AI Readiness Checklist — A One-Page Diagnostic
Is your organization ready to start AI? From problem definition to data, people, budget, and security — diagnose yourself with 20 questions.
If you're not sure whether you're ready, answer these 20 questions. It takes 10 minutes.
Why You Need a Checklist
This blog series has covered a lot. Problem definition, tool exploration, data readiness, project management, convincing leadership, security, vendor selection, quotes, measuring results.
Each piece makes sense individually, but seeing the whole picture is hard. So we compressed everything into 20 questions.
Area 1: Problem Definition (4)
Q1. Is the problem you want AI to solve concretely defined?
Not "improve efficiency" but "who, in what situation, because of what, experiencing what result."
Q2. Can you express the problem's size in numbers?
Q3. Does the problem have an owner?
Q4. Have you considered whether non-AI solutions could work?
Area 2: Data (4)
Q5. Does data related to the problem exist?
Q6. Can you access that data?
Legal, technical, organizational constraints checked?
Q7. Do you roughly know the data's volume and quality?
Q8. Is data still being collected?
Area 3: Tools and Technology (3)
Q9. Have you determined what type of AI is needed?
Off-the-shelf vs custom, RAG vs fine-tuning.
Q10. Have you explored existing tools first?
Have you experimented small with general tools?
Q11. Have you drawn the build vs buy boundary?
Area 4: People and Organization (3)
Q12. Is an AI point person assigned?
Even part-time, does someone officially own this?
Q13. Does that person have allocated time?
At least 4 hours/week of official AI work time?
Q14. Are end users participating?
Area 5: Budget and Execution (3)
Q15. Do you know the minimum pilot budget?
Q16. Are success criteria defined?
Q17. Is there a plan for if it fails?
Area 6: Security and Governance (3)
Q18. Have you defined what data can go into AI?
Q19. Has legal review for personal data been done?
Q20. Is there a verification system for AI outputs?
Interpreting Results
15+ "Yes": Start now. Schedule a pilot.
10-14 "Yes": Can start, but address "no" areas in parallel.
Under 10 "Yes": Preparation comes before AI adoption.
"No" Answers Are Fine
This checklist isn't pass/fail. Where you have "no" is where your first project is.
No data? → Data collection is project one. No point person? → Assigning one is task one.
No organization is perfectly prepared. But there's a big difference between knowing where you stand and not knowing.
If you wait until all 20 are "yes," you'll never start. Start with what's already "yes."