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Jun 24, 2026 1 hr 9 min

The Conversations AI Forces Us to Have

from Pragmatic AI with Matt Stauffer Hosted by Matt Stauffer

The Pragmatic AI Podcast is sponsored by Tighten. T-I-G-H-T-E-N. We will take your AI ideas, prototypes or even vibe-coded apps, and we'll take them to production. Scalable and secure. Check us out at tighten.com. In this episode, Matt Stauffer talks with Justin Jackson, co-founder of Transistor.fm, about what AI is really doing to creators, careers, and company culture — and why so little of it is actually about the technology itself. They get into the generational backlash against AI, the myth that "all the layoffs are because of AI," how building with AI sparked a hard conversation with Justin's own co-founder, and the practical ways Justin uses ChatGPT and Claude in daily life, from meal planning to packing for a trip to London. The through-line is a challenge for an AI world: as the easy work gets automated, all that's left is the hard stuff — so do the hard thing, increase your "luck surface area," and lean into the human connection AI keeps surfacing. Matt Stauffer on X - https://x.com/mattstauffer Tighten Website - https://tighten.com/ Justin Jackson Website - https://justinjackson.ca/ Transistor.fm - https://transistor.fm/ Inception Point AI - https://www.inceptionpoint.ai/ The Panel Podcast - https://panelpodcast.com/ ----- Editing and transcription sponsored by Tighten - https://tighten.com/ Big thanks to the companies that support the show: Mailtrap - https://l.rw.rw/pragmaticai_3

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This episode was published on June 24, 2026.

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