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Why TLS is better without STARTTLS ...

Talkat RuhrSec Day 2022 · on Thursday, 2022-05-05· [security]
slides:none on file

Structured testing with the semi-automatic EAST toolkit finds over 40 STARTTLS-specific issues by analyzing 28 clients and 23 servers, with only 3 clients and 7 servers showing no STARTTLS flaws. Attack classes include negotiation stripping, command and response injection via buffering, session fixation, UI spoofing and tampering; credential theft and cross‑protocol HTTPS attacks are demonstrated. Internet scans show about 2% of 60 million servers still vulnerable to the decade‑old command‑injection bug. Recommendation: move to implicit TLS or fully isolate and minimize the plaintext negotiation phase.

AI-written summary · about

  1. 0:00Email security and TLS
  2. 2:29STARTTLS problems
  3. 9:26Research methodology
  4. 12:14STARTTLS negotiation attacks
  5. 16:24Session fixation flaws
  6. 19:57Command injection flaws
  7. 26:17Scanning results
  8. 29:51STARTTLS fixes
  9. 33:03Vulnerability disclosure challenges
  10. 35:32Conclusion
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