An AI readiness assessment is a structured diagnostic that evaluates whether your organization has the foundations in place to ship AI work in production. It's not a strategy doc and not a vendor evaluation — it's a checklist of what you have, what you don't, and what's load-bearing for the rollout you're considering.
A workable mid-market assessment covers seven areas. (1) **Workflow inventory** — which workflows have AI-shaped problems (document-heavy, intake-heavy, first-draft-heavy) and which don't. (2) **Data foundations** — where your data lives, how clean it is, what's accessible by API, what's still in PDFs. (3) **Tool surface** — what AI is already in use (sanctioned and shadow), what tools your team is already using on personal accounts. (4) **Governance state** — whether you have an AI use policy, an approved tool list, and named accountability. (5) **Regulatory exposure** — NAIC IGD-H1 if you write insurance, OCC/FDIC if you bank, HIPAA if you touch PHI, NITC 8-609 if you contract with the state. (6) **People readiness** — manager preparedness, training infrastructure, change-load already in flight. (7) **Strategic alignment** — whether the proposed rollout actually maps to the highest-payback workflow you have, vs. the most-pitched one.
The output is a written readiness report with three sections: what's working, what's missing, and what should be done before, during, and after the rollout.