win-loss-program

Installation
SKILL.md

Win-Loss Program: The Truth Source for Everything Downstream

Average B2B win rates sit around 19-21% (Ebsta x Pavilion GTM Benchmarks, 2025 edition, still the latest full dataset). Read as an information problem: roughly four of five worked opportunities end in a decision your company usually never investigates. The loss-reason field in the CRM does not count as investigation. It is filled by the person with the strongest incentive to externalize the cause, seconds after the sting, from a dropdown that forces one cause where there were three. Loss fields cluster on "price" and "timing"; buyer interviews of the same deals routinely surface trust, absent capabilities, a stronger champion on the other side, or a decision that was rigged before the first call. Every downstream system inherits whichever version you record.

A win-loss program replaces attribution folklore with three evidence lanes, run on a standing cadence: mine every decided deal, interview a sample of buyers one on one, and periodically put a group of customers in one room with the whole go-to-market team listening.

Lane 1: Transcript and Thread Mining (every decided deal)

The cheap lane, and with call recording in place, the one with no excuse. Within a week of any decision, mine the deal's full record: call transcripts, email threads, proposal versions, evaluation notes.

  • Extract in the buyer's words: what they said about the problem, alternatives, money, timing, and internal politics. Verbatim quotes with timestamps, never paraphrases; a paraphrase is where wishful thinking re-enters.
  • Reconstruct the decision timeline: when did the deal actually die or lock? It is almost never the dated loss event in the CRM; find the call where the energy changed and what preceded it.
  • Contrast rep story vs record: write the rep's stated loss reason next to what the record shows. The recurring gap between the two, by rep and by cause, is itself a coaching output.
  • Limits, stated honestly: mining only hears what was said TO you. The real reason often lives in the meeting you were not in. That is what Lane 2 is for.

Lane 2: Buyer Interviews (the sampled, deeper lane)

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win-loss-program — swan-gtm/gtm-skills