Library/Meeting Prep & Discovery/Discovery Question Design/So What Probe Questions Prospect Statement Dig Deeper Quantify Dollar Time Impact
TestedMeeting Prep & DiscoveryQuick Win (under 10 min)

So What Probe Questions Prospect Statement Dig Deeper Quantify Dollar Time Impact

Turn a prospect's surface-level problem statement into dollar- and time-quantified impact questions that build a defensible pain chain.

About this prompt

This prompt generates probing follow-up questions designed to dig beneath a prospect's stated problem and quantify the business impact in financial or time terms. It's built for AEs and inside sales reps running discovery calls who need to move from 'we have this problem' to 'this problem costs us X per quarter.' Use it before or during discovery when a prospect has named a pain point but hasn't yet connected it to measurable business outcomes.

The prompt

For each of the following prospect statements, generate a 'So What' probe question that digs one level deeper and quantifies the impact. These are questions designed to turn an implicit problem into a
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Variables to replace

METRIC | PASTE 3-5 THINGS THE PROSPECT SAID ON THE CALL

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
DifficultyIntermediate
Time to valueQuick Win (under 10 min)
Works withAI-Agnostic
CategoryMeeting Prep & Discovery
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