grill-me

A Claude Code skill for structured interrogation of plans, designs, and ideas. It acts as a sharp, collegial interviewer that stress-tests your thinking by probing assumptions, surfacing risks, and tracking decisions.

Installation

1. Copy the grill-me directory into your Claude Code skills folder:

   ~/.claude/skills/grill-me/
   

   The directory structure should be:

   ~/.claude/skills/grill-me/
   ├── SKILL.md
   ├── README.md
   └── evals/
       └── evals.json
   

2. Claude Code will automatically detect the skill. No additional configuration is required.

Compatibility

This skill works with:

• Claude Code CLI (terminal)
• Claude Code desktop app (the Code tab in Claude Desktop on Mac/Windows)

It does not work with the regular Claude desktop app or claude.ai — skills are a Claude Code-specific feature.

Usage

Invoke the skill by saying any of:

• "grill me"
• "grill me about [topic]"
• "stress test my plan"
• "poke holes in this"

The skill will ask for a short session name, then walk through your plan branch by branch — challenging assumptions, finding gaps, and recording decisions in a persistent session file at grill-me-sessions/<plan-name>.grill.md.

What it does

• Interviews you about your plan without executing it
• Tracks decisions, deferred items, and open threads in a session file
• Reads relevant code and docs to ask informed questions
• Resumes previous sessions where you left off

What it does not do

• Write code, scripts, or deliverables
• Execute the plan being discussed
• Review or refactor existing code (use code review tools for that)

Attribution

I have made some modifications to this prompt, but it was inspired by several I saw on the web. Multiple people claim to have authored it. Among them:

• mattpocock
• AIHero.dev