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How I Built This with Guy Raz

Guy Raz interviews the world’s best-known entrepreneurs to learn how they built their iconic brands. In each episode, founders reveal deep, intimate moments of doubt and failure, and share insights on their eventual success. How I Built This is a master-class on innovation, creativity, leadership and how to navigate challenges of all kinds. New episodes release on Mondays and Thursdays. Listen to How I Built This on the Wondery App or wherever you listen to your podcasts. You can listen early and ad-free on Wondery+. Join Wondery+ in the Wondery App, Apple Podcasts or Spotify. Start your free trial by visiting wondery.com/links/how-i-built-this now. Get your How I Built This merch at WonderyShop.com/HowIBuiltThis.

  1. 6 OCT • WONDERY+ EARLY ACCESS

    Pressbox and Tide Cleaners: Vijen Patel. The $1.99 Gamble That Built a National Brand

    What if the best startup isn’t sexy at all? In 2013, Vijen Patel left private equity to pursue “the least-worst idea”: dry cleaning. No patents. No app wizardry. Just laundry lockers in high-rises, ruthless unit economics, and a $1.99-a-shirt price that was seared into America’s brain. From bootstrapping routes at 5 a.m. to breaking even in 6 weeks, Vijen and co-founder Drew McKenna scaled Pressbox to hundreds of locations, stared down well-funded competitors, and ultimately sold to Procter & Gamble, where Pressbox became Tide Cleaners (now ~1,200 locations). After the exit, Vijen launched The 81 Collection, a VC fund backing “boring” businesses that quietly power the economy. This episode is a masterclass in building profit first, creating user behavior (not changing it), and protecting customer retention like your life depends on it. What you’ll learn: How the “least-worst idea” found product-market fit How sidestepping rent + labor can flip margins from 15% to ~40% The efficiency insight that beat “Uber-for-X” rivals The new-residence edge: creating customer habits with a welcome-kit Why Pressbox had to set crazy-high retention goals (98%!) How to keep competitors close—and turn a Goliath into your buyer The post-exit premise: “boring” businesses are engines of the middle class Timestamps: Choosing dry cleaning with a private equity lens: don’t do it for passion–focus on practicality — 00:07:05 The SMS “app”: low tech, high convenience — 00:11:49 Unit economics breakthrough: lockers (26 transactions per hr) versus scheduled pickup (4-6) — 00:16:30 The $1.99 insight: a price everyone expected — 00:22:33 How getting into Chicago’s top high-rise was a game-changer — 00:26:31 Margins that work: if you’re a high-rise “amenity,” you don’t pay rent — 00:28:28 Competing with Washio: convenience wins — 00:34:27 Vertical integration: building the plant, staffing via Spanish newspapers — 00:37:08 P&G looms: head-to-head, then the acquisition dance — 00:45:15 Burnout, trade-offs, and life after exit: launching a VC fund that specializes in boring businesses — 00:57:18 This episode was produced by Alex Cheng with music composed by Ramtin Arablouei. It was edited by Neva Grant with research help from Olivia Rockeman. Our engineers were Patrick Murray and Maggie Luthar. Follow How I Built This: Instagram → @howibuiltthis X → @HowIBuiltThis Facebook → How I Built This Follow Guy Raz: Instagram → @guy.raz Youtube → guy_raz X → @guyraz Substack → guyraz.substack.com Website → guyraz.com

    1h 6m
  2. 1 DAY AGO

    Craigslist: Craig Newmark — The Forrest Gump of the Internet

    What if the founder of one of the internet’s most enduring brands… never wanted to run a company? In 1995, Craig Newmark was a 42-year-old computer programmer in San Francisco who simply wanted to share local tech meetups with friends. He started an email list that became Craigslist—a website that reshaped how we find jobs, apartments, and community. In this conversation, Craig opens up about how not having a grand vision (or a taste for power) led to one of the most popular platforms in the world. With fewer than 50 employees, Craigslist still generates hundreds of millions in revenue—while looking like a website frozen in 1996. This is the story of an “accidental entrepreneur” who built a global brand by being in the right place at the right time—and why he now calls himself the Forrest Gump of the Internet. In this episode, you’ll learn: Why keeping things simple is often the smartest design choice.How knowing your weaknesses can be the ultimate superpower.Why community beats marketing every time.How to monetize minimally—and still build a wildly profitable company.Why luck and timing matter more than you might think. Timestamps: 07:10 Craig’s childhood struggles with social situations—and how local Holocaust survivors shaped his worldview16:15 Discovering the early internet and becoming an “evangelist” at Charles Schwab20:07 The simple email list that broke at 240 addresses—and became “Craig’s List”29:16 Why Craig refused banner ads and said no to early monetization35:00 Handing the CEO role to Jim Buckmaster—and how that decision led to Craigslist’s success49:44 eBay buys a stake in Craigslist, then launches a competitor—sparking a messy legal battle53:46 Was Craigslist really responsible for killing newspaper classifieds? Craig reveals his opinion58:08 Why Craig gave hundreds of millions of dollars to support journalism, veterans, and… pigeons1:03:10 Craig on money, meaning, and why billionaires are often miserable Follow How I Built This: Instagram → @howibuiltthis X → @HowIBuiltThis Facebook → How I Built This Follow Guy Raz: Instagram → @guy.raz X → @guyraz Substack → guyraz.substack.com Website → guyraz.com   This episode was produced by Chris Maccini with music composed by Ramtin Arablouei. It was edited by Kevin Leahy with research by Sam Paulson.  Our engineers were Patrick Murray, Maggie Luthar and Robert Rodriguez. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

    1h 5m
  3. 1 DAY AGO • WONDERY+ ONLY

    Craigslist: Craig Newmark — The Forrest Gump of the Internet

    What if the founder of one of the internet’s most enduring brands… never wanted to run a company? In 1995, Craig Newmark was a 42-year-old computer programmer in San Francisco who simply wanted to share local tech meetups with friends. He started an email list that became Craigslist—a website that reshaped how we find jobs, apartments, and community. In this conversation, Craig opens up about how not having a grand vision (or a taste for power) led to one of the most popular platforms in the world. With fewer than 50 employees, Craigslist still generates hundreds of millions in revenue—while looking like a website frozen in 1996. This is the story of an “accidental entrepreneur” who built a global brand by being in the right place at the right time—and why he now calls himself the Forrest Gump of the Internet. In this episode, you’ll learn: Why keeping things simple is often the smartest design choice. How knowing your weaknesses can be the ultimate superpower. Why community beats marketing every time. How to monetize minimally—and still build a wildly profitable company. Why luck and timing matter more than you might think. Timestamps: 04:45 Craig’s childhood struggles with social situations—and how local Holocaust survivors shaped his worldview 13:50 Discovering the early internet and becoming an “evangelist” at Charles Schwab 17:42 The simple email list that broke at 240 addresses—and became “Craig’s List” 24:36 Why Craig refused banner ads and said no to early monetization 30:20 Handing the CEO role to Jim Buckmaster—and how that decision led to Craigslist’s success 43:34 eBay buys a stake in Craigslist, then launches a competitor—sparking a messy legal battle 47:36 Was Craigslist really responsible for killing newspaper classifieds? Craig reveals his opinion 51:58 Why Craig gave hundreds of millions of dollars to support journalism, veterans, and… pigeons 57:00 Craig on money, meaning, and why billionaires are often miserable Follow How I Built This: Instagram → @howibuiltthis X → @HowIBuiltThis Facebook → How I Built This Follow Guy Raz: Instagram → @guy.raz X → @guyraz Substack → guyraz.substack.com Website → guyraz.com This episode was produced by Chris Maccini with music composed by Ramtin Arablouei. It was edited by Kevin Leahy with research by Sam Paulson. Our engineers were Patrick Murray, Maggie Luthar and Robert Rodriguez.

    1h 5m
  4. 22 SEPT

    Poppi: Allison and Stephen Ellsworth. From Farmers Market Vinegar Drink to $2B Soda Sensation

    A decade ago, Allison Ellsworth was drinking apple cider vinegar for health reasons and doctoring it with fruit so she could stand the taste. Her husband Stephen helped her turn it into a business by adding carbonation on a hacked soda line in their Dallas townhouse. They called it “Mother Beverage,” and sold out every week at the farmers market…but then heard the words no founder forgets: “Your branding is…sh*t.”  What happens next is one of the wildest CPG glow-ups of the 2010s: a Shark Tank deal with brand whisperer Rohan Oza, a full rebrand to Poppi, colored cans that jumped off the shelf, a launch derailed by Covid—and finally, an explosion fueled by Amazon, TikTok, and a Super Bowl moment that planted the flag: We’re soda–and we’ve left the farmers market for good.   Five years after its rebrand,  Poppi was acquired by Pepsi for nearly $2B. This is the story of the messy bottling line, saying no to “dumb money,” baptism by Shark Tank, and building a generational brand while staying married. In this episode, you’ll learn: How rebranding can rescue a beverage, and when to avoid early eye-rolls The hit-and-miss of carbonating on a small scale (and why co-packers said no).How the risky decision to call Poppi “soda” unlocked a new retail set (functional soda).What a Shark Tank partner does during a rebrand window.How Allison seized on TikTok to spike sales during Covid  Timestamps: 0:10:15 Meeting cute at a snowboard shop → engagement in 7 months 0:14:00 How apple cider vinegar helped Allison’s health…but tasted terrible (early flavor hacks) 0:22:36 DIY carbonation disasters: exploding bottles & the 40°F lesson 0:37:48 Appearing on Shark Tank while nine months pregnant and the deal with Rohan: “your branding is sh*t.”0:42:28 Selling out at the Dallas Farmers Market 0:47:02 The nail-biting rebrand from “Mother” to Poppi: colored cans vs. white, and winning the shelf 0:55:43 Expo West canceled by Covid → a massive turnaround fueled by Amazon, Shark Tank, and TikTok1:07:51 Super Bowl ad– “We’re soda!”--and the road to a ~$2B Pepsi acquisition 1:09:58 Growing a business while managing a marriage  Follow How I Built This: Instagram → @howibuiltthis X → @HowIBuiltThis Facebook → How I Built This Follow Guy Raz: Instagram → @guy.raz X → @guyraz Substack → guyraz.substack.com Website → guyraz.com This episode was produced by Rommel Wood with music composed by Ramtin Arablouei. It was edited by Neva Grant with research help from Alex Cheng. Our engineers were Patrick Murray and Jimmy Keeley. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

    1h 7m
  5. 18 SEPT

    Advice Line with Bobbi Brown of Jones Road Beauty

    Bobbi Brown, founder of Bobbi Brown Cosmetics and Jones Road Beauty, joins Guy on the Advice Line, where they answer questions from three early-stage entrepreneurs. Plus, Bobbi shares what drove her to found her new company — Jones Road — at the age of 62. First we meet Mark in Chicago, an orthopedic surgeon who’s looking to promote his cabbage-based muscle and joint rub beyond the walls of his practice. Then Abby in Dallas, who’s wondering whether her popular social media livestreams are a sustainable way to market her trendy phone cases. And Henry in Charlotte, who wants to turn his mouth rinse for coffee drinkers into a mainstream oral care brand. Thank you to the founders of Cabbage Labs, AbbyRose, and Tannin Oral Care for being a part of our show. If you’d like to be featured on a future Advice Line episode, leave us a one-minute message that tells us about your business and a specific question you’d like answered. Send a voice memo to hibt@id.wondery.com or call 1-800-433-1298. And be sure to listen to Bobbi Brown Cosmetics’ founding story as told by Bobbi on the show in 2018. This episode was produced by Sam Paulson with music by Ramtin Arablouei. It was edited by Andrea Bruce. Our audio engineer was Cena Loffredo. You can follow HIBT on X & Instagram and sign up for Guy’s free newsletter at guyraz.com or on Substack. See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

    46 min
  6. 15 SEPT

    Nirav Tolia: Nextdoor. How neighborhood chatter went global

    Many of us don’t know our neighbors anymore — and Nirav Tolia wanted to change that. He walked away from millions in stock options at Yahoo and eventually co-founded Nextdoor, the hyperlocal social network where neighbors share local news and recommendations. Along the way, he learned that for a digital service, Nextdoor demanded a ton of manual work: drawing neighborhood boundaries with Sharpies, sending individual “invite” postcards by snail mail, talking to neighbors about the information they wanted. After 8 years of grind, Nirav stepped away as CEO, only to return 6 years later to spearhead an ambitious rebrand of Nextdoor, which now has 100 million users around the world.     In this episode, you’ll learn: Why Nirav walked away from millions in stock options to launch his own business How the failure of an early business helped fuel Nextdoor’s success How not having an initial vision for your brand can be a superpower.  Why apps that focus on “local” are so hard to master Why Nirav believes” local” is a massive untapped opportunity in tech. This episode was produced by Casey Herman with music by Ramtin Arablouei. It was edited by Neva Grant. Our audio engineers were Kwesi Lee and Jimmy Keeley. Follow How I Built This: Instagram → @howibuiltthis X → @HowIBuiltThis Facebook → How I Built This Follow Guy Raz: Instagram → @guy.raz X → @guyraz Substack → guyraz.substack.com Website → guyraz.com See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.

    1h 8m

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4.9
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About

Guy Raz interviews the world’s best-known entrepreneurs to learn how they built their iconic brands. In each episode, founders reveal deep, intimate moments of doubt and failure, and share insights on their eventual success. How I Built This is a master-class on innovation, creativity, leadership and how to navigate challenges of all kinds. New episodes release on Mondays and Thursdays. Listen to How I Built This on the Wondery App or wherever you listen to your podcasts. You can listen early and ad-free on Wondery+. Join Wondery+ in the Wondery App, Apple Podcasts or Spotify. Start your free trial by visiting wondery.com/links/how-i-built-this now. Get your How I Built This merch at WonderyShop.com/HowIBuiltThis.

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