Twelve Questions to Ask Your IT Provider — and What a Good Answer Sounds Like.
Practical Guide Keep This One August 2026 · 9 min read Across this series we've told you a dozen times to "ask your IT provider." We've never given you the questions. So here they are — the twelve that matter most, why each one matters, and how to tell a reassuring answer from one worth following up on. None of them require any technical knowledge to ask, and a good provider will be pleased you did. Most small business owners have the same relationship with their IT provider: things work, occasionally something breaks and gets fixed, an invoice arrives monthly, and security is assumed to be handled somewhere in there. It usually is, at least partly. But "assumed" is doing a lot of work in that sentence, and the gap between what an owner thinks is covered and what's actually covered is where most unpleasant surprises live. The awkwardness is that the conversation feels hard to start. Nobo...