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performing-ransomware-tabletop-exercise

Helps your agent simulate a ransomware attack to train the team. It creates realistic scenarios and evaluates how the team would react. It's useful for preparing the company to handle this type of threat.

What it does

This agent simulates a ransomware attack to test how your team would react. It helps identify weaknesses in your incident response plans.

When to use it

  • ✓To test your ransomware response plan annually.
  • ✓To train your team on how to act during a real attack.
  • ✓To check if you meet your cyber insurance's security testing requirements.

Example of what to ask your AI

“Simulate a ransomware attack where data is stolen and leaked online, and backups were partially destroyed.”

Want more? Open the sections below.

How to use

The easiest way: copy the message below and paste it into Claude, ChatGPT, Cursor or any AI. It reads the skill and follows the instructions.

Skill link

https://github.com/mukul975/Anthropic-Cybersecurity-Skills/blob/main/skills/performing-ransomware-tabletop-exercise/SKILL.md

Ready-to-paste message

Use this skill to help me: https://github.com/mukul975/Anthropic-Cybersecurity-Skills/blob/main/skills/performing-ransomware-tabletop-exercise/SKILL.md Read the SKILL.md file at that link and follow its instructions for my task.
How it works

The agent creates a realistic attack scenario, releasing information in stages (like a game). It observes how your team makes decisions and evaluates responses based on security guidelines.

Installation

Easiest way: copy the skill link and paste it into Claude, ChatGPT or Cursor asking it to follow the instructions.

In the terminal (Claude Code, Codex, Cursor), in your project folder:

npx skills add mukul975/Anthropic-Cybersecurity-Skills --skill performing-ransomware-tabletop-exercise

Or download just the file:

curl -L https://raw.githubusercontent.com/mukul975/Anthropic-Cybersecurity-Skills/main/skills/performing-ransomware-tabletop-exercise/SKILL.md -o SKILL.md
Technical content (original SKILL.md)

Original text by the author, straight from GitHub.

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?

…

FAQ

What is a 'tabletop exercise'?

It's a training where the team discusses and simulates how they would react to an incident, without performing actual technical actions.

Do I need to have an incident response plan ready?

Yes, it's important that your team already has a documented plan for the exercise to be more effective.

Does this test check if my security systems work?

No, this test focuses on how people react and make decisions, not on testing the defense technology itself.

Details

Original description by the author

Plans and facilitates tabletop exercises simulating ransomware incidents, using realistic scenarios based on threat actors like LockBit and ALPHV/BlackCat with injects covering double extortion and backup destruction, then evaluates responses against NIST CSF and CISA guidelines. Use when planning or running a ransomware tabletop exercise or incident response readiness drill. '

repo: mukul975/Anthropic-Cybersecurity-Skills

Popularity

GitHub stars
35k
Ranking position
#6132
License
Apache-2.0
Updated
8/31/2026

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