AI strategy: Asking the right questions
2025-06-02

This LinkedIn post from Isaac C. is about software development and an individual developer, but it applies just as well to ML/AI and a company. And it's precisely why I've long encouraged companies to develop a plan before rushing into their AI adventure.

When I say "AI strategy" (or way back when, "data strategy") some people assume that I mean some kind of mission statement. Not at all. This should be a detailed plan that includes:

This approach works for small projects as well as large, company-wide matters. In fact, it's especially important for the small projects because those can quietly drift for a long time without anyone noticing.

Having a plan means knowing where you're trying to go and how you'll get there. Which means you'll also know when you're not getting there.

On data observability

Four questions to ask before throwing away data points

Bad bot interactions

When people and genAI bots do not mix ... or, they mix too well