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Penetration Testing

Identifying & Fixing Security Gaps Before They’re Exploited

 

A penetration test simulates how a real attacker thinks and moves through your environment — identifying vulnerabilities before they become incidents. Unlike automated scanning, manual penetration testing uncovers the misconfigurations, credential weaknesses, and access gaps that tools alone can’t find. 


CyberAssurance’s penetration testing services are built for financial institutions and highly regulated organizations that need experienced, hands-on security testing they can trust. 



The Risk You Haven’t Tested For Is Still There


Most organizations schedule a penetration test after a regulatory exam finding, a near-miss incident, or the quiet realization that their last risk assessment didn’t go deep enough. By that point, the exposure has already existed — undocumented and unaddressed.


Automated scans generate findings. They don’t simulate how an attacker chains them together. Organizations that rely on scanning alone often carry significant risk they’ve never seen on paper — because the tool never looked for it.

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Experienced Testers. Manual Methods. Measurable Results.


CyberAssurance is a boutique firm. That means senior security practitioners lead every engagement — not account managers who hand off to junior staff. Our methodology follows the Penetration Testing Execution Standard (PTES) and NIST SP 800-115, providing a structured, repeatable framework your regulators will recognize.

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    Senior-Led Engagements — Experienced professionals conduct every phase of testing. No junior testers, no automated substitutes, no exceptions.

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    Manual-First Methodology — We find what scanners miss: chained exploits, default credentials, Active Directory attack paths, permission misconfigurations, and logic vulnerabilities that automated tools are not designed to identify.

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    Collaborative by Design — We work alongside your internal IT and security teams throughout the engagement — keeping your staff informed, your operations undisrupted, and your remediation planning grounded in your actual environment.

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    Clear, Actionable Reporting — Findings are delivered with letter grades, peer benchmarks, and prioritized remediation steps written for both technical teams and executive leadership. No jargon, no buried recommendations.

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    End-to-End Support — From the initial strategy call through final remediation retesting, CyberAssurance stays engaged until the vulnerabilities are resolved — not just reported.


Built for Organizations With Real Exposure

CyberAssurance works with organizations where security failures carry real regulatory, operational, and reputational consequences.

Financial Institutions

Navigating FFIEC, FDIC, and NCUA expectations for independent, documented security testing — including institutions facing exam findings that require a credible remediation record.

Healthcare Organizations

Managing HIPAA security rule obligations and the specific vulnerabilities created by clinical systems, networked medical devices, and complex vendor access.

Growing Organizations

Organizations that have expanded their technology footprint faster than their internal security capabilities, or where IT oversight has not kept pace with operational risk.

Regulatory Review

Organizations preparing for or responding to regulatory review that need independent validation, clear documentation, and findings their auditors and examiners will find credible and complete.


Senior-Led Testing Across Every Attack Surface

Every engagement is scoped to your environment and delivered by experienced practitioners — not junior analysts running automated playbooks.

Network Penetration Testing
Internal and external testing that maps your attack surface and simulates real-world intrusion scenarios across your full environment.
Wireless Penetration Testing
Assessment of wireless networks, device configurations, and access protocols — including rogue access points, weak encryption, and device-spoofing vectors that standard scans overlook.
Cloud Security Testing
Access control validation and misconfiguration testing across Microsoft Azure and Amazon Web Services environments, with findings mapped to cloud-specific risk.
Social Engineering Testing
A two-step assessment of employee security awareness and network-level controls, covering phishing campaigns, pretexting scenarios, and physical access attempts.
Vulnerability Identification and Prioritization
Manual discovery of credential weaknesses, permission gaps, Active Directory exposures, and exploitable misconfigurations that automated tools routinely fail to surface.
Remediation Guidance
Specific, prioritized recommendations your team can act on immediately — ranked by severity, not buried in a 100-page report.
Free Remediation Retesting
Verification testing within six months of your engagement to confirm identified vulnerabilities have been resolved — included at no additional cost.
Executive Reporting
Letter-grade findings with peer benchmarking, translated into clear language for non-technical leadership, board presentations, and regulatory review.

 

Find Your Vulnerabilities Before Someone Else Does


CyberAssurance finds vulnerabilities in 100% of penetration testing engagements — including at organizations that believed they were already covered.
The average ransomware payout now exceeds $180,000. A penetration test costs a fraction of that, and delivers the documentation, visibility, and remediation roadmap that prevents the scenario entirely.
Our team will work with you to scope an engagement that fits your environment, your compliance timeline, and your risk priorities.