Podcasts · This Week in Startups

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

· 1 h 33 min

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

0:00 1:33:19

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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…

Links in the notes 20

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