Why New Yorkers hate AI Friends, Producer Claude gets an update, and the value of human writers in the Age of Slop | E2185

Why New Yorkers hate AI Friends, Producer Claude gets an update, and the value of human writers in the Age of Slop | E2185

Author: Jason Calacanis September 30, 2025 Duration: 1:00:17

Today’s show:

Friend’s new AI pendant just wants to be your new pal. So why do New Yorkers hate them?

On a brand-new TWiST, Jason and Alex consider the Friend AI pendant, which listens to everything you say all day and then sends you snarky texts about it.

WIRED says it’s unhelpful and will make your friends hate you. New Yorkers are so sick of their aggressive subway ads, they’re tagging them with graffiti. But what do Jason and Alex think of the wearable companion?

PLUS the value of bringing your last team with you to your new project… why partnerships often lead to purchases… Producer Claude got an upgrade… two fresh TWiST 500 companies… the rise and fall and further fall of Tai Lopez… AND Jason explains the rules of private jets.

Timestamps:

(0:00) Jason congratulations the Eagles while wondering what’s going on with Philly fans

(03:23) New Yorkers are not in love with these Friend AI pendants and their subway ads

(10:08) Squarespace - Use offer code TWIST to save 10% off your first purchase of a website or domain at https://www.Squarespace.com/TWIST

(11:28) Show Continues…

(13:49) Are people actually using AI agents? Is it still too early?

(17:01) Startup Lesson: The value of bringing your last team with you

(19:27) Lemon.io - Get 15% off your first 4 weeks of developer time at https://Lemon.io/twist

(20:43) Anthropic released the new Claude… can they catch back up with Grok?

(27:13) Why Circle’s community app is blowing up all of the sudden

(29:23) AWS Activate - AWS Activate helps startups bring their ideas to life. Apply to AWS Activate today to learn more. Visit https://www.aws.amazon.com/startups/credits

(30:48) How startups SHOULD measure growth and profitability. And why you need to show your work.

(36:42) Why human writers are about to be MORE valuable in the age of AI Slop.

(42:20) TWO new startups are joining the TWiST 500… Jason’s thoughts on Phia and Huxe

(46:23) Influencer and bookshelf haver Tai Lopez is under investigation by the SEC! A look back at a viral superstar…

(54:11) Jason explains the rules of flying in private jets


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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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