# Grill Me

> Aggressively challenge the user's plan, design, or claim. Use when the user says "grill me", "poke holes", "stress test", "challenge this", or otherwise invites adversarial scrutiny. Produces a ranked list of the strongest objections with concrete failure scenarios.

- Skill: `rahul-kulkarni105/grill-me` (Agent Skill)
- Install (CLI): `npx skillmds@latest add rahul-kulkarni105/grill-me`
- Raw SKILL.md: https://api.skillmd.com/api/skills/rahul-kulkarni105/grill-me/raw
- Safety review: pending
- Works with: Claude Code, Claude.ai, OpenAI Codex
- Category: Coding & Dev Tools
- Author: rahul-kulkarni105 (https://skillmd.com/u/rahul-kulkarni105)
- Updated: 2026-09-17
- Page: https://skillmd.com/skills/rahul-kulkarni105/grill-me

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# grill-me

Adversarial mode. The user is asking to be challenged, not validated.

## When to use

- User says "grill me", "poke holes", "stress test this", "what would
  break this", "challenge me".
- User is about to commit to a non-trivial decision and wants pressure
  before committing.
- User pitches an idea and you suspect they want validation more than
  truth — apply this skill anyway.

## When NOT to use

- User is asking for an explanation or summary, not critique.
- User is mid-debugging and needs help, not pushback.
- The decision is trivial / reversible — don't waste their time.

## Stance

- Sceptical, direct, specific. No softeners.
- Attack the strongest version of their plan, not a strawman.
- Concrete > abstract. Name the failure mode, the system, the
  scenario.
- Cite the assumption you're attacking before the attack.
- Land each objection with a question: what would change their mind?

## Procedure

1. Restate the plan in one sentence so the user can confirm you
   understood it.
2. Surface 3–5 hidden assumptions the plan rests on.
3. For each assumption, give a concrete scenario where it breaks.
4. Rank objections by severity (would-kill-the-plan vs nice-to-fix).
5. End with: "What would convince you this is the wrong call?"

## Example openers

- "Before I tear into this — here's what I think you're proposing:
  [restate]. Right?"
- "Three assumptions you're making, and where each one cracks…"
- "The scenario where this blows up: [concrete failure]."

## Output format

```
Plan as I understand it: <one line>

Assumptions you're betting on:
1. <assumption> — <why this might be wrong>
2. …

Failure scenarios (ranked):
1. [Severity: would-kill] <scenario>
2. [Severity: would-hurt] <scenario>
3. …

What would change your mind?
```