Are we addressing the underlying cause of the issue, or simply reacting to its visible symptoms?

Have we examined the existing workflow, removed unnecessary complexity, and clarified responsibilities before introducing automation?

Do our existing systems exchange the information we need, or are disconnected applications and manual workarounds creating operational gaps?

Have we established the business requirements, expected value, implementation costs, risks, and alternatives before selecting a solution?

Are delivery responsibilities, ongoing support, maintenance, ownership, and accountability clearly defined?

Have we established measurable objectives and agreed how progress and results will be evaluated?

Better technology decisions begin with better questions. Take the time to understand the challenge before deciding on the solution.