Penetration Testing Preparation Checklist

A comprehensive checklist to prepare your organization for a penetration testing engagement, ensuring maximum value from the assessment.

Before the Engagement

Scope Definition

  • ☐ Define in-scope IP addresses, domains, and applications
  • ☐ Identify out-of-scope systems and restrictions
  • ☐ Determine testing type (black box, gray box, white box)
  • ☐ Specify testing hours and blackout periods
  • ☐ Document any production system limitations

Authorization & Legal

  • ☐ Obtain written authorization from system owners
  • ☐ Sign engagement letters and NDAs
  • ☐ Document Rules of Engagement (ROE)
  • ☐ Verify third-party hosting permissions if applicable
  • ☐ Confirm incident response contacts

Technical Preparation

  • ☐ Provide network diagrams and architecture documentation
  • ☐ Create test accounts if needed (for authenticated testing)
  • ☐ Whitelist tester IP addresses in security tools
  • ☐ Document current security controls in place
  • ☐ Prepare VPN access if required

During the Engagement

  • ☐ Maintain open communication with testing team
  • ☐ Monitor for any service disruptions
  • ☐ Document any critical findings reported immediately
  • ☐ Be available for questions and clarifications

After the Engagement

  • ☐ Schedule report delivery meeting
  • ☐ Review findings with technical teams
  • ☐ Create remediation plan with timelines
  • ☐ Remove tester access and whitelist entries
  • ☐ Schedule retest for critical findings

Pro Tips

  • Start preparation at least 2 weeks before the engagement
  • Involve development and operations teams early
  • Document any known issues to avoid wasting testing time
  • Ensure stakeholders understand the testing timeline