How I Built This with Guy Raz
How I Built This with Guy Raz

TOMS: Blake Mycoskie

Blake Mycoskie started and sold four businesses before age 30. But only in Argentina did he discover the idea he'd want to pursue long term. After seeing a shoe drive for children, he came up with TOMS — part shoe business, part philanthropy. PLUS in our postscript "How You Built That,&quo

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Guy Raz | Wondery HostBlake Mykoskie Guest

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Episode Summary

Executive Summary: The episode traces Blake Mycoskie’s unusually varied entrepreneurial path—from college laundry services to outdoor advertising, a failed reality TV channel, and driver’s ed—showing how each venture built skills and confidence that culminated in Toms. The turning point came in Argentina, where a shoe donation trip inspired a one-for-one shoe business that scaled rapidly while also drawing criticism and eventually evolving toward local manufacturing and broader social entrepreneurship.

Main Topics: Early entrepreneurship and Easy Laundry (Priority: 5/5): As a college athlete sidelined by injury, Mykoskie solved his own laundry problem by starting Easy Laundry with a roommate, learning customer acquisition, operations, and sales through campus and parent targeting. Outdoor advertising and business hustle (Priority: 5/5): After selling Easy Laundry, he discovered the economics and ego-driven appeal of building-side advertising in Nashville, persuading cities and property owners to lease walls for album-art ads. Failure of Reality Central (Priority: 4/5): Mykoskie raised $750,000 to launch a reality-TV channel with reality-show winners as investors, but distribution deals never came together, leading to losses and depression. Driver’s ed reinvented online (Priority: 4/5): Inspired by a teenager’s boredom in driver’s ed, he created an online, gamified driver education business staffed partly by models and actors to hold attention and scale with internet marketing. Argentina trip and the birth of Toms (Priority: 5/5): A volunteer shoe distribution experience in Buenos Aires exposed the need for a sustainable giving model and sparked the idea of selling shoes while giving a pair away for each pair sold. Rapid growth, media, and operational challenges (Priority: 5/5): A LA Times feature and Vogue exposure caused a surge in demand that outpaced supply, forcing emergency hiring, shipping logistics, and a fast buildup of manufacturing in Argentina. Criticism, evolution, and social entrepreneurship (Priority: 4/5): Toms faced criticism for aid without job creation; in response, the company began manufacturing a significant share of giving shoes in the countries where it donates and Mykoskie invested in social entrepreneurs.

Key Arguments: Each prior business taught transferable skills—sales, operations, confidence, and hustle—that made Toms possible. Entrepreneurs often have to 'fake it till you make it' early on, especially when pitching novel ideas to skeptical decision-makers. The Toms model succeeded because it fused commerce with a compelling social mission that customers could understand and participate in. Rapid growth created operational strain; shoe production, not demand generation, was the hardest part of scaling. Criticism that giving shoes alone was insufficient pushed Toms toward local manufacturing and a more sustainable impact model. Mykoskie frames Toms less as a conventional company and more as a movement encouraging conscious consumption and social impact. The one-for-one model influenced other brands and helped normalize embedding giving into core business strategy.

Data Points: Number of companies launched before Toms: 4 - Mykoskie says he had already launched four companies before turning 30. Easy Laundry prepaid sales: $80,000 - Within a few days at freshman orientation, his team sold this amount in prepaid laundry service. Easy Laundry sale proceeds: about $100,000 - He walked away with this amount at age 21 after selling the laundry business. Nashville wall ad price: $85,000 per month - Quoted as the cost to rent a building side on Sunset in Los Angeles, which inspired the advertising venture. First outdoor ad account rate: about $15,000 per month - He says the Amy Grant wall on a Ramada hotel was billed at this amount. Outdoor ad cash flow: about $10,000 per month - Estimated profit from the first wall after costs. Reality Central capital raised: $750,000 - He raised this amount, partly from reality-show winners, to launch the reality TV channel. Reality show duration: 31 days - Mykoskie and his sister competed on The Amazing Race for this length of time. Toms original shoe price: $37 - He says the first shoes were sold at this price. Initial Toms inventory: 250 pairs - He brought this many shoes back from Argentina to test the concept. LA Times website sales spike: 2,200 pairs - After the LA Times feature, online orders surged to this number in a single day. Initial fulfillment capacity on hand: 80 pairs - He only had about this many pairs in his apartment when the order surge hit. Argentina production rate after scaling: 900 pairs per week - After adding workers, his team reached this weekly output in a small operation. Early Toms revenue year 1: $300,000 - First-year sales after launch. Early Toms revenue year 2: $3 million - Second-year sales after launch. Early Toms revenue year 3: $15 million - Third-year sales after launch. Early Toms revenue year 4: $60 million - Fourth-year sales after launch. Annual sales at scale: $450 million - He says Toms eventually reached this annual sales level within about seven years. Giving footprint: 70 million shoes in 70 countries - A closing stat noting how many shoes Toms has donated worldwide. Local manufacturing share: over 40% - By the time of the interview, Toms was making this share of its giving shoes in countries where it donates.

Pivotal Quotes: "I knew I said something like muchos zapatos rapido." — Blake Mykoskie: Describing his first words to a shoe-maker in Buenos Aires as he rushed to increase production. "I think of all the things we're most proud of at Tom's is like the legacy that we've created in this model has become not just a relevant model at Tom's, but with lots of companies around the world." — Blake Mykoskie: On the broader impact of the one-for-one business model. "This is amazing what you've done... but what happens when the kids grow out of their shoes?" — Alejo: The question that challenged the sustainability of one-time shoe donations and inspired the Toms model.

Implications: The episode shows how mission-driven brands can scale fast when story, product, and media align—but also that durable impact requires operations, localization, and adaptation. For founders, it underscores the value of iterative failures and social-purpose business design.

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About 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 lis...

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