
In every penetration test, certain weaknesses appear repeatedly. Despite new tools, policies, and awareness campaigns, the same foundational misconfigurations continue to provide attackers with their easiest wins.
This report distills findings from hundreds of penetration testing and adversary-emulation engagements across four major industries: Healthcare, Manufacturing, Financial Services, and Legal. It highlights where these organizations are most commonly misconfigured, what those weaknesses mean in business terms, and which fixes deliver the highest return on effort.
Misconfigurations remain one of the most frequent root causes of breaches. They sit in the gray space between technology and process. They are easy to overlook, yet critical to every defense layer. Firewalls, Active Directory structures, and cloud APIs all depend on correct configuration to enforce policy. When those configurations drift or are implemented hastily, they turn into silent entry points.
The objective of this Playbook is not to assign blame, but to bring clarity. By comparing trends across industries, security leaders can benchmark their own environments, focus remediation efforts, and understand which issues are most likely to appear in their next penetration test.
Healthcare
Manufacturing
Financial Services
Legal
Across industries, three themes emerge:
While the technical specifics vary, the business outcomes follow predictable patterns:
Prioritization is essential when resources are limited. Critical items are those that allow privilege escalation, data compromise, or operational shutdown in a single step. High priorities are those that amplify attacker reach or complicate recovery. Medium issues typically require chaining with other weaknesses to become impactful but should still be addressed during planned maintenance cycles.
For most organizations, addressing the top Critical issues in each industry column will eliminate the majority of high-impact exposure points.
Every misconfiguration tells a story, not only of a missed patch or poorly applied control, but of an assumption that went untested. Penetration testing is most valuable when it validates the success of remediation, not merely when it uncovers weaknesses.
Security leaders can use this Playbook as both a diagnostic reference and a planning tool:
Penetration testing is a tool for continuous improvement, a means to prove that controls function as intended under realistic attack conditions.
In our engagements, the organizations that demonstrate the strongest security posture share one common trait: they treat each test as a feedback loop. Findings inform remediation, remediation drives validation, and validation shapes future policy.
Next Steps
Organizations that use this Playbook effectively take three immediate actions:
Attackers depend on predictability. They thrive on the small configuration errors that appear in every environment, regardless of sector or size. Eliminating those predictable pathways is the simplest, most cost-effective way to strengthen your organization’s security posture.
This Playbook offers a starting point, a snapshot of where defenses most often fail. The next move is yours: verify, validate, and close the loop before an adversary does.