Contents
- Introduction
- The Traditional Pen Test Baseline: Rinse and Repeat
- Why External Attack Surface Testing Takes a Different Approach
- The Reality of Evolving Threats
- Breaking Free from the Annual Compliance Trap
- Who Benefits Most from This Approach?
- The Business Case: Value Beyond Compliance
- Conclusion: Scope Over Frequency
Introduction
Picture this: you’re ticking off your annual penetration test for ISO 27001 compliance. Same firewall, same servers, same scope as last year. The report comes back clean, just like it did twelve months ago. Job done, box ticked, and that’s that done for another year, right?
Well, not quite.
If you’re falling into what we call the “pen test trap,” doing the same test year after year without changing scope, you’re not getting the security value you think you are. Here’s why external attack surface testing might be the game-changer your organisation needs.
The Traditional Pen Test Baseline: Rinse and Repeat
Traditional penetration testing typically focuses on specific assets, such as your firewall, particular servers, or individual applications. It’s methodical, it’s predictable, and it satisfies compliance requirements.
But here’s the kicker: if nothing in your environment has changed, you’re going to get identical results.
As one cybersecurity expert puts it: “If the firewall is configured right now, it will be configured correctly next year as well. Unless you’ve changed it.” A firewall doesn’t wear out like your car engine. It’s not going to magically become vulnerable overnight just because twelve months have passed.
This creates a frustrating cycle. Organisations spend money on annual penetration tests that tell them what they already know, while genuine security risks go undetected elsewhere in their digital footprint.
Why External Attack Surface Testing Takes a Different Approach
External attack surface testing goes far beyond scanning IP addresses and checking port configurations. It looks at your organisation the way a real attacker would: holistically, opportunistically, and with an understanding that security vulnerabilities exist in places you might never think to check.
This broader approach examines:
Email and DNS Configuration: Are your email security settings properly configured? Are there DNS records that could be exploited or reveal sensitive information about your infrastructure?
Publicly Available Information: What can attackers learn about your organisation from your website, marketing materials, staff LinkedIn profiles, or company filings? Sometimes the most valuable intelligence isn’t hidden behind a firewall; it’s sitting in plain sight.
Physical Information Visible Online: Here’s one that catches many organisations off guard. Can attackers see photos of your office layout through Google Street View? Are there renovation plans or building schematics available online? We’ve seen cases where Google Maps imagery shows fire doors propped open, giving attackers a clear physical entry route.
Third-Party Integrations: What about all those cloud services, APIs, and vendor connections that have cropped up over the past year? Each integration potentially expands your attack surface, and with the recent attacks on M&S, Harrods and CO-OP, this issue is in the spotlight more than ever.
The Reality of Evolving Threats
There’s a common misconception about how vulnerabilities work. Many people think new security flaws are constantly being created, like digital rust eating away at your systems. The reality is more nuanced.
Vulnerabilities aren’t typically “newly created,” they’re previously unknown flaws that become public knowledge. In 2024 alone, over 40,000 new vulnerabilities (CVEs) were published, the highest number ever recorded. But these weren’t 40,000 new problems; they were 40,000 existing problems that security researchers finally discovered and disclosed.
Once a vulnerability becomes public knowledge, the cat’s out of the bag. Everyone knows about it, including the bad guys. Research from Rapid7 shows that over 50% of exploited vulnerabilities are attacked within just two weeks of disclosure.
With the increasing number of zero-day vulnerabilities uncovered each year, it’s even more crucial that your scope is updated annually to enhance your security posture.
Breaking Free from the Annual Compliance Trap
The problem with the “one and done” annual approach is that it satisfies ISO 27001 or PCI compliance requirements without necessarily improving your security posture. Same scope, repeated annually, equals diminishing returns.
A smarter approach involves rotating your penetration testing focus:
- Year 1: External infrastructure and perimeter security
- Year 2: Web applications and customer-facing platforms
- Year 3: Cloud environments and M365 configurations
- Year 4: Internal network security or BYOD device risks
This rotation ensures you’re getting maximum value from your security testing budget while still meeting compliance requirements. It also acknowledges that different parts of your infrastructure face different types of threats and require different testing approaches.
According to the Ponemon Institute’s 2023 “Cost of Compliance” study, 60% of organisations that pass annual compliance audits still suffer a security incident within 12 months. This suggests that compliance-focused testing alone isn’t enough to maintain real-world security.
Who Benefits Most from This Approach?
Large Enterprises: Banks, SaaS platforms, and development firms typically understand their security requirements well. They have the budget and expertise to appreciate detailed, comprehensive testing that goes beyond basic compliance.
SMEs with Digital Platforms: Consider the local bakery chain that developed a mobile app for customer loyalty programs. They might not think they’re a target, but their app processes customer data and payment information. If the app has vulnerabilities, they could face data breaches, regulatory fines, and reputational damage.
These smaller organisations often don’t have in-house cybersecurity expertise, making them particularly vulnerable to threats they haven’t considered. External attack surface testing can reveal risks that wouldn’t appear in a traditional infrastructure-focused pen test.
The Business Case: Value Beyond Compliance
Attack surface testing provides business context that pure technical testing might miss. It identifies risks that could impact customer trust, regulatory compliance, and business operations. More importantly, it encourages a proactive security culture rather than treating cybersecurity as a tick-box exercise.
Consider the current threat landscape: the average enterprise now uses over 1,200 cloud services, many of which are deployed without IT approval. Meanwhile, misconfigurations account for 82% of breaches involving human error, according to Verizon’s 2024 Data Breach Investigations Report.
This expanding and increasingly complex attack surface can’t be adequately assessed through traditional penetration testing alone. You need an approach that understands how all these pieces fit together and where the real business risks lie.
Conclusion: Scope Over Frequency
The key insight here is that scope matters more than frequency when it comes to meaningful security testing. Rather than doing the same test repeatedly, organisations should think strategically about where their risks lie and how those risks are evolving.
This doesn’t mean abandoning compliance requirements or traditional penetration testing entirely. It means being smarter about how you use your security testing budget to get maximum value. Combine regular vulnerability scanning for patch management with strategically planned penetration tests that rotate scope to cover different aspects of your attack surface.
The goal isn’t just to satisfy an auditor or check a compliance box. It’s to build a genuinely resilient security posture that can adapt to an evolving threat landscape. In a world where new vulnerabilities are disclosed daily and attack methods constantly evolve, that kind of adaptability isn’t just nice to have – it’s essential.
After all, real attackers don’t limit themselves to last year’s pen test scope. Why should your security testing?