How should organisations prepare internally before commissioning a penetration test?

Understanding the core question

The question of how should organisations prepare internally before commissioning a penetration test is one that organisations of all sizes increasingly need to address. As cyber threats evolve in sophistication and frequency, understanding this topic is essential for making informed security decisions.

This article examines the key aspects of this challenge, drawing on real-world penetration testing experience and established security frameworks. Whether you are a CISO, IT manager, or Board member, the insights here will help you navigate this critical area.

Too often, organisations approach this topic with assumptions rather than evidence. A rigorous, testing-led perspective reveals nuances that theoretical frameworks and compliance checklists routinely miss.

What penetration testing reveals about this challenge

Professional penetration testers encounter this issue regularly during engagements across diverse industries and environments. The patterns that emerge from real-world testing provide insights that no theoretical analysis can replicate.

During a typical engagement, testers will systematically evaluate how this factor affects the organisation's overall security posture. The findings often surprise even experienced security teams, revealing gaps between assumed and actual protection levels.

The most valuable insight from testing is understanding not just whether a weakness exists, but how an attacker would realistically exploit it and what business impact would follow. This evidence-based approach transforms abstract concerns into concrete, actionable priorities.

Putting principles into practice

Translating security principles into effective practice requires clear processes, defined responsibilities, and measurable outcomes. The gap between knowing what to do and actually doing it consistently is where most organisations struggle.

Successful implementation starts with understanding your current state honestly, defining realistic objectives, and building a roadmap that addresses the highest-risk items first. Penetration testing plays a crucial role in this process by providing objective evidence of where you stand.

The organisations that achieve the best results are those that treat security as a continuous improvement process rather than a project with a defined end point. Regular testing, honest assessment, and systematic remediation create a virtuous cycle of increasing resilience.

Actionable steps for your organisation

Start by honestly assessing where your organisation currently stands in relation to this topic. Identify the gaps between your current practices and industry best practice, and prioritise the areas where improvement would have the greatest impact on your security posture.

Engage with experienced penetration testing professionals who can provide an objective, evidence-based assessment of your specific environment. Generic advice and theoretical frameworks only take you so far — real insight comes from testing your actual systems, processes, and people.

Moving forward with confidence

Understanding how should organisations prepare internally before commissioning a penetration test is essential for building a robust security programme. The insights and approaches discussed in this article provide a foundation for making informed decisions and driving meaningful improvement in your organisation's security posture.