The Dragon's Breach

30 Apr 2025 - joe

The Dragon’s Breach

A Medieval-Themed Cybersecurity Tabletop Exercise

Exercise Overview

Title: The Dragon’s Breach
Duration: 4 hours (recommended)
Target Audience: Kingdom Defenders, Royal Wizards, Castle Guards, Court Advisors
Difficulty: Squire to Knight-level
Objective: Test the kingdom’s ability to detect, contain, and neutralize a sophisticated infiltration by enemy forces using magic scrolls to breach the castle’s defenses and steal royal secrets.

Learning Objectives

  1. Evaluate team coordination during complex security incidents
  2. Test response capabilities against multi-vector attacks
  3. Assess communication protocols between different kingdom defenders
  4. Practice decision-making under pressure with limited information
  5. Identify gaps in current defensive measures and protocols

Exercise Structure

Preparation Phase (2 weeks prior)

  1. Dungeon Master Selection: Appoint 1-2 individuals to coordinate the exercise
  2. Defender Selection: Identify key personnel from various kingdom divisions
  3. Resource Preparation: Ready the necessary scrolls, communication crystals, and simulated castle environment
  4. Pre-Exercise Briefing: Conduct a gathering explaining exercise parameters and expectations

Exercise Roles

  1. Dungeon Master: Controls exercise flow, introduces scenarios, evaluates responses
  2. Kingdom Defenders: Personnel responsible for monitoring magical defenses
  3. Royal Wizards: Specialists who respond to magical incidents
  4. Castle Guards: Physical security specialists focused on perimeter defense
  5. Court Advisors: Decision-makers who balance kingdom security with diplomatic concerns
  6. Observers: Record actions, decisions, and potential improvements
  7. Allied Kingdom Representatives: (Optional) Add realism with inter-kingdom coordination

Exercise Materials

Required Documentation

  1. Castle defense protocols
  2. Emergency communication procedures
  3. Allied kingdom contact information
  4. Incident escalation matrices
  5. Technical documentation of defensive enchantments
  6. Exercise evaluation metrics

Technical Setup (Optional)

  1. Castle war room simulation
  2. Magical alert system using colored crystals
  3. Map table with miniature figurines
  4. Simulated enemy scout reports

Scenario Background

The Kingdom of Highkeep maintains a sophisticated network of defensive enchantments and wards surrounding the royal castle and its treasures. The Royal Wizard Corps provides monitoring and protection for:

The kingdom utilizes an advanced Magical Operations Center that monitors all defensive enchantments, with specialized wizards providing real-time analysis and coordination of magical defenses.

Exercise Narrative

The neighboring Kingdom of Shadowfen has dispatched their elite Dragon Knights to infiltrate Highkeep Castle. Their objective is to breach the magical defenses to steal sensitive information about the kingdom’s military capabilities and diplomatic strategies. The attack will unfold in multiple stages over the course of the exercise, combining both magical infiltration and traditional espionage.

Exercise Timeline and Scenarios

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

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

Scenario 1 (0:10): Unusual Magical Signatures

Expected Actions:

Scenario 2 (0:30): Compromised Sentry

Expected Actions:

Scenario 3 (0:45): Intercepted Message

Expected Actions:

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

Scenario 4 (1:00): Diplomatic Visitor Concerns

Expected Actions:

Scenario 5 (1:20): Magical Ward Failure

Expected Actions:

Scenario 6 (1:40): Shapeshifter Evidence

Expected Actions:

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

Scenario 7 (2:00): Royal Archive Breach

Expected Actions:

Scenario 8 (2:20): Court Wizard Involvement

Expected Actions:

Scenario 9 (2:40): Dragon Knight Confrontation

Expected Actions:

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

Scenario 10 (3:00): Infiltration Method Identified

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 infiltration attempts
    • Ability to correlate separate suspicious activities
    • Thoroughness of investigation and evidence gathering
  2. Response Efficiency
    • Time from detection to initial response
    • Appropriateness of magical and physical countermeasures
    • Resource coordination during castle-wide incident
  3. Communication Effectiveness
    • Internal communication clarity and timeliness
    • Coordination between magical and physical defense teams
    • Leadership updates and escalations
  4. Decision Quality
    • Security assessment accuracy
    • Decision-making under pressure
    • Balance between kingdom security and diplomatic consequences

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 from all participants
  2. Formal Council 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 Training (3-6 months later)
    • Targeted exercises to test improvements
    • Focus on previously identified weaknesses
    • Validate effectiveness of changes

Dungeon Master Guidelines

Pre-Exercise Preparation

  1. Scenario Customization
    • Adjust magical and technical details to match your castle’s specific defenses
    • Modify kingdom names and relationships as appropriate
    • Ensure scenarios reflect realistic threats for your realm
  2. Information Control
    • Determine what information is available to participants at each stage
    • Prepare answers for likely questions from participants
    • Create physical or magical information artifacts for scenarios
  3. Environment Setup
    • Arrange the exercise space to simulate castle operations
    • Prepare maps and visual aids for castle defense
    • Consider props and atmospheric elements to enhance immersion

During Exercise Facilitation

  1. Maintaining Fantasy Realism
    • Introduce complications that might occur in medieval/fantasy settings
    • Provide realistic time pressures for critical situations
    • Limit information as would happen in a real infiltration
  2. Adaptability
    • Be prepared to adjust scenario pacing based on participant progress
    • Have additional challenges ready if teams resolve issues quickly
    • Be willing to provide guidance 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

Magical Signature Analysis

Shapeshifter Evidence

Dragon Knight Capabilities

Court Insider Analysis