The Power of Pivoting | Sam Pajot-Phipps (Courtyard AI)
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The Power of Pivoting | Sam Pajot-Phipps (Courtyard AI)
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Everyone romanticizes persistence. Almost nobody teaches founders how to pivot.
Last October, Sam Pajot-Phipps and his co-founders (Kirk Simpson and Peter Carrescia of Wave fame) made the call to sunset goConfirm, a peer-to-peer identity verification product used across 600+ communities on Facebook and Reddit. Tens of thousands of people loved it. The metrics looked promising. And they shut it down anyway.
In this episode, Sam breaks down exactly how they knew: the milestones that kept getting hit without compounding, the difference between a wedge and product market fit, and why the most uncomfortable decision is often the right one.
Then we get into what they built next. Courtyard AI is betting that AI assistants are becoming the front door for how customers find businesses, and that small businesses (your local HVAC company, gym, restaurant) are dangerously underserved for that shift. Sam explains how Courtyard builds a living knowledge base that makes small businesses discoverable to ChatGPT, Claude, and Gemini.
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