Library/Meeting Prep & Discovery/Discovery Question Design/Generate Discovery Questions for a Specific User Role
TestedMeeting Prep & DiscoveryQuick Win (under 10 min)
About this prompt
Generates discovery questions tailored to the daily job and frustrations of a specific user role, focusing on workflow realities rather than abstract pain categories. AEs and Sales Engineers use this when preparing to run discovery with an end user rather than an economic buyer. Use it before any call where you need to understand current-state workflows, assess fit, and surface what good looks like for someone who will actually use the product.Discovery with an end user fails when questions are too high-level to produce actionable answers. This prompt generates questions calibrated to the user role's daily job, covering current frustrations, workflow gaps, what good would look like, and what they've already tried — all grounded in the product you sell. Fill in the user role with the specific title, your product with a brief description, and add a summary of their daily responsibilities. Narrow the output by specifying whether you're in early-stage discovery or re-qualifying a stalled deal — the questions shift depending on how much context you already have. Use this instead of a generic discovery question bank when you're selling to a technical or specialized user and need questions that prove you understand their job. Ask the AI to flag which questions are best for opening vs. deepening the conversation so you can sequence them correctly.The prompt
Generate discovery questions for [USER ROLE] who will actually use the product:
Rules:
- Focus on daily workflows
- Understand current frustrations
- Ask about what good would look like
- Discover wh
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Variables to replace
['USER ROLE', 'WHAT YOU SELL', 'DESCRIPTION']
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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