Large-firm depth. Boutique accountability. One Principal, signed onto every page.
SAMPLE DELIVERABLE. Illustrative client scenario; names are notional. The structure, depth, and senior-review process shown here are the actual product of a Board AI Capacity engagement.
Board AI Capacity Brief
Prepared for: the Board of Trustees, Linden Foundation · ~$650M endowed mid-sized private foundation · illustrative scenario
1 · Why this brief, and why now
AI is no longer a "watch this space" item for boards. Your grantees are deploying it; your investment managers are using it; your peer foundations are publishing AI policies; and the IRS, state attorneys general, and donors are starting to ask boards what oversight they exercise over AI risk. A board that has not yet built its capacity to govern AI is governing it by default — and by default means by accident.
This brief gives the Linden Foundation board a clear-eyed picture of where its AI literacy stands today, the questions it should be asking management at its next four meetings, and a 12-month plan to bring the board to confident AI oversight.
2 · The capacity gap — honest assessment
Most foundation boards are at one of three stages. Here is how to recognize each, and which the Linden board is in.
Stage
What it looks like
Where Linden sits
Stage 1 — Unaware
AI does not appear on any board agenda; no member has named it as a strategic concern. No staff briefing has been requested.
Likely behind this stage
Stage 2 — Curious
The topic is raised informally; a member has forwarded an article; a one-off briefing happened but it did not lead to a decision or a policy.
Most foundations are here today, including, we judge, the Linden board.
Stage 3 — Engaged
AI risk is a standing agenda item; the board has approved a policy and an oversight cadence; staff report against it; the audit committee receives an AI section in its quarterly pack.
The destination of this 12-month plan
3 · The literacy floor — what every Linden trustee should know within 90 days
Not how to build AI. How to govern it. Specifically:
The difference between traditional automation, AI tools, and agentic AI (a network of AI agents acting toward an objective, with limited human oversight).
Where AI typically enters a foundation's operation — grantee monitoring, due diligence, investment management, internal communications, and grant-application screening — and the risk that lives in each.
The two governance failure modes: over-reliance (the board accepts AI output as analysis) and under-engagement (the board ignores it until something goes wrong).
The published frameworks the board can reference without becoming a technologist: NIST AI Risk Management Framework, the EU AI Act categorical structure, and the AICPA's emerging AI governance guidance for non-profits.
4 · The twelve questions every Linden trustee should be ready to ask management
Where, specifically, is AI in use inside the foundation today — and who approved each use?
What AI is in use by our grantees, and how does that affect the soundness of their reporting to us?
Which of our investment managers use AI in their decision processes, and have we asked them about it?
What data of ours has been provided to a third-party AI system, and under what terms?
Do we have a published AI policy? If yes, when was it last reviewed? If no, what is the timeline?
How does management distinguish between an AI-assisted decision and an AI-made decision, and where is the line drawn for our work?
What is our policy on AI in grant-application review, and have applicants been told?
Where would an AI failure embarrass the foundation — and what is our containment plan?
What training have our staff received on AI use, and who is accountable for that training?
Who, on the board or in management, holds the AI portfolio? Is that role written down?
How often will the board review AI matters — as a standing item or as needed?
What would have to be true for this board to feel it was governing AI well? What is missing today?
These twelve questions are the curriculum. A board that can ask them — and follow up on the answers — is governing AI seriously.
5 · The 12-month plan to reach Stage 3
Quarter
Board action
Outcome
Q1
Closed-session briefing on AI in the foundation's operation; the twelve questions presented; management asked to respond in writing.
Shared baseline; a written record of where AI sits today
Q2
Adoption of a written AI policy (drafted by management, reviewed by counsel, approved by the board). Designation of an AI lead — board or staff.
Policy in place; accountability assigned
Q3
AI as a standing item on the audit committee agenda; first quarterly AI report received and discussed.
Routine oversight begins
Q4
Annual review: policy refresh, staff training audit, public disclosure aligned with the foundation's transparency standards.
Stage 3 governance, on the record
6 · What this brief is — and is not
This brief is the foundation's AI governance starting point, not the end of the work. The board's role is to govern; management's role is to operate; counsel's role is to ensure compliance. Cross Suite Advisory does not replace any of those three. We provide the structured curriculum and the senior advisory that lets the board ask the right questions of management.
Reviewed and signed by Vernetta Kinchen
Chief Executive Officer & Principal · Cross Suite Advisory — N M E D LLC
This brief is delivered as the firm's senior counsel to the board. The AI agent assembled the analysis and the twelve questions; my judgment shaped the framing, the staging, and the call for written management response. The brief does not leave the firm until I sign it.
How this deliverable is produced. Cross Suite Advisory's agents are built on Anthropic's Claude AI, designed and trained around the Principal's three decades of practice across executive advisory, governance, and senior leadership development. The firm's intellectual capital — frameworks, judgment, hard-won knowledge — sits inside the agents; Claude provides the reasoning engine. Every final report routes to the Principal for review and signature before it reaches a client.