What the regulation says
Section 500.5 of the regulation (23 NYCRR Part 500) requires covered entities to conduct penetration testing "from both inside and outside" the boundaries of their information systems, at least annually, by a "qualified internal or external party." It also requires automated scans of your systems for vulnerabilities, and prompt fixes ranked by risk.
Inside and outside means two tests
- The outside test checks what an attacker on the internet can reach: your public websites, remote access, and anything else exposed.
- The inside test starts from a foothold on your network and shows how far an intruder could move.
An external test on its own does not satisfy the regulation. You need both.
The small company exemption
Smaller covered entities, for example those with fewer than 20 employees, may qualify for a limited exemption under section 500.19 that removes the annual penetration testing requirement. Check section 500.19 or ask your compliance advisor before you rely on it. Many exempt firms still test because their insurer or a business partner asks for it.
Both tests, one checkout
- Automated external penetration test, from $1,995 for a 30-day window (1 external IP or domain).
- Automated internal penetration test, from $2,995 for a 30-day window (up to 25 internal hosts).
- Vulnerability scanning on a schedule, from $595 a year for external (10 IPs) and from $1,095 a year for internal.
Each test starts the same day, safely attempts real exploitation, includes retests after you fix findings, and ends with an executive summary and a technical report for your records and your examiner.
When you need an engineer
If your examiner or your own policy calls for a test led by a named engineer, our managed penetration testing team does that.
This page is general information, not legal advice. Ask your attorney or compliance advisor how the regulation applies to your business.
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Related: SOC 2, HIPAA, ISO 27001, PCI DSS 11.4, FTC Safeguards Rule, cyber insurance, penetration test cost
