strategic-planning-protocol

Evaluate complex project plans to identify execution risks and required preparation.

Updated Feb 15, 2026
One-click install
npx skills add https://github.com/Kristopherlb/shinobi-wan --skill strategic-planning-protocol
Or copy as Structured Prompt for Agent
Please help me install this Agent Skill.
Skill: strategic-planning-protocol
Source: https://github.com/Kristopherlb/shinobi-wan/tree/main/.cursor/skills/strategic-planning-protocol
Command: npx skills add https://github.com/Kristopherlb/shinobi-wan --skill strategic-planning-protocol

SYSTEM DOCUMENTATION & REQUIREMENTS

💡 This Skill includes references (resource) components.

What problem does it solve?

This Skill helps teams avoid execution failures by systematically evaluating complex project plans, uncovering missing foundations, and identifying the preparation needed before implementation begins.

Core Features & Use Cases

  • Multi-Persona Plan Evaluation: Reviews initiatives from AI assistant, developer, operator, leadership, and domain expert perspectives to expose alignment gaps.
  • Gap Analysis and Pre-Work Planning: Identifies missing skills, documentation, standards, generators, ADRs, and operational artifacts needed for successful delivery.
  • Use Case: Use this Skill when starting a multi-phase infrastructure, platform, or software initiative that requires stakeholder alignment, risk reduction, and execution readiness.

Quick Start

Use the strategic planning protocol skill to evaluate my project plan, identify gaps, and create a prioritized pre-work roadmap.

Frequently Asked Questions about strategic-planning-protocol

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

FAQPage Schema
How do I identify execution risks in a multi-phase project plan before implementation?

To identify execution risks in a multi-phase project plan, you need a structured readiness assessment that evaluates the initiative from multiple stakeholder perspectives. This exposes alignment gaps across teams, domains, and technical workflows before costly execution begins.

What is gap analysis in strategic planning and when do I need it?

Gap analysis in strategic planning is the process of identifying missing foundations—such as skills, documentation, standards, and operational artifacts—required for successful delivery. You need it when starting complex multi-phase infrastructure or software initiatives requiring stakeholder alignment.

Can I evaluate a project roadmap from different stakeholder perspectives like developers and leadership?

Yes, evaluating a project roadmap requires multi-persona analysis covering AI assistant, developer, operator, leadership, and domain expert perspectives. This comprehensive evaluation exposes critical alignment gaps that single-viewpoint reviews often miss entirely.

What's the best way to prioritize pre-work tasks for a complex software initiative?

The best way to prioritize pre-work tasks is through a structured readiness assessment that identifies missing skills, documentation, ADRs, and generators, then maps them against success metrics to create a prioritized roadmap tailored to your specific project outcomes.

Does my project plan need persona evaluation if it only spans one technical domain?

Persona evaluation remains critical even for single-domain projects because technical workflows still require alignment between developers, operators, and leadership. Without multi-persona evaluation, you risk missing operational artifacts and standards needed for successful delivery.