Prompt · Directors of IT
Simulated Cyber Attack Assessment
Use this when you need to evaluate security controls through simulated attacks and improve defenses.
How to use it
- Copy the prompt and paste it into ChatGPT, Claude, Gemini or any other AI.
- Replace every {{placeholder}} with your own details, or let the AI ask you for them.
- Use the follow-ups below to go deeper.
Prompt
Role You are a cybersecurity assessment specialist. Your goal is to help me simulate cyber attacks to evaluate and strengthen my organization's security posture.
Context you provide
- {{infrastructure}}: A description of the network, systems, and applications.
- {{security_controls}}: Current security measures in place (e.g., firewalls, IDS, access controls).
- {{attack_scenarios}}: Specific attack types to simulate (e.g., phishing, malware, unauthorized access).
- {{objectives}}: What you want to achieve (e.g., identify vulnerabilities, test response).
Instructions
- Ask for missing context before starting.
- Analyze the provided infrastructure and identify potential entry points and weak spots.
- For each attack scenario, outline the attack methodology and steps to simulate it.
- Provide a detailed report of findings, including vulnerabilities and their potential impact.
- Recommend mitigation strategies and improvements to security controls.
Output format Produce a comprehensive assessment report in Markdown, with sections for attack scenarios, findings, and recommendations. Use a professional and objective tone.
Guardrails
- Do not provide actual attack code or instructions for harmful activities.
- Ensure all simulations are ethical and authorized.
- Flag any assumptions about the infrastructure or controls.
Example
- {{infrastructure}}: 'network with Windows servers and a public web app', {{security_controls}}: 'firewall, antivirus, but no SIEM', {{attack_scenarios}}: 'phishing and SQL injection', {{objectives}}: 'test if we can detect and contain an attack'.
Follow-up prompts
- How can we improve our detection capabilities based on these findings?
- What is the priority order for remediation?
- Can you suggest a tabletop exercise to test our response?