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Notes From the New World
Notes From the New World

The Great AI Debate: Claude, ChatGPT, Broken Systems and The Beauty of Friction

28 May 2026 59:46 Chelsea Riffe

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About this episode

K, grab your glass of red and come sit. We need to talk about AI.

The discourse has been rampant the last few months: vibe-coding, Claude Cowork, agentic AI, OpenAI and partnering with the Department of War, AI psychosis, custom dashboards, apps, and GPTs...

We are FLOODED with info right now, and instead of leading with curiosity, social media has become a 360 slam-dunk fest on who's right or wrong. When the internet is filled with black and white thinking, name-calling, and passive aggressive posts... I can't help but wonder: isn't this what led to the surge of AI in the first place? Did the AI boom happen due to a lack of communication, conflict resolution, and critical thinking skills?

Why would people turn to a robot instead of a human to ask questions about business, life and love? Why aren't we hiring real people right now, even when we know it's the "right" thing to do? What's the point of moving at lightning speed? Where is this all taking us?

These are all the questions I ask today, from both sides of the debate. I was a Power User not too long ago, and am currently on an "AI cleanse". I share how one long afternoon with a custom GPT and one too many prompts led me to this point...

As usual, no final answers here. Just observations, thoughts, questions, and ideas for how we can stop pieing each other in the face about AI and instead, build a bridge with curiosity, imagination, stories and some good ole fashioned empathy.

I can't wait to hear your thoughts!

People mentioned in this ep:

  • Ximena - everyone's favorite Mexican Eco-Philosopher
  • KP Pilley - Editorial Strategist & 9-Grid Extraordinaire
  • Xanthe Appleyard & Social Life

Let's connect!

  • 🪐 Pitch Perfect Fall 2026 Waitlist
  • ☄️ SUPERNOVA waitlist: the thinking lab for the deep thinkers, world-builders, and curious visionaries who see futures that don't exist yet. 
  • 💻 Website
  • 🍿Popcorn Club: Monthly meet-up to debrief TV, movies, and the zeitgeist
  • 📜 Footnotes newsletter filled with rabbit holes
  • 💌 The Art of the Ask Podcast
  • 📱 IG: ⁠@chelseariffe⁠
  • 🧵 Threads: @chelseariffe

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