Every few months, someone asks me a version of the same question. Should we build our own software, or keep paying for the one we have? It usually comes up after a frustrating stretch with an existing tool. The CRM can’t handle the way the sales team actually sells. Finance exports three reports into Excel every Monday and stitches them together by hand. A big customer asks for a self-service portal, and the vendor says it’s “on the roadmap”. After 25 years of building and in
