Penetration Testing How Often Should Enterprises Run a Penetration Test?
Most enterprises should treat annual penetration testing as a baseline, not a complete answer. PCI DSS is the one framework with an explicit annual and change-triggered mandate. SOC 2, the current HIPAA Security Rule, and ISO 27001 all expect testing to follow the organization's own risk assessment and control design, not one fixed calendar date. HHS has proposed an annual HIPAA pentesting requirement, but that rule has not been finalized. Enterprises that combine a formal annual assessment with change-triggered and continuous validation stay ahead of frameworks that were never designed around a single testing frequency.


