grill-me

Interrogates a plan or design through relentless questioning to expose weaknesses.

Updated Sep 11, 2026
One-click install
npx skills add https://github.com/CYRUS-pinto/pi-bot --skill grill-me-cyrus-pinto
Or copy as Structured Prompt for Agent
Please help me install this Agent Skill.
Skill: grill-me
Source: https://github.com/CYRUS-pinto/pi-bot/tree/main/.agents/skills/grill-me
Command: npx skills add https://github.com/CYRUS-pinto/pi-bot --skill grill-me-cyrus-pinto

SYSTEM DOCUMENTATION & REQUIREMENTS

What problem does it solve? Plans and designs often contain hidden assumptions, gaps, and weak points that go unnoticed until implementation. This Skill subjects your plan to a relentless interview, surfacing flaws before they become costly mistakes. ## Core Features & Use Cases - Adversarial Questioning: Challenges your plan or design with probing questions to uncover unstated assumptions and logical gaps. - Plan Sharpening: Iteratively refines your thinking by forcing you to defend and clarify each decision. - Use Case: Before pitching a new product roadmap to stakeholders, run it through a grilling session to anticipate tough questions and strengthen weak arguments. ## Quick Start Ask the assistant to grill you on your current plan or design document.

Frequently Asked Questions about grill-me

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

FAQPage Schema
How do I stress-test a plan before presenting it?

Stress-test a plan by subjecting it to adversarial questioning that challenges assumptions, scope, and feasibility. This Skill runs a relentless interview on your plan or design, forcing you to defend each decision and revealing gaps before stakeholders do.

What is a grilling interview for design review?

A grilling interview is a structured questioning session where an interviewer challenges every aspect of a design or plan. It surfaces weak reasoning, missing details, and unexamined risks so you can strengthen the proposal before formal review.

Can I use this for technical design documents?

Yes, the interview approach works for technical design documents, product plans, and strategic proposals. Provide your design content and the questioning will target architectural choices, trade-offs, and edge cases.

When should I not use an adversarial plan review?

Avoid adversarial review when a plan is still in early brainstorming and needs open exploration rather than critique. It is most effective once you have a concrete draft ready to defend.