"How often should we pentest?" It's one of the most common questions security teams face—and the answer depends on more than just compliance requirements. This guide helps you determine the right testing frequency for your organization.

We'll cover compliance minimums, industry best practices, triggers for additional testing, and why continuous security validation is increasingly becoming the standard.


Quick Answer: Testing Frequency Guidelines

ScenarioRecommended Frequency
Compliance minimum (most frameworks)Annually
Best practice for most organizationsQuarterly + after changes
High-risk applications (financial, healthcare)Quarterly or more
Rapid deployment cycles (weekly releases)Continuous / per release
After significant infrastructure changesImmediately
After a security incidentImmediately

Compliance Framework Requirements

Different compliance frameworks have different penetration testing requirements. Here's what the major frameworks specify:

PCI DSS 4.1

RequirementAnnual + after changes

Requirement 11.4 mandates annual penetration testing and testing after significant infrastructure or application changes. Both internal and external testing required.

SOC 2

RequirementAnnual (typical)

SOC 2 doesn't explicitly mandate pentesting, but it's expected for demonstrating security effectiveness. Most auditors look for annual testing at minimum.

ISO 27001

RequirementRisk-based

Control A.12.6 requires technical vulnerability management. Frequency based on your risk assessment, but annual testing is common practice.

HIPAA

RequirementRisk analysis required

No explicit pentest requirement, but risk analysis is mandated. Penetration testing is a best practice for demonstrating adequate security measures.

Compliance Is the Minimum

Compliance requirements represent the bare minimum, not best practice. Annual testing means vulnerabilities could exist undetected for nearly a year. Most mature security programs test far more frequently.


Factors That Should Increase Testing Frequency

Beyond compliance, several factors should drive more frequent testing:

Deployment Velocity

Weekly or daily deployments mean the attack surface changes constantly. Annual testing can't keep up.

If you deploy weekly: Test monthly or per sprint

Data Sensitivity

Financial data, PII, health records, or other sensitive information increases the cost of a breach.

High sensitivity: Quarterly testing minimum

Threat Profile

Industries with sophisticated attackers (finance, defense, healthcare) face higher risk.

High-risk industry: Quarterly + continuous monitoring

Application Complexity

Complex applications with many integrations, APIs, and user roles have larger attack surfaces.

Complex apps: More frequent, focused testing

Triggers for Immediate Testing

Some events should trigger penetration testing regardless of your regular schedule:

Major Feature Releases

New functionality often introduces new attack vectors. Test before or immediately after launch.

Infrastructure Changes

Cloud migrations, new server deployments, network architecture changes—all require validation.

Authentication System Updates

Changes to login, SSO, MFA, or session management are high-risk areas requiring testing.

Third-Party Integrations

New APIs, payment processors, or external services expand your attack surface.

Security Incidents

After any breach or suspected compromise, testing validates your response effectiveness.

Mergers & Acquisitions

Inherited systems often carry unknown vulnerabilities. Test before integration.


The Problem with Annual Testing

Annual penetration testing was standard when applications were deployed once or twice a year. Today's reality is different:

45daysAverage time between vulnerability introduction and detection (with annual testing)
200+deploymentsNumber of code changes a typical org makes between annual pentests
$4.45MaverageCost of a data breach in 2023 (IBM)

The math is simple: if you deploy frequently but test annually, you're spending most of the year with untested code in production. That's a significant window of exposure.


The Case for Continuous Testing

Modern security programs are moving from periodic testing to continuous validation. Here's why:

Reduced Exposure Window

Vulnerabilities are found and fixed within days, not months. For critical issues requiring more time, provides interim protection while attackers have far less time to exploit.

CI/CD Integration

Security testing as part of the pipeline catches issues before they reach production.

Faster Feedback

Developers get security feedback while the code is still fresh in their minds.

Always Audit-Ready

Continuous testing means continuous compliance evidence. No scrambling before audits.


How ManticoreAI Enables Continuous Testing

Traditional pentesting economics make continuous testing impractical. PTaaS changes that equation:

Traditional Model

  • 6-8 week scheduling delays
  • Extra cost for retests
  • Annual frequency practical limit

ManticoreAI PTaaS

  • Subscription pricing
  • 48-hour delivery
  • Unlimited retests included
  • Test after every release
48hResults delivery
UnlimitedRetests included
12moContinuous coverage

Building Your Testing Schedule

The right testing frequency depends on your specific situation, but here's a framework:

MinimumAnnual testing for compliance
BetterQuarterly scheduled + after major changes
BestContinuous testing integrated into CI/CD

The goal isn't to hit a specific number of tests—it's to maintain confidence in your security posture. If you're deploying frequently, testing annually leaves too much to chance.

Start Testing Continuously

ManticoreAI delivers 48-hour pentests with unlimited retests for 12 months. Test after every release, not once a year.