TestedMeeting Prep & DiscoveryQuick Win (under 10 min)
About this prompt
This prompt generates questions across five impact dimensions — time wasted, money lost, risk exposure, downstream effects, and strategic cost — with opening questions, quantification follow-ups, calculation frameworks, and benchmark data references for each. It's for AEs and SDRs trying to build a financial case from discovery conversations. Use it when you've confirmed a prospect has a problem but haven't yet put numbers on what it costs them.The shift from we have this problem to this problem costs us a specific amount and we need to fix it is where deals accelerate — this prompt gives you a structured approach to making that shift in conversation. Fill in the prospect, their problem, your solution, and the likely impact areas (time, money, risk), and it generates a question set that walks through the math with the prospect rather than presenting it to them. The downstream impact category is often overlooked but produces the strongest urgency — a problem that only affects one team is easy to deprioritize; a problem that cascades to other metrics gets executive attention. Use this during discovery, ideally before you've presented any pricing — establishing the cost of the problem first makes the investment conversation easier. One tip: when the prospect gives you a number, don't move on immediately — ask how that compounds over a year to get the full annual impact rather than a weekly or monthly figure.The prompt
Help me quantify the cost of my prospect's problem.
Context:
● Prospect: [COMPANY and SITUATION]
● Problem they have: [THE PAIN]
● My solution: [WHAT YOU SELL]
● Likely impact areas: [TIME / MONEY / R
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Variables to replace
COMPANY AND SITUATION|THE PAIN|WHAT YOU SELL|TIME / MONEY / RISK
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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