There is no such thing as automated penetration testing. The key defining feature of a pen test is the presence of a highly skilled human pen tester. An automated penetration test, as commonly understood, is nothing more than a vulnerability assessment.
Although a penetration test is sometimes called a vulnerability assessment, many security vulnerability assessments use only automated scanners and do not simulate a skillful, determined human attacker. A significant amount of wasted opportunity occurs when penetration testing is improperly understood as a tool-based vulnerability assessment.
A true penetration test should leverage the findings from vulnerability scanning tools as a starting point for the engagement. When we automate penetration testing as a first step then it enables manual testers to verify critical targets as vulnerable, prioritize them, and consider exploiting them in an attempt to gain privileged access to the network.
Automation is also critical for handling mundane or repetitive processes, giving pen testers more time to pursue the more explorative and analytic processes. When used correctly, automation becomes a force multiplier, allowing a single penetration tester to cover more ground in the allocated time period. This is critical because one key difference between a penetration test and a real attack is the time available to the attacker.
No automated technology solution can test business logic. The process requires a skilled human to fully explore the possibilities. A recent study by a well-known penetration test services provider shows that only 37 percent of critical network vulnerability discoveries were found through automated scans, while 63 percent were found through manual pen testing.
There is no such thing as an automated penetration test. But there is certainly a role for automation in penetration testing. Penetration tests are time-bound engagements. Manual testing is the most productive activity, and the only way to find business logic flaws. The goal of automation is to make more time available for manual testing. To this end, domain footprint analysis, vulnerability scanning, and most of the report generation should be automated as much as possible.
Introducing Winmill’s Penetration Testing Stream
We’re excited to announce our latest offering: the Penetration Testing Stream subscription. Designed to fortify your organization’s cybersecurity posture, the Penetration Testing Stream provides continuous assurance. Whether you’re safeguarding critical infrastructure or ensuring compliance with industry standards, our expert team delivers fast, comprehensive testing to help you mitigate risks effectively.
If continuous testing on your release cadence would fit your environment, the Penetration Testing Stream page explains how the program works and how to check whether your application qualifies.


