Penetration Testing & Vulnerability Assessments

Untested defenses are assumed defenses. We verify yours.

Network penetration testing, vulnerability assessments, and phishing simulations that verify your security controls actually work.

A firewall rule that’s supposed to block lateral movement. A patch that’s supposed to be deployed everywhere. An employee who’s supposed to recognize a phishing email. Every security control is an assumption until it’s tested — and the only way to know if an assumption holds is to try to break it, the way an attacker would.

What Penetration Testing Involves

Penetration testing is an authorized, controlled simulated attack against your network, applications, or people — conducted to identify exploitable vulnerabilities before a real threat actor does. It goes beyond a vulnerability scan’s list of theoretical weaknesses; a penetration test attempts actual exploitation, showing you which vulnerabilities are genuinely reachable and what an attacker could do with them.

Kyber’s Testing Methodology

  • Reconnaissance: Mapping your external and internal attack surface the way an adversary would.
  • Vulnerability Identification: Automated scanning combined with manual analysis to surface exploitable weaknesses, not just a CVE list.
  • Exploitation: Controlled, authorized attempts to exploit identified vulnerabilities and demonstrate real business impact.
  • Lateral Movement & Privilege Escalation: Testing how far an initial foothold could actually spread.
  • Reporting & Remediation Guidance: A prioritized, actionable report — not a raw scanner export — with remediation steps ranked by real-world risk.

Why Professional Services Firms Need Penetration Testing

Law firms, accounting practices, and financial services firms are high-value targets: client financial data, privileged communications, and wire transfer capability make them attractive to business email compromise and ransomware campaigns. Cyber insurance underwriters and regulators increasingly expect evidence of regular testing, not just a stated security policy.

Penetration testing is also a direct requirement or strong recommendation under CMMC, the FTC Safeguards Rule, and many cyber insurance policies. A stated control that’s never been tested is a liability in an audit — and in an incident.

Penetration Testing vs. Vulnerability Scanning

A vulnerability scan tells you what might be wrong. A penetration test tells you what’s actually exploitable — the difference between a list of theoretical CVEs and proof that a specific chain of weaknesses gives an attacker access to your systems. Kyber offers both: vulnerability scanning for continuous baseline visibility, and penetration testing for the deeper, adversarial validation regulators and insurers increasingly expect.

Testing for Bridgeport and Fairfield County Businesses

Kyber Security conducts penetration testing for law firms, financial services firms, and professional services businesses throughout Bridgeport, Stamford, Norwalk, and the rest of Fairfield County, CT. Whether your office is in downtown Bridgeport, along the I-95 corridor in Stamford, or anywhere else in the region, engagements are scoped around your actual environment and business hours — and findings are walked through in person when that matters more than a PDF report.

What's Included in Kyber's Penetration Testing

Looking for ongoing visibility
between penetration tests?

Test

Test the security of your network to discover open gaps.

Prioritize

Determine the most impactful vulnerabilities and prioritize the biggest security risks.

Mitigate

Remediate the highest priority gaps first to strengthen the security of your network.

Questions about penetration testing?

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Frequently Asked Questions

A vulnerability scan is automated — it identifies known weaknesses across systems and reports them, typically run monthly or quarterly. A penetration test is a manual, hands-on engagement where a tester actively attempts to exploit those weaknesses the way a real attacker would, chaining vulnerabilities together to reach a meaningful objective. Kyber recommends running both: scans for continuous coverage, penetration tests for validated, real-world risk.
At minimum, annually — and that’s not just a best practice, it’s an explicit requirement under CMMC Level 2, the FTC Safeguards Rule, and SOC 2 Type II. Organizations undergoing significant infrastructure changes, such as new network segments or cloud migrations, should test again after the change rather than waiting for the annual cycle.
Network penetration testing, web application assessments, and phishing simulations, each producing a detailed findings report with risk ratings, documented evidence of exploitation, and prioritized remediation guidance — not just a list of flagged issues.
Yes, when performed at the required cadence by a qualified tester. CMMC Level 2 (aligned to NIST SP 800-171) treats penetration testing as part of ongoing security assessment; the FTC Safeguards Rule explicitly mandates annual penetration testing for covered financial institutions; SOC 2 Type II auditors routinely request evidence of an annual test as part of the security trust services criteria.
Properly scoped testing shouldn’t cause outages. Engagements are scheduled in coordination with your team, testing windows and rules of engagement are agreed upon in advance, and higher-risk techniques against production systems are sequenced or excluded unless specifically requested.
You receive a findings report ranked by risk severity, plus a remediation plan. Kyber’s Managed IT and MDR/SOC teams can implement the highest-priority fixes directly rather than handing you a report to action alone — closing the loop between finding a gap and fixing it.
Yes. Phishing simulation tests the human layer of your security posture — whether employees recognize and report simulated phishing attempts — alongside the technical testing of networks and applications. Both are typically scoped together since technical controls and user awareness are complementary defenses, not substitutes for each other.