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.
How I Built This is part of the Vox Media Podcast Network.
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FIGS: Trina Spear and Heather Hasson. The $2.5 Billion Scrubs Brand That Investors Said Would Never Work
Heather Hasson and Trina Spear saw an opportunity nobody else seemed to notice: millions of healthcare workers were spending long days in uncomfortable, ill-fitting scrubs. So they set out to reinvent them. Heather was a designer with almost no money. To join her, Trina left a prestigious job at Blackstone and cashed out her retirement. They sold scrubs out of a car, got rejected by hundreds of investors, and eventually built FIGS into a multibillion-dollar public company. Along the way, they paid $40 million to fight a lawsuit, navigated a pandemic, and watched their company’s valuation swing by billions. This week, Heather and Trina share how they built the “Lululemon of Scrubs”—and why your net worth is not the same thing as self worth. What you’ll learn How a trip to Kenya changed Heather’s view of uniforms–and led her to start her own scarf and tie business How Heather spotted an opportunity in a stale category: healthcare workers want comfortable clothes, too How free coffee became a tool for customer growth How the founders endured hundreds of investor rejections and learned to pursue a quick no How FIGS built a community that is “diehard obsessed” with their products How it pays–and what it costs– to defend your company against competitor lawsuits Why net worth shouldn’t determine self-worth How Heather and Trina think about resilience, luck, and building a company that lasts Timestamps: 07:05 - Heather’s dreams to become a surgeon and launch a handbag business fall through, so she takes a life-changing trip to Kenya 13:53 - Heather meets a healthcare friend for coffee: “What are you wearing?... This is garbage.” 20:46 - Trina beats Heather in a tennis match, and the two become business partners 29:38 - Trina walks away from Blackstone to join Heather, and everyone asks, “What are you doing?” 35:05 - FIGS launches: Healthcare workers get it, but investors don’t 47:56 - A big-time investor comes on board—from the movie business 52:17 - A competitor sues for $800 million, and Heather and Trina use anger to their advantage 59:46 - COVID hits… and a year later, FIGS goes public 1:08:22 - No major plans to diversify: FIGS is all-in on scrubs for now This episode was researched and produced by Katherine Sypher with music by Ramtin Arablouei. It was edited by Neva Grant. Our audio engineer was Robert Rodriguez. 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 Learn more about your ad choices. Visit podcastchoices.com/adchoices
Advice Line with Seth Berkowitz of Insomnia Cookies
Today’s callers: Kahindo from New York is looking to reboot her African-rooted fashion brand after losing a few key retailers. Then Tara from San Diego considers avenues to educate consumers about the benefits of her wool sauna hats. And Carol from Houston wonders whether to market her collegiate purses and accessories l to students or their gift-giving family members. Plus, Seth lays out his ambitions to quadruple Insomnia’s locations and become a global chain — without turning to franchising. Thank you to the founders of Kahindo, Sauna Societé, and Desden for being a part of our show. Be sure to listen to Insomnia Cookies’ founding story as told by Seth on the show in 2024. This episode was produced by Casey Herman with music by Ramtin Arablouei. It was edited by John Isabella. Our audio engineer was Annlie Huang. You can follow HIBT on X & Instagram and sign up for Guy's free newsletter at guyraz.com and on Substack. Learn more about your ad choices. Visit podcastchoices.com/adchoices
Sweet Loren’s: Loren Castle. How A Recipe Makeover Built a National Cookie Brand
Loren Castle started baking cookies after surviving cancer in her early twenties. Five years later, Sweet Loren’s refrigerated cookie dough was generating just $350,000 a year. But instead of giving up, she listened to customers, and reinvented the dough without gluten, dairy, eggs or nuts. That transformation turned a small regional business into a national brand sold in more than 30,000 stores. WHAT YOU'LL LEARN How surviving cancer at 22 inspired Loren to rethink her career and develop a passion for healthier food. What working at New York’s Levain Bakery taught her about the enormous appeal—and profitability—of cookies. Why Loren decided to sell ready-made cookie dough instead of cookies Why she was totally unprepared for her first Whole Foods meeting—but went anyway Why raising her first $1 million from friends and family was much harder than she expected. Why hundreds of customer requests revealed an unmet need for allergen-free cookie dough. Why growing slowly may have saved the company. Why Loren isn't rushing to sell Sweet Loren’s TIMESTAMPS: 8:40 – After her mother's leukemia diagnosis, Loren is diagnosed with Hodgkin's Lymphoma at 22. 13:12 – Watching people line up for cookies at Levain Bakery: “I think this is America’s favorite food.” 14:54 – Selling baked goods at Smorgasburg: customers ask if they can just buy the dough 26:52 – Just as Whole Foods agrees to carry her cookie dough, Loren loses her mom 37:41 – What happens after Sweet Loren’s gets on The Today Show: “The whole country is excited by this.” 50:19 – Loren reconsiders her recipes after customers ask for dough without gluten, dairy, eggs. 56:24 – Loren takes the leap: discontinuing her original product line and going allergen-free for all. 1:05:41 – From one Whole Foods to 30,000 stores–the company expands nationally. 1:07:46 – After years of struggle, Loren explains why she wants to keep building the company instead of pursuing an exit. This episode was produced by Carla Esteves, with music composed by Ramtin Arablouei. It was edited by Neva Grant. Our audio engineer was Jimmy Keeley. 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 Learn more about your ad choices. Visit podcastchoices.com/adchoices
Advice Line with Tara Bosch of SmartSweets
Today’s callers: Lindzi from Chicago wants to expand her gourmet marshmallow brand into retail without cannibalizing her high-margin DTC sales. Then, Vivi from Hawaii considers how to best tell her sustainable swimwear brand’s story to a digital audience. And Aly from Los Angeles wonders whether a subscription model is best for her whimsical curated experiences. Plus, Tara talks about her latest entrepreneurial venture, Snackish, and how starting a new company feels different the second time around... Thank you to the founders of XO Marshmallows, Vivi’s Vacation, and Romanticize Collective for being a part of our show. Be sure to listen to SmartSweets’ founding story as told by Tara on the show in 2024. This episode was produced by Chris Maccini with music by Ramtin Arablouei. It was edited by John Isabella. Our audio engineer was Annlie Huang. You can follow HIBT on X & Instagram and sign up for Guy's free newsletter at guyraz.com and on Substack. Learn more about your ad choices. Visit podcastchoices.com/adchoices
Alamo Drafthouse Cinema: Tim and Karrie League (2023)
In the early 1990’s, Tim League spent $50,000 in savings to lease an abandoned movie theater on the wrong side of the tracks—a shaky experiment that eventually grew into a thriving national chain. As Tim and his wife Karrie built theaters in Austin and beyond, they made a name for themselves by offering dinner with the movie, creative pairings (like sake with Godzilla), and roadshows where movie-goers could watch Deliverance in canoes, or Rocky on the famous steps in Philly. Alamo Drafthouse Cinema now has dozens of locations across the country, but there have been plenty of bruises along the way: a failed first theater, a fractious lawsuit with business partners, and a swan dive into the red during the pandemic. This episode was produced by Carla Esteves, with music by Ramtin Arablouei. Edited by Neva Grant, with research help from Carla Esteves. 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 Learn more about your ad choices. Visit podcastchoices.com/adchoices
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