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This Week in Startups · August 7, 2026 · 1h 18m
How AI splits startups into winners and losers | E2322
Jason and Lon break down how AI is dividing startups into winners and losers this earnings season, from a hedge fund blowup shorting SaaS stocks to strong results at Airbnb, Twilio, and Figma. Figma's CEO forfeited $46M in stock awards to calm investors, Twilio posted its best quarter in years, and Airbnb's CEO credits AI for the company's turnaround. The episode also features Kofi Asante of Bluecore Energy discussing his plan to power ports and AI data centers with small floating nuclear reactors, and kicks off the TWiST Weight Loss Challenge with Lon and Jamie Calacanis starting GLP-1s for $15,000 in prize money.
This summary was generated from show notes and public descriptions, not from a full transcript review. Details may contain inaccuracies.
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Highlights
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Editorial
References
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Unreasonable Hospitality — Will Guidara (2022) — Mentioned in relation to a discussion on customer experience and hospitality
Misc
✧A hedge fund blew up after shorting SaaS stocks, while AI-forward software companies bounced back.
✧Figma CEO Dylan Field forfeited $46 million in stock awards despite strong revenue.
✧Twilio co-founder Jeff Lawson previously bought The Onion.
✧TWiST launches a weight loss challenge with Lon and Jamie Calacanis both starting GLP-1 medications.
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