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RedTeam

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danielmiessler
RedTeam

Adversarial analysis deploying parallel expert agents to stress-test ideas, strategies, and plans — decomposes into atomic claims, attacks them, then steelmans and counter-argues, producing severity-ranked findings with remediation. USE WHEN red team, attack idea, counterarguments, critique, stress test, devil's advocate, find weaknesses, break this, poke holes, strongest objection. NOT FOR collaborative debate to find best path (use Council).

Overview

Publisherdanielmiessler
RepositoryLifeOS
Skill nameRedTeam
Stars
19K
Forks
2.5K
Bundled files
4
LicenseMIT
Links
  • Markdown instructions

    A SKILL.md file the model loads on demand, so it only costs tokens when a request actually matches.

  • Works with any LLM

    AI skills are plain Markdown, not provider-specific code, so this works with GPT, Claude, Gemini, Grok, or a local model.

  • 4 bundled files

    Scripts, templates, and references the model can read while it works. Files are read-only and never executed.

  • Open source

    Published by danielmiessler on GitHub. Read the source before you install it.

Installation

Install the RedTeam AI skill in TypingMind to use it with any LLM, or drop it into another agent that reads SKILL.md.

1

Install in TypingMind

TypingMind installs a skill straight from its GitHub folder — it reads SKILL.md, bundles the resource files, and stores the result locally.

  1. Open the app and go to Plugins → Skills.
  2. Choose "Install from GitHub".
  3. Paste the skill folder URL below and confirm.
  4. Enable the skill in any chat where you want it available.
Plugins → Skills → Add skill → From GitHub URL, then paste the folder URL and press Continue.
2

Install in another agent

Any agent that reads the Agent Skills format can use this skill — copy the folder into that agent's skills directory.

Claude Code — .claude/skills
git clone --depth 1 https://github.com/danielmiessler/LifeOS.git /tmp/LifeOS
mkdir -p .claude/skills
cp -r /tmp/LifeOS/LifeOS/install/skills/RedTeam .claude/skills/RedTeam
Restart Claude Code after copying so it picks up the new skill.

Use it in TypingMind

Enable RedTeam in any TypingMind chat and the model takes it from there. Its name and description sit in the system prompt, and the moment a request matches, the model loads the full instructions itself — you never invoke it by hand, and it costs no tokens until it is actually used.

The model loads RedTeam on its own as soon as a request matches it.

Works with any AI model

AI skills are plain Markdown instructions rather than provider-specific code, so RedTeam is not tied to the model it was written for. Install it once in TypingMind and use it with GPT-5, Claude, Gemini, Grok, DeepSeek, Mistral, Llama, or a local model you run yourself — all on your own API keys.

  • Loaded only when it is needed

    The system prompt carries just the name and description. The instructions are fetched on the first matching request, so an idle skill costs nothing.

  • Switch models mid-chat

    Because the skill is instructions rather than code, changing model does not break it — the next model reads the same SKILL.md.

Skill instructions

This is the SKILL.md content the model loads. Read it before installing — a skill is instructions your model will follow.

Customization

Before executing, check for user customizations at: ~/.claude/LIFEOS/USER/CUSTOMIZATIONS/SKILLS/RedTeam/

If this directory exists, load and apply any PREFERENCES.md, configurations, or resources found there. These override default behavior. If the directory does not exist, proceed with skill defaults.

🚨 MANDATORY: Voice Notification (REQUIRED BEFORE ANY ACTION)

You MUST send this notification BEFORE doing anything else when this skill is invoked.

  1. Send voice notification:

    bash
    curl -s -X POST http://localhost:31337/notify \
      -H "Content-Type: application/json" \
      -d '{"message": "Running the WORKFLOWNAME workflow in the RedTeam skill to ACTION"}' \
      > /dev/null 2>&1 &
  2. Output text notification:

    Running the **WorkflowName** workflow in the **RedTeam** skill to ACTION...

This is not optional. Execute this curl command immediately upon skill invocation.

RedTeam Skill

What It Does

Attacks ideas, strategies, and plans to find their weak points before reality does. It breaks an argument into atomic claims, deploys many parallel expert agents (engineers, architects, pentesters, interns) to stress-test each one, then synthesizes the findings into a steelman of the argument plus the strongest counter-argument against it.

The Problem

People fall in love with their own plans. Once you've committed to an idea, your brain hunts for reasons it works and skips past the reasons it doesn't — and the people around you are often too polite or too aligned to push hard. So flawed strategies sail through unchallenged until they fail in production, in the market, or in the meeting where someone finally asks the hard question. This skill is the hard question, run many ways at once: it attacks the argument deliberately and at volume so the weak points surface while they're still cheap to fix.

How It Works

Military-grade adversarial analysis using parallel agent deployment. It breaks arguments into atomic components, attacks from many expert perspectives (engineers, architects, pentesters, interns), synthesizes findings, and produces sharp counter-arguments alongside the steelman version of the case. Targets arguments, not network vulnerabilities.

Workflow Routing

Route to the appropriate workflow based on the request.

When executing a workflow, output this notification directly:

Running the **WorkflowName** workflow in the **RedTeam** skill to ACTION...
WorkflowTriggerFile
ParallelAnalysisRed team analysis (stress-test existing content)Workflows/ParallelAnalysis.md
AdversarialValidationAdversarial validation (produce new content via competition)Workflows/AdversarialValidation.md

Quick Reference

WorkflowPurposeOutput
ParallelAnalysisStress-test existing contentSteelman + Counter-argument (8-points each)
AdversarialValidationProduce new content via competitionSynthesized solution from competing proposals

The deliverable (ParallelAnalysis): the strongest steelman of the argument and the strongest surviving counter-argument against it, each an 8-point story explanation (12-16 words per point), attacking real weaknesses not strawmen, ranked by severity.


Context Files

  • Philosophy.md - Core philosophy, success criteria, agent types
  • Integration.md - Skill integration, FirstPrinciples usage, output format

Examples

Attack an architecture proposal:

User: "red team this microservices migration plan"
--> Workflows/ParallelAnalysis.md
--> Returns steelman + devastating counter-argument (8 points each)

Devil's advocate on a business decision:

User: "poke holes in my plan to raise prices 20%"
--> Workflows/ParallelAnalysis.md
--> Surfaces the ONE core issue that could collapse the plan

Adversarial validation for content:

User: "battle of bots - which approach is better for this feature?"
--> Workflows/AdversarialValidation.md
--> Synthesizes best solution from competing ideas

Last Updated: 2025-12-20

Gotchas

  • RedTeam is for attacking IDEAS, not systems. This skill finds flaws in arguments, strategies, and plans — not network vulnerabilities.
  • 32 adversarial agents generate volume — not all findings are equal. Rank by severity, discard noise.
  • The goal is to strengthen, not destroy. Present weaknesses constructively with remediation paths.

Execution Log

After completing any workflow, append a single JSONL entry:

bash
echo '{"ts":"'$(date -u +%Y-%m-%dT%H:%M:%SZ)'","skill":"RedTeam","workflow":"WORKFLOW_USED","input":"8_WORD_SUMMARY","status":"ok|error","duration_s":SECONDS}' >> ~/.claude/LIFEOS/MEMORY/SKILLS/execution.jsonl

Replace WORKFLOW_USED with the workflow executed, 8_WORD_SUMMARY with a brief input description, and SECONDS with approximate wall-clock time. Log status: "error" if the workflow failed.

Bundled files

The model reads these on demand while the skill is loaded. They are exposed as readable files and are never executed.

Frequently asked questions

What does the RedTeam AI skill do?

Adversarial analysis deploying parallel expert agents to stress-test ideas, strategies, and plans — decomposes into atomic claims, attacks them, then steelmans and counter-argues, producing severity-ranked findings with remediation. USE WHEN red team, attack idea, counterarguments, critique, stress test, devil's advocate, find weaknesses, break this, poke holes, strongest objection. NOT FOR collaborative debate to find best path (use Council).

Why use RedTeam on TypingMind?

Because you install it once and use it with any model. RedTeam is plain Markdown rather than provider-specific code, so the same skill runs on GPT-5, Claude, Gemini, Grok, or a local model — and you can switch model mid-chat without it breaking. TypingMind runs on your own API keys, so you pay providers directly instead of a per-seat subscription, and your skills and chats stay in your own storage.

How do I install RedTeam in TypingMind?

Open Plugins → Skills → Install from GitHub in TypingMind and paste https://github.com/danielmiessler/LifeOS/tree/main/LifeOS/install/skills/RedTeam. TypingMind reads its SKILL.md and bundles its files and installs it as a skill you can enable per chat.

Which AI models can use RedTeam?

Any model you connect in TypingMind. AI skills are plain Markdown instructions rather than provider-specific code, so GPT, Claude, Gemini, Grok, and local models can all load this skill when a request matches it.

How many AI models can I use with RedTeam?

As many as you like. As long as a model supports skills, you can use RedTeam with it — GPT, Claude, Gemini, Grok, DeepSeek, Mistral, Llama and more — all on TypingMind with your own API keys.

Is the RedTeam AI skill free?

Yes. It is published on GitHub by danielmiessler under the MIT license. You only pay your own AI provider for the tokens you use.

What are AI skills?

An AI skill is a reusable instruction bundle that teaches an AI model how to do one specific task. It follows the open Agent Skills format: a SKILL.md file with a name and description, plus any scripts, templates or reference files the model may need. The model reads the instructions only when your request matches the skill, so an installed skill costs nothing until it is used.

How are AI skills different from plugins or MCP servers?

A plugin or MCP server gives a model new tools to call — code that runs somewhere and returns a result. An AI skill gives the model knowledge and process instead: how to approach a task, which steps to follow, what good output looks like. Skills are plain Markdown, so they need no server, no API key and no runtime, and they work with any model.

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