meta_pixel
Tapesearch Logo
Log in
This Week in Startups

Rory's brain vs ChatGPT, outrageous marketing, work trends and MUCH more w/ Rory Sutherland | E1756

This Week in Startups

Jason Calacanis

Technology

4.21.4K Ratings

🗓️ 5 June 2023

⏱️ 110 minutes

🧾️ Download transcript

Summary

This Week in Startups is presented by:

Squarespace. Turn your idea into a new website! Go to https://Squarespace.com/TWIST for a free trial. When you’re ready to launch, use offer code TWIST to save 10% off your first purchase of a website or domain.

Release. Large enterprises pose unique challenges for SaaS startups. Unlock customers with unique needs for private and single-tenant hosting without the toil of DIY with Release Delivery. Get your first month free at https://release.com/twist .

Notion just launched Notion Projects, which includes new, powerful ways to manage projects and leverage the power of their built-in AI features too. Try it for free today at https://notion.com/twist.

*

Todays show:

Rory Sutherland joins Jason to cover an almost unbelievable range of topics. The limits of this conversation know no bounds! Don't miss this one.

Follow Rory: https://twitter.com/rorysutherland

*

Time stamps:

(00:00) Rory Sutherland joins Jason

(2:28) Broad adoption of video conferencing

(7:26) Unpacking simple social norms

(11:46) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://Squarespace.com/TWIST

(13:05) The importance of framing and the role of reliability

(15:04) The pandemic's influence on video conferencing trends

(18:46) A.I.'s role in a post-pandemic world

(21:53) Application of A.I.

(22:45) Brainstorming and how the human brain functions

(23:44) Rory Vs. ChatGPT brainstorming unique soda flavors

(28:43) Release - Get your first month free at ⁠https://release.com/twist

(30:12) ChatGPT's response

(34:55) The behavioral science behind AI suggestions to humans

(36:34) Tolerating eccentricity within the ad industry

(38:42) The disproportionate faith in AI vs Humans

(41:04) Notion - Try it for free today at notion.com/twist

(42:30) AI and the dormant fallacy (55:57) What is driving the next generation

(57:59) Modern work trends: Vacation time, the four-day weekend, and flexible work

(01:07:26) The Jevons paradox in Economics and the WGA strike

(01:16:19) Technology that doesn't quite think like a human

(01:22:30) The Elgin Marbles controversy

(01:25:16) Reevaluating the concept of retirement age

(01:28:24) The startup surge in UAE

(01:32:53) Promoting social freedom, betting on startups, and marketing outrageous products

(01:44:25) Discussing historical houses and the Ennis house

*

Read LAUNCH Fund 4 Deal Memo & Apply for Funding

Buy ANGEL

Great recent interviews: Brian Chesky, Aaron Levie, Sophia Amoruso, Reid Hoffman, Frank Slootman, Billy McFarland, PrayingForExits, Jenny Lefcourt

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

*

Follow Jason:

Twitter: https://twitter.com/jason

Instagram: https://www.instagram.com/jason

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

*

Follow TWiST:

Substack: https://twistartups.substack.com

Twitter: https://twitter.com/TWiStartups

YouTube: https://www.youtube.com/thisweekin

*

Subscribe to the Founder University Podcast: https://www.founder.university/podcast

Transcript

Click on a timestamp to play from that location

0:00.0

Finally, I've got rid of that lighthouse, okay?

0:02.3

Yes.

0:03.2

I'm sorry, I'll just pause for a second on my phone

0:04.8

and then I'm going, I want to call,

0:07.3

can you call back a little after,

0:09.7

in about 10 minutes, everything okay?

0:11.9

Fantastic.

0:12.7

Oh, brilliant.

0:13.6

Okay, thank you.

0:14.4

Radio, bye-bye, bye-bye.

0:17.2

Having quiet in case I'm still recording.

0:19.9

Okay, bye-bye.

0:21.9

Was that a flip phone?

0:23.4

This week in startups is brought to you by Squarespace.

0:27.4

Turn your idea into a new website.

0:29.9

Go to squarespace.com slash twist for a free trial.

0:33.9

When you're ready to launch,

0:35.4

use offer code twist to save 10% off your first purchase

0:38.7

of a website or domain.

0:40.6

Release.

0:41.7

Large enterprises pose unique challenges for SaaS startups.

0:45.8

Unlock customers with unique needs for private

...

Please login to see the full transcript.

Disclaimer: The podcast and artwork embedded on this page are from Jason Calacanis, and are the property of its owner and not affiliated with or endorsed by Tapesearch.

Generated transcripts are the property of Jason Calacanis and are distributed freely under the Fair Use doctrine. Transcripts generated by Tapesearch are not guaranteed to be accurate.

Copyright © Tapesearch 2026.