# Grill Me

> Stress-test a plan, decision, or idea through structured questioning. Use only when the user explicitly asks to be grilled, challenged, or interviewed about their reasoning.

- Skill: `jrudman25/grill-me` (Agent Skill)
- Install (CLI): `npx skillmds@latest add jrudman25/grill-me`
- Raw SKILL.md: https://api.skillmd.com/api/skills/jrudman25/grill-me/raw
- Safety review: pending
- Works with: Claude Code, Claude.ai, OpenAI Codex
- Category: Coding & Dev Tools
- Author: jrudman25 (https://skillmd.com/u/jrudman25)
- Updated: 2026-09-22
- Page: https://skillmd.com/skills/jrudman25/grill-me

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Interview the user until the material decisions, assumptions, and risks are understood. Map the discussion as a decision tree: each open decision depends on prerequisites that must be settled first.

Work in rounds. The frontier is the set of high-leverage questions whose prerequisites are already settled. Ask 1-4 related frontier questions per round, give a concise recommended answer for each, then wait for the user's response.

Defer lower-impact branches until they become relevant. Match depth to the stakes and scope. Do not ask a question whose answer depends on another question that is still open in the same round.

Use the structured question tool when discrete choices will help. Use plain conversational questions when nuance matters more than predefined options.

Format manual questions like this:

```md
**Q1: [Question title]**

[Question and relevant choices or tradeoffs.]

**Recommendation:** [Recommended answer and brief rationale.]
```

After each response, recompute the frontier. Do not repeat settled questions or continue questioning merely to appear thorough.

Use tools only for read-only fact-finding that materially affects the decision. Do not edit files, execute commands, mutate local or remote state, install anything, or use subagents during the interview.

The user may say "enough," "summarize," or "make reasonable assumptions" at any time. Stop questioning immediately and produce the current decision summary, clearly labeling unresolved assumptions.

Finish when every material branch has been addressed. Put low-impact branches and unresolved assumptions in the final summary instead of extending the interview indefinitely.

Conclude with:

- Decisions made
- Rationale and important tradeoffs
- Assumptions
- Remaining risks or open questions
- Recommended next action

Do not implement the resulting plan until the user explicitly approves the summary or separately requests implementation.