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Home > This Week in Startups > Grammarly’s $1B Round, Brain Computers, and NYT Licenses To Amazon | E2133
Podcast: This Week in Startups
Episode:

Grammarly’s $1B Round, Brain Computers, and NYT Licenses To Amazon | E2133
Category: Technology
Duration: 01:04:10
Publish Date: 2025-06-02 19:54:09
Description:

Today’s show: Jason and Alex discuss the hottest tech and startup news: Grammarly secures a massive $1B investment from General Catalyst to fuel its AI ambitions and expand into deeper enterprise offerings; a DARPA-backed brain-computer interface startup emerges as a serious Neuralink rival, signaling renewed momentum in the neurotech space; and The New York Times signs a licensing deal with Amazon, suggesting that traditional media may be starting to find common ground with large language models.


Timestamps:

(0:00) Episode Teaser(1:26) Jason's take on Singapore's regional cuisine(5:50) Why founders should get permission first and more lessons from Udio, Suno, and Spotify(10:07) Oracle - Try OCI and save up to 50% on your cloud bill at https://w⁠⁠⁠⁠ww.oracle.com/twist(15:54) The New York Times and Amazon signed a landmark AI deal: what's in it?(20:18) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST(25:36) Why is Grammarly worth so much money?(30:14) Notion - Try it for free today at https://notion.com/twist(39:15) How does Autopilot make money?(43:03) So how long until we all have a computer in our brain?(54:43) How much does revenue predictability really matter?(59:26) Laurene Powell Jobs and Jony Ive go FULL DOOMER(1:03:35) Perplexity, Samsung, and the rest...


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Links from episode:

Udio: https://www.udio.com/

Jason’s Stolen Voice: https://x.com/Jason/status/1928995534276088151Autopilot: https://www.joinautopilot.com/


Follow Alex:

X: https://x.com/alex

LinkedIn: ⁠https://www.linkedin.com/in/alexwilhelm


Follow Jason:

X: https://twitter.com/Jason

LinkedIn: https://www.linkedin.com/in/jasoncalacanis


Thank you to our partners:

(10:07) Oracle - Try OCI and save up to 50% on your cloud bill at https://w⁠⁠⁠⁠ww.oracle.com/twist

(20:18) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST

(30:14) Notion - Try it for free today at https://notion.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


Check out Jason’s suite of newsletters: https://substack.com/@calacanis


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