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

10 Years of How I Built This: A Decade of Innovation, Risk and Reinvention

Oct 5, 2026 · 1h 10m

Summary

For its 10-year anniversary, How I Built This host Guy Raz joins Ring founder Jamie Siminoff to revisit iconic episodes featuring founders like Sarah Blakely, James Dyson, and Sal Khan. They discuss how fear fuels entrepreneurship, the importance of scrappy experimentation, and the resilience required to overcome rejection and failure. The conversation highlights stories from Instagram, Spanx, and Airbnb to illustrate that setbacks are often essential steps toward building successful, transformative businesses.

Topics discussed

Sponsors and show introduction 10-year anniversary and guest Jamie Siminoff The psychology of starting a business Fear, risk, and the immigrant founder experience Obsessive experimentation and early failures Sponsor segments: NetSuite, Framer, Stripe Lessons from early episodes: failure and heroism Scrappy origins: Spanx, Ring, and Liquid Death Stonyfield Yogurt: borrowing from family and persistence Whole Foods and the art of the sales pitch Luck vs. skill and the emotional toll of failure Growth strategies: singles vs. grand slams Selling your company and the NVIDIA story Business as an instrument: Paul Graham's advice The role of luck and timing in success Future of the show and production credits
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