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Today’s show:
Today’s college grads are showing up to work at Jason’s company unable to write three sentences. He’s asking what Shishir Mehrotra of Superhuman, the company behind Grammarly, can do to fix that.
Shishir delves into Superhuman’s reasons for acquiring GPTZero, the most popular AI detector, and the AI notetaker Fathom, and the spreadsheet startup Rows. Plus, how Shishir responds to accusations that Grammarly helps students cheat in the classroom, why writers should disclose when they’re collaborating with an LLM, and Jason's CEO wish list for fresh Grammarly features.
In the news, Tesla demoed its long-awaited Roadster, which used SpaceX thrusters to do some flips and propel itself over five other Teslas… And OpenAI warned staffers that spies may be trying to seduce them in order to steal company secrets… And the shutdown of Character AI prompts Jason to declare: “AI relationships are evil.”
Guests:
Shishir Mehrotra on X: https://x.com/shishirmehrotra Superhuman: https://superhuman.com
Relevant Links:
Rows, the spreadsheet startup Superhuman bought, announces the deal → https://rows.com/blog/post/rows-is-joining-superhuman
Superhuman to acquire GPTZero (Business Wire) → https://www.businesswire.com/news/home/20260623083788/en/Superhuman-to-Acquire-GPTZero-AI-Authenticity-Platform
Is the Internet AI, GPTZero's live tracker of AI content on Reddit, LinkedIn and X → https://istheinternetai.com
GPTZero AI Vision, the extension that flags AI posts as you browse → https://gptzero.me/ai-vision
Superhuman acquires YC-backed notetaker Fathom (TechCrunch) → https://techcrunch.com/2026/09/14/superhuman-acquires-yc-backed-notetaker-fathom-as-productivity-platforms-push-for-agentic-work/
Grammarly Authorship, which shows how much of your writing came from AI → https://www.grammarly.com/authorship
GPTZero Authorship and Writing Replay → https://gptzero.me/authorship
Stanley Druckenmiller says his WSJ op-ed was written with AI (NOTUS) → https://www.notus.org/media/stanley-druckenmillers-wsj-op-ed-bessent-ai
Superhuman Go, the AI assistant that works wherever you type → https://superhuman.com/go
Tesla reveals its new Roadster with SpaceX thrusters (TechCrunch) → https://techcrunch.com/2026/10/15/tesla-reveals-spacex-powered-roadster-that-flies-and-falls-with-style/
OpenAI employee arrested over a hidden listening device in an executive conference room (NBC News) → https://www.nbcnews.com/tech/tech-news/openai-employee-arrested-hidden-listening-device-company-says-rcna603262
Eight states sue OpenAI over ChatGPT's alleged harm to kids (NBC News) → https://www.nbcnews.com/tech/tech-news/openai-sued-eight-states-alleged-harm-chatgpt-rcna603614
Timestamps:
00:00:00 Intro
00:07:14 GPTZero and the fight over what's human
00:09:27 How much of Reddit, LinkedIn and X is AI
00:10:56 Fathom and the 90% of work that's spoken
00:12:05 Lightfield - Name one person who's ever enjoyed updating a CRM. Exactly. Lightfield's AI agent does it for you - it even prospects and books your meetings. Used by thousands of startups. Free at https://lightfield.app/
00:16:27 Why Jason says every employee should use Grammarly
00:18:04 How to test whether new hires can actually write
00:22:08 Every - For all of your incorporation, banking, payroll, benefits, accounting, taxes or other back-office administration needs, visit https://every.io/.
00:24:22 Grammarly Authorship and proving the work is yours
00:25:53 How accurate are AI detectors
00:30:36 Jason wants AI writing flagged by default
00:32:34 Enforcing Grammarly and Go across a whole team
00:36:45 PayPal - PayPal is built for all businesses. Get started at https://paypal.com/business
00:37:28 Assist, chat and do, three kinds of AI agents
00:41:06 Jason's feedback on the Grammarly keyboard
01:13:27 Tesla demos the Roadster on SpaceX thrusters
01:21:20 OpenAI engineer charged with bugging an executive conference room
01:21:43 Why OpenAI warned employees about foreign spies
01:27:57 Eight states sue OpenAI over harm to kids
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