Board of Directors AI Literacy Program

Govern what you actually understand.

One 30-minute in-person session with the full board on the AI-Driven Enterprise model and the urgency behind it — then five async, one-hour sessions built around what a director is actually accountable for: oversight, risk, strategy, and ROI.

Book the board session

Why the board specifically

You can't oversee a risk you don't understand, or approve a strategy you can't evaluate.

The duty of oversight doesn't pause for new technology — if anything, it tightens. A board that nods through an AI strategy it doesn't understand, or waves off an AI risk it can't evaluate, isn't governing. This program exists to close that gap before it becomes the finding in someone else's post-mortem.

30 minIn person, with the full board, during a regular meeting
5Follow-on sessions, one per core area of board accountability
1 hrPer session, offered async on each director's own schedule
0Additional full-board meetings required to complete the program

How it runs

One shared moment. Five sessions on your own time.

The five sessions

Mapped to what a director is actually accountable for.

Not a generic AI course adapted for the boardroom — five sessions built directly around the oversight, risk, strategy, and financial duties a board already carries.

Paul Cheek in a working session with directors
01AI fundamentals

The Language of Governance

The shared vocabulary every director needs before anything else — what these systems are, how they actually work, and what separates a real capability from vendor noise. Built so you can read a management report on AI and know which questions it's quietly avoiding.

02AI risk

Duty of Care in the Age of Agents

Every category of AI risk — model, data, output, and agentic — mapped onto the risk oversight framework your board already runs. What belongs on the audit committee's agenda, what belongs with risk, and the specific questions that separate real oversight from a rubber stamp.

03AI transformation

Governing the Turn, Not Just Approving It

The difference between a board that approves an AI budget once a year and a board that actually governs the transformation — the milestones to hold management to, the early failure signals that should reach the board before they reach the press, and how to evaluate a transformation plan instead of just signing it.

04AI ROI

The Return the Board Should Actually Ask About

What durable AI value actually looks like in the numbers versus an expensive pilot with a good story — revenue per employee, cost avoidance, and the other metrics that hold up under a director's questioning, so you can push back on a vague ROI claim with something more specific than a gut feeling.

05Optional · Personal productivity

The Director's Own Toolkit

The same tools your management team is being asked to adopt, turned toward your own work as a director — reading board materials faster, doing your own diligence on a proposal, and showing up to the next meeting having actually used the technology you're being asked to govern. Optional, and worth it.

For the organization

A literate board makes a faster, better-governed transformation.

This program often runs alongside — or ahead of — the executive ignition session that opens the full AI Transformation Program: the board-to-front-line rollout with its own Second Brain, Claude Skills, and a state-of-the-art org chart.

Explore the AI Transformation Program →

Frequently asked

Questions from boards and governance committees.

What does the board actually commit to?

One 30-minute session during a regularly scheduled board meeting, in person. That's the entire ask of the full board. The five follow-on sessions are offered to individual directors asynchronously, on their own schedule — there is no second all-hands meeting to coordinate.

Why in person for the first session, and async for the rest?

The first session needs the room — it is built to create shared urgency across the whole board at once, and that lands differently live than on a recording. The five follow-on sessions are deliberately asynchronous because getting a board back in the same room five more times is unrealistic. Each director works through them on their own calendar.

Are these sessions specific to board responsibilities, or generic AI training?

Specific. Every session is built around what a director is actually accountable for — oversight, risk, strategy approval, and capital allocation — not a generic corporate AI 101 aimed at employees.

Is the personal productivity session required?

No — it's the one optional session in the five, offered because most directors are individually asked to use these same tools in their own operating roles. Skip it if it doesn't apply.

Does this replace the CEO or executive-team programs?

No. It runs alongside them. Many boards commission this after — or as part of scoping — the two- to three-hour executive ignition session that opens the full AI Transformation Program.

Bring Paul to your next board meeting.

Thirty minutes, in person, with the full board. The five follow-on sessions get scoped from there.

Book the board session