Episodes

Jan. 28, 2026

AI Is Making Money. Now Comes the Hard Part

AI finally has real revenue. Now it has real problems. Jeff Keltner and Annie Delgado unpack the growing gap between AI hype and AI economics, starting with Davos, where industry leaders could not agree on whether AI will erase jobs or create new...

Jan. 20, 2026

When AI Starts Buying, Building, and Acting for You

AI is done just answering questions. Now it wants to do things for you. In Episode 61, Jeff Keltner and Annie Delgado dig into the moment AI shifts from assistant to actor — buying things, managing files, shaping infrastructure, and quietly changing...

Jan. 13, 2026

AI Crossed the Line. Now What?

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 feeling experimental and started colliding with the real world. They open with Gr...

Jan. 6, 2026

The AI Moat Is Dead (2025 Proved It)

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 infrastructure war. Jeff and Annie open with quick hits: Meta’s reported $2...

Dec. 30, 2025

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 managers,” a quiet shift away from explainability toward outcome-based fairness, an...

Dec. 23, 2025

AI’s Future Sounds Uncomfortable

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 on the hot seat—asking it to make bold predictions about what AI will look like in 2026. From the...

Dec. 16, 2025

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

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 users are quietly gaining the equivalent of an extra workday every week. In t...

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...

AI Ministers, Meta Mind-Reading Glasses, and the End of Ad Agencies?

Sept. 23, 2025