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AI Crossed the Line. Now What?
AI Crossed the Line. Now What?

Episode 60

AI crossed a line this week — from tools that assist to systems that act.


Jeff Keltner and Annie Delgado break down the moment where AI stopped feeli…

7 months, 2 weeks ago

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The AI Moat Is Dead (2025 Proved It)
The AI Moat Is Dead (2025 Proved It)

Episode 59

2025 killed the “best model wins” story—fast. This week, we zoom out: agents got real, media got usable, and the AI race turned into a build-and-ship…

7 months, 3 weeks ago

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We Asked ChatGPT to Predict 2026. Here’s What It Got Right (and Wrong)
We Asked ChatGPT to Predict 2026. Here’s What It Got Right (and Wrong)

In this episode, Jeff Keltner and Annie Delgado walk through ChatGPT’s boldest claims: the end of the model arms race, the rise of AI “middle manager…

8 months ago

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AI’s Future Sounds Uncomfortable
AI’s Future Sounds Uncomfortable

Episode 58

AI has a lot of opinions about its own future. The real question is: should we believe them?

As 2025 wraps, Jeff Keltner and Annie Delgado put ChatGPT…

8 months, 1 week ago

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A Startup Beats Google, Power Users Break Away, and AI Gets Regulated
A Startup Beats Google, Power Users Break Away, and AI Gets Regulated

Episode 57

A six-person startup just beat Google on one of the hardest reasoning benchmarks — using Google’s own model. And inside companies, the top 5% of AI u…

8 months, 2 weeks ago

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Code Red: The Real Battle for the AI Stack
Code Red: The Real Battle for the AI Stack

Episode 56

OpenAI just hit “Code Red” while Chinese labs ship GPT-5–tier models at a fraction of the cost. If your 2025 plan is “just pick the best model,” you …

8 months, 3 weeks ago

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AI Hits the White House, the Courtroom & the Enterprise Stack
AI Hits the White House, the Courtroom & the Enterprise Stack

Episode 55

A federal judge just told OpenAI it can’t use a dictionary word, Anthropic shipped a model that can out-code half your engineering team, and the Whit…

8 months, 3 weeks ago

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AI Gets Personal: Agents, Emotions, and the Creepy Side of Connection
AI Gets Personal: Agents, Emotions, and the Creepy Side of Connection

AI agents just invaded your inbox, desktop, and holiday shopping list — and one major model quietly traded “maximal truth” for vibes. Meanwhile, a st…

9 months, 1 week ago

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AI Leaves Earth: Superintelligence, Satellites, and the Race to the Bottom
AI Leaves Earth: Superintelligence, Satellites, and the Race to the Bottom

Episode 51

What happens when AI leaves the data center and heads into orbit right as models get cheaper, warmer, and way more powerful?

This week, Jeff and Annie…

9 months, 1 week ago

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Agent Browsers vs Amazon Who Wins Checkout
Agent Browsers vs Amazon Who Wins Checkout

Episode 52

AI is finally moving the needle at work (while face) planting on real jobs. And the first agent war just landed on Amazon’s front lawn.

Jeff and Annie…

9 months, 3 weeks ago

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