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Making Billions Is Simpler Today Than You Think - JD Ross

3.6K views· 201 likes· 68:08· Jun 15, 2026

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In this episode of Keep It Brief, we sit down with JD Ross, founder of Open Door and now WithCoverage, to break down why domain expertise plus AI tools is the formula winning in the next five years. We unpack why he turned down Sam Altman's offer to run OpenAI's business side, why traditional operators beat young tech founders at building AI businesses, and the simple philosophy that got him to $8 billion in revenue before he left. Comment Brief 5 on my latest Instagram post for a PDF of my notes and takeaways from this episode! FOLLOW KEEP IT BRIEF: 📸 ⁠⁠https://www.instagram.com/keepitbriefpod MORE FROM NATALIE DAWSON: 📸 ⁠⁠https://www.instagram.com/nataliedawson 🎥⁠ ⁠https://www.tiktok.com/@thenataliedawson 💼 ⁠https://www.linkedin.com/in/thenataliedawson Teamwork: ⁠⁠https://thenataliedawson.com/nd-teamwork Take my breakpoint quiz: ⁠https://cardoneventures.com/yt-NDbbq Check out my next event: ⁠https://cardoneventures.com/yt-ndEE MORE FROM JD ROSS: 🌐 Website: https://www.withcoverage.com Information shared here is for educational purposes only. Individuals and business owners should evaluate their own business operations and identify any potential risks. The information shared here is not a guarantee of success. Your results may vary. Copyright [⁠⁠CardoneVentures.com⁠⁠] (⁠⁠https://cardoneventures.com⁠) 2025

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