Individual skill
performing-ssl-stripping-attack
Simulates SSL stripping attacks using sslstrip, Bettercap, and mitmproxy in authorized environments to test HSTS enforcement, certificate validation, and HTTPS upgrade mechanisms that protect users from downgrade attacks on encrypted connections.
internal/tools/skills/data/network-security/performing-ssl-stripping-attack/SKILL.md
Source commit d42f381ad34843e71a42658e5c57290c713e85af
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- Observed behavior
- Not checked yet
- Last checked
- Nov 7, 2026
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Repository context
- Repository stars (not skill ratings)
- 1,313
- Repository last updated
- Nov 7, 2026
- License
- Apache-2.0
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- cybersecurity Repository topic
- security Repository topic
- bug-bounty Repository topic
- automation Repository topic
- autonomous-pentesting Repository topic
- ai-agent Repository topic
- ai-security Repository topic
- ethical-hacking Repository topic
- golang Repository topic
- penetration-testing Repository topic
- network-security Declared skill tag
- ssl-stripping Declared skill tag
- https Declared skill tag
- hsts Declared skill tag
- tls-security Declared skill tag
- security Derived category
- testing Derived category
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# Performing SSL Stripping Attack
## When to Use
- Testing whether web applications properly enforce HTTPS through HSTS headers and redirect chains
- Validating that HSTS preloading is correctly configured and registered in browser preload lists
- Demonstrating the risk of cleartext HTTP to stakeholders during authorized security assessments
- Assessing whether internal applications and thick clients validate TLS certificates and reject downgrades
- Training SOC teams to detect SSL stripping indicators in network traffic
**Do not use** against networks or applications without explicit written authorization, to intercept real user credentials, or against production systems during business hours without change management approval.
## Most Often Missed & How to Confirm
- **HSTS cache poisons your result:** testing with a browser that already cached HSTS (or a preloaded domain) shows "blocked" even when a first-time visitor is vulnerable. Always test with a fresh profile (`chrome://net-internals/#hsts` → delete) and a non-preloaded subdomain.