Library/Meeting Prep & Discovery/Discovery Question Design/Generate Discovery Questions That Create Prospect Aha
TestedMeeting Prep & DiscoveryQuick Win (under 10 min)

Generate Discovery Questions That Create Prospect Aha

Generate 7 discovery questions tailored to your ICP that make prospects see their problem in a new light across five

About this prompt

This prompt produces seven discovery questions across five specific frameworks — gap awareness, assumption challenge, consequence surfacing, comparison, and future state — tailored to your solution area and ICP. It's for AEs and inside sales reps who want discovery questions that advance the conversation rather than just gather information. Use it when building your discovery question bank or preparing for a first or second call with a qualified prospect.The best discovery questions do two things: they surface information the rep needs and they shift how the prospect thinks about their problem. This prompt generates seven questions across five aha-moment types that are explicitly designed to do both. Fill in [YOUR SOLUTION AREA] and [YOUR ICP] to get questions that feel tailored rather than generic — 'enterprise CFOs' and 'revenue intelligence platform' will produce very different questions than 'mid-market ops managers' and 'automation software.' The five question types are built into the prompt structure and cover the full range from quantifying the problem's cost to envisioning a future state, so the output functions as a complete discovery sequence rather than a random list. This prompt is most useful for AEs building a personal discovery playbook or managers running discovery skill sessions; for one-off call prep, it's faster to use a pre-call briefing template. For best results, run the output against your own product knowledge — replace any AI-generated metrics or benchmarks with real data from your customer base.

The prompt

Generate 7 discovery questions for [YOUR SOLUTION AREA] that are designed to create 'aha moments' — questions that make the prospect see their problem in a new light or realize something they hadn't t
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Variables to replace

YOUR SOLUTION AREA|PROBLEM|COMMON ASSUMPTION|DOWNSTREAM THING|METRIC|YOUR ICP

How to run it

  1. Copy the prompt and paste it into Claude, ChatGPT, Gemini, or Copilot — it's tuned to run in any of them.
  2. Replace the variables — swap each bracketed token for your deal's specifics. The variables list above explains every field.
  3. 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

StageDiscovery
SeatAE, SDR, Inside Sales
DifficultyIntermediate
Time to valueQuick Win (under 10 min)
Works withAI-Agnostic
CategoryMeeting Prep & Discovery
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