Angerona/documentation-payload/Cazalla/opsec.md

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OPSEC Guide for Cazalla

This guide covers operational security considerations when using Cazalla agent, including detection risks, best practices, and the built-in OPSEC checking system.

📋 Table of Contents

• Overview
• OPSEC Checking System
• Command Risk Assessment
• Detection Avoidance
• Best Practices
• OPSEC by Command

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Overview

Operational Security (OPSEC) is critical when conducting red team operations. Cazalla includes built-in OPSEC checking to help operators make informed decisions and avoid accidental security violations.

Key Principles

1. Minimize Detection: Avoid commands and behaviors that trigger security alerts
2. Use Built-in Commands: Prefer Cazalla's native commands over shell when possible
3. Monitor Artifacts: Review artifacts created by commands
4. Review OPSEC Warnings: Always read and understand OPSEC popup messages
5. Operational Timing: Adjust sleep intervals and jitter based on operational needs

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OPSEC Checking System

Cazalla implements a two-stage OPSEC checking system:

OPSEC Pre-Check (opsec_pre)

Runs before task creation and can block execution:

• Blocking: Can set OpsecPreBlocked=True to prevent task execution
• Warning: Can provide detailed warnings without blocking
• Bypass Roles: Defines who can approve blocked tasks:
  • operator: Any operator can bypass
  • other_operator: Requires approval from a different operator
  • lead: Only operation lead can approve

OPSEC Post-Check (opsec_post)

Runs after task creation but before agent execution:

• Artifact Review: Warns about artifacts that will be created
• Final Warning: Last chance to cancel before agent picks up task
• Context-Aware: Reviews artifacts generated by create_tasking

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Command Risk Assessment

🔴 CRITICAL OPSEC RISK

These commands are extremely detectable and should be used with extreme caution:

Command	Risk Level	Detection Likelihood	Alternatives
keylog_start	CRITICAL	Minutes to hours	Credential theft, browser credential extraction, clipboard monitoring
steal_token (LSASS)	CRITICAL	High-priority alerts	make_token for domain credentials
kill (critical PIDs)	CRITICAL	System instability	Blocked for PIDs 0, 4, 8

🟠 HIGH OPSEC RISK

These commands are highly detectable and require careful consideration:

Command	Risk Level	Detection Likelihood	Alternatives
shell	HIGH	High (cmd.exe spawn)	Use built-in Cazalla commands when possible
steal_token	HIGH	High (EDR/XDR monitoring)	make_token when credentials available
rm (system files)	HIGH	Blocked for safety	Never delete system files
screenshot	HIGH	Screen capture detection	Use sparingly, consider timing

🟡 MEDIUM OPSEC RISK

These commands have moderate detection risk:

Command	Risk Level	Detection Likelihood	Notes
download	MEDIUM	File access logging	Large files may trigger DLP
upload	MEDIUM	File write detection	Suspicious extensions monitored
socks	MEDIUM	Network traffic analysis	High bandwidth usage
rpfwd	MEDIUM	Network connection monitoring	Persistent connections
make_token	MEDIUM	Authentication logging	Less detectable than steal_token

🟢 LOW OPSEC RISK

These commands have low detection risk:

Command	Risk Level	Detection Likelihood	Notes
ls, cd, pwd	LOW	Minimal	Read-only operations
cat	LOW	File read logging	May detect credential extraction
ps	LOW	Process enumeration	May be logged but low priority
whoami	LOW	Minimal	No system modifications
list_tokens	LOW	Token enumeration	Lower risk than token theft

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Detection Avoidance

EDR/XDR Detection

Endpoint Detection and Response (EDR) and Extended Detection and Response (XDR) solutions monitor:

• Process Creation: shell command spawns cmd.exe (highly monitored)
• Token Manipulation: steal_token and make_token generate authentication events
• Memory Access: Accessing LSASS memory triggers high-priority alerts
• API Hooking: Keyloggers and screen capture use monitored APIs
• File Operations: File writes to sensitive locations trigger alerts

Mitigation Strategies:

• Use built-in Cazalla commands instead of shell when possible
• Prefer make_token over steal_token when credentials are available
• Avoid accessing LSASS or other critical system processes
• Use keylogging only when absolutely necessary
• Limit file operations to user directories when possible

Network Monitoring

Network Intrusion Detection Systems (NIDS) and firewalls monitor:

• SOCKS Proxies: Continuous network traffic patterns
• Reverse Port Forwarding: Persistent connections and port listeners
• Large File Transfers: High bandwidth usage
• Suspicious Ports: Non-standard ports may be flagged

Mitigation Strategies:

• Use non-standard ports for SOCKS and RPFWD
• Limit bandwidth usage during file transfers
• Use appropriate sleep intervals to reduce network activity
• Consider operational timing (e.g., during business hours)

Behavioral Analysis

Behavioral analysis engines monitor:

• Timing Patterns: Predictable beacon intervals
• Command Sequences: Common attack patterns
• Anomalous Activity: Unusual system behavior

Mitigation Strategies:

• Use jitter (10-30%) to randomize sleep intervals
• Vary command execution patterns
• Avoid executing commands in rapid succession
• Use appropriate sleep intervals (30-60 seconds for stealth)

Data Loss Prevention (DLP)

DLP systems monitor:

• File Access: Reading sensitive files (SAM, configs, etc.)
• File Transfers: Large downloads/uploads
• Screen Capture: Screenshot detection
• Credential Extraction: Detecting credential theft patterns

Mitigation Strategies:

• Limit access to sensitive files
• Use chunked transfers for large files
• Use screenshots sparingly
• Consider operational timing for sensitive operations

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Best Practices

1. Use Built-in Commands

❌ Avoid:

shell whoami
shell tasklist
shell dir

✅ Prefer:

whoami
ps
ls

Built-in Cazalla commands:

• Don't spawn cmd.exe (highly monitored)
• Have better OPSEC characteristics
• Provide structured output
• Integrate with Mythic UI features

2. Adjust Sleep Intervals

Initial Deployment:

• Use 30-60 seconds with 10-30% jitter
• Provides good balance between responsiveness and stealth

Interactive Operations:

• Reduce to 5-10 seconds with 10-20% jitter
• Only when needed for responsive interaction

Stealth Mode:

• Increase to 60-120 seconds with 20-40% jitter
• Minimizes network activity and detection risk

3. Review OPSEC Warnings

Always:

• Read OPSEC popup messages carefully
• Understand the risks before approving
• Consider alternatives when suggested
• Consult with team lead for critical operations

Never:

• Ignore OPSEC warnings
• Bypass warnings without understanding risks
• Execute critical commands without approval

4. Monitor Artifacts

Regularly:

• Review artifacts created by commands
• Check the Artifacts page in Mythic UI
• Identify patterns that might trigger alerts
• Clean up artifacts when possible

5. Limit High-Risk Operations

Critical Operations:

• keylog_start: Use only when absolutely necessary
• steal_token (LSASS): Prefer make_token when possible
• shell: Use only when no alternative exists
• screenshot: Use sparingly and consider timing

Timing Considerations:

• Execute high-risk operations during low-activity periods
• Avoid simultaneous high-risk operations
• Space out operations to reduce detection correlation

6. Use Token Operations Wisely

Best Practices:

• Prefer make_token over steal_token when credentials are available
• Use rev2self after completing privileged operations
• Limit token impersonation duration
• Verify token context with whoami before operations

7. File Operations

Best Practices:

• Use user directories for staging files
• Avoid writing to System32, Windows, Program Files
• Use relative paths when possible
• Clean up temporary files after operations

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OPSEC by Command

File System Commands

ls, cd, pwd

• Risk: LOW
• Detection: Minimal, read-only operations
• Best Practice: Use freely for navigation

cat

• Risk: LOW (operation), MEDIUM (credential detection)
• Detection: File read logging, credential extraction detection
• Best Practice: Use for reading files, be aware of credential detection

download

• Risk: MEDIUM
• Detection: File access logging, DLP for large files
• Best Practice: Use chunked transfers, limit file sizes, avoid sensitive files

upload

• Risk: MEDIUM
• Detection: File write detection, suspicious extensions monitored
• Best Practice: Avoid sensitive locations, use non-suspicious extensions when possible

cp, mkdir, rm

• Risk: LOW (user directories), HIGH (system files)
• Detection: File write/delete logging, blocked for system files
• Best Practice: Use in user directories, never delete system files

Process Management Commands

ps

• Risk: LOW
• Detection: Process enumeration may be logged
• Best Practice: Use freely for reconnaissance

kill

• Risk: HIGH (critical PIDs), MEDIUM (user processes)
• Detection: Process termination logging, blocked for critical PIDs
• Best Practice: Never kill critical system processes

Token Operations

list_tokens

• Risk: LOW
• Detection: Token enumeration may be logged
• Best Practice: Use for reconnaissance before token theft

steal_token

• Risk: CRITICAL (LSASS), HIGH (other processes)
• Detection: High-priority alerts, especially for LSASS
• Best Practice: Always requires approval, prefer make_token when possible

make_token

• Risk: MEDIUM
• Detection: Authentication event logging
• Best Practice: Less detectable than steal_token, use when credentials available

rev2self

• Risk: LOW
• Detection: Minimal
• Best Practice: Use after completing privileged operations

Network Tunneling

socks

• Risk: MEDIUM
• Detection: Continuous network traffic, flow analysis
• Best Practice: Use non-standard ports, limit bandwidth, be aware of high traffic

rpfwd

• Risk: MEDIUM
• Detection: Persistent connections, port listeners
• Best Practice: Avoid privileged ports, consider operational timing

System Operations

shell

• Risk: HIGH
• Detection: cmd.exe spawn is highly monitored
• Best Practice: Use only when no alternative exists, always requires approval

browser_info

• Risk: LOW
• Detection: Registry reads may be logged if auditing enabled
• Best Practice: Read-only operation, safe for information gathering

browser_dump

• Risk: HIGH
• Detection: Browser credential access is heavily monitored by EDR/XDR
• Best Practice: Use only when necessary, always requires approval, consider timing

screenshot

• Risk: HIGH
• Detection: Screen capture detection, behavioral analysis
• Best Practice: Use sparingly, consider timing, large screenshots may trigger alerts

keylog_start

• Risk: CRITICAL
• Detection: Extremely detectable, likely within minutes or hours
• Best Practice: Use only when absolutely necessary, always requires lead approval

Control Commands

sleep

• Risk: LOW
• Detection: Timing analysis for predictable patterns
• Best Practice: Use jitter (10-30%) to randomize intervals

exit

• Risk: LOW
• Detection: Minimal
• Best Practice: Use when agent removal is required

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OPSEC Warning Examples

Blocking Message (shell whoami)

🚨 OPSEC BLOCKED - Command Has Safer Alternative

This command contains operations that have safer built-in alternatives in Cazalla:

  🚨 whoami: Use Cazalla's 'whoami' command instead (no cmd.exe spawn)

⚠️ cmd.exe spawn: This command would spawn cmd.exe (highly detectable)

💡 SAFER ALTERNATIVES:
  → Use: 'whoami' (Cazalla built-in, no cmd.exe)

⚠️ TO PROCEED: You need approval from another operator.

Blocking Message (steal_token)

🚨 HIGH OPSEC RISK - Token Theft Operation

Token theft operations are EXTREMELY monitored by:
  • EDR/XDR solutions (high-priority alerts)
  • Security Information and Event Management (SIEM)
  • Behavioral analysis engines
  • Process monitoring tools

⚠️ WARNING: Stealing tokens from critical processes (LSASS, System) will trigger
   immediate high-priority security alerts.

💡 ALTERNATIVES:
  → Use 'make_token' if you have domain credentials (less detectable)
  → Use 'list_tokens' first to identify high-value tokens
  → Consider alternative privilege escalation methods

⚠️ TO PROCEED: You need approval from another operator.

Blocking Message (keylog_start)

🚨 CRITICAL OPSEC RISK - Keylogger Operation

Keyloggers are EXTREMELY detectable by:
  • EDR/XDR solutions
  • Anti-malware engines
  • Behavioral analysis
  • API hooking detection

⚠️ WARNING: Detection is likely within MINUTES or HOURS.

💡 ALTERNATIVES:
  → Credential theft (LSASS dumping, token theft)
  → Browser credential extraction
  → Clipboard monitoring
  → Network credential interception

⚠️ TO PROCEED: You need approval from a lead operator.

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Related Documentation

• Commands Reference - Detailed command documentation with OPSEC notes
• Features Overview - OPSEC checking system details
• Getting Started - Security best practices
• Usage Examples - OPSEC-aware examples

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Remember: OPSEC is a shared responsibility. Always review warnings, understand risks, and consult with your team before executing high-risk operations.

Last Updated: 2024