strategy-critique

Critique strategy documents for gaps, risks, and flawed assumptions.

3|2|Updated Mar 17, 2026
One-click install
npx skills add https://github.com/broomva/skills --skill strategy-critique
Or copy as Structured Prompt for Agent
Please help me install this Agent Skill.
Skill: strategy-critique
Source: https://github.com/broomva/skills/tree/main/skills/strategy/strategy-critique
Command: npx skills add https://github.com/broomva/skills --skill strategy-critique

SYSTEM DOCUMENTATION & REQUIREMENTS

What problem does it solve?

This Skill addresses the common pitfall of blind spots in strategic planning by providing a structured, adversarial, and constructive red-team analysis of your documents.

Core Features & Use Cases

  • Assumption Auditing: Systematically identifies and stress-tests explicit, implicit, and hidden assumptions within a strategy.
  • Gap Analysis: Detects missing stakeholders, unaddressed risks, resource gaps, and second-order effects that could derail your plan.
  • Use Case: Before presenting a new go-to-market plan to leadership, use this Skill to identify potential failure modes and receive concrete recommendations to improve the robustness of your proposal.

Quick Start

Use the strategy-critique skill to perform a red-team analysis on the document located at path/to/strategy.md.

Frequently Asked Questions about strategy-critique

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

FAQPage Schema
How do I stress-test a business strategy for hidden risks and flawed assumptions?

You can stress-test your strategy by performing a red-team critique on your planning documents. This process audits assumptions, analyzes stakeholders, and identifies second-order effects to uncover hidden risks and provide actionable recommendations.

What is red-team analysis in strategic planning and when do I need it?

Red-team analysis is an adversarial review method used to find gaps and flawed assumptions in strategy documents. You need it before presenting plans to leadership to detect missing stakeholders, unaddressed risks, and potential failure modes.

How do I identify second-order effects and missing stakeholders in a go-to-market plan?

To identify second-order effects and missing stakeholders in a go-to-market plan, run a comprehensive gap analysis. This detects unaddressed risks and resource shortfalls that could derail your proposal, ensuring strategic robustness before presentation.

Does strategy critique work with standard markdown strategy documents?

Yes, strategy critique works by analyzing your markdown strategy documents directly. You simply provide the file path to your strategy document, and the skill evaluates its strategic robustness without requiring external dependencies or components.

What are the limitations of using automated assumption auditing for risk assessment?

The limitation of automated assumption auditing is that it serves as a structured critique tool rather than a human replacement. It provides comprehensive risk assessment and gap analysis, but strategic decisions still require human judgment to evaluate the generated recommendations.