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1 Michael Coates michael-coates.blogspot.com

2 Who am I? Web Security Mozilla Contributor OWASP 2010 Top 10 Author OWASP TLS Cheat Sheet Creator & Leader OWASP AppSensor Security Blogger 2

3 SSL: Super Shiny Locks 3

4 Padlock!= Secure 4

5 SSL Growth > 1 Million SSL Certificates 5

6 The Good Confidentiality Integrity Replay Protection End Point Authentication 6

7 Problem: Usability 7

8 Problem: User Expectations How did you get to the site? Is HTTPS in the URL? Are those 0 s or O s? Did you get any browser warning messages? Did you click ok or accept to any popup boxes? 8

9 Scenario: Insecure Landing Page <form method="post" action=" > Username: <input type="text" name="user"> <br> Password: <input type="password" name="pass"> <br> </form> 9

10 Exploiting Insecure Landing Page mybank.com HTTP REQUEST GET Steven Steven ******* ******* <form method="post" action=" action=" login" > HTTP Response POST user:steven&pass:joshua 10

11 Problem: Insecure Redirects

12 Insecure Redirects Behind The Scenes mybank.com Get Redirect Location: Get SSL 200 Found 12

13 Exploiting Insecure Redirects mybank.com Get Redirect Location:

14 Insecure Redirects via Google Bank of America Chase Wachovia Cookie set on HTTP response too! Wells Fargo 14

15 Scenario: Insecure Content Request SSL Response mybank.com Request Response scripts.com Request Response 15

16 Exploiting Insecure Content Request SSL Response mybank.com Request Response scripts.com Request Response <script>badness </script> 16

17 Scenario: HTTP after Login mybank.com Request SSL Response Set SessionID: 5593 scripts.com Welcome! Update Profile Request Request Response Response 17

18 Exploiting HTTP after Login mybank.com Request SSL Response Set SessionID: 5593 Welcome! Update Profile Request SessionID: 5593 Request SessionID: 5593 Response Response scripts.com 18

19 Problem: Cookie Forcing 19

20 Problem URL Leakage Transition SiteA.com to SiteB.com Expectation Result HTTP- >HTTP Referrer Leaked Referrer Leaked HTTP- >HTTPS Referrer Leaked Referrer Leaked HTTPS- >HTTP Referrer Secure Referrer Secure HTTPS- >HTTPS Referrer Secure Referrer Leaked 20

21 Exploiting URL Leakage Viewing Charlie s Profile Favorite Movie: Sneakers Favorite Food: spam Personal Blog: Click Here <a href= >Click Here</a> 21

22 Exploiting URL Leakage secure.com Request SSL Response Viewing Charlie s Profile Favorite Movie: Sneakers Favorite Food: spam Personal Blog: Click Here charlieblog.com SSL Request GET charlieblog.com HTTP/1.0 Referrer: 22

23 Problem: False Internal Trust Internal Network SSL mybank.com SSN, Credit Card, Pin, PII 23

24 Problem: Not all SSL is equal View Ciphers by Strength openssl ciphers <strength> -v Test Server: openssl s_client -connect site.com:443 - cipher <strength> Test Client: openssl s_server -www -cert cacert.pem - key cakey.pem <strength>=null LOW MEDIUM HIGH FIPS FIPS Approved Ciphers ADH-AES256-SHA DHE-RSA-AES256-SHA DHE-DSS-AES256-SHA AES256-SHA ADH-AES128-SHA DHE-RSA-AES128-SHA DHE-DSS-AES128-SHA AES128-SHA ADH-DES-CBC3-SHA EDH-RSA-DES-CBC3-SHA EDH-DSS-DES-CBC3-SHA DES-CBC3-SHA LOW Strength Ciphers ADH-DES-CBC-SHA EDH-RSA-DES-CBC-SHA EDH-DSS-DES-CBC-SHA DES-CBC-SHA DES-CBC-MD5 24

25 More Problems MD5 Collision Rogue CA Creation Alexander Sotirov, Marc Stevens, Jacob Appelbaum, Arjen Lenstra, David Molnar, Dag Arne Osvik, Benne de Weger SSLstrip Null Prefix Attacks Against SSL/TLS Certificates Moxie Marlinspike

26 MD5 Collision Attacker requests legitimate cert from CA Exploits MD5 Collision to create legitimate CA Issues legit certs from authorized CA 26

27 MD5 Collision Rogue CA Root CA Root CA CA CA CA CA SSL Cert amazon.com 27

28 MD5 Collision Rogue CA Root CA Root CA CA SSL Cert CA CA MD5 Collision Attacker CA CA SSL Cert amazon.com 28

29 Null Prefix Attack CA Verifies Root Domain Ownership nonexistent.a.b.c.foo.com amazon.com\0.foo.com foo.com Browser SSL Verification Microsoft CryptoAPI - \0 is eos amazon.com == amazon.com\0.foo.com 29

30 SSLstrip MitM SSL Connections ARP Spoofing IP Tables Auto Strip SSL -> HTTPS to HTTP Execute Null Prefix Attack Block Certificate Revocation Messages OCSP Attacks 30

31 Is There Hope? Average User == Not Technical Most Deployments Vulnerable Specialized Attack Tools Available 31

32 Doing It Right The Application SSL only No HTTP - > HTTPS redirects : HTTP shows User Education message No SSL errors or warnings The User Bookmark the HTTPS page Stop if any SSL warnings/errors presented The Browser Set realistic user expectations Support STS/ForceTLS 32

33 Solution: Strict Transport Security Server Side Option Header tells browser to only send HTTPS requests for site Blocks Connection w/any Errors HTTP/ OK Server: Apache Cache- Control: private Strict- Transport- Security : max- age=500; includesubdomains 33

34 Resources TLS Cheat Sheet Rule - Use TLS for All Login Pages and All Authenticated Pages Rule - Use TLS on Any Networks (External and Internal) Transmitting Sensitive Data Rule - Do Not Provide Non- TLS Pages for Secure Content Rule - Do Not Perform Redirects from Non- TLS Page to TLS Login Page Rule - Do Not Mix TLS and Non- TLS Content Rule - Use "Secure" Cookie Flag Rule - Keep Sensitive Data Out of the URL 34

35 Resources - ssllabs.com (Ivan Ristic) 35

36 Resources sslfail.com (Tyler Reguly, Marcin Wielgoszewski) 36

37 Questions? lobby -or- -or- 37

38 38

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