✏️Prompts

Technology Landscape Assessment Framework Prompt

Prompt

Our [PASTE: client name]] is drowning in legacy systems and fragmented infrastructure and wants to modernize but doesn't know where to start. Build a comprehensive technology landscape assessment framework that maps their portfolio and identifies modernization paths.

Include: (1) Current state mapping – how do we inventory their applications, infrastructure, cloud usage, and integration points without overwhelming the team? What's the right level of detail? (2) Health scoring – rate each major system on cost, maintenance burden, performance, security, cloud readiness, and strategic fit using a 1-5 scale. What's critical vs. technical debt? (3) Dependency analysis – which systems are critical to business operations? What would break if this system failed? Business impact mapping? (4) Cloud readiness assessment – what's holding them back from cloud adoption? Licensing constraints? Architecture issues? Skill gaps? Compliance? (5) Modernization options – for each system, what are the realistic paths forward? Keep, refactor, replace, retire, or migrate to cloud? Cost estimate for each? (6) Roadmap sequencing – what should they tackle first? Dependencies? Quick wins? Strategic foundations?

Provide a sample IT inventory template, health scoring matrix, and modernization options comparison. Make it visual and actionable.

Why it works

Clients are overwhelmed by their own complexity. A clear assessment gives them a starting point and builds confidence in your recommendations.

Watch out for

Over-detailed inventories waste time and create analysis paralysis. Focus on the 20 percent of systems that drive 80 percent of cost and risk.

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IT & Ops TeamsExecutivesFounders