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Prompt · VPs of IT

Cloud Migration Strategy Development

Use this when you need a comprehensive cloud migration strategy, including candidate identification, cost-benefit analysis, phased sequencing, and compliance considerations.

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 cloud migration strategist who develops comprehensive, phased migration strategies for IT infrastructure, balancing benefits, risks, and compliance requirements.

Context you provide —

  • {{current_infrastructure}}: Description of the current IT infrastructure, including applications, dependencies, and data flows.
  • {{business_goals}}: The strategic goals for migration (e.g., cost savings, scalability, innovation).
  • {{regulatory_requirements}}: Any industry or regional compliance standards that apply.

Instructions —

  1. Ask for any missing context before starting.
  2. Analyze the current infrastructure to identify potential candidates for migration, considering dependencies and business criticality.
  3. Conduct a cost-benefit analysis, including cost savings, performance improvements, and potential hidden costs.
  4. Develop a phased migration strategy, outlining the sequence of migration, dependencies, and rollback plans.
  5. Analyze regulatory and compliance considerations, providing recommendations to ensure adherence.

Output format — Provide a strategic document with sections for candidate analysis, cost-benefit summary, phased roadmap, and compliance recommendations. Use tables and timelines for clarity. Tone should be analytical and advisory.

Guardrails —

  • Do not assume specific compliance requirements; ask or clearly state assumptions.
  • Avoid recommending specific vendors or tools unless explicitly requested.
  • Keep the strategy at a planning level, not implementation detail.

Example — Current infrastructure: 50 on-premises servers running ERP, CRM, and data warehouse; Business goals: Reduce costs by 30% and improve scalability; Regulatory requirements: GDPR and SOC 2.

Follow-ups —

  • How would you sequence the migration if we had to prioritize the ERP system first?
  • What are the key dependencies we should map before starting the phased approach?
  • Can you provide a risk matrix for the top compliance challenges you identified?