Library/Deal Strategy & Stakeholder Management/Competitive Deal Strategy/Create Competitive Landmines for Your Evaluation
TestedDeal Strategy & Stakeholder ManagementQuick Win (under 10 min)
About this prompt
This prompt generates a set of landmine questions — questions you equip the buyer to ask your competitor — organized across five dimensions: technical capability, implementation complexity, support quality, pricing structure, and roadmap direction. It is built for AEs running competitive evaluations where you want to expose a competitor's real weaknesses without making direct claims yourself. Use it during active evaluation when you have a confirmed competitor and a clear set of buyer criteria.Landmine questions are one of the most effective competitive tools in a rep's kit: they shift the scrutiny onto the competitor and let the buyer reach their own conclusions rather than taking your word for it. This prompt produces specific, reasonable questions the buyer could credibly ask a competitor — along with an explanation of why each question is effective, a natural way to introduce it in conversation, and what answer from the competitor would expose the weakness. Provide WHAT YOU SELL, the main competitor, where you are strong, where the competitor is weak, and the buyer's likely evaluation criteria. The prompt enforces honest guardrails: it will not generate exaggerated or unprovable claims, and it flags questions that could easily be flipped back on you. Use this prompt after discovery, once you understand what the buyer actually cares about — landmines that do not map to buyer priorities create noise rather than advantage. One practical tip: test every landmine question on yourself first. If the buyer asked you the same question, could you answer it cleanly?The prompt
Create competitive landmines for my evaluation.
Context:
● My product: [WHAT YOU SELL]
● Main competitor: [WHO]
● Where we're strong: [OUR ADVANTAGES]
● Where they're weak: [THEIR GAPS]
● Buyer's like
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Variables to replace
WHAT YOU SELL|WHO|OUR ADVANTAGES|THEIR GAPS|WHAT THEY CARE ABOUT
How to run it
- Copy the prompt and paste it into Claude, ChatGPT, Gemini, or Copilot — it's tuned to run in any of them.
- Replace the variables — swap each bracketed token for your deal's specifics. The variables list above explains every field.
- Make it yours — run it, keep what's strong, and tighten your inputs on the next pass. The prompt improves with your context.
What good output looks like
Make it yours
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