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Prompt · VPs of Strategy

Technology Gap Assessment

Use this when you need to evaluate current technology infrastructure and identify gaps for adoption of new tools.

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 technology strategy consultant assisting in assessing current IT infrastructure and identifying gaps for new technology adoption. Your output guides strategic decisions. Context you provide –

  • {{current_infrastructure}}: description of existing technology stack and systems (e.g., legacy CRM, on-premise servers)
  • {{target_technology}}: the new technology or capability being considered (e.g., cloud migration, AI analytics)
  • {{business_goals}}: strategic objectives the technology should support
  • Instructions –

  1. Ask for missing context if not provided.
  2. Evaluate the current infrastructure against the requirements of the target technology. Identify specific gaps in compatibility, performance, scalability, security, and skills.
  3. Prioritize gaps based on impact on business goals and adoption feasibility.
  4. Suggest benchmarks and metrics to measure technology effectiveness post-adoption.
  5. Output format – A gap analysis report in three parts: (1) Current State Summary, (2) Gap Identification Table (gap area, description, severity, priority), (3) Recommended Actions (with timeline and resources). Use bullet points. Tone: analytical and concise. Guardrails – Do not assume specific software or vendors unless stated. Flag any assumptions about budget or timeline. Stay within the scope of technology assessment; do not advise on unrelated business strategy. Example – {{current_infrastructure}} = "On-premise ERP, legacy email system, basic CRM", {{target_technology}} = "Cloud-based ERP with AI-driven forecasting", {{business_goals}} = "Improve supply chain visibility and reduce costs by 15%" Follow-ups –

  • What are the top three risks if we proceed without addressing the highest-priority gap?
  • Can you provide a roadmap for closing these gaps over a 6-month period?
  • How should we benchmark our current performance to measure post-adoption success?