What if attackers breach your environment between your pentests? That’s the uncomfortable truth many organizations face today.
The reality is even starker when you look at the data. Our research shows 84% of organizations suffered a cyberattack in 2024, yet only 26% conduct pentests more than once annually. Nearly 20% of CISOs admit they pentest only to meet compliance mandates rather than to improve security. And for those who do test, over 40% say their results are invalid by the time reports are delivered because environments change so quickly.
That means the majority of organizations are leaving months, if not longer, of untested exposure. Annual penetration testing, or even quarterly penetration testing, once considered the gold standard, simply doesn’t reflect the speed of modern threats.
This blog breaks down why annual pentesting is outdated, what the best pentesting cadence looks like, and how organizations can align their security testing frequency with today’s threat landscape.
84%
of organizations attacked in the past year
26%
test more than once annually
20%
test only to meet compliance
40%
say pentest results are invalid by the time they’re delivered
Penetration testing as a discipline has been around since the 1960s, when “tiger teams” probed defense and government systems. But its widespread adoption in business came later, driven largely by compliance pentesting requirements.
Frameworks like PCI DSS, SOC 2, and HIPAA established annual and/or quarterly penetration testing requirements more than a decade ago. For many organizations, this was their first structured exposure to pentesting. At the time, those schedules were reasonable:
Annual testing matched the pace of both defenders and attackers. It satisfied regulatory requirements and, for a time, provided real security assurance. But today’s environments, and today’s attackers, move far too fast for that cadence to hold up.
Our analysis of 50,000 NodeZero® pentests in 2024 found attackers can achieve a critical impact, like domain admin compromise, in as little as 60 seconds. Waiting months between tests leaves massive blind spots.
Over 40% of organizations say pentest results are already invalid by the time they receive them, highlighting the futility of point-in-time tests in dynamic environments.
Over 40% of organizations don’t regularly test their cloud environments, and 31% skip security-focused cloud pentests altogether. In environments where infrastructure changes daily, annual testing falls behind almost immediately. The right pentest cadence for DevOps teams needs to match agile release cycles and hybrid cloud complexity.
NodeZero exploited 229 known vulnerabilities nearly 100,000 times in 2024, including dozens on the CISA KEV list — proof that attackers weaponize and exploit weaknesses well before most organizations test again.
So, is even quarterly pentesting enough? The answer is no because attackers move faster than any compliance-driven schedule.
Continuous pentesting flips the model from static to dynamic. Instead of waiting months, organizations can validate their security posture as often as needed, even daily.
This shift is powered by autonomous pentesting tools that replicate attacker behavior in real environments, without the time, cost, and constraints of manual-only tests. Modern platforms like NodeZero® Offensive Security Platform integrate seamlessly with agile and DevOps workflows, aligning security testing with how software is actually built and deployed today.
Think of it as moving from annual fire drills to real-time security weakness discovery. Instead of hoping your next compliance test identifies newly emerged weaknesses, you know immediately when attackers could exploit your environment.
Security teams that embrace a modern pentest frequency aren’t just safer, they’re more efficient and better aligned with business goals.
There is no one-size-fits-all answer. The right cadence depends on:
At a minimum, organizations should combine monthly automated pentests with annual manual red team assessments for high-assurance coverage.
Consider an organization that shifted from annual pentests to monthly automated assessments supplemented by targeted, on-demand tests. Within six months, they:
By aligning their pentest frequency with attacker speed, they turned pentesting from a compliance checkbox into a proactive defense strategy. Now imagine the impact if organizations had access to continuous testing—where every new weakness was identified and remediated in near real time.
As one security leader put it:
Modern orgs should treat pentesting like backups: frequent, continuous, and verifiable.”
Annual pentesting belongs to a bygone era. Modern threats demand testing that matches the speed and persistence of attackers. By adopting frequent, scheduled, and on-demand pentesting, organizations gain visibility, resilience, and confidence that annual testing alone can’t provide.
The question is no longer “How often should you pentest?” The answer is clear: far more often than annually — and ideally, continuously.
Schedule a demo to see how continuous pentesting can transform your security posture.