We Automated Everything With AI and Tripled Our Headcount
We Automated Everything With AI and Tripled Our Headcount  
Podcast: AI and I
Published On: Wed May 27 2026
Description: Dan Shipper runs one of the most AI-native companies today. Every has agents embedded in nearly every workflow—“if you swing a stick in our Slack, you're as likely to hit a human as an agent,” he says. And yet the company has grown from four people to 30 since GPT-3 came out, and is still hiring.Why does Dan believe there's more human work to do than ever?In a format flip for AI & I, Every's COO Brandon Gell turns the tables and interviews Dan about his latest essay, “After Automation”—an 8,000-word argument for why rising automation doesn't eliminate demand for human work, it increases it. The thesis: AI makes yesterday's expert competence cheap and widely available, which floods every field with output that's close but not quite right—and that creates more demand for the humans who can take it the rest of the way.Dan talked with Brandon  about the paradox at the heart of agent-native work: The more AI can do, the more humans are needed to direct it, refine its output, and decide what matters next.If you found this episode interesting, please like, subscribe, comment, and share!To hear more from Dan Shipper:Subscribe to Every: https://every.to/subscribeFollow him on X: https://twitter.com/danshipperLinks to resources mentioned in the episode:“After Automation” by Dan Shipper: https://every.to/chain-of-thought/after-automationBrandon Gell on Every: https://every.to/@brandon_5263Join the membership for where you live at joinbilt.com/danTimestamps:00:00:51 Introduction00:05:51 The AI paradox: more automation, more human work00:10:00 How AI makes yesterday's expert competence cheap00:18:00 AI can act autonomously but it does not have agency00:20:39 Why Dan is all in on AGI00:21:57 AI layoffs are a lie00:25:42 Ride the models and you'll be fine00:35:30 How to use AI as a long-form features editor