Is Your Legal Org Ready for AI?
Eighteen scored questions for general counsel and chief legal officers — contracts, e-discovery, vendor risk, privacy, and the AI-specific exposures legal owns.
- A scored profile across 6 dimensions — see exactly where you're strong and where the gaps are.
- Your biggest opportunities, mapped to specific next moves.
- A personalized video walkthrough from Shawn (optional) — a real read on your results.
Most AI exposure inside a company hits legal first — and usually before legal hears about it. Employees paste confidential contract terms into public chatbots. Vendors slip AI clauses about training data and output IP into renewal paper. Outside counsel start using AI on your matters without disclosure. The EU AI Act, NIST AI RMF, and a growing patchwork of state and sectoral rules land on the GC's desk regardless of whether the company has a strategy. What general counsel actually needs to own before AI shows up in legal work isn't a tool decision — it's a policy, a vendor-diligence playbook, a privilege-safe enterprise tool for the legal team, and a board-ready reporting cadence.
This free assessment scores your in-house legal function across six dimensions and returns a clear readiness profile in about six minutes. It's built from 27 years of technology leadership across Fortune 500 and growth-stage companies — the same lens a fractional Chief AI Officer would bring to your first conversation about CLM, e-discovery, vendor AI risk, and board reporting.
What the general counsel AI readiness assessment measures
Readiness for legal is a profile, not a single number. The assessment scores six dimensions independently so you can see where you're strong and where the gaps are: Workload & Operations (is intake, matter management, and the contract repository in shape to feed AI), AI-Specific Risk & Policy (do you have an acceptable-use policy, vendor-AI diligence, and IP terms), Team & Talent (can your team credibly advise the business on AI), Privilege & Confidentiality (will AI use break privilege, work product, or trade-secret protection), Tech Stack & Vendor AI (can your CLM, e-discovery, and matter management actually integrate AI), and Board & Executive Reporting (can the GC carry the AI-risk conversation at the board level). The final question maps the specific workflows — contracts, e-discovery, vendor risk, privacy, compliance, IP — where automation pays off first.
Why general counsel needs to own AI readiness before legal work touches it
By the time a contract dispute or a regulatory inquiry forces the question, the answers are already constrained by decisions made elsewhere — what employees pasted into public AI tools, what vendors got signed without AI addenda, what outside counsel used on your matters. GCs who treat AI readiness as a deliverable get ahead of that: they publish an acceptable-use policy, stand up a vendor-AI diligence process, deploy a privilege-safe enterprise tool for the legal team, and build a board-ready risk cadence. A readiness profile turns a vague worry into a sequenced plan, and it tells you whether your constraint is policy, privilege, technology, or board posture.
What you get at the end
You'll see an overall GC AI readiness score, a band that describes where you stand (from Pre-Foundation through Execution-Ready), a per-dimension breakdown, and a map of your highest-value automation opportunities across contracts, e-discovery, vendor risk, privacy, compliance, and IP. From there you can request a personalized video walkthrough — a short, recorded read on your specific results and what a fractional Chief AI Officer engagement would do for your legal function. No generic sales deck.
Frequently asked questions
What is a general counsel AI readiness assessment?
It's a structured evaluation of whether an in-house legal function has the operations, policy, team, governance, technology, and board-reporting posture to absorb AI safely — both AI used by the business and AI used by the legal team itself. Rather than measuring AI knowledge, it measures the preconditions — like a published acceptable-use policy, a CLM, and a vendor-AI diligence playbook — that determine whether AI will create exposure or compounding value.
How long does the assessment take?
About six minutes. It's 18 scored questions across six dimensions plus a final workflow-mapping question covering contracts, e-discovery, vendor risk, privacy, compliance, and IP. Your progress auto-saves, so you can leave and resume without losing answers.
Is the assessment free?
Yes. The assessment and your scored results are completely free. You can optionally request a personalized video walkthrough of your results, which is also free.
Who is this assessment for?
It's built for general counsel, chief legal officers, deputy GCs, and heads of legal operations who are weighing how to position the legal function for AI — both the AI the business is already using and the AI the legal team itself could deploy. It's equally useful for GCs at growth-stage companies without a dedicated legal-ops function and for established legal departments preparing a board-ready AI program.
What legal workflows can AI actually help with?
The most common starting points are first-pass NDA and MSA review against a playbook, clause extraction and obligations tracking from a CLM, e-discovery prioritization and privilege screening, vendor-AI questionnaire scoring, DSAR intake and response drafting, and regulatory-horizon scanning for the EU AI Act and NIST AI RMF. The assessment's final question maps these so you can see where automation would pay off first for your legal function.