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Practical iOS App Attack and Defense – Seth Law © 2015 Practical iOS App Attack and Defense CactusCon

CactusCon - Practical iOS App Attack and Defense

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Page 1: CactusCon - Practical iOS App Attack and Defense

Practical iOS App Attack and Defense – Seth Law © 2015

Practical iOS App Attack and DefenseCactusCon

Page 2: CactusCon - Practical iOS App Attack and Defense

Introduction• Seth Law

– Director of R&D @ nVisium– Developer/Contributor to Swift.nV, SiRATool,

RAFT, Grails.nV– Hacker, AppSec Architect, Security Consultant– Soccer Hooligan

Page 3: CactusCon - Practical iOS App Attack and Defense

Abusing Trust

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Your  App

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Hopefully,  not  your  App

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DisclaimerHacking of App Store apps is not condoned or encouraged in any way. What you do on your own time is your responsibility. @sethlaw & nVisium take no responsibility if you use knowledge shared in this presentation for unsavory acts.

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Agenda• Tools• Application Anatomy• Data Storage• Network Communications• Client Side Injection• Privacy

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Requirements• Xcode (developer.apple.com)

– Command-line tools– Xcode-select --install– iOS Simulators

• Jailbroken iDevice (iPhone/iPad/iPod) *– Cydia Tools

• Vulnerable App– Swift.nV - https://github.com/nVisium/Swift.nV

* Only required to “test” apps from the App Store. **

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Tools - idb• idb - https://github.com/dmayer/idb

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Tools - idb• idb - https://github.com/dmayer/idb

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Tools - iFunBox• https://www.i-funbox.com/ifunboxmac

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Tools - Cydia Apps • Cycript• OpenSSH• Erica Utilities• Class Dump• GNU Debugger• network-cmds • BigBoss Recommended Tools

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Tools - Swift.nV • INTENTIONALLY VULNERABLE• Training Tool - Not for production use

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Agenda• Tools• Application Anatomy• Data Storage• Network Communications• Client Side Injection• Privacy

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Application Anatomy

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Application Anatomy• .app Directory

–Folder with distributed binary and artifacts–iOS 8

•AppStore Apps - /var/mobile/Containers/Bundle/Application/<APP GUID>/Application.app/

•Pre-installed Apps - /Applications/Application.app/ –iOS 7

•AppStore Apps - /var/mobile/Applications/<APP GUID>/Application.app/

•Pre-installed Apps - /Applications/Application.app/

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Application Anatomy• Info.plist

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Application Anatomy• Deployed Application Data Directories• iOS 8

• /var/mobile/Containers/Data/Application/<APP_GUID>/• iOS 7

• /var/mobile/Applications/<APP_GUID> Documents/ Library/

Caches/Preferences/...

tmp/

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Application Anatomy

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Application Anatomy

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Application Anatomy

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Application Anatomy

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Application Anatomy• Library/…

• Other folders may exist for specific purposes• Files not exposed to the user• SyncedPreferences/ - iCloud NSUserDefaults• Cookies/ - Persistent cookie values• Application Support/ - Other App files• FlurryFiles/ - iAd files

• tmp/• Scratch space• Can be cleared by iOS when App not running

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Agenda• Tools• Application Anatomy• Data Storage• Network Communications• Client Side Injection• Privacy

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Data Storage• M2 in OWASP Mobile Top 10• Anything stored by the App on purpose• Data at rest on a mobile device• Majority of “mobile security” issues in the

news.• Relevant functionality

• Core Data• NSUserDefaults• Keychain• Documents• Cache

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Attack!

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Data Storage - Attack

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Data Storage - Attack

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Data Storage - Attack

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Data Storage - Attack

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Data Storage - Attack

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Data Storage - Demo

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Data Storage - Defense

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Data Storage - Defense• Databases – Defenses

• Encryption (SQLCipher)• Rewrites crypto into database controller • Don’t store sensitive data on the device.

• Weaknesses• Key Storage

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Data Storage - NSUserDefaults• Property Lists - Code

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Data Storage - Attack• Property Lists

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Data Storage - Attack• Property Lists - idb

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Data Storage - Defense• Property List - Countermeasures

– Don’t store sensitive data using NSUserDefaults– When ignoring rule #1, encrypt the data– Use checksums or signatures to validate that

data returned from NSUserDefaults is appropriate– iOS Keychain

– For quick Keychain conversion, use a library– https://github.com/matthewpalmer/Locksmith

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Data Storage - Defense• Keychain

– Mac OS X/iOS Password Manager– OS enforces security– CAREFUL

• Keychain can be accessed by apps running on jailbroken devices.

• idb – Don’t assume Keychain is secure.– Know your Keychain Attributes.– Layered Security

• The application will be used under the worst possible conditions, protect for THAT instance.

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Data Storage - Defense• Keychain Analysis – know your attributes

Attribute Data is...

kSecAttrAccessibleWhenUnlocked Only accessible when device is unlocked.

kSecAttrAccessibleAfterFirstUnlock Accessible while locked. But if the device is restarted it must first be unlocked for data to be accessible again.

kSecAttrAccessibleAlways Always accessible.

kSecAttrAccessibleWhenUnlockedThisDeviceOnly

Only accessible when device is unlocked. Data is not migrated via backups.

kSecAttrAccessibleAfterFirstUnlockThisDeviceOnly

Accessible while locked. But if the device is restarted it must first be unlocked for data to be accessible again. Data is not migrated via backups.

kSecAttrAccessibleAlwaysThisDeviceOnly

Always accessible. Data is not migrated via backups.

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Data Storage - Defense• Keychain Analysis – know your attributes

Attribute Data is...

kSecAttrAccessibleWhenUnlocked Only accessible when device is unlocked.

kSecAttrAccessibleAfterFirstUnlock Accessible while locked. But if the device is restarted it must first be unlocked for data to be accessible again.

kSecAttrAccessibleAlways Always accessible.

kSecAttrAccessibleWhenUnlockedThisDeviceOnly

Only accessible when device is unlocked. Data is not migrated via backups.

kSecAttrAccessibleAfterFirstUnlockThisDeviceOnly

Accessible while locked. But if the device is restarted it must first be unlocked for data to be accessible again. Data is not migrated via backups.

kSecAttrAccessibleAlwaysThisDeviceOnly

Always accessible. Data is not migrated via backups.

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Agenda• Tools• Application Anatomy• Data Storage• Network Communications• Client Side Injection• Privacy

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Network Communications• M3 - Insufficient Transport Layer

Protection• Are network communications

secure?• Encryption (or not)• Key Handling• Ciphers• Proxy Communication

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CodeMash Scanner?

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Become a Sponsor!

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Volunteers?

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Whoops

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Network Communications• DEMO

• Device: Jailbroken iPod Touch• Proxy: Burp Suite Pro • App: Casino

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Exploited Issues• Proxied Communications• Certificate Pinning• Web Service Vulnerabilities

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Network Communications

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Network Communications• Defense

– Good: Internal Certificate Authority– Better: External CA – Best: Certificate Pinning

continueWithoutCredentialForAuthenticationChallenge == BAD

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Agenda• Tools• Application Anatomy• Data Storage• Network Communications• Client Side Injection• Privacy

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Client Side Injection• M7 - Client Side Injection• Fuzzing all application inputs

• Text Fields• URLSchemes• Stored Data (DBs, PLists, etc)

• Multiple Types• XSS/HTML • XML/JSON • ...

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Injection• Text Field Injection

–Manually intensive

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Client Side Injection• URLScheme Injection

• Safari FTW!• Still manual• location bar• Fuzz URL values• Info.plist

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Client Side Injection

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Client Side Injection

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Client Side Injection• Demo - Injection with Swift.nV

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Client Side Injection• Defense

• Input Validation• Don’t trust the user• Input Validation• Output Encoding• Input Validation

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Client Side Injection

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Agenda• Tools• Application Anatomy• Data Storage• Network Communications• Client Side Injection• Privacy

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Privacy• Revealing of PII• Location Information• Shoulder surfing• Physical Access

• Background screenshots• Borrowed Phone attacks

• Backups/Logs

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FRIENDS DON’T LET FRIENDS LEAVE THEIR PHONE BEHIND

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Background Screenshots

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Information Overload

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Logs

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Logs

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iOS Backup Analyzer

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iOS Backup Analyzer

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Privacy - Defense• Mask mask mask• No NSLog in production apps• What is stored on the device is

also stored in the backup

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Agenda• Tools• Application Anatomy• Data Storage• Network Communications• Client Side Injection• Privacy

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Other Mobile Concerns• Authentication• Authorization• Binary Protections• Cryptography• Unintended Functionality• Untrusted Input

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Conclusion

Security is hard.

Try harder.

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Thanks• Questions?

• nVisibility Tape

• Contact:• Seth Law• Email: [email protected]• Twitter: @sethlaw