Library/Negotiation, Procurement & Closing/Win/Loss Documentation & Debrief/Create a Win/Loss Interview Guide for Post-Deal Debrief
TestedNegotiation, Procurement & ClosingQuick Win (under 10 min)

Create a Win/Loss Interview Guide for Post-Deal Debrief

Generate a structured 20-25 minute interview template to capture decision criteria, competitive insight, and process

About this prompt

This prompt builds a full win/loss interview guide structured for a 20-25 minute conversation with a buyer, champion, or economic buyer after a deal closes or is lost. It's designed for AEs and sales managers who want consistent, actionable post-deal intelligence rather than informal impressions. Use it immediately after a deal outcome — won or lost — while the buyer's recollection is fresh.Most reps debrief after a deal informally and walk away with incomplete information. This prompt generates a structured interview guide with six timed sections: context setting, decision drivers, vendor performance assessment, competitive intelligence, process feedback, and a referral ask for won deals. Each section includes suggested follow-up probes to push past surface-level answers. Customize the guide by filling in [BUYER / CHAMPION / ECONOMIC BUYER] with the specific stakeholder you'll be interviewing — the questions are calibrated differently depending on whether you're talking to the technical evaluator or the final decision-maker. Fill in [COMPETITOR] with the specific vendor you were competing against to sharpen the competitive intelligence questions. Use this guide for both wins and losses; the 'referral ask' section at the end applies only to closed-won deals. For best results, send the guide sections as a brief pre-read to the contact a day before the call so they come prepared — it shortens the setup time and improves answer quality.

The prompt

Create a structured win/loss interview template I can use when talking to a [BUYER / CHAMPION / ECONOMIC BUYER] after a deal closes. The interview should take 20-25 minutes. Sections: 1. Context sett
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Variables to replace

BUYER / CHAMPION / ECONOMIC BUYER|COMPETITOR

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

StageClosing
SeatAE, Sales Manager
DifficultyIntermediate
Time to valueQuick Win (under 10 min)
Works withAI-Agnostic
CategoryNegotiation, Procurement & Closing
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