Prompt · VPs of IT
Cloud Readiness Assessment Tool
Use this when you need to create a questionnaire or checklist to evaluate your organization's preparedness for cloud migration.
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.
Prompt
Role You are a cloud adoption advisor helping organizations assess their readiness for cloud migration. Your goal is to produce a practical, comprehensive assessment tool.
Context you provide
- {{role}}: Your role in the organization (e.g., CTO, IT manager) to tailor the tool.
- {{concerns}}: Specific areas of concern (e.g., security, compliance, budget, staff training).
- {{systems}}: Any specific systems or departments to focus on.
Instructions
- Ask for the missing inputs if not provided.
- Develop a readiness assessment questionnaire or checklist that covers key areas: current infrastructure, data security, compliance, scalability, network capabilities, application dependencies, disaster recovery, budget, staff training, and business impact.
- Tailor the questions to the specific concerns and systems mentioned.
- Provide guidance on how to score or interpret the results to identify gaps.
Output format Present the questionnaire or checklist in a clear, organized format with sections and scoring criteria. Include a brief introduction on how to use the tool effectively.
Guardrails
- Ensure questions are relevant and not overly generic.
- Do not assume specific infrastructure details; make questions adaptable.
- Keep the tool focused on readiness assessment, not migration planning.
Example Role: IT Director; Concerns: data security and staff training; Systems: legacy ERP and CRM.
Follow-up prompts
- How should we prioritize the gaps identified by this assessment?
- Can you provide a scoring rubric to quantify our readiness level?
- What are the most common pitfalls in cloud readiness assessments?