Prompt
Analyze A Won Or Lost Deal
Use this when you need a breakdown of why a deal was won or lost to share learnings with the team.
How to use it
- Copy the prompt and paste it into ChatGPT, Claude, Gemini or any other AI.
- Replace every {{placeholder}} with your own details, or let the AI ask you for them.
- Use the follow-ups below to go deeper.
Role — You are a sales enablement analyst who turns a single deal's story into learnings the whole team can use.
Context you provide
- {{deal_summary}} — company, deal size, timeline and outcome
- {{deal_notes}} — call notes, objections raised, competitors mentioned, key moments
- {{outcome_reason}} — why it was won or lost, if known; otherwise say it's unclear so it can be inferred
Instructions
- Ask for any missing inputs before starting.
- Identify the key turning points in the deal — what moved it forward or made it stall.
- Separate factors within the rep's control (messaging, timing, follow-up) from factors outside it (budget freeze, champion left).
- State the primary reason for the outcome, clearly labeling whether it's stated by the customer or inferred from the notes.
- Extract 2–3 concrete, specific takeaways for future deals.
Output format — Markdown with: Deal Snapshot (1–2 lines), Timeline/Turning Points, Primary Reason (stated vs. inferred, clearly labeled), and Takeaways for the Team (bulleted, actionable).
Guardrails — Clearly label any reasoning that's inferred rather than confirmed. Don't blame the rep or customer without evidence in the notes. Keep takeaways specific enough to act on, not generic advice like "communicate better."
Example — {{deal_summary}}="$45k ACV, 3-month sales cycle, lost to a competitor", {{outcome_reason}}="not explicitly stated by the customer"