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"I Have No Idea What I'm Doing" - On the Usability of Deploying HTTPS

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Lab usability study with 28 knowledgeable participants and follow-up interviews with 7 security auditors observes configuring HTTPS on Apache as surprisingly error-prone: only 4 A grades, 15 B grades, 4 participants failing to deploy a valid config. Participants visit ~60 web pages on average, often copy outdated tutorials, struggle with Apache file structure and CSR/PEM/CRT differences, and neglect hardening steps; 14 enable forward secrecy, 11 set HSTS, two try HPKP, all use RSA >=2k. Evaluation uses Qualys SSL Labs and nmap plus manual config inspection.

AI-written summary · about

  1. 0:00Intro
  2. 1:05Motivation and Goals
  3. 3:58Let's Encrypt
  4. 4:29Methodology - Data Collection
  5. 7:01Data Analysis
  6. 7:44Security Evaluation
  7. 11:49Online Sources
  8. 14:25Impact of prior experience
  9. 14:53Confusing File Structure and Terminology
  10. 16:00More Usability Challenges
  11. 17:12Interviews with Security Auditors
  12. 18:38Configurations in the Wild
  13. 20:29Compatibility
  14. 21:42Suggested improvements
  15. 27:47Conclusions
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