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Anthropic-Cybersecurity-Skills/skills/performing-ssl-tls-security-assessment/SKILL.md
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Markdown

---
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
nist_csf:
- PR.IR-01
- DE.CM-01
- ID.AM-03
- PR.DS-02
mitre_attack:
- T1046
- T1040
- T1557
- T1071
- T1553
---
# 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.