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There’s no question that cyber threats are becoming more frequent and harder to spot. That’s why more businesses are investing in penetration testing, also called pen testing, as a way to uncover security gaps before cybercriminals do. But what exactly is penetration testing, and how does it work? This blog will explain what it is and why it’s a valuable part of a modern cybersecurity strategy.

What Is Penetration Testing?

Penetration testing is a hands-on way to check how secure your systems currently are. It’s a controlled test, usually carried out by ethical hackers, that mimics what a real attack might look like. These professionals try to break into your network, applications, or systems to find weak points that a malicious actor could exploit.

Unlike automated security scans that only flag known issues, pen testing digs deeper. The testers use the same techniques cybercriminals rely on, thinking like an attacker would. Their job is to figure out where your security might fall short and how much damage someone could do if they were to break in. Every step is done with your approval and documented clearly.

Why Is Penetration Testing Important?

No system is 100% secure. Even if you’ve installed antivirus software, firewalls, or multi-factor authentication, attackers can often find ways around them, especially if systems aren’t tested regularly. 

Penetration testing helps businesses:

  • Identify and prioritize vulnerabilities that aren’t visible through routine scans.
  • Protect sensitive data from breaches and ransomware attacks.
  • Meet industry regulations and compliance requirements like HIPAA, PCI-DSS, and ISO 27001.
  • Train and prepare your internal teams to respond quickly if a real attack happens.

For many businesses, it’s one of the most effective ways to get ahead of potential problems before they escalate.

padlock image. idea of security from penetration testing

How Does Penetration Testing Work?

While each engagement is tailored to the organization’s needs, penetration testing generally follows a structured process:

  1. Planning and Reconnaissance: The tester works with your team to understand the scope: what systems will be tested, what’s off-limits, and what goals are in place. They also gather intel on your environment, much like an attacker would.
  2. Scanning and Analysis: Using specialized tools, the tester identifies potential entry points such as open ports, outdated software, or misconfigured settings.
  3. Exploitation:  Testers attempt to exploit the vulnerabilities they’ve found, without causing harm, to determine how far an attacker could get.
  4. Reporting and Recommendations: You’ll receive a detailed report outlining the vulnerabilities discovered, how they were exploited, and step-by-step remediation strategies to fix them.

Penetration testing can focus on different areas:

  • External testing: Targets public-facing assets like websites and servers.
  • Internal testing: Simulates a threat from inside your organization (e.g., a rogue employee).
  • Application testing: Focuses on web or mobile apps.
  • Social engineering: Tests whether employees fall for phishing or other scams.

Who Needs It, and When?

Any organization that stores customer data, relies on digital systems, or must meet compliance standards can benefit from pen testing. It’s especially vital for:

Most experts recommend testing at least once a year, or any time you roll out new systems or software.

Put Your Security to the Test

Penetration testing gives you a clear picture into the true state of your security. By identifying vulnerabilities before someone else does, it helps you take practical steps to reduce risk and strengthen your defenses.



Keith Johnson

Author Keith Johnson

Keith Johnson’s passion for cybersecurity awareness, customer service, and mentorship has led him to build a lifelong career as a technology advocate. Currently guiding Obviam’s business strategies as the Executive Vice President, Keith leverages his Masters education in Business to solve complex business technology issues. He continues to share his expertise as a panellist at TechFest Louisville and in Obviam’s regular Lunch and Learn sessions.

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