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The Gregory and Paul Show, where we break down the latest in startups, SaaS, AI, and whatever the internet is debating this week.
On the Gregory and Paul Show, we break down the latest in startups, SaaS, AI, and whatever the internet is debating this week.
This episode hits Apple CEO rumors, OpenAI’s app marketplace, the rise of spec-driven development, deepfake ethics, and the grind behind creating viral content. Plus: Mark Cuban’s AI challenge, Sora’s cultural shockwave, and Gregory’s chaotic SF event planning.
️ Episode 018 – Highlights
Tim Apple and the End of an Era (0:00)
Gregory calls in from WeWork and dives into rumors that Tim Cook may step down. The hosts debate his legacy: operational genius or creative slowdown? Paul argues Apple’s never been “behind” on AI—just perfectly timed for mainstream waves.
OpenAI Dev Day and the App Store for AI (11:01)
OpenAI launches a full app marketplace with Figma, Expedia, Spotify, and Booking.com integrations. Paul loves the vision of chat as the new browser. Gregory calls it a “command-line nightmare” no normal user wants. Cue live demo of AI playlist-making chaos.
AI Playlist Fails and Command-Line UX (14:00)
Gregory tests ChatGPT + Spotify to build a Halloween playlist and album art. The results: vibes good, UX terrible. Paul argues voice input could save the experience; Gregory says Steve Jobs would hate this UI.
Spec-Driven Development (22:46)
Paul introduces “spec-driven development,” a shift away from code as truth toward AI-generated plans and human language specs. Gregory compares it to moving from assembly to modern languages—a new layer of abstraction for vibe coding at scale.
The YouTube Growth Curve (35:17)
Gregory shows The Gregory and Paul Show’s analytics jump—from three views to 3,400+ after daily shorts. Lesson: everything looks like a waste of time until it’s not. Volume + consistency = breakthrough.
Deepfakes and the Post-Truth Internet (39:45)
Mark Cuban dares fans to make deepfakes of him. Gregory recalls Sam Altman’s take: “we have to learn to live w...
The Gregory and Paul Show
The Gregory and Paul Show, where we break down the latest in startups, SaaS, AI, and whatever the internet is debating this week.