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Uncover Your Cyber Vulnerabilities: Better Protection Starts with Penetration Testing and Vulnerability Assessments

June 2, 2025

Contributors: Jacob Harrand, Senior Technology Solutions and Risk Management advisor, Jessica R. Dore, CISA

Your IT team is diligent. You’ve invested in robust firewalls, modern hardware, regular software updates, and even a backup server. But here’s the critical question you must regularly ask yourself: “Is my data and IT systems safe enough from cyberattacks?”

And just as importantly: “How do I know?” 

The reality is that our fast-paced digital world introduces new threats every day. Even with a strong defense, vulnerabilities can seep through unnoticed, leaving your organization exposed to potential risks. This is where vulnerability assessments and penetration testing prove invaluable.  

What Are Vulnerability Assessments and Penetration Tests?  

Vulnerability assessments and penetration testing are methods of identifying and mitigating cybersecurity risks. While they share a common goal — improving security against potential cyberattacks — they differ in approach.  

  • Vulnerability Assessments: Think of a vulnerability assessment like a would-be intruder walking around the exterior of your home in search of potential entry points.
    He’ll rattle doorknobs, try to jimmy open your windows, and poke around to see if you have a dog or alarm system. A vulnerability assessment works similarly. It scans your systems, networks, and applications to identify known vulnerabilities and weaknesses. It provides a comprehensive review but does not attempt to exploit those vulnerabilities.
  • Penetration Testing: Penetration testing (aka pen testing) takes things a step further. In this case, the would-be intruder actually slips into your home to determine what valuables are inside and attempts to steal them. Likewise, to test your defenses, a pen test simulates a real-world cyberattack, sending in ethical hackers to try exploiting identified vulnerabilities in a controlled manner. The aim here is to uncover security gaps before real attackers can.  

Determining the Right Vulnerability Assessment or Pen Test for Your Organization

There are different types of vulnerability assessments and penetration tests. Selecting which options are right for your organization depends on several factors — your IT environment, objectives, industry regulatory requirements, and specific security concerns among them.  

For example, do you need a broad vulnerability assessment, or are you trying to test the strength of your defenses against specific attack scenarios? Consider the sensitivity of the data you handle and the systems you rely on — cloud, wireless, internal, and external. If your organization is in healthcare or finance, for instance, more rigorous compliance-oriented testing, like penetration tests, may be required to meet legal standards.   

Types of Vulnerability Assessments & Pen Tests

Ultimately, you’ll want to evaluate — or, ideally, have an experienced cybersecurity expert evaluate — your organization’s specific situation and tailor a grouping of assessments and/or tests that best fits your organization’s needs, resources, and risk tolerance. Here’s a look at some options you might consider and why: 

1. Cloud Pen Testing: 

As cloud infrastructure continues to grow, so do the threats targeting it. Cloud pen testing ensures that your data storage and cloud-based operations are secure by identifying misconfigurations, insecure APIs, or exposed sensitive information.  

2. External Testing: 

External vulnerability and penetration testing assess your organization’s external network perimeter. Simulating how an attacker might look for entry points, this test is crucial for assessing risks from the outside.  

3. Internal Testing: 

Internal testing focuses on threats that could arise from within your organization. Whether it’s a compromised employee account or accidental security gaps, this test helps protect you from internal breaches.  

4. Wireless Testing: 

With the ubiquity of wireless networks, testing these connections ensures your Wi-Fi access points and devices are protected from unauthorized access or attacks, such as man-in-the-middle attacks, where a malicious actor secretly intercepts and alters the communication between two parties — perhaps eavesdropping on sensitive data like login credentials, banking information, or private messages, or even injecting malicious content to manipulate the data flow This type of attack often takes place in unsecured or poorly secured networks, such as public Wi-Fi hotspots. 

5. Application or Web App Testing: 

With web applications being frequent targets for cybercriminals, testing for vulnerabilities in applications or APIs, which are often an integral part of modern web applications, are securely designed to prevent unauthorized access or data leaks. Conducting regular application or web app testing is crucial to staying ahead of emerging threats and maintaining user trust by protecting sensitive information and ensuring that your organization’s operations remain secure.  

Best Practices for Conducting Vulnerability Assessments

Unfortunately, it’s impossible to remain entirely “safe” from cybersecurity attacks. Even after conducting thorough vulnerability assessments or pen tests, new vulnerabilities may emerge the next day. Without consistent monitoring, updates, and awareness, your environment could still be compromised.  

To minimize risk and maximize success when incorporating vulnerability assessments and pen testing in your organization, we recommend this approach:  

  • Regularly Schedule Assessments: Cyber threats evolve rapidly. Ideally, you should conduct assessments quarterly, or as frequently as your budget and resources allow. More frequent assessments help you catch new vulnerabilities or misconfigurations sooner, reducing the window of opportunity for attackers to exploit them.
  • Prioritize Critical Systems: Not all assets are equal. Focus your efforts first on systems storing sensitive or mission-critical data.
  • Act on Findings: Identifying vulnerabilities is just the first step. Immediate remediation is necessary to mitigate risks.
  • Engage Qualified Professionals: Whether through an in-house team or external experts, always work with certified cybersecurity professionals.
  • Document Everything: Keep detailed records of your findings, actions taken, and results to support compliance requirements and future strategy. 

Take Control of Your Cybersecurity

Investing in firewalls, backups, and regular updates is essential, but it’s only part of the equation. Cybersecurity requires vigilance, evaluation, and proactive measures to stay ahead of evolving threats.  

Vulnerability assessments and penetration testing, when tailored to your needs and resources, are two of the most useful methods of keeping one step ahead of cyber attackers; they’re vital to identifying weak points before those weaknesses can be exploited. 

Rather than worry and wonder if your organization’s data and IT system are safe enough from cyberattacks, find out. Prioritize a thorough evaluation of your IT systems to uncover the hidden risks that could jeopardize your organization. 

Are you ready to rest easier about your organization’s level of protection? Connect with a cybersecurity expert at Rehmann Technology Services today and find out — with a free consultation — how you can better safeguard your data, reputation, and future against the unknown.