029
from 2006. See what you are up to. It's a time

00:30:13.029 --> 00:30:15.710
capsule of your former self. It can be cringeworthy

00:30:15.710 --> 00:30:17.630
but fascinating. For the love of God, change

00:30:17.630 --> 00:30:20.269
your password. And turn on two -factor authentication.

00:30:20.839 --> 00:30:22.839
Because as we learned today, your cookie might

00:30:22.839 --> 00:30:25.500
already be forged. That is some solid advice.

00:30:25.799 --> 00:30:27.420
Thanks for listening. We'll see you on the next

00:30:27.420 --> 00:30:28.660
deep dive. Goodbye, everyone.
