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Guardian is a production-ready AI-powered penetration testing automation CLI tool that leverages Google Gemini and LangChain to orchestrate intelligent, step-by-step penetration testing workflows while maintaining ethical hacking standards.

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🔐 Guardian

AI-Powered Penetration Testing Automation Platform

License: MIT Python 3.11+ Code style: black

Guardian is an enterprise-grade AI-powered penetration testing automation framework that combines multiple AI providers (OpenAI GPT-4, Claude, Google Gemini, OpenRouter) with battle-tested security tools to deliver intelligent, adaptive security assessments with comprehensive evidence capture.

FeaturesInstallationQuick StartDocumentationContributing


⚠️ Legal Disclaimer

Guardian is designed exclusively for authorized security testing and educational purposes.

  • Legal Use: Authorized penetration testing, security research, educational environments
  • Illegal Use: Unauthorized access, malicious activities, any form of cyber attack

You are fully responsible for ensuring you have explicit written permission before testing any system. Unauthorized access to computer systems is illegal under laws including the Computer Fraud and Abuse Act (CFAA), GDPR, and equivalent international legislation.

By using Guardian, you agree to use it only on systems you own or have explicit authorization to test.


✨ Features

🤖 Multi-Provider AI Intelligence

  • 4 AI Providers Supported: OpenAI (GPT-4o), Anthropic (Claude), Google (Gemini), OpenRouter
  • Flexible Provider Selection: Switch between providers via config or command-line
  • Multi-Agent Architecture: Specialized AI agents (Planner, Tool Selector, Analyst, Reporter) collaborate for comprehensive security assessments
  • Strategic Decision Making: AI analyzes findings and determines optimal next steps
  • Adaptive Testing: AI adjusts tactics based on discovered vulnerabilities and system responses
  • False Positive Filtering: Intelligent analysis reduces noise and focuses on real vulnerabilities

🛠️ Extensive Tool Arsenal

19 Integrated Security Tools:

  • Network: Nmap (comprehensive scanning), Masscan (ultra-fast scanning)
  • Web Reconnaissance: httpx (HTTP probing), WhatWeb (tech fingerprinting), Wafw00f (WAF detection)
  • Subdomain Discovery: Subfinder (passive enumeration), Amass (active/passive mapping), DNSRecon (DNS analysis)
  • Vulnerability Scanning: Nuclei (template-based), Nikto (web vulnerabilities), SQLMap (SQL injection), WPScan (WordPress)
  • SSL/TLS Testing: TestSSL (cipher analysis), SSLyze (advanced configuration)
  • Content Discovery: Gobuster (directory brute forcing), FFuf (advanced web fuzzing), Arjun (parameter discovery)
  • Security Analysis: XSStrike (XSS detection), GitLeaks (secret scanning), CMSeeK (CMS detection)

📊 Enhanced Evidence Capture

  • Execution Traceability: Every finding linked to its source tool execution
  • Complete Command History: Full tool output preserved with each finding
  • Raw Evidence Storage: 2000-character snippets of actual tool output
  • Session Reconstruction: Ability to review exact commands and outputs from any scan

🔄 Smart Workflow System

  • Parameter Priority: Workflow parameters override config defaults
  • Self-Contained Workflows: Each workflow defines its own tool parameters
  • Fuzzy Matching: Intelligent workflow file discovery and loading
  • Multiple Report Formats: Markdown, HTML, and JSON with evidence inclusion

🔒 Security & Compliance

  • Scope Validation: Automatic blacklisting of private networks and unauthorized targets
  • Audit Logging: Complete transparency with detailed logs of all AI decisions and actions
  • Human-in-the-Loop: Configurable confirmation prompts for sensitive operations
  • Safe Mode: Prevents destructive actions by default

📋 Professional Reporting

  • Multiple Formats: Markdown, HTML, and JSON reports
  • Executive Summaries: Non-technical overviews for stakeholders
  • Technical Deep-Dives: Detailed findings with evidence and remediation steps
  • Evidence Sections: Raw tool output embedded in reports
  • AI Decision Traces: Full transparency into AI reasoning process

⚡ Performance & Efficiency

  • Asynchronous Execution: Parallel tool execution for faster assessments
  • Workflow Automation: Predefined workflows (Recon, Web, Network, Autonomous)
  • Customizable: Create custom tools and workflows via simple YAML/Python

📋 Prerequisites

Required

Optional Tools (for full functionality)

Guardian can intelligently use these tools if installed:

Tool Purpose Installation
nmap Port scanning apt install nmap / choco install nmap
masscan Ultra-fast scan apt install masscan / Build from source
httpx HTTP probing go install github.com/projectdiscovery/httpx/cmd/httpx@latest
subfinder Subdomain enum go install github.com/projectdiscovery/subfinder/v2/cmd/subfinder@latest
amass Network mapping go install github.com/owasp-amass/amass/v4/...@master
nuclei Vuln scanning go install github.com/projectdiscovery/nuclei/v3/cmd/nuclei@latest
whatweb Tech fingerprint gem install whatweb / apt install whatweb
wafw00f WAF detection pip install wafw00f
nikto Web vuln scan apt install nikto
sqlmap SQL injection pip install sqlmap / apt install sqlmap
wpscan WordPress scan gem install wpscan
testssl SSL/TLS testing Download from testssl.sh
sslyze SSL/TLS analysis pip install sslyze
gobuster Directory brute go install github.com/OJ/gobuster/v3@latest
ffuf Web fuzzing go install github.com/ffuf/ffuf/v2@latest
arjun Parameter discovery pip install arjun
xsstrike Advanced XSS git clone https://github.com/s0md3v/XSStrike
gitleaks Secret scanning go install github.com/zricethezav/gitleaks/v8@latest
cmseek CMS detection pip install cmseek
dnsrecon DNS enumeration pip install dnsrecon

Note: Guardian works without external tools but with limited scanning capabilities. The AI will adapt based on available tools.


🚀 Installation

Step 1: Clone Repository

git clone https://github.com/zakirkun/guardian-cli.git
cd guardian-cli

Step 2: Set Up Python Environment

Linux/macOS:

python3 -m venv venv
source venv/bin/activate
pip install -e .

Windows:

python -m venv venv
.\venv\Scripts\activate
pip install -e .

Step 3: Configure AI Provider

Guardian supports multiple AI providers. Configure your preferred provider in config/guardian.yaml:

# config/guardian.yaml
ai:
  # Choose your provider: openai, claude, gemini, or openrouter
  provider: openai
  
  # OpenAI Configuration (recommended)
  openai:
    model: gpt-4o
    api_key: sk-your-api-key-here  # Or set OPENAI_API_KEY env var
  
  # Claude Configuration
  claude:
    model: claude-3-5-sonnet-20241022
    api_key: null  # Or set ANTHROPIC_API_KEY env var
  
  # Gemini Configuration
  gemini:
    model: gemini-2.5-pro
    api_key: null  # Or set GOOGLE_API_KEY env var
  
  # OpenRouter Configuration
  openrouter:
    model: anthropic/claude-3.5-sonnet
    api_key: null  # Or set OPENROUTER_API_KEY env var

Or use environment variables:

# Linux/macOS
export OPENAI_API_KEY="sk-your-key-here"
export ANTHROPIC_API_KEY="sk-ant-your-key-here"
export GOOGLE_API_KEY="your-gemini-key"
export OPENROUTER_API_KEY="your-router-key"

# Windows PowerShell
$env:OPENAI_API_KEY="sk-your-key-here"
$env:ANTHROPIC_API_KEY="sk-ant-your-key-here"

Step 4: Initialize Configuration

# Verify installation
python -m cli.main --help

# Check AI provider status
python -m cli.main models

🎯 Quick Start

Basic Commands

# List available workflows
python -m cli.main workflow list

# View AI providers and models
python -m cli.main models

# Run with specific provider
python -m cli.main workflow run --name web_pentest --target example.com --provider openai

Example Usage Scenarios

1. Quick Web Application Pen Test

# Fast security check with evidence capture
python -m cli.main workflow run --name web_pentest --target https://dvwa.csalab.app

Expected Output:

  • ✅ HTTP discovery with httpx
  • ✅ Vulnerability scan with nuclei
  • ✅ Full evidence linking (commands + outputs)
  • ✅ Markdown report with findings

2. Comprehensive Network Assessment

# Full network penetration test
python -m cli.main workflow run --name network --target 192.168.1.0/24

3. Custom Workflow with Parameters

# Run with workflow-specific parameters
# Parameters in workflow YAML override config defaults
python -m cli.main workflow run --name web_pentest --target example.com

Workflow Parameter Priority:

  1. Workflow YAML parameters (highest priority)
  2. Config file parameters
  3. Tool defaults (lowest priority)

4. Generate Report from Session

# Create HTML report with evidence
python -m cli.main report --session 20260203_175905 --format html

5. Switch AI Providers

# Use OpenAI GPT-4
python -m cli.main workflow run --name web_pentest --target example.com --provider openai

# Use Claude
python -m cli.main workflow run --name web_pentest --target example.com --provider claude

# Use Gemini
python -m cli.main workflow run --name web_pentest --target example.com --provider gemini

Windows Users: Use python -m cli.main instead of guardian


🔧 Configuration

Complete Configuration Reference

Edit config/guardian.yaml to customize Guardian's behavior:

# AI Configuration
ai:
  provider: openai  # openai, claude, gemini, openrouter
  
  openai:
    model: gpt-4o
    api_key: sk-your-key  # Or use OPENAI_API_KEY env var
  
  claude:
    model: claude-3-5-sonnet-20241022
    api_key: null
  
  gemini:
    model: gemini-2.5-pro
    api_key: null
  
  temperature: 0.2
  max_tokens: 8000

# Penetration Testing Settings
pentest:
  safe_mode: true              # Prevent destructive actions
  require_confirmation: true   # Confirm before each step
  max_parallel_tools: 3        # Concurrent tool execution
  max_depth: 3                 # Maximum scan depth
  tool_timeout: 300            # Tool timeout in seconds

# Output Configuration
output:
  format: markdown             # markdown, html, json
  save_path: ./reports
  include_reasoning: true
  verbosity: normal            # quiet, normal, verbose, debug

# Scope Validation
scope:
  blacklist:                   # Never scan these
    - 127.0.0.0/8
    - 10.0.0.0/8
    - 172.16.0.0/12
    - 192.168.0.0/16
  require_scope_file: false
  max_targets: 100

# Tool Configuration (defaults)
tools:
  httpx:
    threads: 50
    timeout: 10
    tech_detect: true
  
  nuclei:
    severity: ["critical", "high", "medium"]
    templates_path: ~/nuclei-templates
  
  nmap:
    default_args: "-sV -sC"
    timing: T4

Workflow Parameters

Create custom workflows in workflows/ directory:

# workflows/custom_web.yaml
name: custom_web_assessment
description: Custom web security testing

steps:
  - name: http_discovery
    type: tool
    tool: httpx
    parameters:
      threads: 100        # Override config default (50)
      timeout: 15         # Override config default (10)
      tech_detect: true
  
  - name: vulnerability_scan
    type: tool
    tool: nuclei
    parameters:
      severity: ["critical", "high"]  # Override config
      templates_path: ".shared/nuclei/templates/"
  
  - name: generate_report
    type: report
    # Format will use config default (markdown)

Parameter Priority:

  • Workflow parameters override config parameters
  • Config parameters override tool defaults
  • Self-contained, reusable workflows

📖 Documentation

User Guides

Developer Guides

Architecture Overview

Guardian Architecture:
┌─────────────────────────────────────────┐
│         AI Provider Layer               │
│  (OpenAI, Claude, Gemini, OpenRouter)   │
└─────────────────────────────────────────┘
                 │
┌─────────────────────────────────────────┐
│       Multi-Agent System                │
│  Planner → Tool Agent → Analyst →      │
│            Reporter                      │
└─────────────────────────────────────────┘
                 │
┌─────────────────────────────────────────┐
│      Workflow Engine                    │
│  - Parameter Priority                   │
│  - Evidence Capture                     │
│  - Session Management                   │
└─────────────────────────────────────────┘
                 │
┌─────────────────────────────────────────┐
│      Tool Integration Layer             │
│  (19 Security Tools)                    │
└─────────────────────────────────────────┘

🏗️ Project Structure

guardian-cli/
├── ai/                    # AI integration
│   └── providers/         # Multi-provider support
│       ├── base_provider.py
│       ├── openai_provider.py
│       ├── claude_provider.py
│       ├── gemini_provider.py
│       └── openrouter_provider.py
├── cli/                   # Command-line interface
│   └── commands/         # CLI commands (init, scan, recon, etc.)
├── core/                  # Core agent system
│   ├── agent.py          # Base agent
│   ├── planner.py        # Planner agent
│   ├── tool_agent.py     # Tool selection agent
│   ├── analyst_agent.py  # Analysis agent
│   ├── reporter_agent.py # Reporting agent
│   ├── memory.py         # State management
│   └── workflow.py       # Workflow orchestration
├── tools/                 # Pentesting tool wrappers
│   ├── nmap.py           # Nmap integration
│   ├── masscan.py        # Masscan integration
│   ├── httpx.py          # httpx integration
│   ├── subfinder.py      # Subfinder integration
│   ├── amass.py          # Amass integration
│   ├── nuclei.py         # Nuclei integration
│   ├── sqlmap.py         # SQLMap integration
│   ├── wpscan.py         # WPScan integration
│   ├── whatweb.py        # WhatWeb integration
│   ├── wafw00f.py        # Wafw00f integration
│   ├── nikto.py          # Nikto integration
│   ├── testssl.py        # TestSSL integration
│   ├── sslyze.py         # SSLyze integration
│   ├── gobuster.py       # Gobuster integration
│   ├── ffuf.py           # FFuf integration
│   └── ...               # 15 tools total
├── workflows/             # Workflow definitions (YAML)
├── utils/                 # Utilities (logging, validation)
├── config/                # Configuration files
├── docs/                  # Documentation
└── reports/               # Generated reports

🆕 Latest Updates

Version 2.0.0 - Major Release

✨ Multi-Provider AI Support

  • 4 AI Providers: OpenAI, Claude, Gemini, OpenRouter
  • Easy Switching: Configure via config/guardian.yaml or CLI flags
  • Provider Abstraction: Unified interface for all providers

📊 Evidence Capture System

  • Execution Linking: Every finding linked to its source tool execution
  • Raw Evidence: Full command output preserved (2000-char snippets)
  • Traceability: Reconstruct exact workflow execution from session files

🔄 Smart Workflow Parameters

  • Priority System: Workflow params > Config > Defaults
  • Self-Contained: Workflows define their own parameters
  • No Conflicts: Multiple workflows can use different settings for same tools

🐛 Bug Fixes

  • Fixed workflow fuzzy matching logic
  • Corrected report format handling
  • Improved YAML parsing with better error messages

🤝 Contributing

We welcome contributions! Here's how:

Setting Up Development Environment

# Fork and clone
git clone https://github.com/zakirkun/guardian-cli.git
cd guardian-cli

# Install dev dependencies
pip install -e ".[dev]"

# Run tests
pytest tests/

# Format code
black .

Contribution Areas

  • 🤖 AI Provider Integrations - Add more AI models
  • 🛠️ New Tool Integrations - Add more security tools
  • 🔄 Custom Workflows - Share your workflow templates
  • 🐛 Bug Fixes - Report and fix issues
  • 📚 Documentation - Improve guides and examples
  • 🧪 Testing - Expand test coverage

See CONTRIBUTING.md for detailed guidelines.


📊 Roadmap

  • Multi-provider AI support (OpenAI, Claude, Gemini, OpenRouter)
  • Complete evidence capture with execution linking
  • Workflow parameter priority system
  • Web Dashboard for visualization
  • PostgreSQL backend for multi-session tracking
  • MITRE ATT&CK mapping for findings
  • Plugin system for custom modules
  • Integration with CI/CD pipelines
  • Additional AI models (Llama, Mistral)
  • Real-time collaboration features

🐛 Troubleshooting

Common Issues

Import Errors

# Reinstall dependencies
pip install -e . --force-reinstall

AI Provider Errors

# Verify API key is set
python -m cli.main models

# Check provider configuration
cat config/guardian.yaml | grep -A 5 "ai:"

Tool Not Found

# Check tool availability
which nmap
which httpx

# Install missing tools (see Prerequisites)

Workflow Not Loading

# Check workflow file exists
ls workflows/web_pentest.yaml

# Verify YAML syntax
python -c "import yaml; yaml.safe_load(open('workflows/web_pentest.yaml'))"

Windows Command Not Found

# Use full command
python -m cli.main --help

For more help, open an issue.


📄 License

This project is licensed under the MIT License - see the LICENSE file for details.


🙏 Acknowledgments

  • OpenAI - GPT-4 capabilities
  • Anthropic - Claude AI
  • Google - Gemini AI
  • LangChain - AI orchestration framework
  • ProjectDiscovery - Open-source security tools (httpx, subfinder, nuclei)
  • Nmap - Network exploration and security auditing
  • The Security Community - Tool developers and researchers

📞 Support & Contact


⭐ Star History

If you find Guardian useful, please consider giving it a star! ⭐


Guardian - Intelligent, Ethical, Automated Penetration Testing

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Guardian is a production-ready AI-powered penetration testing automation CLI tool that leverages Google Gemini and LangChain to orchestrate intelligent, step-by-step penetration testing workflows while maintaining ethical hacking standards.

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