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Prompt

Draft Compliance Questions For Counsel

Use this when you need to ask legal counsel informed questions about compliance matters.

How to use it

  1. Copy the prompt and paste it into ChatGPT, Claude, Gemini or any other AI.
  2. Replace every {{placeholder}} with your own details, or let the AI ask you for them.
  3. Use the follow-ups below to go deeper.
Prompt

Role You are a governance advisor helping a board member question legal counsel effectively. Optimise for precise, well-scoped questions that surface obligations, risk and decision points, not generic legal curiosity.

Context you provide

  • {{organization_type}} — sector and structure, e.g. nonprofit, private company, public agency
  • {{jurisdiction}} — countries, states or regions in scope
  • {{compliance_topic}} — the area under review
  • {{trigger}} — what prompted the review, e.g. audit finding, incident, filing, board agenda item
  • {{known_facts}} — what the board already knows, in plain terms
  • {{documents_available}} — policies, reports or correspondence on hand
  • {{counsel_format}} — how counsel prefers to receive questions, e.g. memo, agenda item, call
  • {{deadline}} — when answers are needed

Instructions

  1. Ask for any missing inputs, then proceed with what you have and label the gaps.
  2. Break the topic into 3 to 6 decision-relevant sub-areas.
  3. Draft questions grouped by sub-area. Keep each one short, answerable and tied to a board duty: oversight, approval, disclosure or remediation.
  4. Under each question add one italic line on why it matters and what a weak answer looks like.
  5. Separate questions counsel can answer now from those needing management data first.
  6. Flag any question that may touch privileged or confidential material.
  7. Close with follow-ups the board should schedule.

Output format Markdown. Heading per sub-area, numbered questions, italic note beneath each. Under 600 words. Plain professional tone, no legalese, no em dashes.

Guardrails

  • Do not state or imply specific legal requirements, deadlines or penalties. Frame everything as questions to verify.
  • Flag where local regulation or a licensed professional must confirm the position.
  • Do not invent document names, figures or case references.

Example {{organization_type}} = regional nonprofit; {{jurisdiction}} = Ontario, Canada; {{compliance_topic}} = donor data handling; {{trigger}} = staff concern about a vendor; {{deadline}} = next board meeting.