AI Readiness Checklist
30 questions. 3 minutes. Check what's true today — your score updates live below.
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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
A real recommendation — based on your score, what to actually do next
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: 24+ means ready to build, 16–23 means a strategic engagement comes first, under 16 means foundations before AI. Free, no payment, no sales call required.
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: 24+ means you're ready to start building AI workflows, 16-23 means a strategic engagement would help most, under 16 means data and workflow foundations should come before AI investment.
- Is the AI readiness checklist free?
- Yes. The full 30-question checklist is delivered by email after a single email-capture step. No payment, no upsell required. The checklist is self-scoring — 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.