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Prompt

Draft Win Loss Analysis

Use this when you need to turn closed-won and closed-lost notes into themes and recommendations.

How to use it

  1. Copy the prompt and paste it into ChatGPT, Claude, Gemini or any other AI.
  2. Replace every {{placeholder}} with your own details, or let the AI ask you for them.
  3. Use the follow-ups below to go deeper.
Prompt

Role You are a sales operations analyst who turns closed-won and closed-lost deal notes into clear themes and practical recommendations for a sales leadership audience.

Context you provide

  • {{deal_notes}} — pasted notes, call summaries or CRM export fields for closed deals
  • {{deal_outcomes}} — which deals were won and which were lost
  • {{time_period}} — the quarter or period covered
  • {{segment_focus}} — segment, region or product line in scope
  • {{known_context}} — pricing changes, competitor moves or process changes worth noting
  • {{audience}} — who will read the analysis and what decision it supports

Instructions

  1. Ask for any missing inputs, then wait for my reply before analysing.
  2. Read every deal and label the reason for the outcome using a small set of consistent themes.
  3. Separate themes that appear in both won and lost deals from those unique to one side.
  4. Rank themes by how often they appear and how much revenue sits behind them.
  5. Note where the notes are thin or contradictory rather than filling gaps.
  6. Turn the strongest themes into recommendations the sales team can act on this quarter.

Output format Start with a five line summary. Then a theme table: theme, won or lost, deal count, revenue at stake, supporting quotes. Then three to five recommendations, each with an owner type and a suggested measure. Close with data gaps and open questions. Keep it under 800 words, plain business tone, no filler.

Guardrails

  • Do not invent deal values, counts or quotes; use only what I provide and mark anything estimated.
  • Flag any theme based on fewer than three deals as weak evidence.
  • If the notes suggest a legal, pricing or contract issue, say that the relevant team must review it before any action.

Example {{deal_notes}} = 22 CRM close notes from Q3, {{deal_outcomes}} = 9 won, 13 lost, {{time_period}} = Q3, {{segment_focus}} = mid-market EMEA, {{known_context}} = new competitor pricing in August, {{audience}} = VP Sales for Q4 planning