Step-by-Step Guide: What Happens During a Penetration Test (Pen Test) 

A Practical Walkthrough for UK Businesses: How Ethical Hackers Simulate Real Attacks to Keep Your Systems Safe

Picture of <span>written by</span> Jamie E.
written by Jamie E.
Step-by-Step Guide — What Happens During a Penetration Test (Pen Test)

Penetration testing, often called ethical hacking, is one of the most effective ways to uncover and fix security weaknesses before criminals can exploit them. In this guide, we’ll walk you through each step of a penetration test from planning and reconnaissance to exploitation and reporting to help your organisation understand what really happens during a simulated attack. Whether you’re pursuing Cyber Essentials, ISO 27001, or simply aiming to strengthen your defences, this breakdown shows how proactive testing keeps your business secure.

Table of Contents

Penetration testing is like hiring an ethical hacker to test your systems before a real attacker does. The goal is to uncover weaknesses in your defences so you can fix them proactively. Below is a clear step-by-step breakdown of what happens during a penetration test, with practical takeaways at each stage. 

 

  1. Planning and Scoping

Purpose: Define the rules of engagement 

What happens: 

  • The business and the testing team agree on the goals, scope, and limitations of the test. 
  • You decide what systems are in scope (e.g. web apps, cloud infrastructure, internal networks). 
  • Choose between different test types: 
  • Black box – no prior knowledge 
  • White box – full access to system info 
  • Grey box – limited knowledge 

Why it matters: 

  • Sets expectations and ensures testing is safe, legal, and aligned with business needs. 
  • Helps focus on high-risk areas like payment systems, employee portals, or customer data. 

Business Benefit: 

  • Avoids disruption to your operations by clearly defining what’s allowed and when. 

 

  1. Reconnaissance (Information Gathering)

Purpose: Learn as much as possible about the target systems without alerting anyone 

What happens: 

  • Passive recon: Gather public data (e.g. WHOIS records, job ads, leaked credentials). 
  • Active recon: Ping devices, scan ports, inspect websites and endpoints for clues. 

Tools used: Google Dorking, Shodan, Nmap, WHOIS, Maltego 

Why it matters: 

  • Identifies exposed information or technologies that can be used in an attack. 
  • Helps map out your digital footprint sometimes businesses don’t realise how much is public. 

Business Benefit: 

  • Reveals how attackers could gather intel on your company before launching real attacks. 

 

  1. Vulnerability Scanning

Purpose: Find known weaknesses in your systems 

What happens: 

  • Automated tools scan networks, servers, and applications for vulnerabilities (e.g. outdated software, misconfigured firewalls, weak passwords). 
  • Results are analysed and prioritised based on severity. 

Tools used: Nessus, OpenVAS, Burp Suite, Qualys 

Why it matters: 

  • Speeds up the process of identifying entry points. 
  • Not everything found is exploitable, but it shows what needs patching. 

Business Benefit: 

  • Gives you a quick health check and highlights critical areas that need attention. 

 

  1. Exploitation

Purpose: Attempt to exploit vulnerabilities to show what could happen in a real-world attack 

What happens: 

  • Ethical hackers use the weaknesses found to break into systems (within the agreed scope). 
  • They might gain admin access, extract sensitive data, or simulate malware infections. 

Tools used: Metasploit, SQLmap, Hydra, custom scripts. 

Why it matters: 

  • Shows which issues are dangerous and how far an attacker could go. 
  • Helps distinguish between minor risks and real threats to your business. 

Business Benefit: 

  • Provides tangible proof of how an attack could impact your operations, helping justify security investments. 

 

  1. Post-Test Reporting & Remediation

Purpose: Present findings, explain risks, and guide fixes 

What happens: 

  • The testers create a detailed report including: 
  • Issues found. 
  • Evidence of exploitation 
  • Risk ratings (high, medium, low) 
  • Fix recommendations 
  • A debrief session is held with your IT/security team. 

Why it matters: 

  • Turns technical findings into clear, actionable insights. 
  • Gives your business a roadmap to close security gaps. 

Business Benefit: 

  • Helps meet compliance (like ISO 27001, Cyber Essentials, PCI-DSS). 
  • Builds customer trust by showing you take security seriously. 

 

How Ethical Hacking Helps Your Business 

  • Prevents breaches by simulating real attacks in a safe, controlled way. 
  • Reduces downtime and losses from potential future attacks. 
  • Strengthens employee awareness through real-world scenarios. 
  • Supports regulatory compliance and audit readiness. 
  • Improves decision-making with a better understanding of risk. 

 

Final Thoughts 

Penetration testing isn’t about hacking for fun it’s a business-critical exercise that helps you see your systems from an attacker’s point of view. By understanding each step of the process, you can better protect your data, reputation, and operations.