grill-me

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

Updated Aug 20, 2026
One-click install
npx skills add https://github.com/bittlinkm/claude-setup --skill grill-me-bittlinkm
Or copy as Structured Prompt for Agent
Please help me install this Agent Skill.
Skill: grill-me
Source: https://github.com/bittlinkm/claude-setup/tree/main/skills/grill-me
Command: npx skills add https://github.com/bittlinkm/claude-setup --skill grill-me-bittlinkm

SYSTEM DOCUMENTATION & REQUIREMENTS

What problem does it solve? Plans and designs often contain hidden assumptions, gaps, and weak points that go unnoticed until execution. This Skill subjects your plan or design to a relentless interview, surfacing flaws before they become costly mistakes. ## Core Features & Use Cases - Adversarial Questioning: Challenges your plan or design with persistent, probing questions to test its soundness. - Weakness Discovery: Exposes unexamined assumptions, missing details, and logical gaps in your thinking. - Use Case: Before presenting a product roadmap to stakeholders, run it through this interview to anticipate the hard questions executives will ask and strengthen weak points in advance. ## Quick Start Ask the assistant to grill you on your current plan or design so its weaknesses are exposed through tough questions.

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 and logic. This Skill runs a relentless interview on your plan or design, surfacing weak points you can address before presenting to stakeholders.

What is a good way to find flaws in a design document?

A structured interrogation is an effective way to find design flaws. The grill-me Skill asks persistent, probing questions about your design, exposing unexamined assumptions and gaps that silent review often misses.

Can I use this interview approach for technical designs?

Yes, the interview applies to both plans and designs, including technical design documents. Provide your design as input and the questioning will probe its reasoning, trade-offs, and missing details.

When should I not use adversarial plan questioning?

Avoid it when you have no concrete plan or design yet, since the interview needs existing material to challenge. It also does not replace domain expert review for specialized compliance or safety decisions.