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

AI has made it easier than ever to build. It hasn’t eliminated the need to choose where you should. I’ve sat on both sides and know it's not an easy call.
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?…
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