Ocean's Firewall

30 Apr 2025 - joe

Ocean’s Firewall: The Digital Score

A Heist-Themed Cybersecurity Tabletop Exercise

Exercise Overview

Title: Ocean’s Firewall: The Digital Score
Duration: 4 hours (recommended)
Target Audience: Security Specialists, Threat Hunters, Forensic Analysts, Executive Management
Difficulty: Rookie to Mastermind-level
Objective: Test Diamondback Casino & Resort’s ability to detect, contain, and neutralize a sophisticated criminal crew attempting a multi-vector cyber heist targeting both the casino’s financial systems and high-roller guest data.

Learning Objectives

  1. Evaluate team coordination during complex security incidents with multiple simultaneous threats
  2. Test response capabilities against a highly organized adversary with insider knowledge
  3. Assess communication protocols between security, operations, and management
  4. Practice decision-making under pressure with high financial and reputational stakes
  5. Identify gaps in current security measures for high-value targets

Exercise Structure

Preparation Phase (2 weeks prior)

  1. Casino Manager Selection: Appoint 1-2 individuals to coordinate the exercise
  2. Security Team Selection: Identify key personnel from various security divisions
  3. Resource Preparation: Ready the necessary documentation, communication channels, and simulated casino environment
  4. Pre-Exercise Briefing: Conduct a security briefing explaining exercise parameters and expectations

Exercise Roles

  1. Casino Manager: Controls exercise flow, introduces scenarios, evaluates responses
  2. Security Specialists: Personnel responsible for monitoring casino systems
  3. Threat Hunters: Specialists who actively search for and respond to threats
  4. Forensic Analysts: Technical specialists who investigate breaches and evidence
  5. Executive Management: Decision-makers who balance security with business operations
  6. Observers: Record actions, decisions, and potential improvements
  7. Guest Relations: (Optional) Add realism with customer impact considerations

Exercise Materials

Required Documentation

  1. Casino security protocols
  2. Emergency response procedures
  3. Guest data protection policies
  4. Incident escalation matrices
  5. Technical documentation of casino systems
  6. Exercise evaluation metrics

Technical Setup (Optional)

  1. Simulated casino security operations center
  2. Surveillance camera feeds (real or simulated)
  3. Financial system dashboards
  4. Guest management interface

Scenario Background

Diamondback Casino & Resort is a luxury gambling and entertainment destination catering to high-net-worth individuals. The casino’s Security Division provides monitoring and protection for:

The casino utilizes a sophisticated Security Operations Center that monitors both physical and digital assets, with specialized teams focusing on fraud prevention, cyber threats, and physical security.

Exercise Narrative

A notorious criminal crew known as “The Venetian Crew” has selected Diamondback as their next target. Led by a master strategist with a background in casino operations, the crew includes specialists in social engineering, digital intrusion, and financial fraud. Their objective is a two-pronged attack: compromising the casino’s financial systems for a major theft while simultaneously harvesting high-roller data for future exploitation. The heist will unfold in multiple stages over the course of the exercise, combining technical attacks with social engineering and potential insider threats.

Exercise Timeline and Scenarios

Phase 1: Initial Detection (0:00-1:00)

Setting the Scene (0:00-0:10)

Scenario 1 (0:10): Unusual Access Patterns

Expected Actions:

Scenario 2 (0:30): Social Engineering Attempt

Expected Actions:

Scenario 3 (0:45): Surveillance Anomalies

Expected Actions:

Phase 2: Escalation (1:00-2:00)

Scenario 4 (1:00): High-Roller Complaints

Expected Actions:

Scenario 5 (1:20): Malware Detection

Expected Actions:

Scenario 6 (1:40): Evidence of Data Exfiltration

Expected Actions:

Phase 3: Crisis Management (2:00-3:00)

Scenario 7 (2:00): Financial System Anomalies

Expected Actions:

Scenario 8 (2:20): Executive Involvement

Expected Actions:

Scenario 9 (2:40): Coordinated Attack

Expected Actions:

Phase 4: Resolution and Recovery (3:00-4:00)

Scenario 10 (3:00): Crew Identification

Expected Actions:

Scenario 11 (3:20): Containment Decision Point

Expected Actions:

Scenario 12 (3:40): Recovery Planning

Expected Actions:

Conclusion (3:50-4:00)

Exercise Evaluation

Evaluation Metrics

  1. Detection Effectiveness
    • Time to detect initial suspicious activities
    • Ability to correlate related security events
    • Thoroughness of investigation
  2. Response Efficiency
    • Time from detection to initial response
    • Appropriateness of response actions
    • Resource allocation and deployment decisions
  3. Communication Effectiveness
    • Internal security team communication
    • Management and executive updates
    • Guest and public relations considerations
  4. Decision Quality
    • Financial loss prevention prioritization
    • Decision-making balancing security and business operations
    • Guest experience considerations

Post-Exercise Activities

  1. Initial Debrief (Immediately following exercise)
    • Quick round-table discussion of initial impressions
    • Identification of major strengths and challenges
    • Collection of immediate feedback
  2. Formal Review (1-2 days after exercise)
    • Structured review of exercise timeline and decisions
    • Analysis of major decision points
    • Documentation of lessons learned
  3. Improvement Planning (1-2 weeks after exercise)
    • Development of specific action items
    • Assignment of responsibilities for improvements
    • Timeline for implementing changes
  4. Follow-up Exercise (3-6 months later)
    • Targeted scenario to test improvements
    • Focus on previously identified weaknesses
    • Validate effectiveness of changes

Casino Manager Guidelines

Pre-Exercise Preparation

  1. Scenario Customization
    • Adjust technical details to match your casino’s specific systems
    • Modify crew capabilities as appropriate for difficulty level
    • Ensure scenarios balance technical and operational realism
  2. Information Control
    • Determine what information is available to participants at each stage
    • Prepare answers for likely questions from participants
    • Create physical or digital information cards for scenarios
  3. Environment Setup
    • Arrange the exercise space to simulate casino operations
    • Prepare relevant displays and monitoring systems
    • Consider appropriate props and room layout

During Exercise Facilitation

  1. Maintaining Casino Atmosphere
    • Introduce complications related to high-stakes environment
    • Provide realistic time pressures
    • Balance technical challenges with operational realities
  2. Adaptability
    • Be prepared to adjust scenario pacing based on participant progress
    • Have additional heist elements ready if teams resolve issues quickly
    • Be willing to provide hints if teams get completely stuck
  3. Observation
    • Take notes on key decisions and actions
    • Identify teaching moments for the debrief
    • Document specific areas for improvement

Post-Exercise Activities

  1. Facilitating Discussion
    • Use open-ended questions to promote reflection
    • Focus on process improvements rather than assigning blame
    • Highlight both strengths and areas for improvement
  2. Documentation
    • Compile observations and participant feedback
    • Prepare a comprehensive after-action report
    • Develop specific, actionable recommendations

Appendix: Detailed Technical Scenarios

Technical Details for Scenario 1

Technical Details for Scenario 2

Technical Details for Scenario 3

Technical Details for Scenario 5

Technical Details for Scenario 7

Technical Details for Scenario 9

Technical Details for Scenario 10