WEBVTT

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Okay, so I want you to close your eyes for a

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second. We're going back in time. Uh -oh. Where

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are we going? It's the late 90s. Let's say it's

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1999. You're sitting in front of a computer monitor

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that's roughly the size and weight of a microwave

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oven. I remember those. The beige boxes. The

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beige boxes, exactly. And you're listening to

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that screeching, clicking sound of a 56K modem

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trying to connect to the internet. A sound that

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an entire generation will never experience. It's

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probably for the best. Probably. And everywhere

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you look on that painfully slow -loading webpage,

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on your television, on a billboard on your way

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to work, you see him. Oh, I know who you're talking

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about. The sock. The sock. It's just a plain

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white athletic tube sock. It has two completely

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mismatched button eyes, a little felt watch wrapped

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around its neck like a collar. And the microphone.

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You can't forget the microphone. A little stick

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microphone just sort of taped to its side. And

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it's flailing around, interviewing people on

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the street, making these frantic, high -pitched

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jokes. You literally could not escape this thing.

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No, you couldn't. It really was a phenomenon.

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I think for anyone who... didn't live through

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that very specific window of time, it's hard

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to communicate just how pervasive that puppet

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was. Pervasive is the right word. It wasn't just

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a mascot for a company. It became a kind of B

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-list celebrity in its own right. B -list? I

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would argue it was A -list for a minute there.

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I mean, it was on Good Morning America. It was

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in the Macy's Thanksgiving Day Parade. And we

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were talking, of course, about the icon, the

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legend, the disaster that was Pets .com. Disaster

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is the key word there, I think. Right. Because

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I feel like today, if you mention Pets .com to

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someone, it's basically just a punchline. It's

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shorthand. It's shorthand for... dumb .com failure.

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You say tets .com, people kind of chuckle, they

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think about the sock puppet, and that's it. The

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conversation's over. Yeah, the story gets flattened.

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Exactly. And that's why I wanted to do this deep

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dive, because I feel like we are missing the

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actual story, the real meat of it. You are absolutely

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right. The puppet is the memory that everyone

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holds on to, but the reality is a much darker,

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much more complex story. It's about capital,

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it's about hubris, and a fundamental misunderstanding

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of, like, Business physics. Business physics.

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I like that. This isn't just a story about a

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funny ad campaign that went wrong. It's a case

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study in how you can incinerate $300 million

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of investment capital in just about 24 months.

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$300 million. That number. It's still just so

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hard to wrap your head around. It's a staggering

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amount of money, especially in 1999 dollars.

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And that's what we're going to do today. We're

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going to unpack how that happened. We are going

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to talk about lawsuits with insult comic dogs.

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That's a story in itself. We're going to talk

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about 21 tons of dog food being airlifted to

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Alaska. And we're going to try to answer that

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fundamental question. How do you spend $11 million

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on advertising to make $600 ,000 back? The math

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is truly the most terrifying and I think the

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most instructive part of this whole saga. So

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let's get into it. Our main source for this is

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the Wikipedia entry for Pets .com, accessed this

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year, 2026. But before we get to the sock puppet

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and the Super Bowl ad, we have to start at the

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beginning. Because Pets .com didn't actually

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begin with the puppet, did it? No, it didn't.

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And this is a part of the history that usually

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gets glossed over in the, you know, the punchline

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version of the story. Right. It started... Like

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so many things in the mid -90s with a domain

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name. The digital real estate rush. People were

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just snapping up URLs. Exactly. We're talking

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about November 1994. The web is barely a toddler

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at this point. There's an entrepreneur named

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Greg McLemore. And he's looking at the internet

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and he sees the potential for these category

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killers. The category killer. The idea that you

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could have a single online destination for a

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very specific interest. Toys .com. Cars .com.

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So he goes out and he registers the domain. ThePets

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.com. Which, I mean, honestly, that's a home

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run of a domain name. It's short. It's descriptive.

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It's easy to spell. In 1994, getting that is

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like buying a plot of land in Manhattan before

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any of the skyscrapers went up. It was prime

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digital real estate. Absolutely. But for a long

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time, that's all it was. It was just real estate,

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a concept. It eventually launched in late 1998

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as a spinoff of a company called WebMagic. Okay.

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But it was small. It was quiet. It wasn't making

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any waves. ThePets .com that we all remember.

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the monster that ate the world that really didn't

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start until early 1999. And that's when Julie

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Wainwright comes into the picture. That's right.

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Julie Wainwright takes over as CEO in early 1999.

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And her vision was not to have a small niche

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website for pet enthusiasts. Her vision was,

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for all intents and purposes, global domination

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of the pet supply category. Ambitious. Very.

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And to do that, she knew she needed fuel. A lot

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of it. Rocket fuel. And this is where the story

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takes a turn that I think a lot of people just

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completely forget or maybe never even knew. Because

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when I think of Pets .com, I think of this scrappy

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kind of stupid startup operating out of a garage

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somewhere. Right. But they weren't alone, were

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they? They had the biggest big brother you could

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possibly have in the e -commerce playground.

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They certainly did. And this is absolutely crucial

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for understanding why investors went so crazy

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for this company. Amazon .com was involved. And

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not just as a casual observer or a fan. Wait,

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Amazon? As in Jeff Bezos, we're going to sell

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everything? Amazon? The one and only. In the

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very first round of venture funding, which was

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in March of 1999, Amazon didn't just toss in

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a few bucks for goodwill. What did they do? They

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purchased a 54 % majority stake in Pets .com.

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Hold on. 54%. So Amazon owned more than half

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of the company. Effectively, yes. They were the

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majority owner right out of the gate. I had no

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idea. Most people don't. And along with some

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other big name venture capital firms, Hummer,

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Winblad, Bowman Capital Management, they poured

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in an initial $10 .5 million. But the money,

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in a way, was almost secondary to the signal

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it sent. What do you mean? You have to remember

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the atmosphere of 1999. Amazon was the kingmaker.

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If Jeff Bezos pointed his finger at a company

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in the e -commerce space and said, this is the

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one, the market treated it as gospel. So it's

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like a seal of approval. It's a massive shortcut

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for all the other investors. It's more than a

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seal of approval. It's a coronation. It says.

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Amazon thinks this is the future, so it must

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be the future. Don't waste your money betting

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on anyone else. Wow. In fact, Julie Wainwright

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herself, the CEO, she called the partnership,

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and this is a direct quote, a marriage made in

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heaven. A marriage made in heaven. And from a

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narrative and fundraising standpoint, it was.

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It gave Pets .com instant unassailable credibility.

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It told the entire world, this is the winner.

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And even after later funding rounds diluted their

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stake, by October 2000, Amazon still held 30

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percent of the company. They were in it for the

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long haul. Or so they thought. Or so they thought.

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So, OK, they have the cash. They have the backing

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of the biggest player in the game. They have

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this marriage made in heaven. What was the strategy?

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Was it just, you know, sell dog food online?

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The strategy was the mantra of the entire era.

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Get big fast. Get big fat. This was not about

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building a sustainable. profitable business slowly

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and carefully. This was a land grab. It was about

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achieving market dominance at any cost. So they

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took that venture capital and they immediately

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started pouring it into massive infrastructure.

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When you say infrastructure, what are we talking

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about? Like servers and coders? Servers and coders,

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yes, but physical infrastructure, too. We're

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talking about massive, sprawling warehouses.

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They were setting up state -of -the -art distribution

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centers all across the United States. So they

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were building a physical footprint. A huge one.

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They were building their own shipment network.

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They were trying to replicate Amazon's model

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but for a single category and do it overnight.

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They even went out and just bought their biggest

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online competitor, a site called PetStore .com,

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in June of 2000. How much did that cost? $10

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.6 million. They just wrote a check for $10 million

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to eliminate the competition. That was the Get

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Big Fast playbook. Consolidate the market. Be

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the only game in town. The idea was to build

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the skeleton of a giant retail empire literally

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overnight. Okay, so you build the warehouse,

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you buy the trucks, you buy the competition,

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but now you have a bunch of enormous empty warehouses.

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You need people to actually, you know, buy the

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kibble. And that brings us to the most famous

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and certainly the most expensive part of the

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entire story, the marketing machine. The puppet.

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The puppet. So where did this thing even come

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from? Because it's such a weird, almost daddiest

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concept. We sell pet food, and to communicate

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that, here is a sock. It came from the ad agency

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TBWA Shia Day. Now, you have to understand, these

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weren't amateurs. These were the same creative

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minds who had just given the world the Taco Bell

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Chihuahua. Yo quiero Taco Bell. I can still hear

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it in my head. They knew how to create what we

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would now call a viral sensation, even before

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social media really existed. They were masters

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of creating these cultural earworms. Annoying

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but memorable mascots seemed to be their specialty.

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Annoying but memorable was absolutely their specialty.

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And they designed the puppet to be deceptively

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simple. Just a sock, the button eyes, the flailing

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arms. But the genius of it, or maybe the madness

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of it, was in the performance. Right. Who was

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the voice? It was voiced and operated by the

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comedian Michael Ian Black. Oh, I love Michael

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Ian Black. From the state. I had no idea that

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was him. It was him. And he gave it that manic,

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slightly desperate, high -pitched energy. The

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puppet debuted in August of 1999, and the goal

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was brutally simple. Make sure that every single

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human being in America knows the name Pets .com.

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And I have to say, looking back at it, it works.

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I mean, here we are talking about it almost 30

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years later. In terms of pure brand awareness,

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it was an absolute masterpiece of advertising.

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The source material we're looking at notes that

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the puppet achieved cultural dominance in a matter

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of months. How dominant are we talking? Well,

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it was interviewed by People magazine. It got

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feature articles in Time and Entertainment Weekly.

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It appeared on Good Morning America, Nightline,

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and Live with Regis and Kathie Lee. Wait, it

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was doing the talk show circuit? A piece of fabric

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was sitting on a couch next to Regis Philbin?

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It was. It transcended being an ad and became

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a legitimate cultural character. And the absolute

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peak of this cultural insanity has to be the

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Macy's Thanksgiving Day Parade in 1999. Oh, I've

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heard about this. This is where it gets really

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crazy. They commissioned something called a falloon.

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A falloon? What on earth is a falloon? It's a

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portmanteau. It's half float, half balloon. It

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was a 36 -foot -tall version of the sock puppet.

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36 feet? 36 feet. So why don't you just imagine

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a three -story building made of nylon, shaped

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like a sock, just floating down 6th Avenue in

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New York City on Thanksgiving morning. That is

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both horrifying and majestic at the same time.

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It really was the perfect symbol of the bubble.

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Just this massive, hollow, inflated object taking

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up all the air in the room. And they didn't stop

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there. They started merchandising the puppet

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itself. They sold the actual puppet. They sold

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a replica of the sock puppet. And it sold like

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crazy. 10 ,000 of them flew off the shelves in

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the first week. By July of 2000, they had sold

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35 ,000 of them. So people were paying money

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to own a company's advertisement. Yes. And it

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even had an autobiography. You are kidding me.

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A book? A book. It was titled Me by Me. And it

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was this sort of coffee cable book filled with

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photos and witty observations from the sock puppet.

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I just, I cannot grapple with the layers of absurdity

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here. They are an e -commerce company for pet

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supplies, but they are making money selling a

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book supposedly written by their sock puppet

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mascot. Well, making money is a very generous

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term. They were generating revenue, certainly.

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But the cost to achieve this level of fame was

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absolutely astronomical. And the pinnacle of

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that spending came in January of 2000. The Super

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Bowl? The Super Bowl. The absolute height of

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the dot -com mania. Pets .com buys a national

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advertising slot during the biggest television

00:12:10.340 --> 00:12:12.600
event of the year. And Super Bowl ads are famously

00:12:12.600 --> 00:12:17.340
not cheap. This one cost $1 .2 million for 30

00:12:17.340 --> 00:12:20.559
seconds. $1 .2 million for half a minute of television.

00:12:20.559 --> 00:12:23.049
And culturally, again, it was a smash hit. USA

00:12:23.049 --> 00:12:25.230
Today's ad meter, which is the big ranking system

00:12:25.230 --> 00:12:27.629
for these things, it ranked the Pets .com ad

00:12:27.629 --> 00:12:30.090
as number five for the whole game. People loved

00:12:30.090 --> 00:12:32.149
it. It was funny. It had a catchy song. It was

00:12:32.149 --> 00:12:34.389
memorable. Okay, but this is where the disconnect

00:12:34.389 --> 00:12:36.470
begins, right? This is where we have to put on

00:12:36.470 --> 00:12:39.509
our business analyst hats. This is exactly the

00:12:39.509 --> 00:12:42.169
moment. Because having a famous mascot is great.

00:12:42.269 --> 00:12:44.190
It's wonderful for brand recognition. But does

00:12:44.190 --> 00:12:47.710
a famous mascot actually make people buy a 40

00:12:47.710 --> 00:12:51.120
-pound bag of dog food from your website? That

00:12:51.120 --> 00:12:54.279
is the $300 million question, isn't it? It is.

00:12:54.480 --> 00:12:57.360
There is a profound and often fatal difference

00:12:57.360 --> 00:13:00.320
between being famous and being a viable business.

00:13:00.580 --> 00:13:03.740
Everyone in America knew the puppet. But did

00:13:03.740 --> 00:13:06.179
everyone in America trust the puppet to deliver

00:13:06.179 --> 00:13:08.720
their pet supplies reliably and cheaply? Before

00:13:08.720 --> 00:13:10.480
we get into the answer to that, there is one

00:13:10.480 --> 00:13:13.279
more story from this marketing mania phase that

00:13:13.279 --> 00:13:15.440
I think we just have to tell because it so perfectly

00:13:15.440 --> 00:13:18.159
encapsulates the mindset of the company at the

00:13:18.159 --> 00:13:21.379
time. The lawsuit. Yeah, yes. The Triumph incident.

00:13:21.620 --> 00:13:23.919
This is almost Shakespearean in its pettiness

00:13:23.919 --> 00:13:26.120
and absurdity. So for anyone listening who doesn't

00:13:26.120 --> 00:13:28.460
know, there's another famous dog puppet from

00:13:28.460 --> 00:13:31.840
that era, Triumph the insult comic dog. A cultural

00:13:31.840 --> 00:13:35.080
icon. A cultural icon. He's a Rottweiler puppet.

00:13:35.220 --> 00:13:38.039
He smokes a cigar. He's incredibly rude to celebrities.

00:13:38.460 --> 00:13:41.139
He was a staple on Conan O 'Brien's late night

00:13:41.139 --> 00:13:44.600
show. Right. Created and performed by a brilliant

00:13:44.600 --> 00:13:47.769
comedy writer named Robert Smigel. Now, Smigel

00:13:47.769 --> 00:13:51.509
sees the Pets .com puppet, which, let's be honest,

00:13:51.649 --> 00:13:54.110
is a dog -like sock puppet holding a microphone.

00:13:54.289 --> 00:13:56.769
And he thinks, hey, this looks a little too much

00:13:56.769 --> 00:13:59.370
like my act. So he sends a cease and desist letter,

00:13:59.490 --> 00:14:01.090
which is pretty standard stuff in Hollywood,

00:14:01.269 --> 00:14:03.870
right? Very standard. A rational company, a company

00:14:03.870 --> 00:14:06.389
focused on its core operations, might have called

00:14:06.389 --> 00:14:08.190
him up, maybe worked out a small settlement,

00:14:08.309 --> 00:14:10.590
or more likely just ignored it, knowing that

00:14:10.590 --> 00:14:12.549
the characters were different enough. But Pets

00:14:12.549 --> 00:14:15.429
.com was not a rational company. Pets .com went

00:14:15.429 --> 00:14:19.139
nuclear. In April of 2000, they filed a lawsuit

00:14:19.139 --> 00:14:21.179
against Robert Smigel in U .S. District Court.

00:14:21.299 --> 00:14:23.519
They sued him. They sued him for $20 million.

00:14:23.940 --> 00:14:27.960
$20 million? For what? For defamation and trade

00:14:27.960 --> 00:14:30.759
libel. Their argument was that by claiming the

00:14:30.759 --> 00:14:33.740
Pets .com puppet was a ripoff, Smigel had damaged

00:14:33.740 --> 00:14:36.120
their brand and their business. That is insane.

00:14:36.399 --> 00:14:39.620
The CEO. Julie Wainwright gave this amazing quote

00:14:39.620 --> 00:14:41.759
to the press. She said, we were surprised we

00:14:41.759 --> 00:14:43.580
received the letter because there's obviously

00:14:43.580 --> 00:14:46.360
no relation between the Pets .com sock puppet

00:14:46.360 --> 00:14:49.879
and Triumph. I mean, OK, she has a point. One

00:14:49.879 --> 00:14:52.299
is a grumpy Rottweiler and one is a manic sock.

00:14:52.919 --> 00:14:57.559
But to sue a comedian for $20 million while you're

00:14:57.559 --> 00:14:59.629
trying to build a startup. It just speaks to

00:14:59.629 --> 00:15:01.309
the hubris of the moment. They felt they were

00:15:01.309 --> 00:15:03.090
untouchable. They were just a pet store anymore.

00:15:03.309 --> 00:15:05.950
In their minds, they were a media empire. They

00:15:05.950 --> 00:15:08.470
were fighting these PR battles and legal battles,

00:15:08.649 --> 00:15:11.529
spending enormous amounts of money on lawyers.

00:15:11.750 --> 00:15:13.929
At a time when, as we were about to see, their

00:15:13.929 --> 00:15:16.490
actual business was bleeding to death. Precisely.

00:15:16.490 --> 00:15:18.629
The lawsuit, by the way, was eventually dismissed

00:15:18.629 --> 00:15:22.210
in February 2001. But by then, the company was

00:15:22.210 --> 00:15:24.169
already gone. It was a complete and utter waste

00:15:24.169 --> 00:15:27.519
of time, energy, and money. Okay, so we've painted

00:15:27.519 --> 00:15:30.220
the picture. We have the Amazon backing, the

00:15:30.220 --> 00:15:33.159
warehouses, the famous puppet, the ridiculous

00:15:33.159 --> 00:15:36.259
lawsuits. Now let's lift the hood and look at

00:15:36.259 --> 00:15:38.899
the actual business model. Because you threw

00:15:38.899 --> 00:15:40.919
out a number earlier that just made my jaw drop.

00:15:41.659 --> 00:15:45.399
$11 million in ads to make $600 ,000 in revenue.

00:15:45.620 --> 00:15:47.919
It is staggering when you see it written down.

00:15:48.120 --> 00:15:50.919
So let's look at their first fiscal year, which

00:15:50.919 --> 00:15:54.519
ran from February to September of 1999. In those

00:15:54.519 --> 00:15:57.159
nine months, Pets .com brought in a total of

00:15:57.159 --> 00:16:02.460
$619 ,000 in revenue. That's total sales. $619

00:16:02.460 --> 00:16:05.179
,000. I mean, that's not nothing, but that's

00:16:05.179 --> 00:16:07.100
like the annual revenue of a decent neighborhood

00:16:07.100 --> 00:16:09.620
pizza place. It's a very small number for a company

00:16:09.620 --> 00:16:11.600
with this much hype. Yeah. But here's the kicker.

00:16:11.620 --> 00:16:15.820
To get that $619 ,000 in sales, they spent $11

00:16:15.820 --> 00:16:19.789
.8 million on advertising. So let me do the math

00:16:19.789 --> 00:16:22.070
here. For every $1 in sales they brought in,

00:16:22.149 --> 00:16:24.690
they spent nearly $20 just shouting, hey, look

00:16:24.690 --> 00:16:28.929
at us. That's right. A 20 to 1 ratio of ad spend

00:16:28.929 --> 00:16:31.669
to revenue. And that is just advertising. That

00:16:31.669 --> 00:16:33.529
doesn't count the cost of the goods they sold,

00:16:33.610 --> 00:16:36.230
the warehouses, the executive salaries, the legal

00:16:36.230 --> 00:16:38.769
fees for suing comedians. How does anyone on

00:16:38.769 --> 00:16:40.549
the planet look at that spreadsheet and say,

00:16:40.710 --> 00:16:43.850
yes, this is a company that is ready to go public?

00:16:44.289 --> 00:16:47.580
Well, welcome to the year 2000. Despite those

00:16:47.580 --> 00:16:49.940
numbers, which were public, they launched their

00:16:49.940 --> 00:16:52.919
IPO, their initial public offering, in February

00:16:52.919 --> 00:16:55.740
2000, right after that big Super Bowl ad. They

00:16:55.740 --> 00:16:57.500
went on the stock market. They listed on the

00:16:57.500 --> 00:17:00.000
Nasdaq -U stock exchange under the symbol IPET.

00:17:00.759 --> 00:17:04.019
And they successfully raised $82 .5 million.

00:17:04.740 --> 00:17:07.819
The stock opened at $11 a share. So the market

00:17:07.819 --> 00:17:09.880
looked at this machine that was literally designed

00:17:09.880 --> 00:17:12.660
to burn cash and said, here, have another $82

00:17:12.660 --> 00:17:15.059
million to burn. Why? I mean, were investors

00:17:15.059 --> 00:17:17.400
just stupid? Stupid is a harsh word. I would

00:17:17.400 --> 00:17:19.759
say they were intoxicated. They were high on

00:17:19.759 --> 00:17:22.059
the narrative. The theory at the time, which

00:17:22.059 --> 00:17:25.240
now sounds insane, was customer acquisition at

00:17:25.240 --> 00:17:27.599
all costs. Get the customer now. Worry about

00:17:27.599 --> 00:17:30.660
profit later. Exactly. The belief was that if

00:17:30.660 --> 00:17:32.519
you grab the customer, if you got their email

00:17:32.519 --> 00:17:35.259
address, you could figure out how to make profit

00:17:35.259 --> 00:17:38.019
off them sometime in the distant future. It was

00:17:38.019 --> 00:17:41.579
a land grab, but there were fundamental structural

00:17:41.579 --> 00:17:45.180
flaws in the pets .com business model that no

00:17:45.180 --> 00:17:47.440
amount of time or customers would have ever fixed.

00:17:47.900 --> 00:17:49.960
Okay, let's break those down. What was flaw number

00:17:49.960 --> 00:17:52.859
one? Flaw number one, no market research. Come

00:17:52.859 --> 00:17:56.700
on, none. Zero. The source material is explicit

00:17:56.700 --> 00:17:59.500
about this. There was no independent market research

00:17:59.500 --> 00:18:01.779
conducted before the launch. They never actually

00:18:01.779 --> 00:18:04.140
asked the fundamental question, do people want

00:18:04.140 --> 00:18:06.539
to buy heavy bags of pet food online and have

00:18:06.539 --> 00:18:08.680
them shipped to their house? They just assumed

00:18:08.680 --> 00:18:11.079
they would. That feels like the first slide in

00:18:11.079 --> 00:18:14.160
any business 101 presentation. Is there a market

00:18:14.160 --> 00:18:16.339
for your product? You would think so. But flaw

00:18:16.339 --> 00:18:18.339
number two was the real killer. And this is where

00:18:18.339 --> 00:18:20.539
we need to talk about a concept called unit economics.

00:18:21.039 --> 00:18:23.859
OK, break that down for me. What are unit economics?

00:18:24.180 --> 00:18:26.819
Unit economics is the most basic building block

00:18:26.819 --> 00:18:31.000
of a business. It's the question. On a single

00:18:31.000 --> 00:18:35.119
transaction, do you make or lose money? So how

00:18:35.119 --> 00:18:37.799
much does it cost me to sell one unit of my product?

00:18:38.119 --> 00:18:40.960
And do I make a profit on that specific sale?

00:18:41.160 --> 00:18:44.500
And Pets .com was? Pets .com was failing this

00:18:44.500 --> 00:18:48.059
test catastrophically. The data shows they were

00:18:48.059 --> 00:18:50.500
selling their merchandise for approximately one

00:18:50.500 --> 00:18:52.759
-third the price they paid a distributor to obtain

00:18:52.759 --> 00:18:54.160
it. Wait, wait, wait. Let me get this straight.

00:18:54.380 --> 00:18:56.839
If they bought a squeaky toy from a supplier

00:18:56.839 --> 00:18:59.720
for $3... They were turning around and selling

00:18:59.720 --> 00:19:02.720
it to you for $1. Why in God's name would you

00:19:02.720 --> 00:19:05.400
do that? Aggressive customer acquisition. They

00:19:05.400 --> 00:19:07.160
were trying to undercut all the local pet stores.

00:19:07.279 --> 00:19:09.200
They thought, if we give them a deal that's too

00:19:09.200 --> 00:19:11.059
good to be true, they'll become loyal customers

00:19:11.059 --> 00:19:13.740
for life. But even in their second fiscal year,

00:19:13.859 --> 00:19:15.819
after they'd been around for a bit, they were...

00:19:15.849 --> 00:19:18.410
still selling goods at about 27 % below their

00:19:18.410 --> 00:19:21.009
cost. So they were personally subsidizing every

00:19:21.009 --> 00:19:23.990
single dog bone and cat toy that left their warehouse?

00:19:24.410 --> 00:19:27.210
Exactly. And this creates what economists call

00:19:27.210 --> 00:19:30.289
a death spiral. Usually in a healthy business,

00:19:30.450 --> 00:19:33.069
when your sales go up, your financial situation

00:19:33.069 --> 00:19:36.609
improves. More sales, more profit. Right. But

00:19:36.609 --> 00:19:38.829
for Pets .com, because they lost a significant

00:19:38.829 --> 00:19:41.390
amount of money on every single item they sold,

00:19:41.609 --> 00:19:44.509
the dramatic rise in their sales only hastened

00:19:44.509 --> 00:19:47.089
their demise. The more they sold, the faster

00:19:47.089 --> 00:19:49.930
they went bankrupt. So success was actually accelerating

00:19:49.930 --> 00:19:52.990
their failure. Precisely. And then, on top of

00:19:52.990 --> 00:19:55.390
all that, there's the shipping problem. The shipping

00:19:55.390 --> 00:19:57.150
problem. This is the business physics you were

00:19:57.150 --> 00:19:59.549
talking about. This is the physics. It's inescapable.

00:19:59.670 --> 00:20:02.390
What is the most common, most frequently purchased

00:20:02.390 --> 00:20:05.809
item a pet owner buys? Food and cat litter. Right.

00:20:06.160 --> 00:20:07.880
And what are the defining physical properties

00:20:07.880 --> 00:20:10.799
of a big bag of dog food and a tub of cat litter?

00:20:10.960 --> 00:20:13.839
They're heavy and they're bulky. They are extremely

00:20:13.839 --> 00:20:16.900
heavy and dense. A 40 -pound bag of cat litter

00:20:16.900 --> 00:20:19.359
is 40 pounds of what is essentially sand and

00:20:19.359 --> 00:20:22.259
clay. Shipping 40 pounds of clay across the country

00:20:22.259 --> 00:20:25.579
via FedEx or UPS is incredibly expensive. And

00:20:25.579 --> 00:20:27.920
Pets .com, to attract customers, was offering

00:20:27.920 --> 00:20:30.720
free or heavily discounted shipping. They often

00:20:30.720 --> 00:20:33.460
did. They ran promotions for free shipping or

00:20:33.460 --> 00:20:36.700
charged a very low flat rate. But the profit

00:20:36.700 --> 00:20:39.839
margin on pet food itself is already razor thin.

00:20:40.240 --> 00:20:43.220
Best case, a retailer makes maybe 2 to 4 percent.

00:20:43.359 --> 00:20:45.579
OK, so let's do the math on that. I go to Pets

00:20:45.579 --> 00:20:48.740
.com. I buy a $20 bag of dog food. The actual

00:20:48.740 --> 00:20:52.359
profit for Pets .com on the food itself is what?

00:20:52.680 --> 00:20:55.299
Maybe 50 or 80 cents. Best case scenario, yes.

00:20:55.500 --> 00:20:57.980
Maybe a dollar if they're lucky. But then they

00:20:57.980 --> 00:21:00.660
have to turn around and pay UPS 10 or 15 dollars

00:21:00.660 --> 00:21:03.640
to ship that heavy bag to your front door. So

00:21:03.640 --> 00:21:05.599
on that one transaction, they have instantly

00:21:05.599 --> 00:21:08.099
lost somewhere between nine and 14 dollars. I

00:21:08.099 --> 00:21:10.380
have to assume the grand plan was, well, OK,

00:21:10.519 --> 00:21:12.480
we'll lose money on the food, but they'll also

00:21:12.480 --> 00:21:15.140
throw in a diamond studded collar with a huge

00:21:15.140 --> 00:21:17.160
90 percent profit margin. That was the dream.

00:21:17.630 --> 00:21:19.390
That was the entire thesis of the company. They

00:21:19.390 --> 00:21:21.589
believed the food and litter were loss leaders

00:21:21.589 --> 00:21:23.890
that would get you in the door to buy the high

00:21:23.890 --> 00:21:27.109
-margin items like toys, accessories, and gourmet

00:21:27.109 --> 00:21:29.569
treats. That's not what happened, is it? Consumer

00:21:29.569 --> 00:21:32.089
behavior did not cooperate. People are smart.

00:21:32.390 --> 00:21:35.289
They took the cheap, heavy food with the subsidized

00:21:35.289 --> 00:21:37.309
shipping, said thank you very much, and they

00:21:37.309 --> 00:21:40.299
didn't buy the expensive, spooky toys. The purchasing

00:21:40.299 --> 00:21:42.259
patterns never shifted to high -margin goods.

00:21:42.519 --> 00:21:44.980
So they built this incredibly complex, incredibly

00:21:44.980 --> 00:21:47.359
expensive machine that was perfectly designed

00:21:47.359 --> 00:21:50.380
to lose money. They built a very efficient, very

00:21:50.380 --> 00:21:53.220
high -tech incinerator for venture capital. It's

00:21:53.220 --> 00:21:55.859
just amazing because when you lay it all out

00:21:55.859 --> 00:21:59.000
like that, it seems so painfully obvious. Shipping

00:21:59.000 --> 00:22:01.680
sand is a bad business model. Selling dollar

00:22:01.680 --> 00:22:04.700
bills for 70 cents is a bad business model. Why

00:22:04.700 --> 00:22:07.299
didn't anyone with any power step in and stop

00:22:07.299 --> 00:22:09.900
them? Because of a concept from behavioral finance

00:22:09.900 --> 00:22:13.579
called the fantastic object. The what? The fantastic

00:22:13.579 --> 00:22:15.980
objects. It's a term used to describe an investment

00:22:15.980 --> 00:22:18.599
that becomes so exciting, so hype, so seemingly

00:22:18.599 --> 00:22:21.440
revolutionary that it stops being analyzed as

00:22:21.440 --> 00:22:24.140
a business and becomes a screen onto which people

00:22:24.140 --> 00:22:26.619
project their fantasies. So it's not a company.

00:22:26.680 --> 00:22:29.380
It's a dream. It's a dream. It was the future

00:22:29.380 --> 00:22:31.859
of retail. It was the Amazon of pet supplies.

00:22:32.420 --> 00:22:35.430
When you have a fantastic object. People, investors,

00:22:35.750 --> 00:22:38.470
journalists, even the employees, they stop looking

00:22:38.470 --> 00:22:40.289
at the profit and loss statement and they start

00:22:40.289 --> 00:22:42.130
looking at the giant balloon in the Macy's parade.

00:22:42.410 --> 00:22:44.589
They get caught up in the story. So the sock

00:22:44.589 --> 00:22:47.210
puppet was almost like a magician's trick. Look

00:22:47.210 --> 00:22:48.950
at the funny sock over here. Don't look at the

00:22:48.950 --> 00:22:50.910
giant burning pile of money in our warehouse.

00:22:51.410 --> 00:22:53.890
It was the perfect distraction. It distracted

00:22:53.890 --> 00:22:57.170
everyone, possibly including the executives themselves,

00:22:57.549 --> 00:23:00.930
from the cold, hard, terrifying reality of their

00:23:00.930 --> 00:23:03.529
own numbers. So let's talk about when reality

00:23:03.529 --> 00:23:05.849
finally crashed the party. Because for a company

00:23:05.849 --> 00:23:09.750
that rose so incredibly fast, the fall was. I

00:23:09.750 --> 00:23:11.710
mean, it was blink and you miss it fast. It was

00:23:11.710 --> 00:23:14.170
incredibly rapid. The velocity of the collapse

00:23:14.170 --> 00:23:15.990
is one of the most remarkable parts of the story.

00:23:16.150 --> 00:23:19.869
Remember, the IPO was in February of 2000. By

00:23:19.869 --> 00:23:22.089
September 2000, that's just seven months later,

00:23:22.230 --> 00:23:25.470
the walls were already closing in. The cash from

00:23:25.470 --> 00:23:27.650
the IPO was almost gone. Did they try to make

00:23:27.650 --> 00:23:30.089
any changes to stop the bleeding? They flailed.

00:23:30.380 --> 00:23:32.299
In September, they made this big announcement

00:23:32.299 --> 00:23:34.579
that they were moving their customer service

00:23:34.579 --> 00:23:37.279
call center from San Francisco to Greenwood,

00:23:37.299 --> 00:23:41.259
Indiana. Why Indiana? Cost cutting. Yeah. It's

00:23:41.259 --> 00:23:43.400
much cheaper to run a call center and pay salaries

00:23:43.400 --> 00:23:46.539
in Indiana than it is in the Bay Area. But that's

00:23:46.539 --> 00:23:50.259
like, it's like rearranging the deck chairs on

00:23:50.259 --> 00:23:53.259
the Titanic. It saved them a few bucks, but the

00:23:53.259 --> 00:23:55.579
ship had a hole in the hull the size of a blue

00:23:55.579 --> 00:23:58.539
whale. Did they try to find a buyer? Surely someone

00:23:58.539 --> 00:24:00.819
wanted that brand recognition, the customer list.

00:24:01.079 --> 00:24:04.220
They did. They went, cap in hand, to PetSmart,

00:24:04.400 --> 00:24:06.220
the big brick -and -mortar giant they had been

00:24:06.220 --> 00:24:08.160
trying to destroy. Yeah. And they asked for a

00:24:08.160 --> 00:24:09.880
buyout. That must have been a humbling conversation.

00:24:10.339 --> 00:24:13.460
I imagine so. PetSmart looked at their books,

00:24:13.619 --> 00:24:16.200
saw the disaster, and made an offer. Was it a

00:24:16.200 --> 00:24:18.440
good offer? It was a deeply insulting offer.

00:24:18.779 --> 00:24:20.900
PetSmart offered to buy the company for less

00:24:20.900 --> 00:24:23.700
than the net cash value Pets .com had in the

00:24:23.700 --> 00:24:26.319
bank. What does that mean? I mean, it means PetSmart

00:24:26.319 --> 00:24:28.980
basically said, we will take your company, but

00:24:28.980 --> 00:24:30.700
we're going to pay you less than the actual money

00:24:30.700 --> 00:24:32.740
you currently have. We're essentially charging

00:24:32.740 --> 00:24:35.359
you to take this disaster off your hands. Wow.

00:24:35.839 --> 00:24:38.359
And the board said no. The board refused. Pride,

00:24:38.460 --> 00:24:41.299
I guess. They still thought, we're Pets .com.

00:24:41.539 --> 00:24:43.799
We have the sock puppet. We're worth more than

00:24:43.799 --> 00:24:45.839
this. The narrator's voice comes in. They were

00:24:45.839 --> 00:24:47.740
not, in fact, worth more than this. They were

00:24:47.740 --> 00:24:51.759
not. So November 2000 arrives. This is less than

00:24:51.759 --> 00:24:54.599
a year after that triumphant Super Bowl ad. The

00:24:54.599 --> 00:24:57.400
money is gone. No new investors are stepping

00:24:57.400 --> 00:25:00.000
up because the entire dot -com bubble is bursting

00:25:00.000 --> 00:25:02.819
everywhere. The party is over. So what happens

00:25:02.819 --> 00:25:06.410
the final day? November 7th, 2000. The announcement

00:25:06.410 --> 00:25:08.490
comes down from the board. Pets .com is shutting

00:25:08.490 --> 00:25:11.410
down all operations. Effective immediately. Just

00:25:11.410 --> 00:25:13.869
like that. A press release. Just like that. They

00:25:13.869 --> 00:25:15.690
announced they would cease taking new orders

00:25:15.690 --> 00:25:19.109
on November 9th at 1100 a .m. Pacific Standard

00:25:19.109 --> 00:25:21.069
Time. I'm just imagining being a customer. You

00:25:21.069 --> 00:25:23.089
go to the website at 10 .59 a .m. You can buy

00:25:23.089 --> 00:25:25.150
a bag of dog food. You refresh the page at 11

00:25:25.150 --> 00:25:28.069
.01 and it's just gone. It was a hard stop. A

00:25:28.069 --> 00:25:31.079
digital ghost town overnight. And the human cost

00:25:31.079 --> 00:25:34.859
was immediate and brutal. They laid off 255 of

00:25:34.859 --> 00:25:37.259
their 320 employees that day. Almost everyone.

00:25:37.400 --> 00:25:40.539
Just gone in an instant. Almost everyone. And

00:25:40.539 --> 00:25:43.400
the investors who bought in at the IPO. Remember

00:25:43.400 --> 00:25:46.960
that stock price? It debuted at $11 a share.

00:25:47.359 --> 00:25:49.200
Right. On the day of the liquidation announcement,

00:25:49.500 --> 00:25:53.440
it fell to 19 cents. $11 to 19 cents. That's

00:25:53.440 --> 00:25:56.519
effectively zero. It's a total wipeout. A total,

00:25:56.619 --> 00:25:59.839
complete wipeout. If you had invested $1 ,000

00:25:59.839 --> 00:26:03.299
into Pets .com's stock in February, by November,

00:26:03.319 --> 00:26:05.960
you had enough left to maybe buy a sandwich and

00:26:05.960 --> 00:26:08.000
a cup of coffee. Now, whenever we talk about

00:26:08.000 --> 00:26:10.039
these massive corporate failures, there's always

00:26:10.039 --> 00:26:11.779
a part of the story that just makes me a little

00:26:11.779 --> 00:26:14.869
angry. The executives, the people who were actually

00:26:14.869 --> 00:26:16.910
steering the ship into the iceberg, did they

00:26:16.910 --> 00:26:21.170
go down with the ship? Well, yes and no. The

00:26:21.170 --> 00:26:23.930
CEO, Julie Wainwright, and nine other top executives

00:26:23.930 --> 00:26:27.430
did stay on to, and I quote, oversee the liquidation.

00:26:27.549 --> 00:26:29.490
Which means what? Turning off the lights and

00:26:29.490 --> 00:26:31.559
selling the furniture? Pretty much. selling off

00:26:31.559 --> 00:26:33.500
the assets, winding down the company legally.

00:26:33.660 --> 00:26:36.559
Did they do it for free as a gesture of goodwill

00:26:36.559 --> 00:26:38.859
to the employees they just fired? They did not.

00:26:39.380 --> 00:26:43.380
Wainwright received $235 ,000 in severance pay.

00:26:43.799 --> 00:26:47.359
But on top of that, the board approved a $225

00:26:47.359 --> 00:26:50.299
,000 retention payment. A retention payment?

00:26:50.599 --> 00:26:54.059
To retain her for what? The company is dead.

00:26:54.119 --> 00:26:56.240
There's nothing to retain her for? The justification

00:26:56.240 --> 00:26:58.539
was that they needed to pay her to retain her

00:26:58.539 --> 00:27:00.480
services to manage the shutting down process.

00:27:01.190 --> 00:27:04.269
So while 255 people were sent home with their

00:27:04.269 --> 00:27:06.970
personal belongings and cardboard boxes, the

00:27:06.970 --> 00:27:09.789
CEO walked away with nearly half a million dollars

00:27:09.789 --> 00:27:12.569
for overseeing the spectacular failure she had

00:27:12.569 --> 00:27:15.450
presided over. That just, it leaves a very bitter

00:27:15.450 --> 00:27:18.170
taste. It does. It's legally standard in many

00:27:18.170 --> 00:27:20.470
cases, but ethically, it's tough to swallow.

00:27:20.670 --> 00:27:22.910
The stockholders had a final meeting in January

00:27:22.910 --> 00:27:25.950
2001 to formalize the end. They changed the company's

00:27:25.950 --> 00:27:28.430
name to iPad Holdings, sold off the last of the

00:27:28.430 --> 00:27:31.170
assets, and that was it. Pets .com was officially

00:27:31.170 --> 00:27:34.230
dust. But the pieces of the company, the valuable

00:27:34.230 --> 00:27:36.549
bits, they didn't just vanish into thin air.

00:27:36.650 --> 00:27:39.349
They went somewhere. Let's talk about the scavengers.

00:27:39.369 --> 00:27:41.369
Who got the good stuff from the wreckage? Well,

00:27:41.390 --> 00:27:43.809
the single most valuable asset they owned, by

00:27:43.809 --> 00:27:48.150
far, was the domain name. Pets .com. And who

00:27:48.150 --> 00:27:51.309
ended up with that? PetSmart. Of course. The

00:27:51.309 --> 00:27:53.430
very company they tried to disrupt, the company

00:27:53.430 --> 00:27:55.730
that made that insulting offer, ended up owning

00:27:55.730 --> 00:27:57.769
their name. And if you go to your browser right

00:27:57.769 --> 00:28:01.740
now, today, in 2026, and you type in pets .com,

00:28:01.839 --> 00:28:04.559
go ahead, try it. It just redirects you straight

00:28:04.559 --> 00:28:07.039
to PetSmart's website. The old school brick and

00:28:07.039 --> 00:28:09.880
mortar giant won. They were patient. They waited

00:28:09.880 --> 00:28:12.980
out the storm. They let pets .com burn through

00:28:12.980 --> 00:28:15.559
hundreds of millions of dollars educating the

00:28:15.559 --> 00:28:17.839
market about online shopping. And then they swooped

00:28:17.839 --> 00:28:19.980
in and bought the front door for pennies on the

00:28:19.980 --> 00:28:23.059
dollar. That is a masterclass in strategy. What

00:28:23.059 --> 00:28:25.180
about the puppet? Did someone buy the rights

00:28:25.180 --> 00:28:28.140
to the sock? The puppet had a very strange afterlife.

00:28:28.539 --> 00:28:31.880
In 2002, a joint venture literally called Sock

00:28:31.880 --> 00:28:34.599
Puppet LLC, I'm not making that up, bought the

00:28:34.599 --> 00:28:38.700
rights to the mascot for $125 ,000. $125 ,000

00:28:38.700 --> 00:28:41.240
for a disgraced mascot. What on earth did they

00:28:41.240 --> 00:28:43.200
do with it? It was licensed to a company called

00:28:43.200 --> 00:28:46.279
Bar None, Inc. They were a finance firm that

00:28:46.279 --> 00:28:48.779
specialized in car loans for people with bad

00:28:48.779 --> 00:28:51.640
credit. Wait, a subprime auto loan company used

00:28:51.640 --> 00:28:54.400
the Pets .com puppet as their mascot? They did.

00:28:55.049 --> 00:28:58.490
And get this, the new slogan spoken by the puppet

00:28:58.490 --> 00:29:01.910
in the commercials was, everyone deserves a second

00:29:01.910 --> 00:29:05.529
chance. Oh, wow. That is incredibly, almost poetically

00:29:05.529 --> 00:29:09.690
meta. I'm a failed .com mascot. You have a terrible

00:29:09.690 --> 00:29:12.049
credit score. Let's work together. It was actually

00:29:12.049 --> 00:29:13.930
pretty clever advertising. It ran for about nine

00:29:13.930 --> 00:29:16.490
commercials in 2002, but then the puppet kind

00:29:16.490 --> 00:29:19.000
of faded back into obscurity. You know. For all

00:29:19.000 --> 00:29:22.420
the talk of greed and hubris and stupidity, I

00:29:22.420 --> 00:29:24.400
did read one thing in our source notes that made

00:29:24.400 --> 00:29:26.640
me smile. A little moment of redemption right

00:29:26.640 --> 00:29:29.160
at the very end. Yes, the dog food. Tell us about

00:29:29.160 --> 00:29:31.660
the dog food. So when they shut down in November

00:29:31.660 --> 00:29:34.839
2000, they had these massive warehouses full

00:29:34.839 --> 00:29:37.440
of inventory. Tons and tons of kibble. They couldn't

00:29:37.440 --> 00:29:39.160
sell it. The easiest thing would have been to

00:29:39.160 --> 00:29:41.259
just dump it all in a landfill. But they didn't.

00:29:41.279 --> 00:29:43.480
They didn't. They worked with their charity arm,

00:29:43.559 --> 00:29:45.940
which was called Pets .Commitment, and they arranged

00:29:45.940 --> 00:29:48.400
for a massive donation. Where did it all go?

00:29:48.619 --> 00:29:51.339
They sent more than 21 tons of high -quality

00:29:51.339 --> 00:29:54.299
dog food to the mushers in Alaska's interior.

00:29:54.599 --> 00:29:57.380
To the sled dog teams? Exactly. To the working

00:29:57.380 --> 00:30:00.200
dogs that run the Iditarod and other races. It

00:30:00.200 --> 00:30:02.519
was a huge logistical challenge to get it all

00:30:02.519 --> 00:30:05.079
up there, but they did it. So the final act of

00:30:05.079 --> 00:30:08.099
Pets .com wasn't a frivolous Super Bowl ad. It

00:30:08.099 --> 00:30:10.480
was feeding thousands of hungry dogs in the Arctic.

00:30:10.859 --> 00:30:13.019
I really like that. It doesn't forgive the $300

00:30:13.019 --> 00:30:16.380
million loss, but it is a really nice final footnote

00:30:16.380 --> 00:30:19.079
to the story. It is a positive final act. So

00:30:19.079 --> 00:30:20.640
let's zoom out a little. We've told the story

00:30:20.640 --> 00:30:23.279
from beginning to end. But why does it stick

00:30:23.279 --> 00:30:25.220
with us? Why are we still talking about this

00:30:25.220 --> 00:30:27.960
specific failure decades later? You mentioned

00:30:27.960 --> 00:30:31.059
that fantastic object idea earlier. I think Pets

00:30:31.059 --> 00:30:33.720
.com persists in our collective memory because

00:30:33.720 --> 00:30:36.910
it's the perfect, most concise symbol. of the

00:30:36.910 --> 00:30:39.769
irrational exuberance, as Alan Greenspan called

00:30:39.769 --> 00:30:42.190
it, of that time. It shows how quickly the culture

00:30:42.190 --> 00:30:43.990
can build something up and then tear it down.

00:30:44.150 --> 00:30:46.369
One minute, you're the hero of the new economy.

00:30:46.549 --> 00:30:48.950
The next, you're the villain. There's that commercial

00:30:48.950 --> 00:30:51.170
that aired right after they crashed, the parody

00:30:51.170 --> 00:30:53.869
ad. Oh, the E -Trade ad. It was savage. Yes.

00:30:54.150 --> 00:30:56.450
Tell us about that. So this is during the 2001

00:30:56.450 --> 00:31:00.309
Super Bowl. Just one year after Pets .com had

00:31:00.309 --> 00:31:03.210
been the star of the show, the online brokerage

00:31:03.210 --> 00:31:06.970
firm E -Trade aired this spot that was a parody

00:31:06.970 --> 00:31:09.150
of that famous crying Indian anti -pollution

00:31:09.150 --> 00:31:11.289
commercial from the 1970s. I remember that ad.

00:31:11.579 --> 00:31:14.160
In the E -Trade version, it showed a chimpanzee

00:31:14.160 --> 00:31:16.640
on a horse riding through a ruined, desolate

00:31:16.640 --> 00:31:20.119
landscape. A post -apocalyptic dot -com wasteland.

00:31:20.400 --> 00:31:23.279
Exactly. You see broken computers, empty office

00:31:23.279 --> 00:31:26.359
buildings with police signs, and the chimp rides

00:31:26.359 --> 00:31:29.180
past a demolished company called eSocks .com.

00:31:29.359 --> 00:31:32.339
And then a dirty, discarded, rain -soaked sock

00:31:32.339 --> 00:31:35.039
puppet lands at his feet, and the chimpanzee

00:31:35.039 --> 00:31:37.630
sheds a single tear. That is just brutal. It's

00:31:37.630 --> 00:31:39.470
kicking a man when he's already down. It was

00:31:39.470 --> 00:31:41.769
vicious. But it perfectly captured the public

00:31:41.769 --> 00:31:44.349
mood. America felt scammed. They felt like they

00:31:44.349 --> 00:31:46.089
had been sold a bill of goods by all these dot

00:31:46.089 --> 00:31:48.410
-com companies. And the sock puppet had become

00:31:48.410 --> 00:31:51.410
the face of that scam. CNET later named it one

00:31:51.410 --> 00:31:53.710
of the greatest dot -com disasters of all time.

00:31:53.869 --> 00:31:56.990
But, and here is the big twist. This is the part

00:31:56.990 --> 00:31:58.490
of the story that I think is most relevant to

00:31:58.490 --> 00:32:02.650
us today. The fundamental idea. It wasn't actually

00:32:02.650 --> 00:32:05.720
wrong. No. The core idea was sound. It was just

00:32:05.720 --> 00:32:08.039
20 years too early. Because I order my dog's

00:32:08.039 --> 00:32:11.009
food online. All the time, everyone I know with

00:32:11.009 --> 00:32:13.589
a pet orders their supplies online. The company,

00:32:13.690 --> 00:32:16.630
Chewy .com, is a massive, publicly traded, successful

00:32:16.630 --> 00:32:19.289
company. Chewy is basically the ghost of Pets

00:32:19.289 --> 00:32:21.950
.com, but a version that actually worked. So

00:32:21.950 --> 00:32:24.849
what's the difference? Why is Chewy a multi -billion

00:32:24.849 --> 00:32:27.650
dollar success story and Pets .com is a late

00:32:27.650 --> 00:32:30.109
night talk show joke, if they are, for all intents

00:32:30.109 --> 00:32:32.630
and purposes, doing the exact same thing? I wouldn't

00:32:32.630 --> 00:32:34.970
say they are doing the exact same thing. The

00:32:34.970 --> 00:32:37.740
what is the same selling pet food online. But

00:32:37.740 --> 00:32:40.619
the how and, crucially, the when are completely

00:32:40.619 --> 00:32:42.700
different. Okay, so break down the how for me.

00:32:42.759 --> 00:32:44.660
What did Chewy do differently? First, logistics

00:32:44.660 --> 00:32:48.259
and technology. In 1999, warehousing was largely

00:32:48.259 --> 00:32:51.039
a manual process. Tracking shipments was primitive.

00:32:51.339 --> 00:32:54.079
Today, Chewy uses these highly automated fulfillment

00:32:54.079 --> 00:32:56.759
centers with robots that dramatically cut the

00:32:56.759 --> 00:32:59.200
cost per order. So robots are packing the kibble

00:32:59.200 --> 00:33:02.319
now, which is way cheaper than human hands. Right.

00:33:02.400 --> 00:33:05.200
Second, and this is a big one, is route density.

00:33:05.970 --> 00:33:09.190
In 1999, the FedEx truck was stopping at maybe

00:33:09.190 --> 00:33:12.150
one house in your entire neighborhood. Today,

00:33:12.430 --> 00:33:15.750
that same Amazon or FedEx truck is stopping at

00:33:15.750 --> 00:33:19.009
20 houses on your block. The last mile cost of

00:33:19.009 --> 00:33:21.269
delivery is shared across way more packages.

00:33:21.529 --> 00:33:24.049
That makes a ton of sense. The network is denser,

00:33:24.049 --> 00:33:26.250
so it's cheaper for them to drop off my 40 -pound

00:33:26.250 --> 00:33:29.329
bag of sand. Exactly. And finally, there's just

00:33:29.329 --> 00:33:33.180
cultural adoption. In 1999, buying things online

00:33:33.180 --> 00:33:35.380
was still a little bit scary for a lot of people.

00:33:35.500 --> 00:33:38.960
It was a novelty. Today, it's the default. Chewy

00:33:38.960 --> 00:33:41.420
didn't have to spend $11 million just to explain

00:33:41.420 --> 00:33:43.680
to people how to use a website and trust it with

00:33:43.680 --> 00:33:45.339
their credit card. The market was ready. The

00:33:45.339 --> 00:33:47.640
market was ready. The technology was ready. Ryan

00:33:47.640 --> 00:33:49.940
Cohen, the founder of Chewy, was actually asked

00:33:49.940 --> 00:33:52.680
about the Pets .com comparison when Chewy had

00:33:52.680 --> 00:33:55.400
its own IPO back in 2019. Did he embrace it?

00:33:55.460 --> 00:33:57.440
Did he say, we stand on the shoulders of giants?

00:33:57.720 --> 00:34:00.180
He hated it. He absolutely rejected it. He called

00:34:00.180 --> 00:34:02.480
the comparison absolute crazy and said there

00:34:02.480 --> 00:34:04.339
was nothing in common between the two companies.

00:34:04.559 --> 00:34:06.900
Which feels a little defensive, doesn't it? It

00:34:06.900 --> 00:34:09.079
is a bit defensive, but he was right about the

00:34:09.079 --> 00:34:12.360
execution. He focused on obsessive customer service.

00:34:12.780 --> 00:34:14.760
and getting the unit economics right from day

00:34:14.760 --> 00:34:17.760
one. He didn't buy a Super Bowl ad until he knew

00:34:17.760 --> 00:34:19.920
he could afford it. He built the business first,

00:34:20.039 --> 00:34:23.360
and then he built the brand. Pets .com did the

00:34:23.360 --> 00:34:26.099
exact opposite. That's the takeaway right there,

00:34:26.139 --> 00:34:28.860
isn't it? Brand versus business. It is. A brand

00:34:28.860 --> 00:34:32.000
is what people think and feel about you. A business

00:34:32.000 --> 00:34:35.099
is how you make money. Pets .com had a world

00:34:35.099 --> 00:34:37.619
-class, globally recognized brand. They just

00:34:37.619 --> 00:34:39.840
had zero business attached to it. It really makes

00:34:39.840 --> 00:34:42.059
you look at the current landscape a lot differently.

00:34:42.780 --> 00:34:45.039
Because we are right now living through another

00:34:45.039 --> 00:34:47.260
massive hype cycle, aren't we? We always are.

00:34:47.320 --> 00:34:49.159
There's always a new bubble, whether it was crypto

00:34:49.159 --> 00:34:52.579
a few years ago or AI today or the metaverse.

00:34:52.820 --> 00:34:55.579
It makes me wonder, are there sock pippets out

00:34:55.579 --> 00:34:58.179
there right now today? I can guarantee you that

00:34:58.179 --> 00:35:00.519
there are. Companies that everyone knows that

00:35:00.519 --> 00:35:02.659
are on the cover of every magazine that have

00:35:02.659 --> 00:35:05.239
that marriage made in heaven with all the big

00:35:05.239 --> 00:35:08.699
investors. But if you actually lifted the hood

00:35:08.699 --> 00:35:11.679
and looked at their unit economics. you'd find

00:35:11.679 --> 00:35:13.900
out they're just selling dollar bills for 70

00:35:13.900 --> 00:35:16.199
cents. That is the provocative question I would

00:35:16.199 --> 00:35:18.840
leave you, the listener, with. Look at the apps

00:35:18.840 --> 00:35:21.619
on your phone. Look at the services you use every

00:35:21.619 --> 00:35:24.460
day, especially the ones that seem weirdly cheap

00:35:24.460 --> 00:35:27.500
or free. Which ones are actually sustainable,

00:35:27.679 --> 00:35:30.139
profitable businesses? And which ones are just

00:35:30.139 --> 00:35:32.820
burning through a mountain of venture capital

00:35:32.820 --> 00:35:35.039
to keep the lights on until they either get bought

00:35:35.360 --> 00:35:37.340
Or they collapse. Are you buying a product or

00:35:37.340 --> 00:35:39.039
are you just buying into a fantastic object?

00:35:39.440 --> 00:35:41.820
Exactly. And just because it has a really cool

00:35:41.820 --> 00:35:44.599
logo or a cute mascot doesn't mean it's going

00:35:44.599 --> 00:35:47.300
to survive the winter. On that slightly ominous

00:35:47.300 --> 00:35:49.119
note, I think we're going to wrap up. I'm now

00:35:49.119 --> 00:35:51.239
going to go look at my entire investment portfolio

00:35:51.239 --> 00:35:54.679
and panic slightly. It's always a healthy exercise.

00:35:55.099 --> 00:35:57.300
If you want to see the terrifying math for yourself

00:35:57.300 --> 00:36:00.880
or pictures of that giant faloon or read the

00:36:00.880 --> 00:36:03.420
details of the triumph, the insult comic dog

00:36:03.420 --> 00:36:05.760
lawsuit. Please check the show notes on our website.

00:36:05.980 --> 00:36:07.400
We've got all the sources linked there for you

00:36:07.400 --> 00:36:09.480
to go even deeper. Thanks for taking this deep

00:36:09.480 --> 00:36:10.679
dive with us. Thank you.
