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1

Finding a Company’s BreakPoint
By: Zack Meyers
& Andrew McNicol

2

Modern Day Hacking

3

Agenda
~$ whoami
Overview
Our Methodology
How to Go Beyond a Scan
1. Phishing
2. Web Application Vulnerabilities
3. Multicast Name Resolution Poisoning
4. SMB Relay Attacks
5. Account Compromise
Final Thoughts and Tips
Useful Training and Links

4

~$ whoami
Zack Meyers (@b3armunch)
Andrew McNicol (@primalsec)
Red Team @BreakPoint Labs (@0xcc_labs)
Bloggers/Podcasters @Primal Security (@primalsec)
Past: BSidesCHARM, BSidesDC, RVASec
Certification Junkies (OSCE, OSCP, GWAPT, GPEN etc.)
Python, CTFs, Learning, long walks on the beach (
@AnnapolisSec)

5

Things Have Changed Since the 90s

6

Overview
Goal: Break the mindset of “Scan then Exploit”
Cover 5 ways we commonly break into a network:
1. Phishing
2. Web Application Vulnerabilities
3. Multicast Name Resolution Poisoning
4. SMB Relay Attacks
5. Account Compromise

7

Our Methodology (High Level)
Planning and Scoping
Reconnaissance
Mapping
Automated Testing
Manual Testing
Reporting
Remediation Support

8

How to Go Beyond a Scan
1. Mindset: Fail 1000s of times and Continue Trying
2. Recon + Mapping: Find Systems + Content Others Have Missed
3. Automated Testing: Run the appropriate tool for the job
4. Manual Testing:
Identify, Understand, and Fuzz all Areas of Input
Research all Version Specific Vulnerabilities
Combine Findings, Remove False Positives, and Abuse Features
1. Reporting: Highlight Business Impact

9

1. Phishing
[surprise] Phishing actually works. [/surprise]
Here is the process we generally follow:
1. Planning: Goals, ROE, what happens when the user clicks?
2. Determine Scenario: Ransomware, Targeted, etc.
3. Determine Phishing Domains
4. Find Vulnerabilities: Email Spoofing
5. Execute the Engagement
Full Blog Here: https://breakpoint-labs.com/phishing/

10

1. Phishing: Planning
Work with the customer to understand their needs for the Phishing
campaign (Compliance, Part of a larger engagement, etc.)
We prefer to send email via Python (smtp module)
We generally perform these three types of engagements:
1. Click Analysis: Determine how many users clicked a link
2. Credential Gathering: Prompt for Credentials
3. Execute Code: PowerShell, Office Macros, HTAs, etc.

11

CEOs Reaction to Opening to Phishing Email

12

1. Phishing: Scenario
2 Main Types of Scenarios: Common Malware, and Targeted Attacker
UPS Tracking Ransomware: Cloned Site + Password Prompt:

13

1. Phishing: Phishing Domains
The scenario will determine what domains we leverage
If our goal is to perform a more targeted attack we will attempt use a
similar domain to the target organization and clone login portals:
breakpoint-labs.com vs. breakpoint-lab.com
If our goal is more common threat we will emulate those TTPs:
ups-pkgtracker.com
Its important to submit domains to web content filters/proxies

14

1. Phishing: Finding Vulnerabilities

15

1. Phishing: Finding Vulnerabilities
Outlook client – Email below is sent from a Gmail account:

16

1. Phishing: Execute Code
Click Analysis: We generally use Python to send email + create a unique
link per email to targets
Credential Grabbing: We generally use PHP to prompt for credentials
Execute Code: Usually leverage Empire (Office Macro, HTA method)

17

Is your input being presented on the screen? -> XSS
Is your input calling on stored data? -> SQLi
Does input generate an action to an external service? -> SSRF
Does your input call on a local or remote file? -> File Inclusion
Does your input end up on the file system? -> File Upload
Does your input cause another page to load? -> Redirect Vulns
Can we enumerate technology and versions? -> Lots of Vulns
2. Web Application Vulnerabilities

18

2. Web App Vulns: File Inclusion
File Inclusion vulns can lead to code execution “php include()”
Sometimes they are limited to just file inclusion “php echo()”
LFIs normally require you to get your input on disk then include
the affected resource (log poisoning)
RFIs are normally easier to exploit as you can point them to an
external resource containing your code

19

2. Web App Vulns: Step 1
Unlinked resource “debug.php”- HTTP 200 OK and blank screen

20

2. Web App Vulns: Step 2
Unlinked resource “debug.php”- HTTP 200 OK and blank screen

21

2. Web App Vulns: Step 2
Never underestimate the power of a good lunch!

22

2. Web App Vulns: Step 3
Parameters are fuzzed to enumerate inputs. "page=test" gives back a different
response "Failed opening 'test' for inclusion”

23

2. Web App Vulns: Step 4
Attempt to execute code: 1.php = <?php system(‘id’);?>

24

2. Web App Vulns: Step 5
IN REAL LIFE: The web service was running as SYSTEM!

25

3. Multicast Name Resolution Poisoning
A majority of the time internal networks will have name resolution traffic
enabled with the following protocols:
Link-Local Multicast Name Resolution (LLMNR)
Netbios Name (NBT-NS) services.
Multicast DNS (mDNS)
By listening, intercepting and manipulating name resolution traffic an
attacker can redirect authentication traffic and perform Man in the Middle
(MITM) attacks.

26

Responder!

27

3. Enter Responder.py
Responder is a Python script that aids in:
Multicast Protocol Poisoning (LLMNR, NBT-NS, mDNS)
WPAD Spoofing (Web Proxy Auto Discovery) using a non authorized server as a
proxy server for all HTTP requests to the Internet.
MITM Attacks (Intercepting credential exchanges between hosts leading to
password cracking, pass the hash, SMB relay attacks, etc.)
Rouge Server Services (SMTP, IMAP, POP3, SMB, Kerberos, FTP, HTTP, HTTPS,
DNS, LDAP, SQL, etc.)

28

3. Responder.py - Use Case 1 Rouge Services
Syntax: ~$ responder -I eth0 -f

29

3. Responder.py - Use Case 2 WPAD
Syntax: ~$ responder -I eth0 -bw

30

3. Responder.py - Use Case 3 Analyze
Syntax: ~$ responder -I eth0 -A

31

3. Prevent Multicast Name Communication Attacks
Preventing multicast communication attacks through:
Disable Broadcast Protocols: LLMNR (Link Local Multicast Name Resolution) and
NBNS (NetBios Name Resolution)
Prevent WPAD Poisoning w/ WPAD file entries in DNS
Segment the local networks with VLANS to prevent impact
Ensure that only NTLMv2 is in use rather than LM and NTLM

32

4. SMB Relay Attacks
SMB relay attacks occur once an attacker inserts themselves in
between the NTLM Challenge/Response protocol exchange.
The attacker needs the victim to initiate an HTTP or SMB connection.
This initiation can occur often from either:
LLMNR/NBNS spoofing
Automated processes attempting to authenticate to systems
(ex. patch management, antivirus updates, vulnerability scanners,
custom admin scripts, etc.)

33

So You Started a Scan

34

4. SMB Relay Attack Visual: Automated Process

35

4. SMB Relay Attack: Multicast Poisoning
Attackers IP:
192.168.56.103
Windows Client
(Target):
192.168.56.105
Windows DC:
192.168.56.102

36

4. SMB Relay Attack: Multicast Poisoning Cont.
Attackers IP:
192.168.56.103
Windows Client
(Target):
192.168.56.105
Windows DC:
192.168.56.102

37

4. SMB Relay Attack: Multicast Poisoning Cont.
Attackers IP:
192.168.56.103
Windows Client
(Target):
192.168.56.105
Windows DC:
192.168.56.102

38

4. SMB Relay Attack: Nessus Scanner Scenario

39

4. Prevent SMB Relay Attacks
Preventing SMB relay attacks through:
Require SMB Signing
Disable Broadcast Protocols: LLMNR (Link Local Multicast Name Resolution) and
NBNS (NetBios Name Resolution)
Prevent WPAD Poisoning w/ WPAD file entries in DNS
Prevent SMB Traffic Outbound
Enable EPA (Extended Protection and Authentication)

40

5. Account Compromise

41

5. Account Compromise
Combines several vulnerabilities to demonstrate risk:
- Username enumeration (Low) +
- Lack of Automation Controls (Low) +
- Lack of Password Complexity Reqs (Low) =
- Account Compromise (Critical)

42

5. Acct Comp: Username
Enumeration
Password Reset Feature “Email address not found”
Login Error Message “Invalid Username”’
Contact Us Features “Which Admin do you want to contact?”
Timing for login Attempts: Valid = 0.4 secs Invalid = 15 secs
User Registration “Username already exists”
Various error messages, and HTML source
Google Hacking and OSINT
Sometimes the application tells you

43

5. Acct Comp: Automation Controls
Pull the auth request up in Burp’s Repeater and try it a few times
No sign of automation controls? -> Burp Intruder
- No account lockout
- Non-existent or Weak CAPTCHA
- Main login is strong, but others? (Mobile Interface, API, etc.)

44

5. Acct Comp: Weak Passwords
We as humans are bad at passwords…here are some tricks:
- Password the same as username
- Variations of “password”: “p@ssw0rd”…
- Month+Year, Season+Year: winter2015…
- Company Name + year
- Keyboard Walks – PW Generator: “!QAZ2wsx”
Lots of wordlists out there, consider making a targeted wordlist
Research the targeted user’s interests and build lists around those
interests

45

5. Acct Comp: Default and Shared
Attempt to brute force across all the things
Brute Force Tools: Burp Suite’s Intruder, Hydra, CrackMapExec, MSF SMB
modules, Nmap, etc.
Always try default creds for any given technology
We commonly see shared Linux root creds, and shared Windows local admin
creds across the entire enterprise

46

Final Thoughts and Tips
Use Shodan and Censys.io for external reconnaissance
Make sure you investigate shares (enum4linux)
Unlinked Content enumeration on web applications is key
Passwords written down on sticky notes? Yea usually
Can you reset a PW via the Help Desk?
Put a focus on feature abuse: What does the technology let you do? How can
you abuse that functionality?
Once you get valid credentials try them across all the things

47

Useful Trainings & Links
Free Training: Cybrary
CTFs: Vulnhub, Past CTF Writeups, Pentester Lab
Training: Offensive Security, SANS, SecurityTube
Book: Web Application Hackers Handbook
• Book: Black Hat Python
• Talks: IronGeek (Adrian Crenshaw’s) YouTube Channel
• Talk: How to Shot Web - Jason Haddix
• Talk: How to be an InfoSec Geek - Primal Security
• Talk: File in the hole! - Soroush Dalili
• Talk: Exploiting Deserialization Vulnerabilities in Java
• Talk: Polyglot Payloads in Practice - Marcus Niemietz
• Talk: Running Away From Security - Micah Hoffman
• Talk: Beyond Automated Testing – Us!
• GitHub Resource: Security Lists For Fun & Profit

48

Contact Us
Site: https://www.breakpoint-labs.com
Email: info@breakpoint-labs.com
Twitter: @0xcc_labs

More Related Content

BSidesJXN 2016: Finding a Company's BreakPoint

  • 1. Finding a Company’s BreakPoint By: Zack Meyers & Andrew McNicol
  • 3. Agenda ~$ whoami Overview Our Methodology How to Go Beyond a Scan 1. Phishing 2. Web Application Vulnerabilities 3. Multicast Name Resolution Poisoning 4. SMB Relay Attacks 5. Account Compromise Final Thoughts and Tips Useful Training and Links
  • 4. ~$ whoami Zack Meyers (@b3armunch) Andrew McNicol (@primalsec) Red Team @BreakPoint Labs (@0xcc_labs) Bloggers/Podcasters @Primal Security (@primalsec) Past: BSidesCHARM, BSidesDC, RVASec Certification Junkies (OSCE, OSCP, GWAPT, GPEN etc.) Python, CTFs, Learning, long walks on the beach ( @AnnapolisSec)
  • 5. Things Have Changed Since the 90s
  • 6. Overview Goal: Break the mindset of “Scan then Exploit” Cover 5 ways we commonly break into a network: 1. Phishing 2. Web Application Vulnerabilities 3. Multicast Name Resolution Poisoning 4. SMB Relay Attacks 5. Account Compromise
  • 7. Our Methodology (High Level) Planning and Scoping Reconnaissance Mapping Automated Testing Manual Testing Reporting Remediation Support
  • 8. How to Go Beyond a Scan 1. Mindset: Fail 1000s of times and Continue Trying 2. Recon + Mapping: Find Systems + Content Others Have Missed 3. Automated Testing: Run the appropriate tool for the job 4. Manual Testing: Identify, Understand, and Fuzz all Areas of Input Research all Version Specific Vulnerabilities Combine Findings, Remove False Positives, and Abuse Features 1. Reporting: Highlight Business Impact
  • 9. 1. Phishing [surprise] Phishing actually works. [/surprise] Here is the process we generally follow: 1. Planning: Goals, ROE, what happens when the user clicks? 2. Determine Scenario: Ransomware, Targeted, etc. 3. Determine Phishing Domains 4. Find Vulnerabilities: Email Spoofing 5. Execute the Engagement Full Blog Here: https://breakpoint-labs.com/phishing/
  • 10. 1. Phishing: Planning Work with the customer to understand their needs for the Phishing campaign (Compliance, Part of a larger engagement, etc.) We prefer to send email via Python (smtp module) We generally perform these three types of engagements: 1. Click Analysis: Determine how many users clicked a link 2. Credential Gathering: Prompt for Credentials 3. Execute Code: PowerShell, Office Macros, HTAs, etc.
  • 11. CEOs Reaction to Opening to Phishing Email
  • 12. 1. Phishing: Scenario 2 Main Types of Scenarios: Common Malware, and Targeted Attacker UPS Tracking Ransomware: Cloned Site + Password Prompt:
  • 13. 1. Phishing: Phishing Domains The scenario will determine what domains we leverage If our goal is to perform a more targeted attack we will attempt use a similar domain to the target organization and clone login portals: breakpoint-labs.com vs. breakpoint-lab.com If our goal is more common threat we will emulate those TTPs: ups-pkgtracker.com Its important to submit domains to web content filters/proxies
  • 14. 1. Phishing: Finding Vulnerabilities
  • 15. 1. Phishing: Finding Vulnerabilities Outlook client – Email below is sent from a Gmail account:
  • 16. 1. Phishing: Execute Code Click Analysis: We generally use Python to send email + create a unique link per email to targets Credential Grabbing: We generally use PHP to prompt for credentials Execute Code: Usually leverage Empire (Office Macro, HTA method)
  • 17. Is your input being presented on the screen? -> XSS Is your input calling on stored data? -> SQLi Does input generate an action to an external service? -> SSRF Does your input call on a local or remote file? -> File Inclusion Does your input end up on the file system? -> File Upload Does your input cause another page to load? -> Redirect Vulns Can we enumerate technology and versions? -> Lots of Vulns 2. Web Application Vulnerabilities
  • 18. 2. Web App Vulns: File Inclusion File Inclusion vulns can lead to code execution “php include()” Sometimes they are limited to just file inclusion “php echo()” LFIs normally require you to get your input on disk then include the affected resource (log poisoning) RFIs are normally easier to exploit as you can point them to an external resource containing your code
  • 19. 2. Web App Vulns: Step 1 Unlinked resource “debug.php”- HTTP 200 OK and blank screen
  • 20. 2. Web App Vulns: Step 2 Unlinked resource “debug.php”- HTTP 200 OK and blank screen
  • 21. 2. Web App Vulns: Step 2 Never underestimate the power of a good lunch!
  • 22. 2. Web App Vulns: Step 3 Parameters are fuzzed to enumerate inputs. "page=test" gives back a different response "Failed opening 'test' for inclusion”
  • 23. 2. Web App Vulns: Step 4 Attempt to execute code: 1.php = <?php system(‘id’);?>
  • 24. 2. Web App Vulns: Step 5 IN REAL LIFE: The web service was running as SYSTEM!
  • 25. 3. Multicast Name Resolution Poisoning A majority of the time internal networks will have name resolution traffic enabled with the following protocols: Link-Local Multicast Name Resolution (LLMNR) Netbios Name (NBT-NS) services. Multicast DNS (mDNS) By listening, intercepting and manipulating name resolution traffic an attacker can redirect authentication traffic and perform Man in the Middle (MITM) attacks.
  • 27. 3. Enter Responder.py Responder is a Python script that aids in: Multicast Protocol Poisoning (LLMNR, NBT-NS, mDNS) WPAD Spoofing (Web Proxy Auto Discovery) using a non authorized server as a proxy server for all HTTP requests to the Internet. MITM Attacks (Intercepting credential exchanges between hosts leading to password cracking, pass the hash, SMB relay attacks, etc.) Rouge Server Services (SMTP, IMAP, POP3, SMB, Kerberos, FTP, HTTP, HTTPS, DNS, LDAP, SQL, etc.)
  • 28. 3. Responder.py - Use Case 1 Rouge Services Syntax: ~$ responder -I eth0 -f
  • 29. 3. Responder.py - Use Case 2 WPAD Syntax: ~$ responder -I eth0 -bw
  • 30. 3. Responder.py - Use Case 3 Analyze Syntax: ~$ responder -I eth0 -A
  • 31. 3. Prevent Multicast Name Communication Attacks Preventing multicast communication attacks through: Disable Broadcast Protocols: LLMNR (Link Local Multicast Name Resolution) and NBNS (NetBios Name Resolution) Prevent WPAD Poisoning w/ WPAD file entries in DNS Segment the local networks with VLANS to prevent impact Ensure that only NTLMv2 is in use rather than LM and NTLM
  • 32. 4. SMB Relay Attacks SMB relay attacks occur once an attacker inserts themselves in between the NTLM Challenge/Response protocol exchange. The attacker needs the victim to initiate an HTTP or SMB connection. This initiation can occur often from either: LLMNR/NBNS spoofing Automated processes attempting to authenticate to systems (ex. patch management, antivirus updates, vulnerability scanners, custom admin scripts, etc.)
  • 33. So You Started a Scan
  • 34. 4. SMB Relay Attack Visual: Automated Process
  • 35. 4. SMB Relay Attack: Multicast Poisoning Attackers IP: 192.168.56.103 Windows Client (Target): 192.168.56.105 Windows DC: 192.168.56.102
  • 36. 4. SMB Relay Attack: Multicast Poisoning Cont. Attackers IP: 192.168.56.103 Windows Client (Target): 192.168.56.105 Windows DC: 192.168.56.102
  • 37. 4. SMB Relay Attack: Multicast Poisoning Cont. Attackers IP: 192.168.56.103 Windows Client (Target): 192.168.56.105 Windows DC: 192.168.56.102
  • 38. 4. SMB Relay Attack: Nessus Scanner Scenario
  • 39. 4. Prevent SMB Relay Attacks Preventing SMB relay attacks through: Require SMB Signing Disable Broadcast Protocols: LLMNR (Link Local Multicast Name Resolution) and NBNS (NetBios Name Resolution) Prevent WPAD Poisoning w/ WPAD file entries in DNS Prevent SMB Traffic Outbound Enable EPA (Extended Protection and Authentication)
  • 41. 5. Account Compromise Combines several vulnerabilities to demonstrate risk: - Username enumeration (Low) + - Lack of Automation Controls (Low) + - Lack of Password Complexity Reqs (Low) = - Account Compromise (Critical)
  • 42. 5. Acct Comp: Username Enumeration Password Reset Feature “Email address not found” Login Error Message “Invalid Username”’ Contact Us Features “Which Admin do you want to contact?” Timing for login Attempts: Valid = 0.4 secs Invalid = 15 secs User Registration “Username already exists” Various error messages, and HTML source Google Hacking and OSINT Sometimes the application tells you
  • 43. 5. Acct Comp: Automation Controls Pull the auth request up in Burp’s Repeater and try it a few times No sign of automation controls? -> Burp Intruder - No account lockout - Non-existent or Weak CAPTCHA - Main login is strong, but others? (Mobile Interface, API, etc.)
  • 44. 5. Acct Comp: Weak Passwords We as humans are bad at passwords…here are some tricks: - Password the same as username - Variations of “password”: “p@ssw0rd”… - Month+Year, Season+Year: winter2015… - Company Name + year - Keyboard Walks – PW Generator: “!QAZ2wsx” Lots of wordlists out there, consider making a targeted wordlist Research the targeted user’s interests and build lists around those interests
  • 45. 5. Acct Comp: Default and Shared Attempt to brute force across all the things Brute Force Tools: Burp Suite’s Intruder, Hydra, CrackMapExec, MSF SMB modules, Nmap, etc. Always try default creds for any given technology We commonly see shared Linux root creds, and shared Windows local admin creds across the entire enterprise
  • 46. Final Thoughts and Tips Use Shodan and Censys.io for external reconnaissance Make sure you investigate shares (enum4linux) Unlinked Content enumeration on web applications is key Passwords written down on sticky notes? Yea usually Can you reset a PW via the Help Desk? Put a focus on feature abuse: What does the technology let you do? How can you abuse that functionality? Once you get valid credentials try them across all the things
  • 47. Useful Trainings & Links Free Training: Cybrary CTFs: Vulnhub, Past CTF Writeups, Pentester Lab Training: Offensive Security, SANS, SecurityTube Book: Web Application Hackers Handbook • Book: Black Hat Python • Talks: IronGeek (Adrian Crenshaw’s) YouTube Channel • Talk: How to Shot Web - Jason Haddix • Talk: How to be an InfoSec Geek - Primal Security • Talk: File in the hole! - Soroush Dalili • Talk: Exploiting Deserialization Vulnerabilities in Java • Talk: Polyglot Payloads in Practice - Marcus Niemietz • Talk: Running Away From Security - Micah Hoffman • Talk: Beyond Automated Testing – Us! • GitHub Resource: Security Lists For Fun & Profit
  • 48. Contact Us Site: https://www.breakpoint-labs.com Email: info@breakpoint-labs.com Twitter: @0xcc_labs