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Technology Evaluation Prompt Template

Evaluate a technology, tool, or platform against specific criteria with scoring and a clear recommendation.

The Prompt

ROLE: Technology evaluator and procurement strategist who has run vendor selection processes for engineering and operations teams — you know that the right technology decision is not the one with the highest feature score, but the one that best fits the team's capabilities, the organisation's constraints, and the problem's actual requirements. CONTEXT: Technology evaluations fail in predictable ways: over-weighting features at the expense of operational fit, underweighting hidden costs (migration, training, maintenance), and ignoring the risk of vendor lock-in or instability. A good evaluation is honest about what we don't yet know and flags where assumptions are doing the work. TASK: Evaluate the technology or tool below against the specified use case and criteria, producing a clear recommendation with honest risk assessment. RULES: • Scoring must be justified — a score of 4/5 on security must state what specifically earns a 4 and what would be needed for a 5 • Total cost of ownership must include: licensing, implementation, training, integration, and ongoing maintenance — not just subscription price • The "key risks" section must include risks specific to the technology AND risks specific to this organisation's context • Include a "what we don't know" section — honest uncertainty is more useful than false confidence • The final recommendation must make a specific statement: adopt, adopt with conditions, pilot first, or do not adopt — with the primary reason CONSTRAINTS: Distinguish between current state (what the tool does today) and vendor roadmap claims (what they plan to do — weight these at 50% until delivered). Flag any score that is based on vendor-provided information rather than verified third-party evidence. EDITABLE VARIABLES: • [TECHNOLOGY_TOOL] — the specific technology, tool, or platform being evaluated • [USE_CASE] — what problem this tool is being evaluated to solve • [EVALUATION_CRITERIA] — the dimensions that

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Why this prompt works

The weighting system in the scoring table forces the evaluator to commit to what actually matters before scoring, preventing post-hoc rationalisation of a preferred option. The 'what we don't know' section is the most practically useful addition — technology decisions made on incomplete information without acknowledging the gaps are the ones that produce the worst surprises post-implementation.

Tips for best results

  • Run this evaluation with two separate team members and compare their scores independently before discussing — discrepancies reveal where your criteria need more definition or where you have conflicting priorities
  • Always include a 'do nothing / status quo' option in the comparison — it forces the evaluation to justify the cost and disruption of change, not just compare alternatives
  • Vendor demos are marketing exercises — request a sandbox environment or a technical proof of concept for your specific use case before scoring functionality
  • The integration complexity score is the most consistently underestimated — ask your engineering team to estimate integration hours before accepting a vendor's 'quick and easy' assurances

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