performing-ssl-tls-security-assessment

$npx mdskill add mukul975/Anthropic-Cybersecurity-Skills/performing-ssl-tls-security-assessment

Scan SSL/TLS servers for protocol weaknesses and vulnerabilities.

  • Detects cipher suites, certificate chains, and known exploits like Heartbleed.
  • Depends on the sslyze Python library for automated security analysis.
  • Executes targeted scans based on server network location and port configuration.
  • Outputs detailed vulnerability reports with protocol version and strength metrics.

SKILL.md

.github/skills/performing-ssl-tls-security-assessmentView on GitHub ↗
---
name: performing-ssl-tls-security-assessment
description: Assess SSL/TLS server configurations using the sslyze Python library to evaluate cipher suites, certificate chains, protocol versions, HSTS headers, and known vulnerabilities like Heartbleed and ROBOT.
domain: cybersecurity
subdomain: network-security
tags: [network-security, ssl, tls, sslyze, certificate, cipher-suites, vulnerability-assessment]
version: "1.0"
author: mahipal
license: Apache-2.0
---
# Performing SSL/TLS Security Assessment

## Overview

Assess SSL/TLS server configurations using sslyze, a fast Python-based scanning library. This skill covers evaluating supported protocol versions (SSLv2/3, TLS 1.0-1.3), cipher suite strength, certificate chain validation, HSTS enforcement, OCSP stapling, and scanning for known vulnerabilities including Heartbleed, ROBOT, and session renegotiation weaknesses.


## When to Use

- When conducting security assessments that involve performing ssl tls security assessment
- When following incident response procedures for related security events
- When performing scheduled security testing or auditing activities
- When validating security controls through hands-on testing

## Prerequisites

- Python 3.9+ with `sslyze` library (pip install sslyze)
- Network access to target HTTPS servers on port 443
- Understanding of TLS protocol versions and cipher suite classifications

## Steps

### Step 1: Configure Server Scan
Create ServerScanRequest with ServerNetworkLocation specifying target hostname and port.

### Step 2: Execute TLS Scan
Use sslyze Scanner to queue and execute scans for all TLS check commands concurrently.

### Step 3: Analyze Results
Evaluate accepted cipher suites, certificate validity, protocol versions, and vulnerability scan results.

### Step 4: Generate Security Report
Produce a JSON report with compliance findings and remediation recommendations.

## Expected Output

JSON report with supported protocols, accepted cipher suites, certificate details, vulnerability results (Heartbleed, ROBOT), and HSTS status.

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