Win-Loss Interview Engine
The deal is over, so the buyer can finally tell you the truth — your job is to be in the room when they do.
What it is
Runs the post-mortem on closed deals using the only witness who knows what happened: the buyer. Builds a sample that can disagree with itself, writes the outreach that gets a reply from someone who chose a competitor, scripts the interview that walks past "it was price" and "it was timing", and turns the transcripts into a short report where every finding has a named owner and a change attached. For sales leaders, founders still carrying the pipeline, and teams whose CRM loss reasons stopped telling them anything.
What you receive
the truth about why you win and lose, taken from the buyers themselves — the deal sample chosen so the answer is not flattering noise, the outreach that gets a lost prospect to talk, the interview script that gets past the price excuse, and the pattern report that names the two or three changes worth making to the pitch, the pricing conversation, and the qualification bar
Delivered as a single, complete .md skill file — open it, paste it into any capable chat model, and work. No installation, no account with anyone but us.
Supported models
- Claude (Opus/Sonnet)
- ChatGPT (GPT-4o/5)
- Gemini
- any capable chat model
People reach for it when
- “win loss analysis interview questions”
- “why do we lose deals to competitors”
- “how to ask a prospect why they didn't buy”
- “sales post mortem process for closed deals”
- “get honest feedback from lost sales opportunities”
Record
lineage: first-party house build
gates passed: demand-evidence · function-fit · beats-the-blank-page
status: IN THE COLLECTION
Sale-time bench runs and the fix-or-refund log attach to this record when the payment room opens.
In the collection. The sale room is being fitted; this work goes on sale when it opens.
Join the house — be written to when sales openBack to the collectionLicense
Free-shelf works ship under the DolceDrago House License — use the outputs freely, personal or commercial; the work file itself stays with the house.