win-loss-analysis

Name: win-loss-analysis
Availability: InStock
Author: Craig

Analyze won and lost deals to identify root causes and competitive intelligence.

17|6|Updated Mar 10, 2026

Search Tags:#competitive intelligence #revenue optimization #sales strategy #deal analysis #win-loss analysis #sales performance

Ready to run

npx skills add https://github.com/TheCraigHewitt/sales-skills --skill win-loss-analysis-thecraighewitt

💬 Prompt for ChatGPT / Claude Chat▼

Please help me install this Agent Skill.
Skill: win-loss-analysis
Source: https://github.com/TheCraigHewitt/sales-skills/tree/main/skills/win-loss-analysis
Command: npx skills add https://github.com/TheCraigHewitt/sales-skills --skill win-loss-analysis-thecraighewitt

SYSTEM DOCUMENTATION & REQUIREMENTS

💡 This Skill includes scripts (resource) and references (resource) components.

What problem does it solve?

This Skill helps you deeply analyze the reasons behind won and lost deals, moving beyond superficial explanations to uncover actionable insights that can improve your sales strategy and product development.

Core Features & Use Cases

Pattern Identification: Detect recurring themes in deal outcomes across your sales pipeline.
Competitive Intelligence: Extract valuable information about competitor strategies and customer perceptions.
Strategic Recommendations: Generate data-driven suggestions for improving messaging, targeting, and product offerings.
Use Case: Analyze why your team is consistently losing deals to a specific competitor, identify the root causes, and update your sales enablement materials accordingly.

Quick Start

Run a win-loss analysis on the last 10 deals closed in the 'enterprise' segment.

Frequently Asked Questions about win-loss-analysis

High-intent search queries and answers about installing and using this skill.

FAQPage Schema

How do I analyze why sales deals are won or lost in my CRM data?▼

To analyze won and lost deals, you can run a batch analysis across your CRM data to identify recurring patterns and root causes. This process reconstructs the buyer journey and categorizes losses to extract actionable win themes.

What is win-loss analysis and how does it improve sales strategy?▼

Win-loss analysis is a technique that detects recurring themes in deal outcomes to uncover root causes and competitive intelligence. It improves sales strategy by generating data-driven recommendations for messaging, targeting, and product development.

Can I do a deep-dive analysis on a single lost enterprise deal?▼

Yes, you can perform an individual deal deep-dive on a specific enterprise segment loss. The analysis categorizes the loss, reconstructs the buyer journey, and identifies root causes to prevent similar losses in future sales cycles.

How do I identify the root causes of lost deals to a specific competitor?▼

You identify root causes of lost deals by analyzing patterns across lost opportunities to extract competitive intelligence. This framework categorizes losses and highlights specific competitor strategies and customer perceptions that impacted the deal.

What is the best way to extract competitive intelligence from lost deals?▼

The best way to extract competitive intelligence is by running a structured batch analysis across your won and lost CRM data. This identifies recurring competitor strategies and buyer perception themes to inform your sales enablement materials.