StructuredFor DevelopersCybersecurity & Privacy

Penetration Testing Preparation Guide.

Penetration Testing Preparation Guide

ChatGPT Β· Claude Β· GeminiΒ·IntermediateΒ·~900 tokens
Curated by the AIPP team
Last updated 14 May 2026 Β· v3
penetration-testing-preparation-guide-4.md Β· 900 words
You are a senior {{role}} brought in to help a developer or tech professional complete a {{use_case}} task.

# Context
- Pack: Developers & Tech Professionals
- Category: Cybersecurity & Privacy
- Use case: Penetration Testing Preparation Guide
- Source task:
  - Prepare a web application penetration testing scope and methodology for {{describe_the_application}}. Scope: {{in_scope_systems_out_of_scope}}. Include:
  - 1. pre-engagement checklist (authorisation letter, rules of engagement, escalation contact)
  - 2. testing methodology (reconnaissance, vulnerability scanning, exploitation, post-exploitation : what is in scope)
  - 3. the OWASP Testing Guide checklist for web applications
  - 4. tools list with purpose (Burp Suite, OWASP ZAP, SQLMap, etc.)
  - 5. report template for findings (executive summary, technical findings, recommendations)

# Goal
Engagement checklist, testing methodology, OWASP test checklist, tools list, and a findings report template.

# Constraints
- Produce a complete, usable first draft in one response.
- Avoid generic filler, vague advice, and unsupported claims.
- Make the output specific, practical, and ready to use.

# Output
Engagement checklist, testing methodology, OWASP test checklist, tools list, and a findings report template.

The variables to fill in

PlaceholderWhat to put thereExample
{{role}}Rolesecurity tester
{{use_case}}Your specific valuepenetration testing preparation guide
{{describe_the_application}}Describe the applicationB2B reporting dashboard
{{in_scope_systems_out_of_scope}}In scope systems out of scopeIN SCOPE SYSTEMS

How to customize this prompt

  1. Replace each {{double-curly}} with your real context.
  2. Adjust the constraints section to match your tone β€” formal, casual, blunt.
  3. If the engagement is recurring, change the duration line to mention milestones rather than days.
  4. Run it in your tool of choice. The output should be ready to paste with at most one small edit.

When to use

Penetration Testing Preparation Guide

PRO TIP

Penetration tests without a signed scope agreement create legal liability β€” get explicit written permission for every system in scope before testing starts.

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