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EP018 Aim Small, Miss Small: Picking AI Use Cases That Pay Off w/ Neil Erickson

Neil Erickson, Founder and CEO of Owner Enable and former SVP, Global Platforms at Equifax, joins Jay and Jeff to unpack why so many CS and small business leaders feel stuck with AI. The conversation moves from Jeff's live renewal-automation build to context engineering, token economics, and why fundamentals beat shiny objects.

KEY TAKEAWAYS

Most teams are less mature than they think: Jay's read of 50 CS leaders — solo operators, constant hallucinations, no shared context, some buying their own Claude licenses.

Context is the unlock: Pointing AI at your whole SharePoint produces nonsense…

The skinny

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