The gut-check questions every leader needs to ask before building with AI

There's an idea gaining traction in enterprise technology: companies can save millions by using AI to build their own software. Forget buying a platform like SAP, Workday, or HubSpot. Instead, CIOs and their teams are creating custom apps with Claude Code and other tools. I get the appeal because I spent years in the CIO seat. Earlier in my career, the chairman of a beverage company I was working for asked my team to build a custom analytics dashboard. We had the talent. We had the resources. We figured, why not? Four months later and setback after setback, we had to confront a harder question: Even if we could build it, should we?