11/18/2025
If you’re a CEO asking ChatGPT things like “What's the best pricing model?" or “Summarize industry benchmarks,” you’re using AI wrong.
Sure, you’ll get something that sounds smart. It might seem like a magic answer button, but really, it means nothing.
AI doesn't really know YOUR business, YOUR customers. AI doesn’t know their pain points or problems that need solving.
Recently, we were working through a pricing decision with a client. Complex stuff. Revenue stability vs. market friction. Partner incentives. Buyer psychology. Operational risk.
Real consequences either way.
I watched him almost reach for the shortcut. "Let's just ask ChatGPT."
I had to sit him down and tell him, don't ASK AI for answers. Make it earn its keep as a thinking partner.
So we gave my AI intern Quinn a role: act as a strategic coach and fractional CRO. Your job is to help us explore trade-offs and surface blind spots.
Then we fed it the full picture. Not just "we're thinking about pricing." We gave it our current model, where leads drop off, how partners sell, buyer behavior patterns, retention data.
Context. Not just instructions.
We didn't ask, "What should we do?" Instead, we asked, "What are we missing?"
What happens to cash flow with each option? How does this change buyer psychology? Will partners lean in or check out? Can our ops team even support this?
Quinn didn't decide. It helped us think through the second and third order consequences before we committed. That was the difference.
AI can simulate competence, not wisdom. But when you use it right, it makes your judgment sharper and your blind spots visible.
https://www.incrementa.ca/ai-for-ceo-how-to-use-ai/