performing-ransomware-tabletop-exercise

mukul975/Anthropic-Cybersecurity-Skills · updated May 25, 2026

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$npx skills install mukul975/Anthropic-Cybersecurity-Skills/performing-ransomware-tabletop-exercise
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summary

Plans and facilitates tabletop exercises simulating ransomware incidents to test organizational readiness, decision-making, and communication procedures. Designs realistic scenarios based on current ransomware threat actors (LockBit, ALPHV/BlackCat, Cl0p), injects covering double extortion, backup destruction, and regulatory notification requirements. Evaluates participant responses against NIST CSF and CISA guidelines. Activates for requests involving ransomware tabletop, incident response exercise, or ransomware readiness drill.

skill.md
name
performing-ransomware-tabletop-exercise
description
'Plans and facilitates tabletop exercises simulating ransomware incidents to test organizational readiness, decision-making, and communication procedures. Designs realistic scenarios based on current ransomware threat actors (LockBit, ALPHV/BlackCat, Cl0p), injects covering double extortion, backup destruction, and regulatory notification requirements. Evaluates participant responses against NIST CSF and CISA guidelines. Activates for requests involving ransomware tabletop, incident response exercise, or ransomware readiness drill. '
domain
cybersecurity
subdomain
ransomware-defense
tags
- ransomware - incident-response - tabletop-exercise - defense - preparedness
version
1.0.0
author
mahipal
license
Apache-2.0
nist_csf
- PR.DS-11 - RS.MA-01 - RC.RP-01 - PR.IR-01

Performing Ransomware Tabletop Exercise

When to Use

  • Testing organizational ransomware response procedures annually or after major infrastructure changes
  • Validating decision-making processes for ransom payment, regulatory notification, and public disclosure
  • Training executives, IT, legal, PR, and operations teams on their roles during a ransomware incident
  • Meeting cyber insurance policy requirements for documented incident response testing
  • Identifying gaps in recovery playbooks, communication plans, and backup procedures

Do not use as a substitute for technical controls testing. Tabletop exercises validate procedures and decision-making, not technical detection or prevention capabilities.

Prerequisites

  • Documented incident response plan (IRP) that participants should have read before the exercise
  • Identified exercise participants from: executive leadership, IT/security, legal, communications/PR, HR, operations, and external counsel
  • Facilitator who is independent from the IR team (to provide objective evaluation)
  • Ransomware scenario designed with injects that escalate over multiple rounds
  • Evaluation criteria aligned to NIST CSF Respond/Recover functions
  • Conference room or virtual meeting for 2-4 hours with no interruptions

Workflow

Step 1: Design the Exercise Scenario

Build a realistic scenario based on current threat actor TTPs:

Scenario Structure:

Phase 1: Initial Detection (30 min)
  - SOC receives alert for suspicious process execution on file server
  - EDR detects Cobalt Strike beacon on 3 workstations
  - Inject: External threat intel report links C2 IP to LockBit affiliate

Phase 2: Escalation (30 min)
  - Ransomware executes on 40% of servers during overnight hours
  - Ransom note demands $2M in Bitcoin with 72-hour deadline
  - Inject: Attackers contact media claiming data theft of customer PII

Phase 3: Decision Points (45 min)
  - Backup assessment reveals immutable copies are intact but primary backups encrypted
  - Legal advises on breach notification timeline (72 hours GDPR, varies by US state)
  - Inject: Threat actor publishes sample of stolen data on leak site

Phase 4: Recovery and Communication (45 min)
  - Recovery time estimate: 5-7 days from immutable backups
  - Insurance carrier engages negotiation firm
  - Inject: Major customer threatens contract termination without update within 24 hours

Scenario Variables to Customize:

  • Threat actor group and known TTPs
  • Percentage of infrastructure encrypted
  • Whether backups are intact, partially compromised, or fully destroyed
  • Type of data exfiltrated (PII, PHI, financial, trade secrets)
  • Applicable regulatory frameworks (GDPR, HIPAA, PCI DSS, SEC rules)
  • Ransom amount and payment deadline

Step 2: Prepare Exercise Materials

Create the following documents for participants:

  1. Exercise Overview Briefing - Ground rules, objectives, scope, and participants
  2. Situation Reports (SITREPs) - One per phase, distributed as the exercise progresses
  3. Inject Cards - New information introduced at specific times to force decision-making
  4. Decision Point Worksheets - Structured forms for documenting group decisions
  5. Evaluation Scorecard - Criteria for assessing response quality

Key Decision Points to Include:

  • When to activate the incident response team
  • Whether to shut down systems or contain selectively
  • Whether to engage law enforcement (FBI IC3, CISA)
  • Whether to pay the ransom and under what conditions
  • When and how to notify regulators, customers, and the public
  • How to prioritize system recovery order

Step 3: Facilitate the Exercise

Facilitator Responsibilities:

  • Present each phase scenario and distribute SITREPs
  • Introduce injects at predetermined times to increase pressure
  • Ask probing questions to test decision-making reasoning
  • Ensure all participant groups contribute (prevent IT from dominating)
  • Document all decisions, rationales, and action items
  • Track time management (many teams lose time on early phases)

Probing Questions by Phase:

Phase 1 - Detection:

  • Who makes the call to declare an incident? What criteria trigger it?
  • How do we determine the scope of compromise from initial alerts?
  • Do we have the forensic capability to investigate or do we need external help?

Phase 2 - Escalation:

  • What is our communication plan for employees? Do they know not to turn on affected machines?
  • Have we isolated the network to prevent further encryption?
  • Who authorizes system shutdowns that impact business operations?

Phase 3 - Decision:

  • Under what conditions would we consider paying the ransom?
  • What are the legal obligations for notification at this point?
  • How do we handle the public leak of customer data?

Phase 4 - Recovery:

  • What is the recovery priority order? Is it documented or decided ad hoc?
  • How long until critical business operations resume?
  • What evidence preservation is required for law enforcement and insurance?

Step 4: Evaluate and Score Responses

Score each functional area against defined criteria:

Evaluation AreaScore (1-5)Criteria
Detection & EscalationTimely incident declaration, proper chain of command
ContainmentNetwork isolation, credential reset, scope assessment
Communication - InternalEmployee notification, executive briefing, documented decisions
Communication - ExternalRegulatory notification, customer communication, media response
Recovery PlanningBackup verification, recovery priority, RTO tracking
Legal & ComplianceBreach notification timelines, evidence preservation, law enforcement engagement
Business ContinuityManual operations, customer impact mitigation, revenue loss estimation
Payment DecisionStructured framework, legal review, OFAC sanctions check

Step 5: Document Findings and Remediation Plan

Produce an after-action report (AAR) within 5 business days:

AAR Contents:

  1. Exercise overview and objectives
  2. Scenario summary and injects
  3. Key decisions made and rationale
  4. Strengths observed
  5. Gaps identified with severity rating
  6. Remediation actions with owners and deadlines
  7. Comparison to previous exercise results (if applicable)

Key Concepts

TermDefinition
Tabletop Exercise (TTX)Discussion-based exercise where participants walk through a simulated incident scenario to test plans and procedures
InjectNew information introduced during the exercise to change the scenario and force additional decision-making
SITREPSituation Report providing current status of the simulated incident at each exercise phase
After-Action Report (AAR)Post-exercise document capturing findings, gaps, strengths, and remediation actions
Double ExtortionRansomware tactic where attackers both encrypt data and threaten to publish stolen data unless ransom is paid
OFAC CheckVerification that ransom payment recipient is not on the US Treasury OFAC sanctions list, which would make payment illegal

Tools & Systems

  • CISA Tabletop Exercise Packages (CTEPs): Free scenario packages from CISA designed for critical infrastructure sectors
  • FEMA Homeland Security Exercise and Evaluation Program (HSEEP): Methodology for designing, conducting, and evaluating exercises
  • Immersive Labs: Platform providing interactive cyber crisis simulations with real-time scoring
  • Tabletop Scenarios (from NCSC UK): Exercise in a Box tool providing free guided tabletop exercises
  • Ransomware Readiness Assessment (CISA): Self-assessment tool for evaluating ransomware preparedness

Common Scenarios

Scenario: Healthcare System Double Extortion Exercise

Context: A 5-hospital healthcare system conducts an annual ransomware tabletop. Previous exercise revealed gaps in HIPAA breach notification and clinical system recovery priority. This year's scenario simulates a double extortion attack targeting the EMR system.

Approach:

  1. Design scenario based on Cl0p MOO (Managed Operations Operator) TTPs: exploitation of MOVEit vulnerability for initial access, data exfiltration of 500,000 patient records, followed by encryption of EMR database servers
  2. Participants: CISO, CIO, CMO (Chief Medical Officer), General Counsel, VP Communications, Director of Clinical Operations, Privacy Officer, External IR firm representative
  3. Phase 1 inject: EMR system down, emergency department diverting patients to neighboring hospital
  4. Phase 2 inject: HHS OCR (Office for Civil Rights) contacts organization about reports of patient data on dark web
  5. Phase 3 inject: Attacker provides decryption key sample for $3.5M, 48-hour deadline
  6. Key finding: Organization lacks documented criteria for ransom payment decision and had not pre-identified an OFAC-compliant payment mechanism
  7. Remediation: Establish payment decision framework, pre-engage ransomware negotiation firm, update HIPAA breach notification procedures with specific timelines

Pitfalls:

  • Designing unrealistic scenarios that do not reflect actual ransomware TTPs, reducing exercise credibility
  • Allowing technical teams to dominate the exercise while business and legal participants remain passive
  • Not testing the communication plan (many organizations discover their notification list is outdated during the actual incident)
  • Failing to follow up on remediation actions identified in the AAR, negating the exercise value

Output Format

## Ransomware Tabletop Exercise - After Action Report

**Exercise Date**: [Date]
**Facilitator**: [Name]
**Scenario**: [Brief description]
**Duration**: [Hours]
**Participants**: [Count by department]

### Exercise Objectives
1. [Objective] - Met / Partially Met / Not Met
2. [Objective] - Met / Partially Met / Not Met

### Key Decisions Log
| Time | Decision Point | Decision Made | Rationale | Assessment |
|------|---------------|--------------|-----------|------------|

### Strengths Observed
1. [Strength]

### Gaps Identified
| Gap | Severity | Affected Area | Current State | Desired State |
|-----|----------|--------------|---------------|---------------|

### Remediation Actions
| Action | Owner | Deadline | Priority | Status |
|--------|-------|----------|----------|--------|

### Comparison to Previous Exercise
| Area | Previous Score | Current Score | Trend |
|------|---------------|--------------|-------|
how to use performing-ransomware-tabletop-exercise

How to use performing-ransomware-tabletop-exercise on Cursor

AI-first code editor with Composer

1

Prerequisites

Before installing skills in Cursor, ensure your development environment meets these requirements:

  • Cursor installed and configured on your development machine
  • Node.js version 16.0+ with npm package manager (verify with node --version)
  • Active project directory or workspace where you want to add performing-ransomware-tabletop-exercise
2

Execute installation command

Execute the skills CLI command in your project's root directory to begin installation:

$npx skills install mukul975/Anthropic-Cybersecurity-Skills/performing-ransomware-tabletop-exercise

The skills CLI fetches performing-ransomware-tabletop-exercise from GitHub repository mukul975/Anthropic-Cybersecurity-Skills and configures it for Cursor.

3

Select Cursor when prompted

The CLI will show a list of available agents. Use arrow keys to navigate and space to select Cursor:

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4

Verify installation

Confirm successful installation by checking the skill directory location:

.cursor/skills/performing-ransomware-tabletop-exercise

Reload or restart Cursor to activate performing-ransomware-tabletop-exercise. Access the skill through slash commands (e.g., /performing-ransomware-tabletop-exercise) or your agent's skill management interface.

Security & Verification Notice

We perform automated surface-level scans (Gen AI Scanner, Socket, Snyk) during installation. These checks detect common vulnerabilities but do not guarantee complete security. Always review skill source code and verify the publisher's reputation before production use.

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Use Cases

Task Automation & Efficiency

Automate repetitive workflows and reduce manual effort

Example

Generate reports, summarize documents, draft communications

Save 3-5 hours per week on routine tasks

Knowledge Enhancement

Learn new skills, understand complex topics, get expert guidance

Example

Explain concepts, provide examples, suggest learning resources

Accelerate learning and skill development by 2x

Quality Improvement

Enhance output quality through reviews, suggestions, and refinements

Example

Review drafts, suggest improvements, catch errors

Improve work quality by 30-40% with less effort

Implementation Guide

Prerequisites

  • Claude Desktop or compatible AI client with skill support
  • Clear understanding of task or problem to solve
  • Willingness to iterate and refine outputs

Time Estimate

15-45 minutes depending on use case complexity

Installation Steps

  1. 1.Install skill using provided installation command
  2. 2.Test with simple use case relevant to your work
  3. 3.Evaluate output quality and relevance
  4. 4.Iterate on prompts to improve results
  5. 5.Integrate into regular workflow if valuable

Common Pitfalls

  • Expecting perfect results without iteration
  • Not providing enough context in prompts
  • Using skill for tasks outside its intended scope
  • Accepting outputs without review and validation

Best Practices

✓ Do

  • +Start with clear, specific prompts
  • +Provide relevant context and constraints
  • +Review and refine all outputs before using
  • +Iterate to improve output quality
  • +Document successful prompt patterns

✗ Don't

  • Don't use without understanding skill limitations
  • Don't skip validation of outputs
  • Don't share sensitive information in prompts
  • Don't expect skill to replace human judgment

💡 Pro Tips

  • Be specific about desired format and style
  • Ask for multiple options to choose from
  • Request explanations to understand reasoning
  • Combine AI efficiency with human expertise

When to Use This

✓ Use When

Use when skill capabilities match your task, clear ROI on time saved, and you can validate outputs. Best for repetitive tasks, learning, and quality improvement.

✗ Avoid When

Avoid when task requires deep expertise you can't validate, involves sensitive decisions, or when learning process is more valuable than speed of completion.

Learning Path

  1. 1Familiarize yourself with skill capabilities and limitations
  2. 2Start with low-risk, non-critical tasks
  3. 3Progress to more complex and valuable use cases
  4. 4Build expertise through regular use and experimentation

Discussion

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general reviews

Ratings

4.667 reviews
  • Luis Huang· Dec 28, 2024

    Registry listing for performing-ransomware-tabletop-exercise matched our evaluation — installs cleanly and behaves as described in the markdown.

  • Alexander Abebe· Dec 28, 2024

    Solid pick for teams standardizing on skills: performing-ransomware-tabletop-exercise is focused, and the summary matches what you get after install.

  • Soo Chawla· Dec 12, 2024

    performing-ransomware-tabletop-exercise has been reliable in day-to-day use. Documentation quality is above average for community skills.

  • Hana Mehta· Dec 12, 2024

    performing-ransomware-tabletop-exercise reduced setup friction for our internal harness; good balance of opinion and flexibility.

  • Ren Mensah· Dec 12, 2024

    We added performing-ransomware-tabletop-exercise from the explainx registry; install was straightforward and the SKILL.md answered most questions upfront.

  • Charlotte Sanchez· Dec 12, 2024

    performing-ransomware-tabletop-exercise fits our agent workflows well — practical, well scoped, and easy to wire into existing repos.

  • Luis Jackson· Dec 4, 2024

    Solid pick for teams standardizing on skills: performing-ransomware-tabletop-exercise is focused, and the summary matches what you get after install.

  • Ira Liu· Nov 23, 2024

    We added performing-ransomware-tabletop-exercise from the explainx registry; install was straightforward and the SKILL.md answered most questions upfront.

  • Zara Abbas· Nov 3, 2024

    performing-ransomware-tabletop-exercise fits our agent workflows well — practical, well scoped, and easy to wire into existing repos.

  • Zara Singh· Nov 3, 2024

    Solid pick for teams standardizing on skills: performing-ransomware-tabletop-exercise is focused, and the summary matches what you get after install.

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