Wayfair: Niraj Shah & Steve Conine

Wayfair: Niraj Shah & Steve Conine

After selling their first small business and shuttering their second, former college roommates Niraj Shah and Steve Conine thought about getting "normal" jobs. But in the early 2000s, they stumbled across an unexpected trend: people were buying furniture online to get a wider selection. Within a few years, Niraj and Steve launched 250 different websites, selling everything from barstools to birdhouses. Eventually, they consolidated these sites into one giant brand: Wayfair. The company now carries more than 10 million items for home and last year brought in more than $4 billion in sales. Plus, for our postscript "How You Built That," how Carin Luna-Ostaseski fell in love with scotch and became the first American woman to create a Scotch whisky company. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

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Kate Spade: Kate & Andy Spade

Kate Spade: Kate & Andy Spade

A 1991 conversation at a Mexican restaurant led Kate & Andy Spade to ask, "What's missing in designer handbags?" Kate's answer was a simple modern-shaped handbag that launched the iconic fashion brand: Kate Spade. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

6 Feb 201739min

Virgin: Richard Branson

Virgin: Richard Branson

Richard Branson took a record shop and built it into a label, a bank, an airline, space tourism, and 200 other businesses — all under the name Virgin. But the serial entrepreneur has also had his share of failures. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

30 Jan 201733min

Zappos: Tony Hsieh

Zappos: Tony Hsieh

Computer scientist Tony Hsieh made millions off the dot-com boom. But he didn't make his mark until he built Zappos — a customer service company that "happens to sell shoes." Now Zappos is worth over a billion dollars and known for its completely unorthodox management style. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

23 Jan 201728min

Honest Tea: Seth Goldman

Honest Tea: Seth Goldman

In 1997, after going for a long run, Seth Goldman was frustrated with the sugar-filled drinks at the corner market. So he brewed up a beverage in his kitchen, and turned it into Honest Tea. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

16 Jan 201729min

Drybar: Alli Webb

Drybar: Alli Webb

A decade ago, full-time mom Alli Webb noticed a gap in the beauty market: there was nowhere that just focused on blow-drying hair. Now with 70 locations, Drybar is testament to Webb's motto: Focus on one thing and be the best at it. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

9 Jan 201732min

Zumba: Beto Perez & Alberto Perlman

Zumba: Beto Perez & Alberto Perlman

Zumba began as a mistake: aerobics teacher Beto Perez brought the wrong music to class, then improvised a dance routine to go with it. For his students, it was more fun than work — and it eventually grew into one of the biggest fitness brands in the world. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

2 Jan 201737min

Warby Parker: Dave Gilboa & Neil Blumenthal

Warby Parker: Dave Gilboa & Neil Blumenthal

In 2008, it was nearly impossible to buy a fashionable, affordable pair of glasses online. That simple frustration inspired the idea behind Warby Parker – and disrupted the eyewear industry. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

26 Dec 201630min

Melissa & Doug: Melissa And Doug Bernstein

Melissa & Doug: Melissa And Doug Bernstein

Melissa and Doug Bernstein's first success was a wooden 'fuzzy puzzle' of farm animals. Today, Melissa & Doug makes over 2,000 kinds of toys and serves as an antidote to the rise of digital toys. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

19 Dec 201636min

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