WEBVTT

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Okay, let's unpack this. We talk about failure

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in business a lot on this show. We talk about

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pivoting. We talk about the lean startup methodology,

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you know, failing fast. But today, today we are

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not talking about a normal failure. We aren't

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talking about a lemonade stand that didn't quite

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work out. We're definitely not. This is a different

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category altogether. Today we are talking about

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a failure so spectacular, so expensive, and just

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so incredibly fast that it became a legend. It's

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the kind of story that business schools use to

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scare freshmen. We are talking about Boo .com.

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That name, for anyone who lived through the dot

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-com bubble of the late 90s, it just instantly

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conjures up a very specific feeling. Right. What

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is that feeling? It's a mix of nostalgia, disbelief,

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and maybe a little bit of secondhand embarrassment.

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It's just iconic. Exactly. It's synonymous with

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the dot -com bubble bursting. But here is the

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mission for this deep dive. And I want everyone

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to really listen to this number because it just,

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it defies the laws of physics. We are going to

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figure out how a single company managed to burn

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through $135 million of venture capital. $135

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million. In just 18 months. It is a staggering

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figure. And you have to remember, this is late

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90s money with inflation that's significantly

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more today. But even then, just raw cash. That

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is a mountain of money to just, you know, vaporize.

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In 18 months. That is. I mean, I've done the

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math and we will get to the specific burn rates

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later. But just on the surface, that is financial

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immolation. It is. It's not just a business closing

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its doors. It's a catastrophe. Yeah. It's like

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watching a train wreck. But the train is made

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of gold bars. It is. But I think it's really

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important to frame this correctly before we dive

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in. Because if we just look at it as stupid people

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spending money, we miss the actual lesson here.

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This is a case study in what the. economist Robert

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Shiller called irrational exuberance. It's a

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story about timing, about the disconnect between

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technological ambition and the actual, you know,

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the infrastructure that existed at the time.

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Right. It's about trying to build a Ferrari when

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the roads are still made of dirt. Precisely.

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That's a perfect analogy. And to guide us through

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this, we are looking at a stack of historical

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records, various postmortems written by people

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who were actually there, and specifically the

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founder's own account from their book, Boo Hoo.

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Boo Hoo. Great title. Chuckles. It is. So we're

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piecing together the rise and fall of this British

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e -commerce business to understand not just what

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went wrong, but why everyone, and I mean everyone,

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thought it was going so right until the very

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last second. So let's rewind. Let's go back to

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the late 90s. The internet is the Wild West.

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Money is falling from the sky for anyone with

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a dot com in their name. And the sound of a dial

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-up modem is in every home. That screech. And

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onto this stage walk are three protagonists.

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The golden children, as they were called. Who

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were they? At the center of the storm, you have

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a Swedish trio, Ernst Malmsten, Kajsa Leander,

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and Patrick Hedelin. And here is where it gets

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really interesting. And this is crucial for understanding

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why they got so much money. They weren't novices.

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They weren't just three kids in a garage with

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a big idea. They weren't just random kids with

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a PowerPoint presentation and a dream. No, not

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at all. In the eyes of investors, they were sophisticated

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Internet entrepreneurs. And that's because before

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Boo .com, they had already built a company called

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Bocas .com. Bocas .com. I'm sensing a branding

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theme here. The dot com was the key. Very similar

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branding approach. Yeah. Bocas .com was an online

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bookstore. You can think of it as the Amazon

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of Scandinavia. And was it successful? Very.

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In 1997, it became the third largest book e -retailer.

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They built it. It was a success. And they sold

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it. They had an exit. OK, so that explains a

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lot. That's everything. They walk into a boardroom.

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They put their resume on the table. And they

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can say, look, we've already done this. We beat

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the odds once. Give us more money for a bigger

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idea. Exactly. They had a proven track record

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in a world where investors were throwing money

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at people who just had a vague idea written on

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a napkin. These three had a real tangible success

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story under their belts. Right. That credibility

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is what unlocked the vault. You have to put yourself

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in the mindset of a venture capitalist in 1998

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or 1999. Their biggest fear is not losing money.

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Their biggest fear is missing the next big thing.

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It's FOMO. Fear of missing out. Massive FOMO.

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So when these three walk in looking cool, looking

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European, fashionable with a success story already

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finished, the checkbooks just opened almost automatically.

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So they have the credibility. What was the vision

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this time? Because they didn't want to sell books

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again. They wanted something, I guess. sexier.

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No, books were too small, too utilitarian. I

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mean, books are easy to ship. They don't spoil.

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They don't have sizes. They're simple. A solved

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problem almost. Right. The vision for Boo .com

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was to become the premier global online sports

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and fashion retailer. They didn't want to be

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a digital catalog. They wanted to build a lifestyle

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brand. And who were they targeting with this?

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Who was the customer? The demographic was very,

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very specific. Young, wealthy, fashionable people.

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Basically, the 18 to 24 year old crowd who had

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disposable income and cared deeply about looking

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good. The cool kids. It sounds less like a store

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and more like an exclusive club. That was 100

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percent the vibe they were going for. They wanted

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to be the place where the cool kids shopped online.

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But here is the kicker. And this is one of the

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first major strategic decisions that arguably

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set them on the path to ruin. Think about Amazon

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for a second. We mentioned them. How did Amazon

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start? Books. Just books. And mostly just in

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the U .S. initially, right? It was a very focused

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launch. Exactly. Jeff Bezos was obsessed with

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logistics. He started with books because they

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were a simple, uniform product. He mastered the

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U .S. market before he even thought about crossing

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the Atlantic. It was slow. It was methodical

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expansion. So what did Boo .com do? They decided

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to launch in Europe and America simultaneously.

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On day one. On day one. Global domination from

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the opening bell. That is, that's beyond ambitious.

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Yeah. That sounds almost impossible. It's incredibly

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difficult. Let's just, you know, break down what

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that actually means. If you decide to launch

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in the U .S., the U .K., Germany, France, Sweden,

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and Finland all on the same day, what are you

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actually dealing with operationally? Well, languages

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for one. The site has to work in German, French,

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English, Swedish. That's a huge translation job.

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Correct. But that's just the interface, the easy

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part. Think about the back end. Currencies. Right.

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The euro wasn't in physical circulation yet.

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Exactly. The euro exists as a financial concept,

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but people in France are spending francs. People

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in Germany are spending Deutsche Marks. People

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in Italy are spending lira. You need a payment

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processing system that handles all of that in

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real time. And taxes. VAT, value added tax. Every

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single country in Europe has different tax rules,

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different rates. And then you have consumer protection

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laws. The return policy required by law in Germany

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is completely different from the one in the U

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.S. So by saying day one global. They didn't

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just build one company. They effectively tried

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to launch, what, six or seven different startups

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on the same day, all tied together by a website

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that didn't even exist yet. That is the perfect

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way to put it. They multiplied their complexity

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by a factor of 10, maybe more, just for the vanity

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of being able to say, we are a global company

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from day one. It was an operational nightmare

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from the jump. And speaking of vanity, let's

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talk about the name. I found this little nugget

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in the research hilarious. They didn't even want

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boo .com originally, did they? No, not at all.

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The original heart's desire was bow .com. B -O

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-O dot com. As in, inspired by Bo Derek, the

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actress. That's the story. They wanted that Hollywood

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glamour. They wanted a name that sounded like

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a supermodel. Short, chic. But I'm guessing Bo

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.com was already taken. It was. And the owner

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probably wanted a fortune for it, even back then.

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So they pivoted. They just, you know, added a

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note. They found a dealer selling Boo .com. And

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they bought it for $2 ,500. Which, honestly,

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for a three -letter domain name, even then. $2

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,500 is a steal compared to what they spent on

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everything else. It was probably the most efficient

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money they ever spent in the entire 18 months.

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In today's market, a three -letter domain like

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that could be hundreds of thousands, maybe millions.

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So, yeah, good deal there. Okay, so they have

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the name. They have the famous founders. They

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have this insane global ambition. Now, let's

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talk about the execution, or more accurately,

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the spending. We have to talk about... The burn.

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The burn is legendary. It's what makes Boo .com

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a business school case study. It's just mind

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boggling. Let's start with the headquarters.

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If you're a scrappy startup, where do you set

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up shop? A garage? A cheap office park, maybe

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a sublet basement somewhere. If you are Amazon,

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you famously use a door on sawhorses as a desk

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to save money. If you are Boo .com, you set up

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your global headquarters on Carnaby Street in

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London. Carnaby Street. That's not a tech hub.

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That's the historic heart of swinging London

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fashion. That is prime expensive real estate.

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Exactly. It was a statement, a fashionable address

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for a fashionable company. They weren't building

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a tech utility. They were building a brand. And

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the office culture, by all accounts, reflected

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that. There are stories about the guru room.

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The guru room? What's that? A dedicated meditation

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space in the office. They had fresh fruit delivered

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daily for everyone. They had a concierge service

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for employees to help them book, you know, theater

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tickets and dinner reservations. Concierge? Yeah.

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For startup employees? Yes. It was the absolute

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height of dot -com excess. They were spending

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money to project an image of success before they

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had earned a single dollar of profit. It sounds

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like they were playing business rather than actually

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doing business. In a way, yes. It was about the

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image. And the staffing reflected that explosion.

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They started with about 40 employees. A tight

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ship. Manageable. Normal. But by October 1999,

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just as they were ramping up to launch, they

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had 400 employees. 400. Across how many offices?

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Eight offices, London, Amsterdam, Munich, New

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York, Paris, Stockholm. They were staffing up

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these global hubs before they had even sold a

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single pair of sneakers. That is a massive, massive

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overhead. You're paying rent in midtown Manhattan

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and central Paris with no revenue. And salaries.

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And not just minimum wage. They were hiring cool

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people. They were poaching editors from top fashion

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magazines, photographers, stylists. People who

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expected a certain lifestyle and a certain salary.

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But the thing that really blew my mind, the statistic

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that I had to read three times, just to make

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sure I wasn't hallucinating, was the marketing

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spend. The pre -launch marketing. How much did

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they spend on advertising and PR before the website

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was even live and able to take an order? $25

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million. $25 million. Before they sold a product,

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before the doors even opened. That is just, I

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can't wrap my head around that. Think about the

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psychology of that. You are creating this immense

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global hype. You have glossy full -page ads in

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Vanity Fair and Vogue. You have TV spots directed

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by Roman Coppola. Francis Ford Coppola's son.

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Yeah. They hired Hollywood royalty to make commercials

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for a website. Yes. And the commercials were

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completely abstract. They were just vibes. They

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didn't really show the website. They just showed

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beautiful people and beautiful locations doing

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beautiful things. They were selling a membership

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to a club that didn't exist yet. So imagine you're

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the target customer. You see an ad for the coolest

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store in the world. You get all excited. And

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then you realize you can't actually go in yet.

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It's not open. That was the experience for months,

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and it was all based on this land grab mentality.

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You have to remember the era. The prevailing

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wisdom of the dot -com bubble was get big fast.

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The idea was that the Internet is a winner -take

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-all market. So if you can establish the brand

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first, you win everything. Profits. That's a

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problem for, you know, 2005. The only thing that

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matters right now is capturing the mind share

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first. That's spending $25 million. That puts

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a ticking clock on your back that has to be deafening.

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If you spend that much telling people you are

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amazing, you better be absolutely perfect on

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day one. Exactly. You are writing a check that

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your technology has to cash. If you tell me you

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are the greatest store on Earth for six months

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and then I finally log on and I get a generic

00:12:18.570 --> 00:12:21.629
error message or a loading screen, the disappointment.

00:12:22.460 --> 00:12:25.279
is 10 times worse than if you had just been humble.

00:12:25.460 --> 00:12:28.399
It creates this massive expectation gap. A chasm.

00:12:28.639 --> 00:12:31.200
And that brings us to the overall financial picture.

00:12:31.320 --> 00:12:34.720
We mentioned the $135 million total burn in 18

00:12:34.720 --> 00:12:37.940
months, but let's look at the velocity of that

00:12:37.940 --> 00:12:40.799
burn. Okay. In just six months, one six -month

00:12:40.799 --> 00:12:44.299
period, they burned through 125 million pounds.

00:12:44.639 --> 00:12:46.820
Wait, pounds. So that's even more in dollars.

00:12:46.980 --> 00:12:49.980
Yes. So that's what? About $170 million at the

00:12:49.980 --> 00:12:52.460
time in six months. I don't even know how you

00:12:52.460 --> 00:12:55.320
physically write checks that fast. Did they have

00:12:55.320 --> 00:12:57.559
a bonfire in the Carnaby Street office and just

00:12:57.559 --> 00:12:59.919
throw cash in it? It comes down to operational

00:12:59.919 --> 00:13:02.500
excess and just chaos. It wasn't just the ads.

00:13:02.539 --> 00:13:05.259
It was the out -of -control payroll. The postmortem

00:13:05.259 --> 00:13:07.220
suggests there was a total lack of direction

00:13:07.220 --> 00:13:09.519
regarding how many staff were actually needed.

00:13:09.779 --> 00:13:12.080
It was hiring for the sake of hiring. We are

00:13:12.080 --> 00:13:14.240
a big global company. Therefore, we need 400

00:13:14.240 --> 00:13:16.960
people. That was the logic. Plus, terrible communication

00:13:16.960 --> 00:13:19.120
between departments meant money was just leaking

00:13:19.120 --> 00:13:21.379
everywhere. Different offices buying their own

00:13:21.379 --> 00:13:24.519
software, duplicating work. It was a mess. So,

00:13:24.600 --> 00:13:27.360
you have a massive staff, a massive ad budget,

00:13:27.440 --> 00:13:30.100
and massive office rent. But you're an e -commerce

00:13:30.100 --> 00:13:32.860
company. The one thing you really, really need

00:13:32.860 --> 00:13:35.379
to nail, the only thing you really need to nail,

00:13:35.460 --> 00:13:38.879
is the website. The technology. And this is where

00:13:38.879 --> 00:13:41.080
the tragedy really sets in. This is the heart

00:13:41.080 --> 00:13:43.659
of the failure. We call this the technology trap.

00:13:44.039 --> 00:13:46.399
The outline calls it ambition versus reality.

00:13:46.779 --> 00:13:49.940
And I think that is perfect because their ambition

00:13:49.940 --> 00:13:54.000
was Star Trek. And the reality was. Well, 1999.

00:13:54.179 --> 00:13:57.519
Yes. Tell me about Miss Boo. Ah, Miss Boo. She

00:13:57.519 --> 00:13:59.860
was the mascot, but she was more than that. She

00:13:59.860 --> 00:14:01.960
was conceived as a sales assistant -style avatar

00:14:01.960 --> 00:14:04.059
designed to guide users through the site. She

00:14:04.059 --> 00:14:06.320
was animated. She had a personality. Like a digital

00:14:06.320 --> 00:14:08.500
personal shopper. A much cooler version. A version

00:14:08.500 --> 00:14:10.639
of Clippy the paperclip from Microsoft Word.

00:14:10.879 --> 00:14:14.059
Yes, a fashion -forward Clippy, exactly. And

00:14:14.059 --> 00:14:17.259
alongside her, they developed this... revolutionary

00:14:17.259 --> 00:14:20.059
3D dressing room technology. The idea was that

00:14:20.059 --> 00:14:22.539
you could literally drag and drop clothes onto

00:14:22.539 --> 00:14:25.059
a 3D model and inspect them from any angle. So

00:14:25.059 --> 00:14:26.940
you could zoom in on the stitching, spin the

00:14:26.940 --> 00:14:29.519
shoe around to see the heel. Exactly. All of

00:14:29.519 --> 00:14:32.039
that. Which, to be fair, sounds awesome. In 2025,

00:14:32.360 --> 00:14:33.940
we have that. I use that all the time on retail

00:14:33.940 --> 00:14:36.179
sites. It's great. We do. It's standard now,

00:14:36.320 --> 00:14:38.779
but we did not have that in 1999. They were trying

00:14:38.779 --> 00:14:42.659
to build 2025 technology using 1999 tools and

00:14:42.659 --> 00:14:46.049
for a 1999 audience. Talk to me about the cost

00:14:46.049 --> 00:14:48.509
of this coolness. What did it cost to build this?

00:14:48.830 --> 00:14:51.370
The development costs for this proprietary virtual

00:14:51.370 --> 00:14:54.769
technology was over $6 million. They built their

00:14:54.769 --> 00:14:57.429
own 3D rendering engine from scratch. $6 million

00:14:57.429 --> 00:15:00.850
just for the code? Yes, but the maintenance cost.

00:15:01.129 --> 00:15:03.629
This is the kicker. It cost half a million dollars

00:15:03.629 --> 00:15:06.029
every single month just to keep that 3D tech

00:15:06.029 --> 00:15:08.009
running. Wait, let me just pause you there. $500

00:15:08.009 --> 00:15:10.330
,000 a month just to keep the virtual dressing

00:15:10.330 --> 00:15:13.580
room open. For a month, yes, because this wasn't

00:15:13.580 --> 00:15:16.539
simple HTML code. This was incredibly server

00:15:16.539 --> 00:15:20.019
intensive. Every time a single user spun a shoe,

00:15:20.240 --> 00:15:23.379
a server somewhere in London had to crunch a

00:15:23.379 --> 00:15:26.379
huge amount of numbers and send a stream of images

00:15:26.379 --> 00:15:29.399
back to them. They needed a massive bank of servers

00:15:29.399 --> 00:15:32.539
and a team of very specialized, very expensive

00:15:32.539 --> 00:15:35.279
engineers just to keep it online. Put that in

00:15:35.279 --> 00:15:37.039
context for me. If I'm a traditional retailer

00:15:37.039 --> 00:15:40.039
in 1999, what does half a million dollars a month

00:15:40.039 --> 00:15:42.279
get me? That's the lease on a flagship store

00:15:42.279 --> 00:15:45.120
on Fifth Avenue in New York City and the staff

00:15:45.120 --> 00:15:47.379
to run it. And Boo .com was spending that on

00:15:47.379 --> 00:15:49.779
a single digital feature that, and this is the

00:15:49.779 --> 00:15:52.120
most fruitful part, most of their customers couldn't

00:15:52.120 --> 00:15:54.059
even load. And this is where we had to get technical

00:15:54.059 --> 00:15:55.539
for a second. We have to talk about the pipe.

00:15:55.679 --> 00:15:58.519
We do. We have to talk about bandwidth. The fundamental

00:15:58.519 --> 00:16:01.019
limitation of the era. For our younger listeners,

00:16:01.159 --> 00:16:03.039
or for anyone who has blocked out the trauma,

00:16:03.360 --> 00:16:05.639
can you please describe the internet experience

00:16:05.639 --> 00:16:10.360
in 1999? Okay, so you didn't have Wi -Fi. You

00:16:10.360 --> 00:16:12.720
didn't have fiber. You had a beige box in the

00:16:12.720 --> 00:16:14.679
corner of the room, your desktop computer. You

00:16:14.679 --> 00:16:17.240
plugged a phone cord from the computer into the

00:16:17.240 --> 00:16:19.720
phone jack on the wall, your only phone line.

00:16:19.940 --> 00:16:21.600
So no one could call the house while you were

00:16:21.600 --> 00:16:24.860
online? No one. You clicked connect and you heard

00:16:24.860 --> 00:16:28.879
a sound, a very specific sound. song of my people

00:16:28.879 --> 00:16:31.519
i can hear it now that sound is the sound of

00:16:31.519 --> 00:16:35.399
a 56k modem establishing a connection 56 kilobits

00:16:35.399 --> 00:16:38.379
per second to put that in modern terms downloading

00:16:38.379 --> 00:16:41.039
a single high quality photo from instagram today

00:16:41.039 --> 00:16:43.919
would take you about 30 to 40 seconds on that

00:16:43.919 --> 00:16:46.440
correction painful Absolutely painful. Now, Boo

00:16:46.440 --> 00:16:50.519
.com built a site that was 100 % reliant on heavy

00:16:50.519 --> 00:16:53.720
code, specifically JavaScript and Flash. Flash

00:16:53.720 --> 00:16:55.840
was this animation software that was notorious

00:16:55.840 --> 00:16:58.100
for being incredibly heavy and slow to load.

00:16:58.279 --> 00:17:01.059
To load just the front page of Boo .com, you

00:17:01.059 --> 00:17:04.240
were downloading megabytes of data. So I'm at

00:17:04.240 --> 00:17:06.619
home. I hear the ad on the radio. I type in Boo

00:17:06.619 --> 00:17:09.779
.com. And then what happens? You wait. You just

00:17:09.779 --> 00:17:12.140
see a loading bar. Maybe you go make a cup of

00:17:12.140 --> 00:17:14.779
tea. You come back, it's still loading. We're

00:17:14.779 --> 00:17:16.960
talking minutes, not seconds. And they knew this

00:17:16.960 --> 00:17:18.759
was a problem, right? There was literally a warning

00:17:18.759 --> 00:17:22.119
on the site. Yes. Right on the front page, in

00:17:22.119 --> 00:17:25.680
small text, it had a warning. This site is designed

00:17:25.680 --> 00:17:29.740
for 56K modems and above. And above. It's very

00:17:29.740 --> 00:17:32.579
optimistic for 1999. It was excluding anyone

00:17:32.579 --> 00:17:35.279
with an older, slower connection, which was still

00:17:35.279 --> 00:17:38.259
a lot of people. But even if you had the top

00:17:38.259 --> 00:17:42.240
-of -the -line 56K modem, it was unbearably sluggish.

00:17:42.440 --> 00:17:44.680
Imagine standing outside a gap and the doors

00:17:44.680 --> 00:17:46.700
locked for five minutes while they load the store

00:17:46.700 --> 00:17:49.200
layout inside. You'd just walk away. You would,

00:17:49.299 --> 00:17:51.720
and people did. The bounce rates were huge. And

00:17:51.720 --> 00:17:53.339
even if you were patient enough to get in, the

00:17:53.339 --> 00:17:55.819
interface itself was deeply flawed. Because they

00:17:55.819 --> 00:17:58.359
wanted to control the look so precisely, they

00:17:58.359 --> 00:18:00.660
used a fixed -size window. What does that mean,

00:18:00.740 --> 00:18:03.480
a fixed -size window? It means the website didn't

00:18:03.480 --> 00:18:06.200
fill your whole screen. It popped up in this

00:18:06.200 --> 00:18:09.299
little designated square, maybe 800 by 600 pixels.

00:18:09.720 --> 00:18:12.200
And because they filled that tiny square with

00:18:12.200 --> 00:18:14.579
Miss Boo and the 3D dressing room and all this

00:18:14.579 --> 00:18:17.799
branding, there was almost no room left for the

00:18:17.799 --> 00:18:20.839
actual product information. The price, the description,

00:18:21.079 --> 00:18:23.779
the sizes, it was all crammed into a tiny corner.

00:18:24.000 --> 00:18:26.160
So I'm waiting five minutes to see a tiny picture

00:18:26.160 --> 00:18:28.660
of a shoe with no information next to it. Pretty

00:18:28.660 --> 00:18:31.660
much. And the navigation. It was a nightmare.

00:18:31.839 --> 00:18:34.720
It was a hierarchical system that forced you

00:18:34.720 --> 00:18:37.759
to click through multiple menus. Give me an example.

00:18:37.819 --> 00:18:40.000
Walk me through buying something. Okay, so say

00:18:40.000 --> 00:18:42.680
you want a running vest. You click sport. Wait

00:18:42.680 --> 00:18:44.460
for the page to load. You click running. Wait

00:18:44.460 --> 00:18:46.599
for it to load. Click apparel. Wait again. Click

00:18:46.599 --> 00:18:48.900
vests. Wait again. I'm already bored just listening

00:18:48.900 --> 00:18:51.240
to this. And here's the punchline. You finally

00:18:51.240 --> 00:18:53.079
get to the page with the vest. Yeah. You find

00:18:53.079 --> 00:18:55.220
your size in a drop -down menu. You select it.

00:18:55.339 --> 00:18:58.180
And only then, after all those clicks, does the

00:18:58.180 --> 00:19:00.700
system check the inventory database. Well, no.

00:19:00.839 --> 00:19:03.460
And it comes back with a message, out of stock.

00:19:03.839 --> 00:19:06.619
And then, what do I do then? You have to start

00:19:06.619 --> 00:19:09.180
over. Go all the way back to the sport category

00:19:09.180 --> 00:19:11.220
and begin the whole process again. There was

00:19:11.220 --> 00:19:13.980
no back button that worked properly. That is

00:19:13.980 --> 00:19:17.200
user hostile. That is actively fighting your

00:19:17.200 --> 00:19:19.359
customer who is trying to give you money. It

00:19:19.359 --> 00:19:22.920
violated every basic rule of usability. It truly

00:19:22.920 --> 00:19:25.140
sounds like they built a website for the computers

00:19:25.140 --> 00:19:28.039
and Internet speeds of 2005, but they launched

00:19:28.039 --> 00:19:31.380
it on the infrastructure of 1999. They ignored

00:19:31.380 --> 00:19:34.259
the reality of the last mile into people's homes.

00:19:34.420 --> 00:19:37.279
They built a beautiful 3D interactive swimming

00:19:37.279 --> 00:19:40.460
pool. But they forgot that everyone coming to

00:19:40.460 --> 00:19:42.579
visit only had a drinking straw to experience

00:19:42.579 --> 00:19:44.579
it with. That's it. That's the perfect summary

00:19:44.579 --> 00:19:46.599
of the tech failure. So we have the insane burn

00:19:46.599 --> 00:19:48.480
rate. We have the terrible technology. We have

00:19:48.480 --> 00:19:51.700
frustrated users. Now we get to the crash. The

00:19:51.700 --> 00:19:54.839
launch finally happens. Autumn 1999. And it happens

00:19:54.839 --> 00:19:57.079
after what the press called highly publicized

00:19:57.079 --> 00:19:59.380
delays, which already makes people nervous. It

00:19:59.380 --> 00:20:01.039
makes investors nervous. And because of those

00:20:01.039 --> 00:20:03.779
delays, that massive ad campaign, remember that

00:20:03.779 --> 00:20:07.119
$25 million spend? A lot of it ran while the

00:20:07.119 --> 00:20:10.079
site wasn't even ready. Yes. This is a classic

00:20:10.079 --> 00:20:13.339
coordination failure. The marketing team booked

00:20:13.339 --> 00:20:15.920
the magazine spreads and the TV spots months

00:20:15.920 --> 00:20:18.279
in advance. The tech team slipped the deadline

00:20:18.279 --> 00:20:21.640
by months. So the ads run. People see the ad,

00:20:21.720 --> 00:20:23.980
they get curious, they go to the URL, and they

00:20:23.980 --> 00:20:27.420
see a holding page. A coming soon sign. That's

00:20:27.420 --> 00:20:30.400
money literally set on fire. You paid millions

00:20:30.400 --> 00:20:32.740
of dollars to send people to a closed door. And

00:20:32.740 --> 00:20:34.920
by the time the site actually launched, a lot

00:20:34.920 --> 00:20:36.859
of that initial buzz had started to turn into

00:20:36.859 --> 00:20:39.519
skepticism. The press started asking, so what's

00:20:39.519 --> 00:20:41.380
the problem? Does this thing actually work? And

00:20:41.380 --> 00:20:44.480
then the world turned. The entire macroeconomic

00:20:44.480 --> 00:20:46.420
environment shifted under their feet. The dot

00:20:46.420 --> 00:20:51.369
crash. Q2 of 2000, April specifically, the NASDAQ,

00:20:51.609 --> 00:20:53.470
which is the stock market index where all these

00:20:53.470 --> 00:20:55.609
tech stocks live, just fell off a cliff. The

00:20:55.609 --> 00:20:57.589
bubble burst. Why does that matter so much for

00:20:57.589 --> 00:20:59.569
a private company like Boo? They weren't on the

00:20:59.569 --> 00:21:02.619
stock market yet. Because their entire business

00:21:02.619 --> 00:21:06.039
plan, their entire philosophy relied on an endless

00:21:06.039 --> 00:21:09.099
supply of venture capital. They were losing money

00:21:09.099 --> 00:21:11.500
on every single sale, burning millions a month

00:21:11.500 --> 00:21:13.680
in overhead. They assumed that they could just

00:21:13.680 --> 00:21:15.559
keep raising more money, a Series B, a Series

00:21:15.559 --> 00:21:17.960
C, a Series D, until they eventually went public

00:21:17.960 --> 00:21:20.779
in an IPO and everyone got rich. So they're basically

00:21:20.779 --> 00:21:24.200
a patient hooked up to a money IV drip. And the

00:21:24.200 --> 00:21:26.920
Nasdaq Q crash ripped the IV out of their arm.

00:21:27.700 --> 00:21:30.420
Investors suddenly got terrified. They looked

00:21:30.420 --> 00:21:32.700
at their portfolios, saw they were down 50 %

00:21:32.700 --> 00:21:35.539
in a month, and said, no more risky bets, no

00:21:35.539 --> 00:21:38.420
more companies with zero profits and a crazy

00:21:38.420 --> 00:21:41.299
burn rate. The funding freeze hit Boo instantly.

00:21:42.119 --> 00:21:43.980
But were they selling anything? I mean, with

00:21:43.980 --> 00:21:45.559
all these problems, was there any revenue coming

00:21:45.559 --> 00:21:47.720
in at all? They were. And that's the real tragic

00:21:47.720 --> 00:21:50.059
irony of the story. The sales were actually growing

00:21:50.059 --> 00:21:52.920
rapidly. In the final fortnight before they closed

00:21:52.920 --> 00:21:54.940
their doors, they sold half a million dollars

00:21:54.940 --> 00:21:57.420
worth of product. Wow. So that's a million dollar

00:21:57.420 --> 00:22:00.119
a month run rate. That's not nothing. That proves

00:22:00.119 --> 00:22:02.839
the core idea that people wanted to buy clothes

00:22:02.839 --> 00:22:06.059
online. It does. The concept was right. But the

00:22:06.059 --> 00:22:09.079
expenses were eating them alive. And there was

00:22:09.079 --> 00:22:11.200
one specific killer in the logistics that was

00:22:11.200 --> 00:22:14.500
bleeding them dry. Returns. Returns are always

00:22:14.500 --> 00:22:17.500
a headache in retail, especially fashion. Boo

00:22:17.500 --> 00:22:20.519
offered free returns for customers. Which is

00:22:20.519 --> 00:22:22.799
great for the user, right? It builds trust. But

00:22:22.799 --> 00:22:25.779
Boo was paying their logistics supplier, Deutsche

00:22:25.779 --> 00:22:28.420
Post, for every single one of those returns.

00:22:28.819 --> 00:22:31.039
And because people couldn't really see the product

00:22:31.039 --> 00:22:33.859
well on the site because the 3D model was blurry

00:22:33.859 --> 00:22:36.980
or the color was off on their old CRT monitor.

00:22:37.279 --> 00:22:39.519
The return rate was much higher than they expected.

00:22:39.759 --> 00:22:41.920
So every time someone sent a jacket back, Boo

00:22:41.920 --> 00:22:44.079
paid for the shipping both ways and lost the

00:22:44.079 --> 00:22:46.799
sale. Every single return was just cash bleeding

00:22:46.799 --> 00:22:48.839
out of the company. It's the classic unit economics

00:22:48.839 --> 00:22:51.480
problem. old joke we lose money on every sale

00:22:51.480 --> 00:22:53.420
but we'll make it up in volume and as that joke

00:22:53.420 --> 00:22:56.619
proves that never ever works so the money runs

00:22:56.619 --> 00:23:00.460
out may 18 2000 receivership liquidation it was

00:23:00.460 --> 00:23:03.680
over 18 months yeah 135 million dollars yeah

00:23:03.680 --> 00:23:06.460
gone gone up in smoke so let's look at the aftermath

00:23:06.460 --> 00:23:09.130
the dust settles who got hurt the most here Well,

00:23:09.210 --> 00:23:12.069
the list of losers is very long. The biggest

00:23:12.069 --> 00:23:15.329
single financial loser was a fund called Omnia,

00:23:15.490 --> 00:23:17.470
which was backed by the wealthy Hariri family.

00:23:17.869 --> 00:23:22.190
They invested nearly 20 million pounds. Poof.

00:23:22.329 --> 00:23:24.829
Gone. Completely wiped out. Then you have the

00:23:24.829 --> 00:23:27.049
creditors. Who were they? Mostly the ad agencies.

00:23:27.369 --> 00:23:29.549
They were owed about 12 million pounds. I never

00:23:29.549 --> 00:23:32.130
saw most of that money, which is just deeply

00:23:32.130 --> 00:23:35.230
ironic. The very people who built the hype were

00:23:35.230 --> 00:23:37.869
the ones left holding the bag at the end. And

00:23:37.869 --> 00:23:40.690
the people. The 400 staff members. Made redundant

00:23:40.690 --> 00:23:43.549
immediately. And the reports from the Times say

00:23:43.549 --> 00:23:45.710
many of them hadn't been paid in the last couple

00:23:45.710 --> 00:23:47.670
of months leading up to the crash. They were

00:23:47.670 --> 00:23:50.849
working on promises and hope. Wow. Imagine showing

00:23:50.849 --> 00:23:53.089
up to that fancy Carnaby Street office every

00:23:53.089 --> 00:23:55.430
day, seeing the fresh fruit bowls and the guru

00:23:55.430 --> 00:23:58.150
room, but your own bank account is empty because

00:23:58.150 --> 00:24:00.630
your paycheck hasn't come. That is just devastating.

00:24:01.009 --> 00:24:03.220
Then came the fire sale. This is where the numbers

00:24:03.220 --> 00:24:05.400
get truly, truly depressing. Yeah. They had to

00:24:05.400 --> 00:24:07.400
sell off the parts of the carcass to pay back

00:24:07.400 --> 00:24:09.700
whatever tiny fraction they could. Right. So

00:24:09.700 --> 00:24:12.720
another company, fashionmall .com, swooped in

00:24:12.720 --> 00:24:16.059
and bought the brand, the URL, and Ms. Boo. Yes,

00:24:16.059 --> 00:24:18.670
they got the brand assets. But the technology,

00:24:18.869 --> 00:24:21.150
the thing they spent millions and millions building,

00:24:21.289 --> 00:24:24.170
that proprietary 3D engine. Who bought that?

00:24:24.309 --> 00:24:27.329
A company called BrightStation, which was led

00:24:27.329 --> 00:24:30.250
by an entrepreneur named Dan Wagner. And do you

00:24:30.250 --> 00:24:32.089
know how much they paid for it? I have a feeling

00:24:32.089 --> 00:24:35.410
it's a shockingly low number. $250 ,000. Wait,

00:24:35.529 --> 00:24:39.730
pause. They spent over $6 million developing

00:24:39.730 --> 00:24:43.009
it? They spend half a million a month maintaining

00:24:43.009 --> 00:24:45.369
it. And they sold it for a quarter of a million

00:24:45.369 --> 00:24:47.769
dollars. Yes. Pennies on the dollar. It was basically

00:24:47.769 --> 00:24:49.630
a rounding error. That has to be one of the worst

00:24:49.630 --> 00:24:51.910
depreciation events in the history of technology.

00:24:52.250 --> 00:24:55.240
But here's the supreme irony. Dan Wagner took

00:24:55.240 --> 00:24:57.660
that technology, he stripped away all the bloated

00:24:57.660 --> 00:24:59.859
Miss Boo stuff and the terrible user interface,

00:25:00.119 --> 00:25:02.680
and he used the core rendering engine to build

00:25:02.680 --> 00:25:05.880
a new company called Venda Inc. Okay. Venda provided

00:25:05.880 --> 00:25:09.000
e -commerce backend technology to other big retailers,

00:25:09.059 --> 00:25:11.720
and Venda was later acquired by NetSuite for

00:25:11.720 --> 00:25:15.869
$50 million. Oh, that hurts. That hurts physically

00:25:15.869 --> 00:25:18.410
to hear. It proves that the technology, the core

00:25:18.410 --> 00:25:21.529
of it, was good. It was valuable. But the business

00:25:21.529 --> 00:25:24.150
model they wrapped around it, the huge staff,

00:25:24.450 --> 00:25:26.910
the insane ads, the immediate global launch,

00:25:26.970 --> 00:25:29.650
it was all toxic. The engine was a Ferrari engine,

00:25:29.690 --> 00:25:32.109
but they put it in a bus made of solid gold and

00:25:32.109 --> 00:25:34.170
tried to drive it through a swamp. So what was

00:25:34.170 --> 00:25:36.789
the total earned from selling off all the assets?

00:25:37.109 --> 00:25:40.109
Less than $2 million. They burned through $135

00:25:40.109 --> 00:25:42.650
million and recovered less than $2 million. Wow.

00:25:43.359 --> 00:25:45.259
And the postmortems started appearing pretty

00:25:45.259 --> 00:25:46.779
much immediately, right? People wanted to know

00:25:46.779 --> 00:25:49.680
what happened. They did. Tristan Louie, who is

00:25:49.680 --> 00:25:52.660
the former interim CTO, wrote one of the first

00:25:52.660 --> 00:25:55.839
big online postmortems of a tech company. It

00:25:55.839 --> 00:25:57.519
was fascinating because it was one of the first

00:25:57.519 --> 00:26:00.099
times we saw a tech insider just dismantle a

00:26:00.099 --> 00:26:02.440
failure in public like that. He laid out all

00:26:02.440 --> 00:26:04.940
the technical arrogance. And the founder, Ernst

00:26:04.940 --> 00:26:07.880
Malmsten, he didn't hide either. No, to his credit,

00:26:07.980 --> 00:26:11.980
he wrote that book, Boo Hoo. a dot .com story

00:26:11.980 --> 00:26:15.579
from concept to catastrophe in 2001. At least

00:26:15.579 --> 00:26:18.079
he owned the catastrophe part of the title. He

00:26:18.079 --> 00:26:21.180
did. And CNET later ranked Boo .com as one of

00:26:21.180 --> 00:26:24.559
the greatest dot .com busts in history. It cemented

00:26:24.559 --> 00:26:26.799
its place in the Hall of Shame. Before we wrap

00:26:26.799 --> 00:26:29.079
up and try to find the big lesson here, what

00:26:29.079 --> 00:26:32.049
happened to the domain itself? Boo .com is a

00:26:32.049 --> 00:26:34.730
catchy URL. It went on a strange journey. In

00:26:34.730 --> 00:26:37.569
2007, a company called Web Reservations International

00:26:37.569 --> 00:26:41.269
turned it into a travel site with hotel and hostel

00:26:41.269 --> 00:26:44.069
reviews. That lasted for about three years. And

00:26:44.069 --> 00:26:47.150
today, if I type boo .com into my browser right

00:26:47.150 --> 00:26:49.829
now, where do I go? As of the last check in July

00:26:49.829 --> 00:26:53.190
2020, it redirects to hostelworld .com. From

00:26:53.190 --> 00:26:56.210
high fashion to hostels. From champagne on Carnaby

00:26:56.210 --> 00:26:59.009
Street to a bunk bed in a shared room. That is

00:26:59.009 --> 00:27:01.230
a humbling journey for a domain name. It is indeed.

00:27:01.490 --> 00:27:03.869
And the people. Did anyone survive the wreckage?

00:27:04.009 --> 00:27:06.930
A few. Interestingly, only one original Sev member,

00:27:07.109 --> 00:27:09.170
a guy named Bill Burley, worked for both the

00:27:09.170 --> 00:27:11.630
original Boo and the Fashion Mall relaunch. And

00:27:11.630 --> 00:27:13.970
Kate Boogalm, who was an executive from Bloomingdale's,

00:27:13.990 --> 00:27:16.390
tried to relaunch it in autumn 2000, but the

00:27:16.390 --> 00:27:19.130
magic, or maybe the curse, was gone by then.

00:27:19.230 --> 00:27:22.529
So here we are, decades later. Why are we still

00:27:22.529 --> 00:27:25.720
talking about Boo .com? Why do I or why should

00:27:25.720 --> 00:27:28.359
anyone listening care about a company that died

00:27:28.359 --> 00:27:31.160
almost 25 years ago? Because it is the perfect

00:27:31.160 --> 00:27:34.480
storm. It explains the entire era in one neat,

00:27:34.539 --> 00:27:38.019
disastrous package. It had the right idea. Fashion

00:27:38.019 --> 00:27:40.960
e -commerce is a massive trillion dollar industry

00:27:40.960 --> 00:27:43.740
today. We all buy clothes online now. Companies

00:27:43.740 --> 00:27:46.500
like ASOS, Zalando, Net -A -Porter, they are

00:27:46.500 --> 00:27:49.200
all living the dream that Boo had. So they weren't

00:27:49.200 --> 00:27:50.920
wrong about the what. People will buy clothes

00:27:50.920 --> 00:27:53.039
online. They were just catastrophically wrong

00:27:53.039 --> 00:27:56.079
about the when and the how. It was terrible execution

00:27:56.079 --> 00:27:58.660
paired with a level of hubris that is just off

00:27:58.660 --> 00:28:01.180
the charts. They failed to respect the technical

00:28:01.180 --> 00:28:03.980
limitations of their era. You cannot force 2025

00:28:03.980 --> 00:28:07.180
technology through a 1999 straw. It just doesn't

00:28:07.180 --> 00:28:09.420
work. And the cash flow. The basic rules. The

00:28:09.420 --> 00:28:11.599
basic rules of business always apply, even on

00:28:11.599 --> 00:28:13.880
the Internet. You cannot spend $25 million on

00:28:13.880 --> 00:28:16.799
ads when you have zero revenue and insane fixed

00:28:16.799 --> 00:28:19.119
costs, assuming the venture capital tap will

00:28:19.119 --> 00:28:21.420
never, ever run dry. It's a lesson in humility.

00:28:21.960 --> 00:28:23.960
Hubris kills companies. It does, every time.

00:28:24.119 --> 00:28:25.940
Okay, here's my final thought, and it's something

00:28:25.940 --> 00:28:27.759
I want everyone to think about as we sign off.

00:28:28.700 --> 00:28:31.910
If Boo .com had launched five years later. Just

00:28:31.910 --> 00:28:35.289
five years. Let's say 2004, 2005. Broadband is

00:28:35.289 --> 00:28:37.789
becoming common. The iPhone is just around the

00:28:37.789 --> 00:28:40.490
corner. Social media is starting to bubble up.

00:28:40.589 --> 00:28:43.690
Would Miss Boo be an Amazon -sized giant today?

00:28:44.410 --> 00:28:46.829
Or was that management style, that spend now,

00:28:46.970 --> 00:28:49.789
think later attitude, destined to fail regardless

00:28:49.789 --> 00:28:52.230
of the internet speed? That is the ultimate question,

00:28:52.329 --> 00:28:54.430
isn't it? Was it the modem or was it the management?

00:28:54.690 --> 00:28:56.630
My gut says a management team that spends $25

00:28:56.630 --> 00:28:58.930
million before opening the doors would have probably

00:28:58.930 --> 00:29:01.569
found a new and exciting way to fail in any era.

00:29:01.769 --> 00:29:04.130
But we will never really know. A fascinating

00:29:04.130 --> 00:29:06.390
story. Thanks for joining us on this deep dive

00:29:06.390 --> 00:29:08.809
into a true dot -com spectacular. My pleasure.

00:29:08.990 --> 00:29:09.690
See you next time.
