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win-loss-dataset Structure for capturing qualitative + quantitative win/loss insights with consistent tagging.

Win/Loss Dataset Skill

When to Use

  • Running structured win/loss programs.
  • Aligning qualitative interviews with CRM metrics.
  • Sharing insights across product, sales, pricing, and marketing teams.

Framework

  1. Data Model deal metadata (segment, region, product, stage), outcome, competitor, primary driver, secondary driver, confidence.
  2. Qualitative Tags categories for pricing, product gaps, implementation, support, brand, relationships.
  3. Quotes & Evidence key quotes, call clips, doc references with consent + access controls.
  4. Analytics Layer dashboards for driver frequency, trendlines, influence on win rate, revenue impact.
  5. Action Tracking link insights to backlog items, status, owner, and due date.

Templates

  • Interview note template with pre-defined tags + drop-downs.
  • Dataset schema (CSV/Sheet/BI) with validated fields.
  • Dashboard layout for driver trends + revenue impact.

Tips

  • Keep raw qualitative notes but publish sanitized, anonymized snippets for broader sharing.
  • Standardize driver taxonomy every quarter to avoid drift.
  • Pair with run-win-loss-program command for automatic dataset updates.