Practical Facilitation Techniques

The Question Arsenal

Effective facilitation depends on asking the right questions at the right time. This chapter provides a comprehensive toolkit of questions, techniques, and responses for real-time session management.

Universal Discovery Questions

Opening Investigation Questions

These work for any Malmon and expertise level:

  • “What’s the first thing that would seem unusual here?”
  • “Who in your organization would typically notice these problems first?”
  • “What pattern suggests this isn’t a normal technical issue?”
  • “Based on your experience, what would worry you most about this situation?”
  • “What would be your first instinct when hearing these symptoms?”
  • “How would this compare to problems you’ve seen before?”

Evidence Analysis Questions

When players find clues but need to interpret them:

  • “What does this evidence tell us about our adversary?”
  • “How does this connect to what we found earlier?”
  • “What would someone with malicious intent do with this access?”
  • “If you were the attacker, what would your next move be?”
  • “What’s the significance of the timing here?”
  • “What does the sophistication level suggest?”

Pattern Recognition Questions

Help groups connect disparate clues:

  • “What’s the common thread between these different findings?”
  • “How do these pieces fit together into a single story?”
  • “What type of threat typically combines these techniques?”
  • “What does the combination of [A] and [B] usually indicate?”
  • “If this is all connected, what would that mean?”

Investigation Phase Question Bank

Impact Assessment Questions

For understanding scope and damage:

  • “What’s the worst-case scenario if this continues unchecked?”
  • “What would be most valuable to an attacker in this environment?”
  • “How would this affect your organization’s core mission?”
  • “What regulatory or compliance implications are you seeing?”
  • “Who would be most affected if this data is compromised?”
  • “What systems absolutely cannot be taken offline?”

Technical Deep-Dive Questions

When groups need to explore technical aspects:

  • “What tools would help you investigate this further?”
  • “How would you typically approach this type of analysis?”
  • “What indicators would confirm your suspicions?”
  • “What would you need to prove this theory?”
  • “How would you test whether [solution] would work?”
  • “What’s the technical explanation for what we’re seeing?”

Attack Vector Questions

For understanding how threats succeeded:

  • “How might this have gotten past your existing defenses?”
  • “What vulnerabilities enabled this attack?”
  • “Why would this technique be effective in this environment?”
  • “What would have had to happen for this to succeed?”
  • “How could this have been prevented?”
  • “What assumptions did the attacker make about your environment?”

Response Phase Question Bank

Strategy Development Questions

For coordinating team responses:

  • “What’s your biggest constraint in responding to this?”
  • “How would you prioritize your response actions?”
  • “What could go wrong with this approach?”
  • “How do we balance speed with thoroughness?”
  • “What resources would you need to implement this?”
  • “How would you coordinate this in your real organization?”

Risk Assessment Questions

For evaluating response options:

  • “What’s the risk of taking this action versus not taking it?”
  • “What collateral damage might this response cause?”
  • “How do we minimize disruption while containing the threat?”
  • “What happens if this response fails?”
  • “How do we maintain business operations during response?”
  • “What stakeholders need to be informed about this decision?”

Coordination Questions

For managing team dynamics during crisis:

  • “How do your individual actions support the overall strategy?”
  • “Who needs to know what, and when?”
  • “How do we ensure we’re not working against each other?”
  • “What communication is essential versus what creates noise?”
  • “How do we track progress across all response activities?”
  • “What decisions require team consensus versus individual expertise?”

Managing Group Dynamics

Encouraging Quiet Participants

Direct Engagement Techniques

  • Role-specific questions: “As our [role], what’s your perspective on this?”
  • Expertise validation: “Given your background in [area], what would you try?”
  • Opinion seeking: “What’s your gut feeling about this situation?”
  • Experience mining: “Have you seen anything similar in your work?”

Indirect Inclusion Methods

  • Turn to neighbor: “Discuss with the person next to you, then we’ll hear thoughts”
  • Written first: “Jot down your thoughts, then we’ll share”
  • Choice offering: “Here are three options - which appeals to you and why?”
  • Build on others: “What would you add to what [name] just said?”

Confidence Building Approaches

  • Lower stakes questions: “What questions would you want to ask about this?”
  • Common sense focus: “Even without technical expertise, what seems off here?”
  • Future thinking: “What would you want to learn more about after this?”
  • Validation offering: “That’s exactly the kind of thinking we need”

Managing Dominant Participants

Gentle Redirection Techniques

  • Acknowledge then redirect: “That’s valuable insight. Let’s hear other perspectives.”
  • Time boxing: “Thanks for that detail. In the interest of time, let’s hear from others.”
  • Role switching: “Can you help facilitate input from the rest of the team?”
  • Question redirection: “What questions does that raise for others?”

Structural Solutions

  • Rotation systems: “Let’s go around and hear one thought from everyone”
  • Role assignments: Give dominant participants teaching or coordination roles
  • Small groups: Break into pairs or triads for discussion
  • Written contributions: Have everyone write thoughts before verbal sharing

Private Conversation Approaches

During natural breaks:

  • “Your expertise is really valuable. Can you help me draw out others’ insights too?”
  • “I notice you have a lot to contribute. How can we make space for everyone?”
  • “Would you mind holding back a bit so we can encourage others to participate?”

Building Psychological Safety

Creating Safe Learning Environment

  • Normalize uncertainty: “Not knowing is normal in incident response”
  • Validate attempts: *“Good thinking” even when answers aren’t perfect
  • Share your own uncertainty: “I don’t know that either - let’s figure it out together”
  • Reframe mistakes: “That’s exactly the kind of question real incident responders ask”

Encouraging Risk-Taking

  • Model vulnerability: “I’m not sure about this either”
  • Celebrate attempts: “I appreciate you thinking out loud”
  • Use hypotheticals: “What if we tried…” instead of “We should…”
  • Focus on learning: “What can we learn from this approach?”

Handling Technical Knowledge Gaps

When Nobody Knows the Answer

The Progressive Revelation Technique

Step 1: Simplify the Question Original: “How would you detect advanced persistent threats?” Simplified: “How would you notice something that’s trying to hide in your network?”

Step 2: Provide Context Clues “Think about it this way - if someone was living in your house secretly, what might give them away?”

Step 3: Multiple Choice Framework “Would you be more concerned about: A) New files appearing, B) Unusual network traffic, or C) Strange user behavior?”

Step 4: Collaborative Discovery “Let’s think through this together. What would be the signs?”

Step 5: Direct Teaching (Last Resort) “This is a great learning moment. Security professionals typically look for…”

Common Sense Bridge Technique

  • Start with logic: “Using common sense, what would worry you?”
  • Use analogies: “This is like [familiar situation]”
  • Focus on impact: “What would be the business consequences?”
  • Ask about feelings: “What makes you uncomfortable about this situation?”

When Information is Incorrect

Gentle Correction Methods

  • Question back: “Can you walk me through that reasoning?”
  • Seek clarification: “Help me understand how that would work”
  • Offer alternatives: “What about this other possibility?”
  • Group validation: “What do others think about that approach?”

Learning from Errors

  • Explore the thinking: “That’s interesting logic - let’s see where it leads”
  • Compare approaches: “How does that compare to [alternative]?”
  • Real-world check: “How would that work in your actual environment?”
  • Use as teaching moment: “This highlights an important distinction…”

Bridging Expertise Gaps

Expert-to-Beginner Translation

When experts use complex terminology:

  • “Can you explain that in terms [beginner] would understand?”
  • “What’s the business impact of what you just described?”
  • “How would you explain that to your CEO?”
  • “What’s the simple version of that concept?”

Encouraging Peer Teaching

  • “[Expert], can you help the team understand [concept]?”
  • “Who here can break down what [complex thing] means?”
  • “Let’s have [expert] teach us about [topic]”
  • “Can someone translate that technical detail for the group?”

Reading the Room and Adapting

Energy Level Assessment

High Engagement Indicators

  • Active discussion and debate
  • Building on each other’s ideas
  • Asking clarifying questions
  • Leaning forward, eye contact
  • Time seems to pass quickly

Response: Maintain pace, dive deeper into technical details, encourage debate

Medium Engagement Indicators

  • Some participation with prompting
  • Polite attention but limited initiative
  • Following along but not contributing
  • Checking time occasionally

Response: Inject urgency, ask direct questions, change pace or approach

Low Engagement Indicators

  • Minimal response to questions
  • Checking phones or laptops
  • Side conversations
  • Slumped posture, wandering attention
  • Frequent time checking

Response: Emergency engagement protocols, break activity, refocus on stakes

Adaptive Difficulty Management

Increasing Difficulty Mid-Session

When group advances quickly:

  • Add complexity to scenarios
  • Introduce multiple attack vectors
  • Explore advanced techniques
  • Challenge assumptions
  • Add time pressure

Decreasing Difficulty Mid-Session

When group struggles:

  • Simplify terminology
  • Provide more guidance
  • Focus on core concepts
  • Use more analogies
  • Reduce scope

Real-Time Assessment Questions

  • “How are we doing on complexity level?”
  • “Should we dive deeper or move on?”
  • “Is this hitting the right level of challenge?”
  • “What would be most valuable to explore further?”

Cultural and Communication Adaptation

Diverse Group Management

  • Check understanding: “Does this make sense to everyone?”
  • Invite perspectives: “How would this work in your organization/country?”
  • Cultural sensitivity: Be aware of different communication styles
  • Language barriers: Use simple, clear language and check comprehension

Mixed Experience Levels

  • Expert involvement: “Can you help others understand this concept?”
  • Beginner inclusion: “What questions does this raise for you?”
  • Experience sharing: “Who’s dealt with something similar?”
  • Learning partnerships: Pair experts with beginners

Advanced Facilitation Techniques

Building Dramatic Tension

Escalation Techniques

  • Time pressure: “You have 10 minutes before the attack spreads”
  • Stakes raising: “Customer data is being stolen right now”
  • Complication introduction: “Just as you think you have it contained…”
  • Choice consequences: “This decision will determine whether…”

Suspense Building

  • Cliffhanger moments: End phases with unresolved tension
  • Gradual revelation: Release information piece by piece
  • Multiple threats: Suggest additional hidden dangers
  • Personal stakes: Connect to character motivations

Improvisation and Adaptation

When Scenarios Go Sideways

  • Follow player interest: Their direction often leads to better learning
  • Incorporate unexpected elements: Use player contributions to evolve scenario
  • Maintain core objectives: Guide back to key learning goals
  • Document insights: Capture unexpected discoveries for future sessions

Creative Problem-Solving Encouragement

  • Yes, and… Build on creative suggestions
  • What if… Explore unconventional approaches
  • Challenge assumptions: “What if the obvious answer is wrong?”
  • Encourage experimentation: “Let’s try that and see what happens”

Seamless Transition Management

Between Phases

  • Energy maintenance: Keep momentum between rounds
  • Clear objectives: Make new goals explicit
  • Stakes evolution: Escalate tension appropriately
  • Progress acknowledgment: Celebrate discoveries and progress

Between Activities

  • Smooth handoffs: Connect current activity to next
  • Participation shifts: Ensure everyone stays engaged
  • Focus management: Help group shift attention smoothly
  • Time awareness: Keep group informed of schedule

Emergency Facilitation Protocols

When Groups Get Completely Stuck

Circuit Breaker Techniques

  • Change perspective: “Let’s approach this from a different angle”
  • Lower stakes: “What if resources were unlimited?”
  • Role switch: “What would [different role] do here?”
  • Break it down: “What’s the simplest first step?”

Reset Strategies

  • Step back: “Let’s recap what we know for certain”
  • Refocus: “What’s the most important thing to figure out right now?”
  • Simplify: “If you had to pick just one action, what would it be?”
  • Time jump: “Fast forward - what does success look like?”

When Conflict Arises

Technical Disagreements

  • Acknowledge both sides: “Both approaches have merit”
  • Focus on context: “In our specific situation, which would work better?”
  • Use constraints: “Given our time/resource limits, what’s most practical?”
  • Learn from disagreement: “This is exactly what real teams debate”

Personality Conflicts

  • Redirect to task: “Let’s focus on solving the incident”
  • Acknowledge emotions: “I can see this is important to both of you”
  • Use roles: “From your role perspective, what would you recommend?”
  • Private intervention: Brief sidebar conversations if needed

When Technology Fails

Backup Facilitation Methods

  • Paper alternatives: Have analog versions of all digital tools
  • Verbal tracking: Use group memory for status tracking
  • Whiteboard substitution: Visual tools for complex scenarios
  • Continue regardless: Don’t let technology stop learning

Success Indicators and Troubleshooting

Session Success Metrics

Engagement Indicators

Learning Indicators

Common Problems and Solutions

Problem: Group Won’t Engage

Solutions:

  • Lower stakes questions
  • Direct individual attention
  • Change physical arrangement
  • Inject urgency or humor
  • Break into smaller groups

Problem: Too Much Technical Detail

Solutions:

  • Redirect to big picture
  • Ask about business impact
  • Use time pressure to prioritize
  • Focus on decisions rather than details
  • Acknowledge expertise but maintain pace

Problem: Not Enough Technical Depth

Solutions:

  • Ask follow-up questions
  • Encourage expert elaboration
  • Dive into specific techniques
  • Explore alternative approaches
  • Connect to real-world tools and methods

Problem: Time Management Issues

Solutions:

  • Flexible scenario adaptation
  • Priority-based decision making
  • Efficient transition techniques
  • Strategic time allocation
  • Emergency pacing protocols

Scenario Card Preparation Method

The 5-Minute Scenario Card Prep

Most experienced IMs can prepare for any session using scenario cards in just 5 minutes:

Minute 1: Card Selection (60 seconds)

  • Choose based on group expertise and industry context
  • Quick scan: Hook, Pressure, NPCs, Secrets, Villain Plan

Minute 2: NPC Motivation Review (60 seconds)

  • Identify primary stakeholder (IT Director, Hospital CIO, etc.)
  • Understand their immediate concerns and constraints
  • Note competing priorities and pressure sources

Minute 3: Hook Internalization (60 seconds)

  • Understand WHY this attack is happening NOW
  • Connect to realistic business pressures and deadlines
  • Prepare opening hook: “Organization X is 72 hours from critical deadline Y…”

Minute 4: Pressure Timeline Review (60 seconds)

  • Understand business deadline and consequences
  • Map escalation stages if threat evolves
  • Balance urgency with realistic response time

Minute 5: Question Preparation (60 seconds)

  • Prepare context-driven discovery questions
  • Focus on stakeholder perspectives: “What would worry you most?”
  • Trust scenario card details, facilitate discovery over lecturing

Why Scenario Cards Work

Rich Context Pre-Built: - Organizational situations participants recognize professionally
- Authentic business constraints and stakeholder pressures - Realistic technical vulnerabilities and attack progression

95% Content Reuse: - Core technical content identical across scenarios - Only organizational details change (company names, deadlines, NPCs) - Allows focus on facilitation rather than content generation

Professional Authenticity: - Industry-specific pressure situations - Realistic stakeholder dynamics and competing priorities - Natural investigation starting points and discovery paths

Emergency Shortcuts

2-Minute Panic Prep: - Grab most familiar scenario card - Read hook and primary stakeholder motivation
- Trust the card, ask context questions, let them discover

1-Minute Crisis Prep: - Pick any scenario card - Read the hook aloud as written - Ask: “What would worry you most in this situation?”

Key Principle: Scenario cards contain everything needed. Your job is facilitation, not expertise demonstration.


The key to practical facilitation is building a toolkit of responses that become automatic, allowing you to focus on reading the group and adapting to their needs in real-time.