X Things you need to know before implementing cryptography

Originally posted here: https://speakerdeck.com/vixentael/x-things-you-need-to-know-before-implementing-cryptography

This talk includes:

1. Handling user secrets with care (showing, storing, logging).
2. Input validation and password rules.
3. Handling transport connection.
4. And some tips and tricks that will confuse attackers.
--------------------------------------

If you can't tap on the link inside slides, please open as pdf (button on the right).

--------------------------------------

Before we get deep into protocols vulnerabilities: things you should remember designing your app flow from a security point of view.

This talk will focus on copybook headings of infosec: what you need to know before exciting stuff like cryptography and AI-assisted incident detection. Like, choice of data you show in the background mode, choice of 3rd party SDKs, which logs we send and where...

Even when developers create apps with security in minds, protect user secrets, and don’t reveal unencrypted data, attackers can find ways to bypass these security measures by exploiting architectural weaknesses and unobvious, yet very simple vulnerabilities. We will talk about all the tiny bits and pieces are necessary to make your app secure against simple attacks way before focusing on the hard things (like crypto).

This talk was made for CocoaHeads Kyiv #14 which took place Oct 6 2018.

Transcript

1. X THINGS YOU NEED TO KNOW before Implementing Cryptography @vixentael
2. @vixentael Product Engineer Feel free to reach me with security questions. I do check my inbox :)
4. https://habr.com/post/418851/
5. https://habr.com/post/418851/ https://www.troyhunt.com/controlling-vehicle-features-of-nissan/
6. https://habr.com/post/418851/ https://www.troyhunt.com/controlling-vehicle-features-of-nissan/ https://www.wired.com/story/hackers-steal-tesla-model-s-seconds-key-fob/
7. https://habr.com/post/418851/ https://www.troyhunt.com/controlling-vehicle-features-of-nissan/ https://www.wired.com/story/hackers-steal-tesla-model-s-seconds-key-fob/ and so on! @vixentael
8. RISKS TO DATA reputation risks (Equifax) legal responsibility (GDPR) competitors operations (Facebook) https://www.cossacklabs.com/blog/gdpr-for-engineers.html
9. financial damage
10. mln records 0 200 400 600 800 1,000 February March April May June July August September https://www.itgovernance.co.uk/blog/category/cyber-security/ MILLION OF RECORDS LEAKED PER MONTH @vixentael
11. https://globalnews.ca/news/4298279/hacker-hits- local-mattress-store-with-ransomware/ @vixentael
12. @vixentael https://www.wired.com/story/2018-worst-hacks-so-far/ credentials geo-locations health data financial data kids locations cars remote control sex toys remote control
13. @vixentael WHO TELLS YOU TO MAKE SECURE APPS? – NO ONE.
14. @vixentael 1. Follow best practices. 2. Talk to professionals.
15. LET’S GO!
16. Attackers can find ways to bypass security measures. @vixentael
17. Encryption – walls & gates. @vixentael
18. " @vixentael
19. Harden all the things! @vixentael
20. protecting privacy passwords & auth plaintext secrets transport dependencies
21. gdpr-info.eu/art-4-gdpr/ SENSITIVE DATA @vixentael
22. developer.apple.com/app-store/review/rejections/ Caring about user data prevents rejections. @vixentael
23. @vixentael http://headway.io/blog/apple-app-store- new-privacy-policy-what-you-need-to-know/ NEW APP STORE PRIVACY POLICY - minimize the data you collect - be transparent on how you use the data - protect stored and transit data - remove data fully and quickly
24. PROTECTING PRIVACY
25. Avoid sensitive data on screenshots. @vixentael
26. developer.apple.com @vixentael
27. screenshieldkit.com There’s a lib for that! @vixentael
28. krausefx.com/blog/ios-privacy-watchuser-access-both- iphone-cameras-any-time-your-app-is-running UNHEALTHY PERMISSIONS hello, Felix! @vixentael
29. twitter.com/Viss/status/987028660585578496 Minimize amount of data your app works with. @vixentael
30. PASSWORD RULES
31. littlemaninmyhead.wordpress.com/2018/02/18/secure-coding- understanding-input-validation/ INPUT VALIDATION check length ✋ escape SQL validate on both sides @vixentael
32. from twitter (not like this) @vixentael USE GOOD PASSWORD RULES
33. from twitter (not like this) USE GOOD PASSWORD RULES @vixentael
34. (not like this) USE GOOD PASSWORD RULES @vixentael
35. MORE LIKE THESE: Use long phrase (16+). Disallow typical passwords. Promote password managers usage. well_known_comics_about_horse.png owasp.org/index.php/ Talk:Password_length_&_complexity @vixentael
36. AUTHORIZATION & AUTHENTICATION
37. krausefx.com/blog/ios-privacy- stealpassword-easily-get-the-users- apple-id-password-just-by-asking DARK AUTH PATTERNS Avoid asking user password all the time.
38. TouchID/FaceID & 2FA owasp.org/index.php/Mobile_Top_10_2016-M4- Insecure_Authentication michael-brown.net/2018/touch-id- and-face-id-on-ios BETTER AUTH
39. twitter.com/ay8s/status/885230327441915904 developer.apple.com/documentation/ safariservices/sfauthenticationsession SFAuthenticationSession BETTER AUTH
40. Password Autofill BETTER AUTH medium.com/@abhimuralidharan/password-autofill- for-ios-apps-for-faster-login-ios-11-1d9f77deb35a
41. BETTER AUTH iOS12 https://nshipster.com/ios-12/ textField.textContentType = .newPassword textField.passwordRules = .init(descriptor: "allowed: ascii-printable; minlength: 8;" ) textField.textContentType = . oneTimeCode
42. Password Autofill MAKE AUTH BETTER! Single Sign-On SFAuthenticationSession Ask pass on sensitive screens TouchID/FaceID & 2FA @vixentael
43. objective-see.com/blog/blog_0x24.html AUTH BUGS: DOUBLE SPACE Test your login flow @vixentael
44. PLAINTEXT SECRETS
45. facebook.com/vstyran/posts/10156368247887372 rabota.ua stored all passwords ‘very well encrypted’. @vixentael STORING SECRETS IN PLAINTEXT
46. Avoid storing sensitive plaintext. passwords document pictures license plates SSNs credit cards health data home address passport num phone num @vixentael
47. mac4n6.com/blog/2018/3/30/omg-seriously-apfs-encrypted-plaintext- password-found-in-another-more-persistent-macos-log-file /var/log/install.log @vixentael LOGGING SECRETS IN PLAINTEXT
48. LOGGING SECRETS IN PLAINTEXT @vixentael
49. CHECK YOUR SOURCE CODE cfpb/clouseau Automate checking code for forgotten secrets. @vixentael
50. motherboard.vice.com/en_us/article/a34g9j/iphone- source-code-iboot-ios-leak NOT ALL CODE SHOULD BE PUBLISHED @vixentael
51. medium.com/@AyunasCode/how-to-hide-your-api-keys-367ef6589949 shanirivers.me/posts/hiding-your-api-keys-for-ios-projects orta/cocoapods-keys awslabs/git-secrets Avoid publishing keys. DO NOT COMMIT KEYS keys.plist → .gitignore @vixentael
52. TRANSPORT SECURITY
53. <key>NSAppTransportSecurity</key> <dict> <key>NSAllowsArbitraryLoads</key> <false/> </dict> <key>NSAppTransportSecurity</key> <dict> <key>NSAllowsArbitraryLoadsInWebContent</key> <true/> </dict> agostini.tech/2018/04/01/ios-application-security-part-five- app-transport-security-ats/ @vixentael
54. github.com/ssllabs/research/wiki/SSL-and-TLS- Deployment-Best-Practices private keys RSA-2048, ECDSA-256 obtain certificate from reliable CA use TLS v1.3-v1.2 use secure cipher suites TLS_ECDHE_ECDSA_WITH_AES_256_GCM_SHA384 ✅ enable Forward Secrecy ✅ enable HSTS (web) WELL-CONFIGURED SSL @vixentael
55. owasp.org/index.php/Pinning_Cheat_Sheet @vixentael SSL PINNING
56. infinum.co/the-capsized-eight/ssl-pinning-revisited let serverTrustPolicies: [String: ServerTrustPolicy] = [ “mydomain.com”: .pinPublicKeys( publicKeys: ServerTrustPolicy.publicKeys(), validateCertificateChain: true, validateHost: true ) ] let sessionManager = SessionManager( serverTrustPolicyManager: ServerTrustPolicyManager( policies: serverTrustPolicies ) ) SSL PINNING @vixentael
57. schrauger.com/the-story-of-how-wosign-gave-me-an-ssl- certificate-for-github-com @vixentael SSL IS NOT ENOUGH: WOSIGN STORY
58. security.googleblog.com/2016/10/ distrusting-wosign-and-startcom.html support.apple.com/en-us/HT204132 @vixentael SSL IS NOT ENOUGH: WOSIGN STORY
59. @vixentael BREAKING SSL PINNING https://habr.com/post/424485/ https://medium.com/@kennethpoon/lets-write-swift-code-to- intercept-ssl-pinning-https-requests-12446303cc9d
60. transport = Transport() transport?.setupKeys(serverId, serverPublicKey: serverPublicKey) session = TSSession(userId: clientIdData, privateKey: clientPrivateKeyData, callbacks: transport!) startSession(clientId: clientId, message: connectionMessage) github.com/cossacklabs/themis/wiki/Swift-Howto#secure-session ENCRYPT OVER SSL @vixentael
61. 3RD PARTY CODE
62. krausefx.com/blog/trusting-sdks DOWNLOAD LIBS / IDE use HTTPS / VPN ✅ check certificate 2 check hash-sum clone & build from source Do you really need that lib? GDPR @vixentael
63. CHECK 3RD PARTY LIBRARIES Monitor & fix critical bugs Update if any security patch Update if any privacy change (GDPR) Automate all the checks @vixentael
64. snyk.io/ whitesourcesoftware.com/ @vixentael
65. OTHER THINGS TO DO #uikonf @vixentael
66. store as HEX replace chars rename files to .mp3 combine from pieces OBFUSCATION .xib / .nib inline keys API urls pjebs/Obfuscator-iOS rename important methods / constants preemptive/PPiOS-Rename @vixentael
67. DO NOT FORGET ABOUT firewalls 9 IDS ⚠ SIEM fake targets / honey pots poison records @vixentael
69. Now, after easy things are done, cryptography! it’s time for @vixentael
70. cryptography! storage encryption transport encryption key management @vixentael
71. Storage Transport Multi- platform themis libsodium tink TLS
 themis libsodium OTRKit Works with 
 iOS/macOS only CryptoSwift RNCryptor CommonCrypto @vixentael https://www.cossacklabs.com/choose-your-ios-crypto.html
72. LAST BUT NOT LEAST
73. twitter.com/c_pellegrino/status/981409466242486272 DON’T SAY THAT YOUR SECURITY IS AMAZINGLY GOOD :)
74. twitter.com/c_pellegrino/status/981409466242486272 DON’T SAY THAT YOUR SECURITY IS AMAZINGLY GOOD :)
75. twitter.com/fabricio_giglio/status/982362735924137984 @vixentael
76. twitter.com/fabricio_giglio/status/982362735924137984 @vixentael
77. KEY POINTS Keep an eye on the sensitive data during the whole data flow. do not store do not collect remove fast
78. https://www.digitalinterruption.com/secure-mobile-development Secure mobile development LINKS https://www.owasp.org/index.php/OWASP_Mobile_Security_Testing_Guide Mobile security testing guide https://github.com/forter/security-101-for-saas-startups/blob/english/security.md Organization security for startups https://agostini.tech/2017/11/20/ios-application-security-part-1-setting-up-a- testing-environment-for-ios-platform/ Series of posts about security testing
79. My other security slides github.com/vixentael/ my-talks
80. Security Basics SECURITY WORKSHOPS Enterprise Secure Architecture Secure Web apps Secure Software Development Secure Mobile apps
81. @vixentael Product Engineer Feel free to reach me with security questions. I do check my inbox :)
82. IMAGE CREDITS www.flaticon.com freepik, linector, switficons, pixelperfect, smashicons, icon pond, dinosoftlabs Authors: