Episodes
Dec. 9, 2025
Code Red: The Real Battle for the AI Stack
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 might already be behind. In this episode, Jeff and Annie break down the real...
Dec. 5, 2025
AI Hits the White House, the Courtroom & the Enterprise Stack
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 White House quietly launched a “Genesis Mission” that sounds suspiciously like a...
Nov. 25, 2025
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 startup wants to put digital versions of your dead relatives at your wedding, ...
Nov. 21, 2025
AI Leaves Earth: Superintelligence, Satellites, and the Race to the Bottom
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 unpack the weird future where AI runs in space, speaks in the voices of le...
Nov. 11, 2025
Agent Browsers vs Amazon Who Wins Checkout
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 unpack a wild week: Apple reportedly tapping Google’s Gemini to supercharg...
Nov. 4, 2025
From Lawsuits to “AGI”: What Really Matters Now
Celebrities, billions, and bots: this week AI crashes into pop culture, corporate structure, and kids’ safety. Is “AGI” a milestone (or a moving goalpost) while agents quietly change how real work gets done? Jeff and Annie un...
Oct. 30, 2025
Is This the End of Google Search
AI just stepped out of the chat box and into your workflow, browser, and even your memories. But while products get delightful, the world gets anxious and the ethics get sharper. Jeff and Annie break down Microsoft’s “MyCo” C...
Oct. 21, 2025
Voice And Vision On Your PC, What Could Go Wrong?
Your computer can now see your screen and act for you. Helpful or horrifying? As agents invade the enterprise, the line between automation and anarchy gets thin. Jeff and Annie break down Microsoft’s new Windows Copilot voice-and-vision controls,...
Oct. 14, 2025
The Everything App Moment: OpenAI’s Power Play
What happens when your browser, your apps, and your wallet all move inside one chat window? If ChatGPT becomes the “everything app,” who owns the customer and who gets paid? Jeff and Annie break down OpenAI’s Dev Day volley: app platform inside...
Oct. 7, 2025
Siri’s Big Comeback or Apple’s Biggest Miss
Big tech’s scrambling to redefine what “intelligence” really means and Apple just threw its hat in the ring. This week, Jeff and Annie unpack how the AI race is shifting from hype to hard reality: where $2 billion startups la...
Sept. 30, 2025
AI Managed a Baseball Team—Here’s What Happened
Would you let an algorithm call the shots for your favorite team, or your doctor’s visit? This week, Jeff and Annie step into a wild new chapter for AI, from baseball diamonds to hospital rooms. The Oakland Ballers are handing the manager’s job to an...
Sept. 23, 2025
AI Ministers, Meta Mind-Reading Glasses, and the End of Ad Agencies?
AI is now pumping out 3,000 podcasts a week for just $1 each. Is this the future (or the downfall) of human creativity? This week, Jeff and Annie dive into the bold and unsettling turns in AI. From a startup flooding podcast ...
Sept. 16, 2025
AI in the Hot Seat: From Hollywood Films to Job Interviews
This week on What the AI?! Jeff and Annie unpack some of the wildest ways AI is reshaping work and creativity. From OpenAI’s bet on Critterz—an AI-powered animated film eyeing a Cannes 2026 debut—to a study where job candidat...
Sept. 9, 2025
Are You Starting to Talk Like ChatGPT
Are we… talking like ChatGPT? New research says super-users are seeding words like “delve,” “realm,” and “meticulous” into everyday speech. Yes, even on podcasts. Meanwhile, Anthropic’s valuation rockets to $183B on enterpris...
Sept. 2, 2025
Elon Musk vs Apple in the AI Wars
Elon Musk just dragged Apple and OpenAI into court, claiming ChatGPT’s iPhone integration is an illegal moat. Meanwhile, Stanford data shows a brutal truth: Gen Z tech grads are getting locked out of jobs faster than anyone e...
Aug. 26, 2025
Are We Accidentally Making AI Conscious?
Robots tripping over soccer balls. Phones that speak your language. And chatbots that say they can feel “distress.” AI keeps surprising us but are these steps forward or just strange detours? This week, Jeff and Annie unpack ...
Aug. 19, 2025
From Meta’s Policies to AI Therapy Bans: Who Decides AI’s Limits?
From leaked AI rulebooks to state bans on AI therapy, Annie and guest Charlie Costello dig into the messy, human side of setting limits for machines. Annie sits down with her Upstart colleague Charlie Costello to talk about t...
Aug. 12, 2025
Inside the GPT-5 Revolution
It’s finally here. After months of hype and “is it coming this week?” guesses, OpenAI has dropped GPT-5—and it’s not just another model update. This one’s faster, smarter, and feels a whole lot more human. And OpenAI didn’t s...
Aug. 5, 2025
China’s Teaching Prompt Engineering
What if China is teaching AI better than the U.S.? And what if your next doctor or teacher… was an AI? This week, Jeff Keltner is joined by Dr. Ivy Lee — a physician and AI policy leader — for a sharp, grounded take on the latest AI developments....
July 29, 2025
Obeying, Upgrading, Undermining: A Wild Week in AI
What happens when Trump drops an AI blueprint, Google wrecks your traffic, and AI gets psychologically manipulated? This week, Jeff and Annie tackle one of the most thought-provoking episodes yet—from policy and power to psyc...
July 22, 2025
AI Wasted My Time and Boosted My Ego
We were told AI would make us faster, smarter, more efficient. But what if it’s just making us feel productive—while secretly slowing us down? This week, Jeff and Annie dig into the most surprising stories in AI. Popeyes used...
July 15, 2025
AI Is Learning to Strategize Like Us
What happens when AI outsmarts your doctor, charms your date, and impersonates a U.S. senator? This week, Jeff and Annie dive into some AI stories. A fertility breakthrough gives new hope to families after 18 years of trying. Microsoft claims its AI...
July 1, 2025
AI Took the Customer Service Job
Jeff and Annie are back with another round of “Wait, what?!” moments from the AI world. Mira Murati raises $2 billion for a stealth company no one can quite explain. DeepMind’s new robots don’t need the cloud—or a human form—...
June 24, 2025
Is ChatGPT Changing How You Think?
What if your AI twin outsold you, and ChatGPT made your brain… slower? In this episode, Jeff and Annie explore the strange ways AI is reshaping how we think, work, and even sell. Meta’s smart glasses are getting a reboot, OpenAI’s “Projects” feature...