Individual skill

detecting-ssl-cert-issues

Audit a target's TLS certificate beyond protocol/expiry — chain ordering, OCSP stapling, revocation status, Certificate Transparency presence, key-usage flags, and over-broad wildcards. Use when: TLS handshake already passes (skill #1 analyzing-tls-config cleared) but you suspect the cert posture is fragile. Auditors flag this during SOC2 readiness when a renewal slipped or an intermediate was rotated. Threshold: missing OCSP stapling on production, fewer than 2 SCTs in the cert, intermediate served out of order, key usage missing digitalSignature/keyEncipherment, revoked cert presented, or wildcard scope of 2-level (e.g., *.com is rejection; *.api.example.com is fine). Trigger with: "check cert revocation", "audit ocsp", "ct log check", "cert chain audit".

skills/.curated/detecting-ssl-cert-issues/SKILL.md

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Repository last updated
Nov 12, 2026
License
MIT

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# Detecting SSL Certificate Issues

## Overview

This skill is the second-level cert audit, run after `analyzing-tls-config`
clears the protocol+cipher+expiry+hostname basics. It surfaces issues
that don't break the handshake today but make the cert fragile or open
to soft-bypass attacks: missing OCSP stapling forces clients to phone
home to the CA (privacy + latency hit), missing Certificate Transparency
SCTs are rejected by Chrome since 2018, an out-of-order chain confuses
older clients, and over-broad wildcards expand the blast radius of any
future key compromise.

## When the skill produces findings
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