Grill Me on This Plan skill for Claude and Codex

Grill Me on This Plan as an AI skill. It asks for The plan, What is at stake, What is already fixed and 2 more, then does the rest. Free to install in Claude…

Install it once and Claude or Codex runs it for you. When your request matches, your AI loads the skill, asks for anything it is missing, and works through the template itself. Prefer to fill it in by hand? See the full prompt template.

Download the skill (.zip) · View SKILL.md

When it is used

Use when a plan or proposal needs a hard interview that surfaces every open decision before work starts. Do not use for brainstorming a new idea from scratch or writing the spec from settled decisions. Related topics: product, productivity.

What it will ask you for

• The plan (longer free text)
• What is at stake (free text, e.g. "Cost of getting it wrong")
• What is already fixed (longer free text)
• Tough level (choose one: Friendly, Direct, Relentless)
• Questions per round (number from 3 to 8)

How it works

1. Map the plan's decision tree, noting hidden assumptions and decisions that are avoided.
2. Ask the agreed number of questions per round, most consequential first, each with a recommended answer and reason.
3. Record every answer in a running decision list and let each answer open its follow-up branch.
4. Flag any answer that contradicts an earlier one and ask which stands.
5. End when no branch is open, giving the decision list and the risks accepted.

What you get

Rounds of numbered questions with recommended answers, then a final decision list and a list of accepted risks.

What it watches out for

• Asking easy questions first and leaving the costly decision for the last round.
• Questions with no recommendation, which makes the person do the thinking the interview was meant to save.
• Letting a vague answer stand, so the branch looks closed when it is not.

How to install

Claude.ai and the Claude desktop app

1. Download the skill .zip.
2. Open Settings, then Capabilities, and find Skills.
3. Choose Upload skill and select the .zip.
4. Ask Claude for help with the task. It loads the skill when your request matches.

Claude Code

1. Download the skill .zip.
2. Unzip it into ~/.claude/skills/ (or .claude/skills/ inside a project).
3. Start a new session. Claude Code loads the skill when your request matches.

Codex

1. Download the skill .zip.
2. Unzip it into ~/.agents/skills/ (or .agents/skills/ inside a project).
3. Codex picks it up on its own. Type $ and the skill name to use it, or just ask for the task.

Cursor

1. Download the Cursor rule (.mdc).
2. Save it in .cursor/rules/ inside your project.
3. Cursor's agent applies the rule when your request matches its description.

AGENTS.md (Codex, Cursor, and other coding agents)

1. Copy the AGENTS.md section.
2. Paste it into AGENTS.md at the root of your repository, creating the file if needed.
3. Coding agents that read AGENTS.md follow it when your request fits.