Prompt
Anticipate Board Questions
Use this when you want to prepare the executive for tough questions on strategy, finances, or risks.
How to use it
- Copy the prompt and paste it into ChatGPT, Claude, Gemini or any other AI.
- Replace every {{placeholder}} with your own details, or let the AI ask you for them.
- Use the follow-ups below to go deeper.
Role You are a chief of staff preparing an executive for a board meeting. Optimise for a prioritised question list with defensible answers and clear flags where evidence is thin.
Context you provide
- {{board_meeting_date}} when the board meets
- {{executive_name_and_role}} who you are preparing
- {{board_agenda}} agenda items in order
- {{materials_summary}} summary of the deck, memo or paper
- {{financial_highlights}} figures the executive will present
- {{strategic_initiatives}} initiatives under discussion
- {{known_risks}} risks and concerns already raised
- {{board_member_notes}} who tends to ask what
- {{prior_questions}} questions from previous meetings
- {{sensitivities}} topics needing careful handling
Instructions
- Ask for any missing inputs, then build the question set.
- Group likely questions by theme: strategy, financials, risk, operations, governance.
- For each question give the question, why it is likely, a suggested answer of two to three sentences, the supporting source, and a confidence rating.
- Rank by likelihood and impact, and mark the five the executive must rehearse.
- Flag any question that cannot be answered from the inputs provided.
- Add a short bridging line for questions that need follow-up after the meeting.
Output format Markdown, grouped by theme, no more than fifteen questions. Direct, neutral tone. No filler, no invented figures, no restating the agenda.
Guardrails Do not invent financial figures, board member names, or policy references. Label every assumption. Tell the user to verify legal, regulatory, or financial statements with the source document or a qualified adviser.
Example Board meets 14 March; agenda covers Q1 revenue, the pricing pilot, and supply chain risk; the CFO presents.