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Evading Signature Detection

Master the fundamentals of evading signature-based antivirus detection through payload modification and obfuscation techniques. You'll start by generating basic malicious payloads using `msfvenom` and observing how Windows Defender detects them. From there, you'll apply multiple encoding iterations to alter the payload signature, test the encoded versions against antivirus systems, and implement custom string obfuscation techniques using Python scripts. To finish off, you'll analyze detection rates between different payload variants and document successful evasion techniques, all while working with real-world penetration testing scenarios essential for red team operations. **Final Outcome** After completing this signature evasion lab, you will be able to: - Generate and encode malicious payloads using `msfvenom` - Apply multiple encoding iterations to evade detection - Implement custom string obfuscation techniques - Test payload effectiveness against Windows Defender - Compare detection rates between payload variants - Document successful evasion methodologies

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Lab platform
Lab Info
Level
Advanced
Last updated
Oct 29, 2025
Duration
1h 15m

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Table of Contents
  1. Challenge

    Generate and Modify Payload to Evade Signatures

    In this objective, you'll generate a basic reverse shell payload, test it against Windows Defender to confirm detection, then regenerate the payload with multiple encoding iterations to transform its binary structure. This demonstrates how attackers use encoding to bypass signature-based antivirus systems.

  2. Challenge

    Test Evasion with Custom String Obfuscation

    In this objective, you’ll use custom Python scripts to locate and obfuscate strings inside a payload, test the obfuscated versions against Windows Defender, and compare detection rates for original, encoded, and obfuscated variants. This demonstrates how string-based signatures work and how to defeat them.

  3. Challenge

    The Last Objective

    Welcome to the final challenge! This is your last chance to experiment in the environment. Clicking Finish Lab will end this little world that flittered into existence just for you.

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