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Small Business AI Readiness Checklist

A practical checklist to help small businesses decide whether AI is worth exploring now, and where to begin safely.

AI is most useful when it supports a clear business problem, not when it is added because another tool looks impressive. Use this checklist to review your workflow, data, risk, and team capacity before choosing software or starting an AI pilot.

Talk through this checklist

AI readiness

Who this is for

  • Owners who are interested in AI but do not want to rush into another tool.
  • Small teams that repeat the same admin, enquiry, or reporting work each week.
  • Businesses with customer information, service notes, or internal documents that may need better structure.
  • Metro Vancouver service, retail, and consulting businesses considering a small AI pilot.

Checklist

  1. 1Name one repeated business problem you want AI to help with.
  2. 2Confirm the task happens often enough to justify improving it.
  3. 3Write down the current steps before deciding where AI fits.
  4. 4Check whether the information needed for the task is accurate and easy to access.
  5. 5Identify any private, sensitive, or regulated information involved.
  6. 6Decide what a person must still review before anything reaches a customer.
  7. 7Choose a small pilot that can be tested without changing the whole business.
  8. 8Define a simple success measure, such as time saved, fewer missed steps, or clearer drafts.
  9. 9Confirm who will maintain prompts, templates, documents, or tool settings.
  10. 10Create a fallback process for times when the AI output is incomplete or wrong.

How to use this checklist

Review the checklist before buying AI software or connecting AI to an existing workflow. If several items are unclear, start by improving the process and data first. A simple manual workflow is usually easier to improve than an unclear workflow with AI layered on top.

When to ask for help

  • The team cannot agree which problem AI should solve first.
  • Customer or staff information may be sensitive and needs careful handling.
  • The workflow crosses multiple tools, inboxes, spreadsheets, or people.
  • You need help designing a small pilot with review steps and clear limits.

Related resources and reading

FAQ

Does every small business need AI now?

No. AI is worth exploring when there is a clear, repeated problem and the business can review outputs responsibly.

What is a good first AI project?

A good first project is narrow, low-risk, and easy to review, such as summarizing internal notes, drafting routine replies, or organizing repeated information.

Should we buy an AI tool before reviewing our workflow?

Usually no. Review the workflow first so the tool supports the process instead of adding another disconnected step.

How do we reduce risk when testing AI?

Keep the pilot small, avoid unnecessary sensitive data, define human review steps, and document what the tool is allowed to do.