Checklist · Buying IT

12 Questions to Ask Any IT Provider

Whether you’re hiring your first provider or rethinking your current one, these twelve questions separate a real security partner from a break-fix shop. Print it and bring it to the meeting.

The checklist

Each question comes with what a strong answer sounds like — the part after the dash.

Ownership & accountability

  • Do you own the infrastructure you host on, or resell someone else's? — One accountable partner beats a finger-pointing chain.
  • When I call, do I reach an engineer or a ticket queue? — Ask for the real response-time target, in writing.
  • Who is my point of contact, and what happens when they're out? — Coverage should not depend on one person.

Security posture

  • Do you run a 24/7 SOC, or is monitoring business-hours only? — Attacks come at night and on weekends by design.
  • Is MFA enforced on every account you manage, including your own admin access? — This is table stakes now.
  • How are your backups protected from ransomware? — The answer you want is "immutable, and we test-restore them."

Compliance & evidence

  • Can you produce the documentation an auditor or cyber-insurer asks for? — Controls you can't evidence don't count.
  • Will you sign the agreements my regulations require (e.g., a BAA for HIPAA)? — A "no" is disqualifying for regulated firms.

Money & exit

  • Is your pricing published, or only revealed after a sales call? — Transparency now predicts transparency later.
  • What is the contract term, and how do I leave if it isn't working? — Look for reasonable notice and no exit fees.
  • What's included versus billed extra? — Get the à-la-carte list so there are no surprises.

Proof

  • Can I talk to a current client in my industry? — Real partners arrange references; ask before you sign.

Curious how we’d answer all twelve? That’s the whole assessment. Book a free 30 minutes →

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