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SSL Trust Pitfalls

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This document delves into the intricacies of SSL handshakes, contrasting server-side (1-way) and client-side (2-way) protocols using RSA. It explores various root CA models, including single and multiple CA configurations with intermediate CAs, highlighting trust pitfalls and vulnerabilities, such as man-in-the-middle attacks and masquerading threats. Emphasizing the importance of careful deployment in both SSL modes, this guide serves as a critical resource for professionals looking to secure web communications effectively.

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SSL Trust Pitfalls

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  1. SSL Trust Pitfalls Prof. Ravi Sandhu

  2. SERVER-SIDE SSL (OR 1-WAY) HANDSHAKE WITH RSA Handshake Protocol Record Protocol

  3. CLIENT-SIDE SSL (OR 2-WAY) HANDSHAKE WITH RSA Handshake Protocol Record Protocol

  4. SINGLE ROOT CA MODEL Root CA a b c d e f g h i j k l m n o p Root CA User

  5. User RA User RA User RA SINGLE ROOT CAMULTIPLE RA’s MODEL Root CA a b c d e f g h i j k l m n o p Root CA

  6. MULTIPLE ROOT CA’s MODEL Root CA Root CA Root CA a b c d e f g h i j k l m n o p Root CA User Root CA User Root CA User

  7. ROOT CA PLUS INTERMEDIATE CA’s MODEL Z X Y Q R S T A C E G I K M O a b c d e f g h i j k l m n o p

  8. MULTIPLE ROOT CA’s PLUS INTERMEDIATE CA’s MODEL X S T Q R A C E G I K M O a b c d e f g h i j k l m n o p

  9. MULTIPLE ROOT CA’s PLUS INTERMEDIATE CA’s MODEL X S T Q R A C E G I K M O a b c d e f g h i j k l m n o p

  10. MULTIPLE ROOT CA’s PLUS INTERMEDIATE CA’s MODEL X S T Q R A C E G I K M O a b c d e f g h i j k l m n o p

  11. MULTIPLE ROOT CA’s PLUS INTERMEDIATE CA’s MODEL • Essentially the model on the web today • Deployed in server-side SSL mode • Client-side SSL mode yet to happen

  12. SERVER-SIDE SSL (OR 1-WAY) HANDSHAKE WITH RSA Handshake Protocol Record Protocol

  13. SERVER-SIDE MASQUARADING Bob Web browser www.host.com Web server Server-side SSL Ultratrust Security Services www.host.com

  14. SERVER-SIDE MASQUARADING Bob Web browser www.host.com Web server Ultratrust Security Services Server-side SSL Server-side SSL Mallory’s Web server www.host.com BIMM Corporation www.host.com

  15. SERVER-SIDE MASQUARADING Bob Web browser www.host.com Web server Ultratrust Security Services Server-side SSL Server-side SSL BIMM Corporation Mallory’s Web server www.host.com Ultratrust Security Services www.host.com

  16. CLIENT-SIDE SSL (OR 2-WAY) HANDSHAKE WITH RSA Handshake Protocol Record Protocol

  17. MAN IN THE MIDDLEMASQUARADING PREVENTED Client Side SSL end-to-end Ultratrust Security Services Bob Web browser www.host.com Web server Bob Ultratrust Security Services Client-side SSL Client-side SSL BIMM Corporation BIMM Corporation www.host.com Mallory’s Web server Ultratrust Security Services Ultratrust Security Services www.host.com Bob

  18. ATTRIBUTE-BASED CLIENT SIDE MASQUARADING Joe@anywhere Web browser BIMM.com Web server Client-side SSL Ultratrust Security Services Ultratrust Security Services Joe@anywhere BIMM.com

  19. ATTRIBUTE-BASED CLIENT SIDE MASQUARADING Alice@SRPC Web browser BIMM.com Web server Client-side SSL SRPC Ultratrust Security Services Alice@SRPC BIMM.com

  20. ATTRIBUTE-BASED CLIENT SIDE MASQUARADING Bob@PPC Web browser BIMM.com Web server Client-side SSL PPC Ultratrust Security Services Bob@PPC BIMM.com

  21. ATTRIBUTE-BASED CLIENT SIDE MASQUARADING Alice@SRPC Web browser BIMM.com Web server Client-side SSL SRPC Ultratrust Security Services PPC BIMM.com Bob@PPC

  22. PKI AND TRUST • Got to be very careful • Not a game for amateurs • Not many professionals as yet

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