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The business side of IT

Questions to ask before you sign up for business software

The demo looked great and the price works. Before you sign, ask a few questions about what happens to your data.

1 min readChecklist

The short version

New business software usually means trusting a vendor with your data. A few questions up front can prevent problems later.

Sign-in and access

  • Can it use our existing work accounts to sign in? That keeps access under your control and makes removing leavers easier.
  • Does it support multi-factor authentication? Can we require it for everyone?
  • Can we control what each user can see and do?

Your data

  • Where is our data stored, and who at the vendor can see it?
  • Is it encrypted, both when stored and when sent?
  • How is it backed up, and how far back can deleted data be recovered?
  • Can we export all of our data in a usable format at any time?
  • What happens to our data if we cancel, and how long until it is deleted?

Security and reliability

  • How do they tell customers about security incidents, and how quickly?
  • What is their record for uptime, and how do they communicate outages?
  • Which other companies do they share our data with?

Practical

  • How does it connect to the systems we already use?
  • What does support look like, and is it included?
  • How do prices change at renewal?
  • Who owns the account on our side? It should be a company-controlled account instead of one person’s personal email.

Bring IT into the conversation before signing. They can spot integration and security issues that are hard to see from a demo.

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