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This Week in Startups · October 17, 2026 · 1h 33m

Flying Cars, OpenAI Spies, Why AI Isn’t Sticking (Superhuman CEO)

Jason Calacanis sits down with Shishir Mehrotra, CEO of Superhuman, to tackle the writing skills crisis among new graduates and explore how Grammarly—together with its newly acquired GPTZero, Fathom, and Rows—can help. The conversation ranges from AI content detection and mandatory disclosure to the ethics of AI-assisted writing. In the news segment, Tesla demos a SpaceX-thruster Roadster, OpenAI faces an industrial espionage scandal, and Jason calls AI relationships evil.

This summary was generated from show notes and public descriptions, not from a full transcript review. Details may contain inaccuracies.

Preview

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Superhuman acquires GPTZero, Fathom, and Rows to build a productivity ecosystem00:07:14
Superhuman has acquired GPTZero, Fathom, and Rows, assembling a platform that spans AI writing, authenticity detection, and knowledge work.
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Writing skills crisis among new graduates and how Grammarly aims to bridge the gap00:16:27
Jason Calacanis reports that recent college graduates cannot write three coherent sentences, and asks Grammarly CEO Shishir Mehrotra how the company's tools can help close the communication gap.

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