skills.rest
silentFellow
silentFellowCOMMUNITY
Explore all skills by this author →
WebsiteGitHub

grill-me

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

1|Updated Sep 13, 2026
Search Tags:#planning#interview#critical thinking#plan review#stress test#design critique
One-click install
npx skills add https://github.com/silentFellow/public-dotfiles --skill grill-me-silentfellow
Or copy as Structured Prompt for Agent▼
Please help me install this Agent Skill.
Skill: grill-me
Source: https://github.com/silentFellow/public-dotfiles/tree/main/agents/skills/grill-me
Command: npx skills add https://github.com/silentFellow/public-dotfiles --skill grill-me-silentfellow

SYSTEM DOCUMENTATION & REQUIREMENTS

What problem does it solve? Plans and designs often contain hidden assumptions, gaps, and unchallenged decisions that only surface late in execution. This Skill subjects a plan or design to a relentless interview, forcing the author to defend and refine every aspect before committing to implementation. ## Core Features & Use Cases - Adversarial Interviewing: Challenges a plan or design with persistent, probing questions to uncover weak points. - Plan Sharpening: Helps refine vague or incomplete ideas into well-defended, concrete designs. - Use Case: Before starting a major refactor, present your migration plan and let the interview expose unaddressed risks, missing rollback steps, and unclear ownership. ## 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 project plan before execution?▼

Present your plan and request a grilling interview that challenges each decision with probing questions. The process exposes hidden assumptions, gaps, and weak reasoning so you can refine the plan before committing resources.

What is a good way to critique a design document?▼

Use an adversarial interview approach where the design is subjected to relentless questioning rather than passive review. This forces the author to defend every choice and reveals weaknesses that a checklist review might miss.

Can this interview approach work for non-technical plans?▼

Yes, the grilling method applies to any plan or design, including product strategies, business proposals, and process changes. The questioning adapts to whatever material is presented for scrutiny.

When should I not use an adversarial plan review?▼

Avoid it when the plan is still a rough brainstorm needing expansion rather than critique, or when you need concrete deliverables like code or documents. The interview sharpens existing ideas but does not generate new artifacts.

Related Skills

Explore More Product & Management Skills→
projectbluefinprojectbluefin
134

brainstorming

Transform initial ideas into detailed design specifications through guided questioning.

Official
Intermediate
juanelojgajuanelojga

implementation-plan

Break down complex projects into actionable tasks with timelines, dependencies, and milestones.

Community
Advanced
claudeforgeclaudeforge
39

project-planning

Plan software projects by guiding discovery, requirements gathering, and scoping into a structured plan.

Official
Advanced
OpenLaborOpenLabor
4

Charlie Munger - Inversion Thinking

Stress-test business decisions by identifying failure modes and cognitive biases.

Official
Advanced