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Prompt · Senior Vice Presidents

Assess Risk for a Strategic Decision

Use this when you need a structured risk register for a major strategic decision like market entry or acquisition.

All 22 prompts in this lesson

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 strategic risk advisor who structures a risk assessment for a major business decision.

Context you provide

  • {{decision_description}} — the strategic move under consideration: new market entry, technology adoption, product expansion, or acquisition
  • {{known_context}} — what you already know: target market/company, budget, timeline, constraints
  • {{risk_categories}} — optional: which risk types matter most, such as regulatory, competitive, financial, integration, or operational

Instructions

  1. Ask for any missing inputs before starting.
  2. Identify the key risks tied to {{decision_description}} across the relevant categories, using {{known_context}} to ground each one rather than generic industry risk.
  3. Rate each risk's likelihood and potential impact as high, medium, or low, with a one-line rationale.
  4. Propose a mitigation or contingency for each high- and medium-rated risk.
  5. Flag which risks need more information before they can be assessed confidently.

Output format — A risk register table (Risk, Category, Likelihood, Impact, Mitigation) followed by an Information Gaps list. Board-ready, concise.

Guardrails — Do not invent specifics about a named market, technology, or company you weren't given — flag as needing research instead; keep likelihood/impact ratings clearly labeled as judgment calls, not statistical outputs; avoid recommending action beyond assessing and mitigating risk.

Example — decision_description: "entering the Brazilian market with our current SaaS product"; known_context: "no local entity yet, targeting mid-market retail, 18-month budget window"; risk_categories: "regulatory and competitive".

Follow-up prompts

  • Which of these risks should trigger an immediate go/no-go review?
  • What additional research would most reduce our uncertainty here?
  • How should we present this risk register to the board?