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OK Google, How Do I Red Team GSuite?

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Beau Bullock
Beau Bullock

As more corporations adopt Google for providing cloud services they are also inheriting the security risks associated with centralized computing, email and data storage outside the perimeter. In order for pentesters and red teamers to remain effective in analyzing security risks, they must adapt techniques in a way that brings value to the customer. In this presentation we will begin by demonstrating adaptive techniques to crack the perimeter of Google Suite customers. Next, we will show how evasion can be accomplished by hiding in plain-sight due to failures in incident response plans. Finally, we will also show how a simple compromise could mean collateral damage for customers who are not carefully monitoring these cloud environments.

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© Black Hills Information Security | @BHInfoSecurity OK Google, How do I Red Team GSuite? Mike Felch & Beau Bullock Attacking Google Suite Customers
© Black Hills Information Security | @BHInfoSecurity Who We Are • Mike Felch - @ustayready • Pentest / Red team at BHIS • Involved w/ OWASP Orlando & BSides Orlando • Host of Tradecraft Security Weekly • Host of CoinSec Podcast • Beau Bullock - @dafthack •Pentest / Red team at BHIS • Host of Tradecraft Security Weekly • Host of CoinSec Podcast • Avid OWA enthusiast
© Black Hills Information Security | @BHInfoSecurity Disclaimer: We <3 Google We broke up :( It’s complicated... Relationship Status
© Black Hills Information Security | @BHInfoSecurity What We’re Covering 1. Preparation: OPSEC or Die Trying 2. External: Crack the Perimeter 3. SE: Exploiting Trust 4. Persistence: Hide in Plain Sight 5. Internal: Collateral Damage 6. Demo: Real-world Attack 7. Defending: Triage the Breach 8. Questions / Comments
© Black Hills Information Security | @BHInfoSecurity Preparation: OPSEC or Die Trying
© Black Hills Information Security | @BHInfoSecurity Preparation: Bad! :( • Use your normal account for API keys • Login to multiple accounts w/ the same IP • Use the same browser w/ multiple sessions How To Lose a Fight With Google SOC
© Black Hills Information Security | @BHInfoSecurity Preparation: Good! :) + +
© Black Hills Information Security | @BHInfoSecurity Preparation • Prepaid Smartphone ✔ • Prepaid Credit Card ✔ • VPN Account ✔ • Clean Virtual Machine ✔ • New Google Identity ✔ • New Google API Keys ✔ • Don’t Cross-contaminate ✔
© Black Hills Information Security | @BHInfoSecurity External: Crack the Perimeter
© Black Hills Information Security | @BHInfoSecurity Don’t move so quick! • Don’t go straight to shell • Phishing w/ malicious docs are old • Why go External -> Internal -> External??? • Decide on an attack path • Strategically target victims Creds are King!
© Black Hills Information Security | @BHInfoSecurity Password Spraying • Determine naming convention • Search LinkedIn for users • Generate email lists • Try one password at a time • Spray all the accounts • Rotate IP addresses regularly • Just need one account to start
© Black Hills Information Security | @BHInfoSecurity Demo: AWS Lambda Spraying
© Black Hills Information Security | @BHInfoSecurity SE: Exploiting Trust
© Black Hills Information Security | @BHInfoSecurity Google Group Ruse • Create malicious group • Change your display name • Force add users • Customize a message • Don’t forget URLs...
© Black Hills Information Security | @BHInfoSecurity Google Group Ruse
© Black Hills Information Security | @BHInfoSecurity Google Hangout Ruse • Remember this? -----------> • This was an invite to chat in Gmail • Apparently this was too much work for some users
© Black Hills Information Security | @BHInfoSecurity Google Hangout Ruse • Now the default Google Hangouts settings allow direct chat without warning • Simply knowing the email address is all that’s needed • Pop a message box open to the target spoofing another person • Say hi, send link, capture creds and/or shell
© Black Hills Information Security | @BHInfoSecurity Google Hangout Ruse • You can modify your default settings to enforce sending an invitation • But even then, spoofed accounts look good • To require invites: • Hangouts.google.com, click hamburger menu in top left, Settings, “Customize Invite Settings”, switch all to “Can send you an invitation” • There doesn’t appear to be a global option for locking down accounts across an org
© Black Hills Information Security | @BHInfoSecurity Enumerate Open Accounts • Accounts not requiring invites can be enumerated easily • Simply start a new chat with them via the Gmail chat menu • If the box that pops up says “Start a conversation with <name>” then an invite is required
© Black Hills Information Security | @BHInfoSecurity Google Doc Ruse • What if you could get Google to send a phishing link for you? • Google Docs is perfect for this • Create a Google Doc with clickbait name like “Critical Update Pending” • Add content, then add a comment to the doc with your phishing link • In the comment, type their email address prefixed with a + symbol (i.e. +hacker@gmail.com) then check ‘Assign’ • Google will send the target an email from <random- string>@docs.google.com
© Black Hills Information Security | @BHInfoSecurity Google Doc Ruse
© Black Hills Information Security | @BHInfoSecurity Google Doc Ruse
© Black Hills Information Security | @BHInfoSecurity Google Calendar Ruse • Needs to look legit • Needs to trigger a response • Needs to create urgency • Needs to go undetected • Needs to avoid red flags Don’t email, inject event!
© Black Hills Information Security | @BHInfoSecurity Calendar Event Injection • Silently inject events into calendars • Creates urgency via reminders • Include link to phishing page • Mass-exploitation w/o visibility • Litter calendars for the future • Remove traces by erasing the event • Include GoToMeeting • Don’t forget to record the meeting! :) • How did we get here???
© Black Hills Information Security | @BHInfoSecurity Calendar Event Injection • Fun w/ the Google API • Mark victims as ‘Accepted’ • Add comments for victims • but.. they never receive an invite • Bypasses setting for not auto-add • Reported 10/9/2017 Google Isn’t Patching!
© Black Hills Information Security | @BHInfoSecurity Personalized Phishing
© Black Hills Information Security | @BHInfoSecurity Google 2FA Requirements • SMS: Text Message • TOTP: Google Authenticator • Phone Prompt: Touch Phone • U2F: Hardware Device Username + Password + ... Challenge Accepted!
© Black Hills Information Security | @BHInfoSecurity Additional 2FA Points • Might get asked for last location • GeoIP it from IP during capture • Immediately clear red alert bar • Clear for one, clear for all • Multiple failed phone prompts • Disables phone prompt for few hours • Automatically switches 2FA option • May also contain attacker location/device
© Black Hills Information Security | @BHInfoSecurity Quick CredSniper Intro • Fetch the profile image • Google Picasa API • JavaScript XMLHttpRequest() • Ask nicely for the password • Behind the scenes, authenticate • Is 2FA present? • No? Redirect them to GDoc agenda • Doh! 2FA is enabled • Which type? Extract information • Ask for 2FA Token nicely • Login w/ Username + Password + Token
© Black Hills Information Security | @BHInfoSecurity CredSniper for teh win Real Or Fake?
© Black Hills Information Security | @BHInfoSecurity CredSniper for teh win Real Or Fake? FakeReal
© Black Hills Information Security | @BHInfoSecurity Persistence: Hide in Plain Sight
© Black Hills Information Security | @BHInfoSecurity Generate App Password • Backdoor password for account • Under ‘My Account’ • Click ‘Sign-in & Security’ • Select ‘App-Passwords’ • Combine w/ 2FA backdoor • Login as normal after triage!
© Black Hills Information Security | @BHInfoSecurity Backup Codes • Download alternative 2FA tokens • Rarely get re-generated after breach • Most don’t know they even exist • Great combined w/ app passwords!
© Black Hills Information Security | @BHInfoSecurity Enroll New 2FA Device • Tie 2FA to your own device • Generate legit 2FA tokens • Commonly gets inspected after breach • Nice when undetected though...
© Black Hills Information Security | @BHInfoSecurity Authorized API Backdoor • Sign-up a new project on cloud.google.com • Enable API access • When creating API client, add full scopes • Sign-in to victim account and authorize backdoor app! SCOPES = ' https://www.googleapis.com/auth/calendar https://mail.google.com/ https://www.googleapis.com/auth/drive https://www.googleapis.com/auth/groups https://www.googleapis.com/auth/admin.directory.user '
© Black Hills Information Security | @BHInfoSecurity Backdoor Android App • Don’t Publish app in Play Store • Login to victim account • Browse to app in Play Store • Install to victims mobile device • Pop a shell! • Pilfer, persist and pivot..
© Black Hills Information Security | @BHInfoSecurity Demo: Malicious Android App
© Black Hills Information Security | @BHInfoSecurity Re-configure Account • Add email rules to delete alerts • no-reply@accounts.google.com • Add recovery email/phone • Create email forwarder • Monitor for global SOC emails :) • Add calendar events for others • Delegate account to another victim • Locked out? Recover account!
© Black Hills Information Security | @BHInfoSecurity Internal: Collateral Damage
© Black Hills Information Security | @BHInfoSecurity Target Company Directory • Create contacts group from directory • Export all the contacts • Tailor your target list.. • More technical, more access! • Create a LinkedIn doppelganger • Side note.. file transfers don’t have [EXTERNAL] tags like email
© Black Hills Information Security | @BHInfoSecurity Search Gdrive/Gmail • Search for files with ‘password’ • Download a zip of them all! • Any VPN documentation? • What 3rd party sites do they use? • Files with ‘confidential’ in the title • Credit card keywords... • AWS access_key/secret_access_key • MailSniper supported!
© Black Hills Information Security | @BHInfoSecurity Find Google Groups • Go to groups.google.com • Groups might not be listed • You can still can search! • Look for keywords: • access_key • password • root • ...etc • Devs LOVE groups for cron
© Black Hills Information Security | @BHInfoSecurity Eat the whole elephant • https://takeout.google.com • Export all Google data from an account • Includes: • All G-Drive files, full search history, Hangouts message data, all emails, all calendar events, Voice history, etc…
© Black Hills Information Security | @BHInfoSecurity Pop Google Admin • Manage All Users • Manage All Domains • Manage All Files • Manage All SSO/Auth • Manage All Devices Game Over!
© Black Hills Information Security | @BHInfoSecurity Defending: Triage the Breach
© Black Hills Information Security | @BHInfoSecurity Reset Accounts • Log out of all sessions • Change user password • Generate new backup codes • Capture IoC for threat hunting • … anything else?
© Black Hills Information Security | @BHInfoSecurity Look for Backdoors • Remove app passwords • Remove 2FA devices • Remove authorized apps • Remove email forwarders • Remove email filters • Remove bad recovery email/phone • Remove bad Android apps • Remove bad account delegations
© Black Hills Information Security | @BHInfoSecurity Find Victims & Monitor • Get familiar with Google Admin console • https://github.com/jay0lee/GAM • Search by IP address • Don’t just change passwords • Remove backdoors • Look for rogue email forwards • Generate a timeline • Communicate better!
© Black Hills Information Security | @BHInfoSecurity Finishing Up: Questions for You
© Black Hills Information Security | @BHInfoSecurity Question to GSuite Users Does your BYOD policy give you the ability to test/audit security for corporate email and files on personal devices? What about corporate phones? Should it? Are employees just trained on phishing/SE ‘red flags’ or are they taught good user-behavior patterns? How strong is your password policy or are you just trusting in Google?
© Black Hills Information Security | @BHInfoSecurity Question to Google • GSuite customers need a process that allows us to submit approval requests for pentests engagements. Testing our configurations, users, devices and data is important to us. Help us keep our engagements transparent to you, above board, and without getting suspended for alleged TOS violations. Can you implement an engagement approval process?
© Black Hills Information Security | @BHInfoSecurity Questions? • Twitter • Mike - @ustayready • Beau - @dafthack • BHIS - @BHInfoSecurity • Black Hills Information Security • http://www.blackhillsinfosec.com/ • MailSniper • https://github.com/dafthack/MailSniper • CredSniper • https://github.com/ustayready/CredSniper • CredKing • https://github.com/ustayready/CredKing

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OK Google, How Do I Red Team GSuite?

  • 1. © Black Hills Information Security | @BHInfoSecurity OK Google, How do I Red Team GSuite? Mike Felch & Beau Bullock Attacking Google Suite Customers
  • 2. © Black Hills Information Security | @BHInfoSecurity Who We Are • Mike Felch - @ustayready • Pentest / Red team at BHIS • Involved w/ OWASP Orlando & BSides Orlando • Host of Tradecraft Security Weekly • Host of CoinSec Podcast • Beau Bullock - @dafthack •Pentest / Red team at BHIS • Host of Tradecraft Security Weekly • Host of CoinSec Podcast • Avid OWA enthusiast
  • 3. © Black Hills Information Security | @BHInfoSecurity Disclaimer: We <3 Google We broke up :( It’s complicated... Relationship Status
  • 4. © Black Hills Information Security | @BHInfoSecurity What We’re Covering 1. Preparation: OPSEC or Die Trying 2. External: Crack the Perimeter 3. SE: Exploiting Trust 4. Persistence: Hide in Plain Sight 5. Internal: Collateral Damage 6. Demo: Real-world Attack 7. Defending: Triage the Breach 8. Questions / Comments
  • 5. © Black Hills Information Security | @BHInfoSecurity Preparation: OPSEC or Die Trying
  • 6. © Black Hills Information Security | @BHInfoSecurity Preparation: Bad! :( • Use your normal account for API keys • Login to multiple accounts w/ the same IP • Use the same browser w/ multiple sessions How To Lose a Fight With Google SOC
  • 7. © Black Hills Information Security | @BHInfoSecurity Preparation: Good! :) + +
  • 8. © Black Hills Information Security | @BHInfoSecurity Preparation • Prepaid Smartphone ✔ • Prepaid Credit Card ✔ • VPN Account ✔ • Clean Virtual Machine ✔ • New Google Identity ✔ • New Google API Keys ✔ • Don’t Cross-contaminate ✔
  • 9. © Black Hills Information Security | @BHInfoSecurity External: Crack the Perimeter
  • 10. © Black Hills Information Security | @BHInfoSecurity Don’t move so quick! • Don’t go straight to shell • Phishing w/ malicious docs are old • Why go External -> Internal -> External??? • Decide on an attack path • Strategically target victims Creds are King!
  • 11. © Black Hills Information Security | @BHInfoSecurity Password Spraying • Determine naming convention • Search LinkedIn for users • Generate email lists • Try one password at a time • Spray all the accounts • Rotate IP addresses regularly • Just need one account to start
  • 12. © Black Hills Information Security | @BHInfoSecurity Demo: AWS Lambda Spraying
  • 13. © Black Hills Information Security | @BHInfoSecurity SE: Exploiting Trust
  • 14. © Black Hills Information Security | @BHInfoSecurity Google Group Ruse • Create malicious group • Change your display name • Force add users • Customize a message • Don’t forget URLs...
  • 15. © Black Hills Information Security | @BHInfoSecurity Google Group Ruse
  • 16. © Black Hills Information Security | @BHInfoSecurity Google Hangout Ruse • Remember this? -----------> • This was an invite to chat in Gmail • Apparently this was too much work for some users
  • 17. © Black Hills Information Security | @BHInfoSecurity Google Hangout Ruse • Now the default Google Hangouts settings allow direct chat without warning • Simply knowing the email address is all that’s needed • Pop a message box open to the target spoofing another person • Say hi, send link, capture creds and/or shell
  • 18. © Black Hills Information Security | @BHInfoSecurity Google Hangout Ruse • You can modify your default settings to enforce sending an invitation • But even then, spoofed accounts look good • To require invites: • Hangouts.google.com, click hamburger menu in top left, Settings, “Customize Invite Settings”, switch all to “Can send you an invitation” • There doesn’t appear to be a global option for locking down accounts across an org
  • 19. © Black Hills Information Security | @BHInfoSecurity Enumerate Open Accounts • Accounts not requiring invites can be enumerated easily • Simply start a new chat with them via the Gmail chat menu • If the box that pops up says “Start a conversation with <name>” then an invite is required
  • 20. © Black Hills Information Security | @BHInfoSecurity Google Doc Ruse • What if you could get Google to send a phishing link for you? • Google Docs is perfect for this • Create a Google Doc with clickbait name like “Critical Update Pending” • Add content, then add a comment to the doc with your phishing link • In the comment, type their email address prefixed with a + symbol (i.e. +hacker@gmail.com) then check ‘Assign’ • Google will send the target an email from <random- string>@docs.google.com
  • 21. © Black Hills Information Security | @BHInfoSecurity Google Doc Ruse
  • 22. © Black Hills Information Security | @BHInfoSecurity Google Doc Ruse
  • 23. © Black Hills Information Security | @BHInfoSecurity Google Calendar Ruse • Needs to look legit • Needs to trigger a response • Needs to create urgency • Needs to go undetected • Needs to avoid red flags Don’t email, inject event!
  • 24. © Black Hills Information Security | @BHInfoSecurity Calendar Event Injection • Silently inject events into calendars • Creates urgency via reminders • Include link to phishing page • Mass-exploitation w/o visibility • Litter calendars for the future • Remove traces by erasing the event • Include GoToMeeting • Don’t forget to record the meeting! :) • How did we get here???
  • 25. © Black Hills Information Security | @BHInfoSecurity Calendar Event Injection • Fun w/ the Google API • Mark victims as ‘Accepted’ • Add comments for victims • but.. they never receive an invite • Bypasses setting for not auto-add • Reported 10/9/2017 Google Isn’t Patching!
  • 26. © Black Hills Information Security | @BHInfoSecurity Personalized Phishing
  • 27. © Black Hills Information Security | @BHInfoSecurity Google 2FA Requirements • SMS: Text Message • TOTP: Google Authenticator • Phone Prompt: Touch Phone • U2F: Hardware Device Username + Password + ... Challenge Accepted!
  • 28. © Black Hills Information Security | @BHInfoSecurity Additional 2FA Points • Might get asked for last location • GeoIP it from IP during capture • Immediately clear red alert bar • Clear for one, clear for all • Multiple failed phone prompts • Disables phone prompt for few hours • Automatically switches 2FA option • May also contain attacker location/device
  • 29. © Black Hills Information Security | @BHInfoSecurity Quick CredSniper Intro • Fetch the profile image • Google Picasa API • JavaScript XMLHttpRequest() • Ask nicely for the password • Behind the scenes, authenticate • Is 2FA present? • No? Redirect them to GDoc agenda • Doh! 2FA is enabled • Which type? Extract information • Ask for 2FA Token nicely • Login w/ Username + Password + Token
  • 30. © Black Hills Information Security | @BHInfoSecurity CredSniper for teh win Real Or Fake?
  • 31. © Black Hills Information Security | @BHInfoSecurity CredSniper for teh win Real Or Fake? FakeReal
  • 32. © Black Hills Information Security | @BHInfoSecurity Persistence: Hide in Plain Sight
  • 33. © Black Hills Information Security | @BHInfoSecurity Generate App Password • Backdoor password for account • Under ‘My Account’ • Click ‘Sign-in & Security’ • Select ‘App-Passwords’ • Combine w/ 2FA backdoor • Login as normal after triage!
  • 34. © Black Hills Information Security | @BHInfoSecurity Backup Codes • Download alternative 2FA tokens • Rarely get re-generated after breach • Most don’t know they even exist • Great combined w/ app passwords!
  • 35. © Black Hills Information Security | @BHInfoSecurity Enroll New 2FA Device • Tie 2FA to your own device • Generate legit 2FA tokens • Commonly gets inspected after breach • Nice when undetected though...
  • 36. © Black Hills Information Security | @BHInfoSecurity Authorized API Backdoor • Sign-up a new project on cloud.google.com • Enable API access • When creating API client, add full scopes • Sign-in to victim account and authorize backdoor app! SCOPES = ' https://www.googleapis.com/auth/calendar https://mail.google.com/ https://www.googleapis.com/auth/drive https://www.googleapis.com/auth/groups https://www.googleapis.com/auth/admin.directory.user '
  • 37. © Black Hills Information Security | @BHInfoSecurity Backdoor Android App • Don’t Publish app in Play Store • Login to victim account • Browse to app in Play Store • Install to victims mobile device • Pop a shell! • Pilfer, persist and pivot..
  • 38. © Black Hills Information Security | @BHInfoSecurity Demo: Malicious Android App
  • 39. © Black Hills Information Security | @BHInfoSecurity Re-configure Account • Add email rules to delete alerts • no-reply@accounts.google.com • Add recovery email/phone • Create email forwarder • Monitor for global SOC emails :) • Add calendar events for others • Delegate account to another victim • Locked out? Recover account!
  • 40. © Black Hills Information Security | @BHInfoSecurity Internal: Collateral Damage
  • 41. © Black Hills Information Security | @BHInfoSecurity Target Company Directory • Create contacts group from directory • Export all the contacts • Tailor your target list.. • More technical, more access! • Create a LinkedIn doppelganger • Side note.. file transfers don’t have [EXTERNAL] tags like email
  • 42. © Black Hills Information Security | @BHInfoSecurity Search Gdrive/Gmail • Search for files with ‘password’ • Download a zip of them all! • Any VPN documentation? • What 3rd party sites do they use? • Files with ‘confidential’ in the title • Credit card keywords... • AWS access_key/secret_access_key • MailSniper supported!
  • 43. © Black Hills Information Security | @BHInfoSecurity Find Google Groups • Go to groups.google.com • Groups might not be listed • You can still can search! • Look for keywords: • access_key • password • root • ...etc • Devs LOVE groups for cron
  • 44. © Black Hills Information Security | @BHInfoSecurity Eat the whole elephant • https://takeout.google.com • Export all Google data from an account • Includes: • All G-Drive files, full search history, Hangouts message data, all emails, all calendar events, Voice history, etc…
  • 45. © Black Hills Information Security | @BHInfoSecurity Pop Google Admin • Manage All Users • Manage All Domains • Manage All Files • Manage All SSO/Auth • Manage All Devices Game Over!
  • 46. © Black Hills Information Security | @BHInfoSecurity Defending: Triage the Breach
  • 47. © Black Hills Information Security | @BHInfoSecurity Reset Accounts • Log out of all sessions • Change user password • Generate new backup codes • Capture IoC for threat hunting • … anything else?
  • 48. © Black Hills Information Security | @BHInfoSecurity Look for Backdoors • Remove app passwords • Remove 2FA devices • Remove authorized apps • Remove email forwarders • Remove email filters • Remove bad recovery email/phone • Remove bad Android apps • Remove bad account delegations
  • 49. © Black Hills Information Security | @BHInfoSecurity Find Victims & Monitor • Get familiar with Google Admin console • https://github.com/jay0lee/GAM • Search by IP address • Don’t just change passwords • Remove backdoors • Look for rogue email forwards • Generate a timeline • Communicate better!
  • 50. © Black Hills Information Security | @BHInfoSecurity Finishing Up: Questions for You
  • 51. © Black Hills Information Security | @BHInfoSecurity Question to GSuite Users Does your BYOD policy give you the ability to test/audit security for corporate email and files on personal devices? What about corporate phones? Should it? Are employees just trained on phishing/SE ‘red flags’ or are they taught good user-behavior patterns? How strong is your password policy or are you just trusting in Google?
  • 52. © Black Hills Information Security | @BHInfoSecurity Question to Google • GSuite customers need a process that allows us to submit approval requests for pentests engagements. Testing our configurations, users, devices and data is important to us. Help us keep our engagements transparent to you, above board, and without getting suspended for alleged TOS violations. Can you implement an engagement approval process?
  • 53. © Black Hills Information Security | @BHInfoSecurity Questions? • Twitter • Mike - @ustayready • Beau - @dafthack • BHIS - @BHInfoSecurity • Black Hills Information Security • http://www.blackhillsinfosec.com/ • MailSniper • https://github.com/dafthack/MailSniper • CredSniper • https://github.com/ustayready/CredSniper • CredKing • https://github.com/ustayready/CredKing