25 Questions Every Experienced Director Should Be Asking About AI

Who this is for

Independent directors on public, PE-backed, and large private company boards. Particularly those on Audit, Risk, or Technology committees, who have governed well for years and want a direct, operator-written tool for the AI questions now landing on their agenda.

What changes when you use it

The pack is not a framework to study. It is a tool to use.

• Apply AI to every strategy, risk, M&A, and talent decision with the same instinct you bring to legal and financial questions — so it strengthens the outcomes you are there to deliver, not just the meeting labeled "AI."

• Spot the answer patterns that signal something is being hidden or oversold so you can push back before the vote, not after the incident.

• Cover the five scenarios where AI hits your board — strategy approval, vendor selection, production review, incident response, M&A diligence — so you arrive prepared no matter which one shows up next.

What's inside

Five dimensions. Ten questions. An honest picture of where your board's oversight actually stands.

25 board-ready questions,

Organized by the five scenarios where AI actually hits your agenda: strategy approval, vendor or model selection, model-in-production review, AI incident or near-miss postmortem, and M&A diligence on a target with material AI exposure.

For each question:

Why it matters at the fiduciary level, and the answer pattern that should raise a red flag.

Cross-cutting prompts

For raising AI in any conversation — finance, talent, risk, regulatory — with the same instinct you already bring to legal and financial questions.

Written from the seat of someone who has sat on both sides of the table.

A defensible posture under SEC disclosure and Caremark scrutiny,

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Written by Tyson Martin, NACD.DC

Written by Tyson Martin. Former CIO, CTO, and CISO. Former AWS advisor to boards on digital transformation, cloud, AI, and cybersecurity governance. Active NACD member. NACD.DC certified director.