Grammarly is now Superhuman! CEO Shishir Mehrotra explains the rebrand | E2201

Grammarly is now Superhuman! CEO Shishir Mehrotra explains the rebrand | E2201

Author: Jason Calacanis October 30, 2025 Duration: 1:38:52

Today’s show:

*Why rebrand an app with 40 million daily active users?

On TWiST, Grammarly CEO Shishir Mehrotra swings by to explain why he’s renaming his company after the mail app he just purchased, Superhuman.

Plus he’s giving us a first look at the startup’s new AI assistant, Superhuman Go, digging into their new agent-centered strategy, looking ahead at the potential for AI job displacement, and more.

Jason and Alex also talk about our new nuclear deal with Westinghouse and Japan, OpenAI’s conversion and what it means for Microsoft, 1x’s tele-operated Neo-bot for chores, and much more!

Timestamps:

(00:07:56) Jason is headed to Tokyo, and NOT just for skiing this time!

(10:00) Uber AI Solutions**:** Your trusted partner to get AI to work in the real world. Book a demo with them TODAY at Uber.com/twist

(00:12:21) Untangling this US government-Japan-Westinghouse deal for nuclear power… and why nuclear power is SO important

(20:00)DevStats translates complex engineering metrics into a shared language everyone at your company can understand. Get 20% off by going to https://www.DevStats.com/twist

(00:20:04) Why Jason says sabbaticals and 4 day work weeks are for established brands, not startups

(30:00) Perspective AI: Real insights, straight from your customers, and your first two months are on us. Just go to getperspective.ai/twist.

(00:33:01) Will income inequality become a concern, even for the wealthy? Jason says YES.

(00:37:29) Shishir Mehrotra from Gram— NO WAIT, Superhuman! joins us to talk name changes

(00:38:16) Using Grammarly as a model for the new AI assistant, Superhuman Go.

(01:08:39) Nvidia shot past $5 TRILLION in value… How is no one freaked out about this?!

(01:14:52) OpenAI executed their conversion… but Jason says “public benefit corporation” status is pretty meaningless

(01:25:02) Checking out the Neo robot from 1x… he wants to help you with chores and he’s for sale!

(01:32:09) Uber’s speeding up its self-driving plans


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Thank you to our partners:

Perspective AI - Real insights, straight from your customers, and your first two months are on us. Just go to getperspective.ai/twist.

DevStats translates complex engineering metrics into a shared language everyone at your company can understand. Get 20% off by going to https://www.DevStats.com/twist

Uber AI Solutions: Your trusted partner to get AI to work in the real world. Book a demo with them TODAY at Uber.com/twist


Great TWIST interviews: Will Guidara, Eoghan McCabe, Steve Huffman, Brian Chesky, Bob Moesta, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarland


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Every week, Jason Calacanis dives headfirst into the swirling vortex of Silicon Valley and global tech with This Week in Startups. It’s a direct line to the conversations shaping our digital future, moving far beyond surface-level news. You’ll hear Jason’s unfiltered analysis on everything from market shifts and media trends to the underlying mechanics of building a business, all delivered with a blend of enthusiasm and seasoned skepticism. The core of this podcast, however, lies in the guests. Jason sits down with the very people driving change-founders who have scaled impossible heights, operators managing daily chaos, and investors who spot trends before they become obvious. These conversations are less like formal interviews and more like insider debriefs, pulling back the curtain on real strategies, painful failures, and unexpected successes. For anyone curious about how technology is built, funded, and ultimately changes the world, this series offers a front-row seat. It’s the context behind the headlines, providing a deeper understanding of the forces at play in startups and technology. Tune in for a consistently engaging and insightful look at the ecosystem, straight from someone who lives and breathes it.
Author: Language: en-us Episodes: 100

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