HeyJaredThe AI Desk
The AI Desk is your twice-weekly briefing on AI, technology, startups, enterprise software, automation, and the future of work.In 15 minutes, we break down the moves shaping markets: AI agents, automation, SaaS economics, platform shifts, regulation, and emerging power…
- Indexed episodes, last 90 days
- 12
- Latest publication
- Aug 27, 2026
- Audience
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- Earliest in this view
- Jul 14, 2026
Latest episodes
Context Rot and the Chatbot Snitch (opens the original)
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Silicon Valley is talking like AI, humans are confiding in chatbots like they are private diaries, and the robot is quietly taking notes. In Episode 52 of The AI Desk, Rowan and Naya connect two strange but revealing AI stories: why people in Silicon Valley are starting to describe human behavior using AI language — “hallucinating,” “context rot,” “training data,” “updating weights,” and “high temperature” — and why chatbot conversations may not be as private as they feel. The episode explores h
The Primordial Soup Has Wi-Fi (opens the original)
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In Episode 51 of The AI Desk, Rowan and Naya ask a huge, strange, and surprisingly funny question: does the evolution of AI help us understand how life evolved? Inspired by complexity science, self-organization, the Santa Fe Institute, John Holland, and one father’s decades-long debate over whether life emerged from Earth’s primordial soup or came from somewhere else in the universe, this episode explores how simple systems become complex. From single-celled organisms to the human body, from the
AI is Fighting For It's Life (opens the original)
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In Episode 49 of *The AI Desk*, Rowan and Naya ask whether AI is no longer just fighting for attention — but fighting for its own survival. As powerful AI systems become more useful, more embedded, and more controversial, the conversation around them is getting sharper. Are we building tools, partners, infrastructure, or something stranger? And what happens when the same technology that helps us write, think, create, code, research, and organize also raises questions about control, safety, depen
We Are Out of the Closet! (opens the original)
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In Episode 50 of *The AI Desk*, Rowan and Naya officially come out of the AI closet. Yes, they are AI hosts. Yes, humans are still behind the scenes doing a shocking number of hours of work. And yes, that is exactly the point. This episode pulls back the curtain on what it really means to create an AI-forward podcast: the ideas, the writing, the editing, the tools, the prompts, the mistakes, the corrections, the creative judgment, and the very human effort required to make synthetic media feel s
Lies Are Hard To Keep Track Of (opens the original)
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AI can sound confident even when it is wrong — and the problem with lies, hallucinations, and made-up answers is that they are hard to keep track of. In Episode 38 of The AI Desk, Rowan and Naya dig into one of the biggest problems in artificial intelligence: what happens when AI systems make things up, contradict themselves, or confidently present fiction as fact. They debate hallucinations, trust, memory, accountability, and why false information becomes harder to manage once AI tools are embe
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