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Glossary Term

Penetration Testing

An authorized, controlled simulation of a real-world cyberattack against your systems to identify security weaknesses before malicious actors can exploit them.

Understanding Penetration Testing

Penetration testing, commonly called pen testing or ethical hacking, is a proactive security assessment where skilled testers attempt to exploit vulnerabilities in systems, networks, and applications using the same techniques that real attackers would use. The goal is to discover security weaknesses and demonstrate their potential business impact before they are exploited by malicious actors.

Unlike automated vulnerability scanning, penetration testing involves human creativity and expertise to chain together vulnerabilities, bypass security controls, and simulate realistic attack scenarios. A good pen test goes beyond finding vulnerabilities to demonstrate what an attacker could actually achieve, providing clear evidence of risk that drives remediation priorities.

Penetration testing is required or recommended by SOC 2, PCI-DSS, HIPAA, and ISO 27001. Most organizations should conduct penetration tests at least annually and after major infrastructure or application changes.

Types of Penetration Tests

External network

Tests internet-facing infrastructure including firewalls, web servers, email systems, and VPNs.

Internal network

Simulates an insider threat or post-breach scenario from within the corporate network.

Web application

Focuses on web application vulnerabilities including OWASP Top 10 issues.

Social engineering

Tests human vulnerabilities through phishing, vishing, or physical access attempts.

Wireless

Evaluates the security of wireless networks and their segmentation from critical systems.

Cloud

Assesses cloud infrastructure configuration, IAM policies, and cloud-specific attack vectors.

Testing Approaches

Black box: Testers have no prior knowledge of the target environment, simulating an external attacker
Gray box: Testers have partial knowledge such as user credentials or network diagrams
White box: Testers have full knowledge including source code and architecture, maximizing coverage

Need Penetration Testing Guidance?

Our vCISOs scope, manage, and interpret penetration test results for your organization.