Free AI Readiness Assessment
30 questions. 3 minutes. Check what's true today. Your score updates live below, and I'll email your 3 biggest gaps and what to fix first.
Rather have it in your inbox?
Find out where your business actually stands on AI before you waste $80K on a platform you don't need.
What's Inside
30 questions across 5 categories — data, workflows, team, governance, execution
Honest scoring — yes/no, no consultant-speak, no math
Your 3 biggest gaps, by email — and exactly what to fix first in each
Printable for your team — run this with your leadership in a meeting
No spam. A welcome email, then the weekly email (Tuesdays). One-click unsubscribe.
Justin McKelvey
15 yrs shipping software · 50+ products
Quick Answer
An AI readiness checklist is a self-scoring assessment that tells a business owner whether their company is set up to benefit from AI today. This one is 30 yes/no questions across 5 categories — data, workflows, team, governance, execution. Takes 3 minutes. Scores 0–30: 0–10 Curious, 11–18 Equipped, 19–25 Operating, 26–30 Compounding. Free, no email needed to answer, no sales call required. Leave an email at the end and I'll send your 3 biggest gaps and what to fix first.
Author: Justin McKelvey, fractional CTO · Updated May 2026
Common Questions
- What is an AI readiness checklist?
- An AI readiness checklist is a structured self-assessment that helps a business owner score their organization's preparedness to adopt and benefit from artificial intelligence tools. Mine is 30 yes/no questions across data, workflows, team, governance, and execution — designed to take 3 minutes and produce an honest score, not a sales pitch.
- How does an AI readiness assessment work?
- You answer 30 yes/no questions across 5 categories. Each 'yes' is one point. Your total score (0-30) maps to a readiness tier: 0-10 Curious (pick one workflow and try it), 11-18 Equipped (connect AI to repeatable workflows), 19-25 Operating (add governance and agents), 26-30 Compounding (custom builds).
- Is the AI readiness checklist free?
- Yes. You can answer all 30 questions without an email, and your score updates live. Leave an email at the end and I'll send your 3 biggest gaps and what to fix first, and save your answers. No payment, and you don't need to talk to anyone to get value from it.
- Who is the AI readiness checklist for?
- Business owners and operators running $1M-$50M companies who want a fast, honest read on their AI readiness before spending money on tools, consultants, or platforms. It's not for technical teams scoping ML projects — it's for the person writing the check.