How do I trigger the Poke Holes skill?

You can activate it using natural language triggers like 'poke holes in this', 'tear this apart', 'stress test this', or 'play devil's advocate'.

When should I use this skill?

Use it when you need a 'devil's advocate' to review a complex technical design, a logic flow, or a strategic decision where validation is less important than finding risks.

Does this skill generate code or files?

No, this skill is designed strictly for reasoning and analysis. It will not create files or provide implementation code while in this mode.

Can it help with security audits?

Yes, by adopting an adversarial posture, it is highly effective at uncovering logical vulnerabilities and potential security flaws in system designs.

What is the Poke Holes skill?

It is a specialized capability for Claude Code that shifts the AI into an adversarial mode to find weaknesses, challenge assumptions, and identify flaws in your ideas.

Poke Holes

Name: Poke Holes
Author: rjroy

byrjroy

•

Productivity & Workflow

Challenges assumptions and identifies potential points of failure in technical designs and logic through rigorous adversarial analysis.

This skill shifts Claude into a critical, adversarial posture designed to rigorously stress-test ideas, architectures, and strategies. Instead of validating the user's current path, it employs first-principles thinking to deconstruct arguments, uncover hidden biases, and surface potential risks that might otherwise be overlooked. It is an essential tool for high-stakes decision-making, helping developers and product managers identify 'unknown unknowns' and logical gaps before they become costly implementation errors. By focusing on inquiry over answers, it guides users toward more robust and resilient solutions.

Key Features

01Adversarial reasoning to identify logical fallacies and weak points

022 GitHub stars

03First-principles analysis to strip away assumed constraints

04Inversion probing to visualize failure modes and anti-cases

05Bias surfacing to detect anchoring, optimism, or sunk cost fallacies

06Guided inquiry focusing on high-impact questions rather than prescriptions

Use Cases

01Challenging a project roadmap to ensure it isn't based on over-optimistic assumptions

02Identifying potential edge cases and security vulnerabilities in a proposed logic flow

03Stress-testing a new software architecture before starting development

What are Skills?·How to Install

Install with 🐟 Skill.Fish

npx skillfish add rjroy/vibe-garden poke-holes

For use in Claude.ai and ChatGPT

Download Skill