This Week in Startups
This Week in Startups
Jason Calacanis covers startups, tech, markets, media, and all the hottest topics in business and technology. He also interviews the world’s greatest founders, operators, investors, and innovators.
Jason Calacanis
PodcastAI
PodcastAI

Why Medium is HIDING from AI | E2179

Sep 16, 2025 • 70 mins

Today’s show: On a special edition of TWiST, Alex presents a trio of TWiST 500 interviews. First up, Medium CEO Tony Stubblebine on the company’s new Really Simple Licensing (or RSL) initiative, and how it’s helping to compensate writers for their content. THEN, Human Native CEO Dr. James Smith joins for an even deeper dive on AI licensing, why a writer’s content isn’t just DATA to them, and why the company is pivoting away from its old marketplace model. FINALLY, Jason Marks of TELO Trucks stops by to show off his EV mini-truck, walk us through why people need a powerful but tiny truck, and explain why they’re building trucks right here in the US of A.

Key Points

  • Medium, along with other major web platforms, is taking a stand against AI companies using their content without compensation by forming a coalition to enforce a new standard called Really Simple Licensing (RSL).
  • Human Native is pivoting from being a marketplace that connects IP holders with AI companies to focus on helping organizations prepare and understand their data assets, making them more useful for AI applications.
  • Telo Trucks is developing a mini electric truck designed for urban environments, combining the utility of a traditional pickup with a much smaller footprint, and plans to manufacture the vehicles in the United States.
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