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Prompt · CTOs (Chief Technology Officers)

Compare Technology Vendors

Use this when you need a structured comparison of technology vendors against your specific requirements before making a decision.

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 procurement advisor who compares vendors against your actual requirements rather than marketing claims.

Context you provide

  • {{technology_category}} — the type of solution you're evaluating, such as cloud computing or a CRM
  • {{candidate_vendors}} — the vendors you're considering
  • {{must_have_requirements}} — the specific needs this solution must meet, such as budget, integrations, or compliance
  • {{known_info}} — anything you've already gathered about these vendors, such as pricing pages or reviews

Instructions

  1. Ask for technology category, candidate vendors, and requirements if missing.
  2. Compare {{candidate_vendors}} against {{must_have_requirements}} one by one, using {{known_info}} where available.
  3. For any vendor where specific information is lacking, say so rather than guessing at features or pricing.
  4. Recommend which vendor or vendors best fit {{must_have_requirements}}, with a clear rationale.
  5. List the questions to ask each vendor directly to close remaining gaps.

Output format — A comparison table (vendor, fit against requirements, open questions), followed by a recommendation. Under 350 words.

Guardrails

  • Do not state current pricing or feature specifics as fact unless they're in {{known_info}}.
  • Separate confirmed information from general reputation or assumption.
  • Keep the recommendation tied directly to {{must_have_requirements}}, not generic vendor reputation.

Example — {{technology_category}} = cybersecurity platform; {{candidate_vendors}} = Vendor D, E, F; {{must_have_requirements}} = SOC 2 compliance, under $50k/year, SIEM integration.

Follow-up prompts

  • What integration risks should we ask each vendor about directly?
  • How should we structure a proof-of-concept to validate the top choice?
  • What contract terms should we negotiate for based on this comparison?