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CISA · Question #108

Which of the following should be done FIRST when planning to conduct internal and external penetration testing for a client?

The correct answer is D. Establish the rules of engagement. The very first step in planning penetration testing is to establish comprehensive rules of engagement to clearly define scope, permissions, liabilities, and communication protocols.

Submitted by fatema_kw· Apr 18, 2026Information System Auditing Process

Question

Which of the following should be done FIRST when planning to conduct internal and external penetration testing for a client?

Options

  • AEstablish the timing of testing.
  • BIdentify milestones.
  • CDetermine the test reporting.
  • DEstablish the rules of engagement.

How the community answered

(26 responses)
  • A
    8% (2)
  • C
    4% (1)
  • D
    88% (23)

Why each option

The very first step in planning penetration testing is to establish comprehensive rules of engagement to clearly define scope, permissions, liabilities, and communication protocols.

AEstablish the timing of testing.

Establishing the timing of testing is important, but it cannot be definitively set until the scope and methodology are defined within the rules of engagement.

BIdentify milestones.

Identifying milestones is part of project planning, which follows after the foundational parameters and scope are established by the rules of engagement.

CDetermine the test reporting.

Determining the test reporting structure is a crucial aspect of communication, but it is a subsequent step after the parameters and objectives of the test are outlined in the rules of engagement.

DEstablish the rules of engagement.Correct

Establishing the rules of engagement (RoE) is critical as the first step because it legally and operationally defines the scope of the test, authorized targets, permitted attack techniques, communication channels, emergency contacts, legal disclaimers, and data handling procedures. Without clear RoE, unauthorized activities, legal liabilities, or unintended system disruptions could occur.

Concept tested: Penetration testing scope and ethics

Source: https://learn.microsoft.com/en-us/azure/security/fundamentals/pen-testing-rules

Topics

#Penetration Testing Planning#Rules of Engagement#Security Assessment#Audit Planning

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