Grammarly's $1B Round, Brain Computers, and NYT Licenses To Amazon | E2133

2025-06-02 · 64 min · episode 2133 · 23 entities

episode page audio

Asserted relationships

→ references twistartups.substack.com website

0.77

evidence rules-v5
Link in episode "Grammarly's $1B Round, Brain Computers, and NYT Licenses To Amazon | E2133": https://twistartups.substack.com/
→ references @Calacanis website

0.77

evidence rules-v5
Link in episode "Grammarly's $1B Round, Brain Computers, and NYT Licenses To Amazon | E2133": https://substack.com/@calacanis
→ hosted by Jason Calacanis person

0.55

evidence rules-v5
Feed author/publisher: Jason Calacanis
→ discusses Technology company

0.40

evidence rules-v5
Feed category: Technology
→ references ThisWeekIn website

0.38

evidence rules-v5
Link in episode "Grammarly's $1B Round, Brain Computers, and NYT Licenses To Amazon | E2133": https://youtube.com/thisweekin
→ references Twist website

0.38

evidence rules-v5
Link in episode "Grammarly's $1B Round, Brain Computers, and NYT Licenses To Amazon | E2133": https://oracle.com/twist
→ references @Thisweekinstartups website

0.38

evidence rules-v5
Link in episode "Grammarly's $1B Round, Brain Computers, and NYT Licenses To Amazon | E2133": https://tiktok.com/@thisweekinstartups
→ references joinautopilot.com website

0.38

evidence rules-v5
Link in episode "Grammarly's $1B Round, Brain Computers, and NYT Licenses To Amazon | E2133": https://joinautopilot.com/
→ references udio.com website

0.38

evidence rules-v5
Link in episode "Grammarly's $1B Round, Brain Computers, and NYT Licenses To Amazon | E2133": https://udio.com/
→ references Twist 15:54 website

0.38

evidence rules-v5
Link in episode "Grammarly's $1B Round, Brain Computers, and NYT Licenses To Amazon | E2133": https://oracle.com/twist(15:54
→ references Twist 39:15 website

0.38

evidence rules-v5
Link in episode "Grammarly's $1B Round, Brain Computers, and NYT Licenses To Amazon | E2133": https://notion.com/twist(39:15

Entities found in this episode

websites 18

mentioned twistartups.substack.com website

0.90

evidence rules-v5
Link in episode "Grammarly's $1B Round, Brain Computers, and NYT Licenses To Amazon | E2133": https://twistartups.substack.com/
mentioned @Calacanis website

0.90

evidence rules-v5
Link in episode "Grammarly's $1B Round, Brain Computers, and NYT Licenses To Amazon | E2133": https://substack.com/@calacanis
references twistartups.substack.com website

0.77

evidence rules-v5
Link in episode "Grammarly's $1B Round, Brain Computers, and NYT Licenses To Amazon | E2133": https://twistartups.substack.com/
references @Calacanis website

0.77

evidence rules-v5
Link in episode "Grammarly's $1B Round, Brain Computers, and NYT Licenses To Amazon | E2133": https://substack.com/@calacanis
mentioned ThisWeekIn website

0.45

evidence rules-v5
Link in episode "Grammarly's $1B Round, Brain Computers, and NYT Licenses To Amazon | E2133": https://youtube.com/thisweekin
mentioned Twist website

0.45

evidence rules-v5
Link in episode "Grammarly's $1B Round, Brain Computers, and NYT Licenses To Amazon | E2133": https://oracle.com/twist
mentioned @Thisweekinstartups website

0.45

evidence rules-v5
Link in episode "Grammarly's $1B Round, Brain Computers, and NYT Licenses To Amazon | E2133": https://tiktok.com/@thisweekinstartups
mentioned joinautopilot.com website

0.45

evidence rules-v5
Link in episode "Grammarly's $1B Round, Brain Computers, and NYT Licenses To Amazon | E2133": https://joinautopilot.com/
mentioned udio.com website

0.45

evidence rules-v5
Link in episode "Grammarly's $1B Round, Brain Computers, and NYT Licenses To Amazon | E2133": https://udio.com/
mentioned Twist 15:54 website

0.45

evidence rules-v5
Link in episode "Grammarly's $1B Round, Brain Computers, and NYT Licenses To Amazon | E2133": https://oracle.com/twist(15:54
mentioned Twist 39:15 website

0.45

evidence rules-v5
Link in episode "Grammarly's $1B Round, Brain Computers, and NYT Licenses To Amazon | E2133": https://notion.com/twist(39:15
references ThisWeekIn website

0.38

evidence rules-v5
Link in episode "Grammarly's $1B Round, Brain Computers, and NYT Licenses To Amazon | E2133": https://youtube.com/thisweekin
references Twist website

0.38

evidence rules-v5
Link in episode "Grammarly's $1B Round, Brain Computers, and NYT Licenses To Amazon | E2133": https://oracle.com/twist
references @Thisweekinstartups website

0.38

evidence rules-v5
Link in episode "Grammarly's $1B Round, Brain Computers, and NYT Licenses To Amazon | E2133": https://tiktok.com/@thisweekinstartups
references joinautopilot.com website

0.38

evidence rules-v5
Link in episode "Grammarly's $1B Round, Brain Computers, and NYT Licenses To Amazon | E2133": https://joinautopilot.com/
references udio.com website

0.38

evidence rules-v5
Link in episode "Grammarly's $1B Round, Brain Computers, and NYT Licenses To Amazon | E2133": https://udio.com/
references Twist 15:54 website

0.38

evidence rules-v5
Link in episode "Grammarly's $1B Round, Brain Computers, and NYT Licenses To Amazon | E2133": https://oracle.com/twist(15:54
references Twist 39:15 website

0.38

evidence rules-v5
Link in episode "Grammarly's $1B Round, Brain Computers, and NYT Licenses To Amazon | E2133": https://notion.com/twist(39:15

persons 2

mentioned Jason Calacanis person

0.70

evidence rules-v5
Feed author/publisher: Jason Calacanis
hosted by Jason Calacanis person

0.55

evidence rules-v5
Feed author/publisher: Jason Calacanis

companys 2

mentioned Technology company

0.50

evidence rules-v5
Feed category: Technology
discusses Technology company

0.40

evidence rules-v5
Feed category: Technology

concepts 1

mentioned NYT concept

0.35

evidence rules-v5
NYT

Episode description as stored

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... Subscribe to the TWiST500 newsletter: https://ticker.thisweekinstartups.com Check out the TWIST500: https://www.twist500.com Subscribe to This Week in Startups on Apple: https://rb.gy/v19fcp 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 Follow TWiST: Twitter: https://twitter.com/TWiStartups YouTube: https://www.youtube.com/thisweekin Instagram: https://www.instagram.com/thisweekinstartups TikTok: https://www.tiktok.com/@thisweekinstartups Substack: https://twistartups.substack.com Subscribe to the Founder University Podcast: https://www.youtube.com/@founderuniversity1916