Library/Leadership, Coaching & People Management/Team Operating Cadence/Generate 10 MEDDPICC Pipeline Inspection Questions
TestedLeadership, Coaching & People ManagementQuick Win (under 10 min)

Generate 10 MEDDPICC Pipeline Inspection Questions

Produce ten buyer-behavior-focused deal inspection questions organized by MEDDPICC dimension to separate real pipeline

About this prompt

This prompt produces ten pipeline inspection questions for Sales Managers to use in deal reviews, organized into five MEDDPICC dimensions: Economic Buyer, Decision Process, Champion, Pain/Urgency, and Competition. Every question focuses on what the buyer has done or said rather than what the rep did, prompting reps to self-identify coverage gaps. Use it to prepare for weekly pipeline reviews or one-on-ones where forecast accuracy is at stake.Pipeline reviews that rely on rep activity (sent email, had a call, gave a demo) produce inflated forecasts. This prompt generates ten questions designed to expose missing MEDDPICC coverage by probing what the buyer has actually done — not what the rep believes or intends. Two questions each cover Economic Buyer, Decision Process, Champion, Pain/Urgency, and Competition, structured so that a rep who can't answer them will recognize the gap themselves rather than feeling interrogated. Examples of the target format are provided in the prompt (e.g., 'What did the economic buyer say when you last spoke?'). Use this prompt as a manager preparing for a pipeline call, or as an AE doing self-assessment before a deal review. It works best for mid-to-late stage deals where MEDDPICC coverage should already exist — earlier-stage deals benefit more from open-ended discovery coaching. Rotate the questions across weeks so reps don't memorize the pattern.

The prompt

You are a sales manager. Generate a set of 10 deal inspection questions you can ask a rep in a pipeline review to distinguish 'real' pipeline from 'wish pipeline.' The questions should: - Focus on wha
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Variables to replace

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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

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StagePipeline Management
SeatSales Manager, Sales Director
DifficultyAdvanced
Time to valueQuick Win (under 10 min)
Works withAI-Agnostic
CategoryLeadership, Coaching & People Management
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