Shipper: Reluctance to delegate to AI mirrors the first-time manager dilemma
Dan Shipper · The AI-native startup: 5 products, 7-figure revenue, 100% AI-written code. | Dan Shipper (Every) · Jul 17, 2025 · at 1:19:11
Dan Shipper, CEO of Every, discusses his thesis on the 'allocation economy' and why working with AI models requires core management skills.
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“So a really good example is there's a big complaint that it's like, well, how can I have an AI do this? Like, I can't trust that they're going to do it well. So I just do it myself. And I'm just like, yeah, that's exactly what every first time manager says. You always have this problem where you're like, okay, well, if I delegate it, it's not done in the way that I want it to be done. If I do it myself, I get no leverage. And so that's how a manager has to learn how to be a manager is like, When do I lean in and maybe micromanage a little bit? And when can I delegate and how can I trust it and how do I divide up the task and all that kind of stuff?”
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