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.