We Automated Everything With AI and Tripled Our Headcount
TL;DR
AI makes expert output cheap, not finished work — Dan argues that models turn yesterday’s competence in coding, writing, and design into low-cost raw material, which creates a glut of “close but not quite right” work that still needs experts to finish.
Every automated aggressively and still tripled headcount — At Every, where people use Claude Code, Codex, and agents constantly, the company grew from 4 people in the GPT-3 era to about 30 today, with more hiring underway.
The further an agent gets from a human, the less valuable it becomes — Their practical experience is that AI works best in a “human-agent sandwich,” where experts set up the system, non-experts use the tools, and humans review, steer, and correct.
Big layoffs blamed on AI may really be strategy, bloat, or bad implementation — Using the ClickUp layoffs as a prompt, Dan says struggling or poorly run companies will reorganize and cite AI, but that’s different from proving AI can replace whole functions cleanly.
Customers still resist machine-only experiences — In research on customer service forums and Reddit, Dan found examples of companies firing support staff after AI rollouts, then scrambling to rehire because users wanted a human and the automation underperformed.
‘Ride the models’ is the practical survival strategy — His bottom line is simple: if you keep learning new models and folding them into your workflow, you’ll likely be fine—and may end up doing more ambitious, fulfilling work than before.
The Breakdown
Every says it has “as much agent-native as it gets” inside the company, yet headcount grew from 4 to 30 as automation spread—a direct challenge to the idea that better AI simply means fewer people. Dan Shipper’s core claim: AI makes yesterday’s expert competence cheap, which floods companies with almost-right work and increases the need for humans to decide what matters, fix what’s off, and build new things.
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