Agent skill

performing-cryptographic-audit-of-application

A cryptographic audit systematically reviews an application's use of cryptographic primitives, protocols, and key management to identify vulnerabilities such as weak algorithms, insecure modes, hardco

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SKILL.md

Performing Cryptographic Audit of Application

Overview

A cryptographic audit systematically reviews an application's use of cryptographic primitives, protocols, and key management to identify vulnerabilities such as weak algorithms, insecure modes, hardcoded keys, insufficient entropy, and protocol misconfigurations. This skill covers building an automated crypto audit tool that scans Python and configuration files for common cryptographic weaknesses.

Objectives

  • Detect usage of deprecated algorithms (MD5, SHA-1, DES, RC4)
  • Identify insecure cipher modes (ECB) and padding schemes
  • Find hardcoded keys, passwords, and secrets in source code
  • Verify TLS/SSL configuration strength
  • Check key derivation function parameters
  • Validate random number generator usage
  • Produce a structured audit report with findings and remediation

Key Concepts

Cryptographic Weakness Categories

Category Examples Risk Level
Weak Hashing MD5, SHA-1 for integrity/signatures High
Insecure Encryption DES, 3DES, RC4, Blowfish High
Bad Cipher Mode ECB mode for any block cipher High
Insufficient Key Size RSA < 2048, AES-128 for long-term Medium
Hardcoded Secrets Keys/passwords in source code Critical
Weak KDF Low iteration PBKDF2, plain MD5 High
Poor Entropy time-based seeds, predictable IVs High
Deprecated Protocols SSLv3, TLS 1.0, TLS 1.1 High

Security Considerations

  • Review both application code and configuration files
  • Check third-party dependencies for known crypto vulnerabilities
  • Verify certificates and TLS configurations on deployed servers
  • Ensure secrets are loaded from environment variables or vaults
  • Review key storage and rotation practices

Validation Criteria

  • Scanner detects all injected test weaknesses
  • MD5/SHA-1 usage for security purposes is flagged
  • ECB mode usage is flagged
  • Hardcoded keys/passwords are detected
  • Weak KDF parameters are identified
  • Report includes severity, location, and remediation
  • False positive rate is below 10%

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