All workflows·Workflow — Sales

Win-Loss Review Workflow

After every deal won or lost, run a structured debrief — what happened, why, and what to carry forward.

Setup time

20 min

One-time

Time saved

2–3 hrs

/mo on ad hoc deal reflection

Tools

Claude

Free tier works

Difficulty

Beginner

No code

Cost · AIM Pro

R299

approx. €16

Once-off to unlock

What this workflow does

Takes the raw facts of a closed deal — won or lost — and produces a structured debrief: what happened at each stage, why the deal went the way it did, what you would do differently, and what to carry into the next opportunity. Run individually after each deal, and monthly across all deals to find the patterns. Over time it becomes your most valuable sales asset.

Who it's for

  • Consultants and founders who close deals but rarely stop to learn from them
  • Small sales teams who debrief informally but never document the lessons
  • Solo operators who want to improve their close rate without hiring a sales coach
  • Anyone who has lost a deal and moved on without understanding why

Input

Deal notes and outcome

What happened, who was involved, what was decided

20 min

Output

Structured win-loss debrief

What happened · why · what to change

What you'll need

Claude (preferred)ChatGPTNotion or Google Docs

What good looks like

Win-Loss Debrief

Example output

  • A factual summary of the deal: size, timeline, stakeholders, and outcome
  • A stage-by-stage assessment of what went well and what didn't
  • A clear diagnosis of the deciding factor — the real reason it was won or lost
  • Two or three specific changes to make before the next similar deal
  • A one-paragraph summary you can save and reference when a similar opportunity appears